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Oakland Vacation Rentals

We Have 434 Vacation Rental Offers Available In Oakland. Average Price Per Night Is $300.10. Find Your Vacation Home Today.

Showing 20 Of 434 Vacation Rentals
  • Property-1 Image 1
    New! Lured Away: Lake Area, Hot Tub, Fire Pit!
    Cabin $163 / Nightly
    • 3 Bed
    • 3 Baths
    Oakland, Maryland, United States

    Name: Lured Away | Bedrooms: 3 | Bathrooms: 3 | Sleeps: 8 | Access: Lake Area | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Providedbr*Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrDESCRIPTION:brLooking for your next vacation getaway? Then you’ve come to the right place! Welcome to Lured Away, a cozy cabin nestled back in the quaint Yellowstone Village community, just minutes away from the lake. The wooden walls and ceilings of this traditional log-style cabin create a sense of overall peace as well as an authentic “camping” experience. Spend your evening cooking dinner on the grill and then relax on the front deck or upper level balcony with a cup of tea and a great book!" After a busy day on and around the lake or on the slopes, take some time to relax and soak those sore muscles in the warmth of the indoor hot tub and then relax in front of the sunroom fireplace. On those colder rainy or snowy days, gather in the lower level for movies and foosball. Start your days by taking a refreshing morning walk along the private, low-traffic road – great for the kids – or enjoy a hot cup of coffee on the front deck. Get Lured Away to paradise and book your stay today!brbrACCESS DETAILS:brSTATE PARK ACCESS: This home provides 1 seasonal state park passes with reservations booked to arrive during the summer weeks (mid-June - Labor Day). Each pass allows 1 car-load of people to access the lake access area at Deep Creek Lake State Park at no additional fee, plus nearby state parks including Swallow Falls State Park, Herrington Manor State Park, and New Germany State Park. Instructions for obtaining these passes can be found in your check-in instructions prior to your arrival.brbrCOMMUNITY/AREA DETAILS:brLocated in the Yellowstone Community at Deep Creek Lake.brbr**Due to renovations, the CARC will be closed from March 13th through April 13th. This home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy.brbrLAYOUT DETAILS:brMain Level:br- Kitchen with Dining Areabr- Living Areabr- Sun Roombr- Bedroom: King Bedbr- Full Bath with Shower and Washer/DryerbrbrUpper Level:br- Loft Area with Futon, Balconybr- Bedroom (Suite): Queen Bed, Attached Full Bath with ShowerbrbrLower Level:br- Den/Game Area with Wet Barbr- Bedroom (Suite): Queen Bed, Attached Bath with Shower/TubbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking. Read More

  • Property-2 Image 1
    7 mins to Wisp! New & Beautiful Arts/Crafts Home, Walk to Food, Hot Tub, Short Stay
    Private Vacation Home $494 / Nightly
    • (6) Exceptional
    • 4 Bed
    • 3 Baths
    Oakland, Maryland, United States

    Relaxation Ridge is the place to be! This enchanting retreat takes all the rich comforts of home and mixes them with all of your favorite vacation amenities, like a bubbling outdoor hot tub and more! If you are looking to get out and explore all that the Deep Creek Lake area has to offer, this home is perfectly situated to do just that. Located in the heart of the lake area, some of the area's top attractions are within walking distance, like the Dutch's at Silver Tree restaurant, lakefront Harbor Bar, and Silver Tree Marine. Others, are within just a minutes drive, like Deep Creek Lake State Park, the Lakeside Creamery for ice cream, and the lakefront Honi Honi bar. The bottom line is this: a stay at Relaxation Ridge is a wonderful way to enhance any Deep Creek Lake vacation! Read More

  • Property-3 Image 1
    LAKE/WISP area Private Luxury DECK FIREPLACE & Hot Tub / PREMIER HOST / 5 STAR
    Private Vacation Home $497 / Nightly
    • (34)
    • 5 Bed
    • 4 Baths
    OAKLAND, Maryland, United States

    Business Name: LAZY BEAR LODGE AT DEEP CREEK LAKE (Premier Host)brbrNeed some QUALITY TIME away but want to avoid crowds and still be close to everything in Deep Creek Lake? brThe Lazy Bear Lodge is your spot! SECLUDED and PRIVATE, located in a SERENE FOREST OF HEMLOCK TREES and BOULDERS. This open concept space is CALMING and Architecturally pleasing to the eye and soul! Let your cares slip away with the smell of a real wood fire, rustic décor, warm color paints, stone and wood. brWITH ONE GIG WIFI, YOU WON'T MISS A THING! brbrWe proudly offer a RARE AND UNIQUE 31' COVERED STACKED STONE, WOOD BURNING OUTDOOR FIREPLACE ON THE DECK that matches the one inside! It is situated ADJACENT TO THE HOT TUB THAT IS OPEN TO THE SKY!brRelax! LOTS OF FIREWOOD SUPPLIED! brbr*To protect the safety of our guests, the property is fully cleaned and sanitized after each departure, as per CDC guidelines. We also include a *PREMIUM LINEN PACKAGE* BEDS ARE MADE PRIOR YOUR ARRIVAL and all blankets get CLEAN DUVET COVERS.brbrA UNIQUE AND GORGEOUS 'GREEN HOME' that boasts a 31' great room ceiling with 2 INTERIOR and 1 EXTERIOR (on deck) W@@D BURNING STACKED STONE FIREPLACES (also 31' tall) plus LARGE Brand New HOT TUB ON DECK and LARGE FIRE PIT in back yard. brThis LUXURY Deep Creek Lake cabin backs to a hemlock and boulder forest with some of the LARGEST HEMLOCK TREES IN THE AREA right off the back deck! **OUR HUGE FRONT HILL OFFERS THE BEST SLEDDING IN TOWN!!** (sleds and snow tubes provided of course!)br** Assured NIGHT TIME IS MAGICAL AT THE LAZY BEAR! **brWatch the show above from the hot tub or massive deck. THE STARS ARE SO CLOSE AND SO BRIGHT, YOU WILL THINK YOU CAN REACH UP AND GRAB ONE!br**ALL HIGHEST QUALITY FURNISHINGS AND AMENITIES** We believe that ATMOSPHERE IS EVERYTHING and providing people with a true lodge experience and the best quality furnishings and amenities will keep them coming back. brLazy Bear Lodge was born 'GREEN' because a true mountain retreat should exist in harmony with nature in function as well as beauty.****GEOTHERMAL HEATING AND AIR! Reverse Osmosis Drinking Water System, Natural paints etc. brTHE LAZY BEAR team has been WORKING HARD to make you comfortable so you can be LAZY AND RELAX WITH FAMILY AND FRIENDS in it's warm, open concept areas inside and out. However, LBL HAS SO MUCH to keep the kids occupied, PARENTS CAN ALSO ENJOY SOME TIME ALONE IF THEY NEED TO RECHARGE.brSLATE POOL TABLE, TOURNAMENT AIR HOCKEY TABLE, LARGE CORN TOSS, SUPER DUPER SPINNER SWING and ROPE SWING with SEAT-ATTACHED TO LODGE DECK, XBOX 360 AND LOTS OF TOYS/BOOKS. brbr*ALL RATES INCLUDE: brCLEANING, SANITIZING, PREMIUM LINEN PACAKGE, A LARGE SUPPLY OF FIREWOOD (all hardwood kept in a dry firewood shed), 2 COMPLEMENTARY STATE PARK PASSES and GYM MEMBERSHIP TO DEEP CREEK FITNESS FOR ALL GUESTS, unlimited use! br**** FREE Wireless 1 GIG Internet/SATELLITE (7 flat screen televisions)br~~~SONOS MUSIC APP SYSTEM WITH SPEAKERS IN GREAT-ROOM AND ON THE DECK~Hook into the system from your smart device wirelessly or wired connection.brSTARTER KIT with Keurig pods, toilet paper, paper towels, dish and laundry pods.brbrMINUTES TO Deep Creek LAKE/Swallow Falls/ Wisp RESORT/ SEVERAL MD. STATE PARKS & GOLF COURSES! br **MENTIONED IN US NEWS AND WORLD REPORT AS #6 IN TOP CITIES TO VISIT FOR FALL FOLIAGE, Swallow Falls State Park is just 2 miles away from LBL!brTake a family bike ride there and walk through a wooded fairy-tale forest to beautiful falls (LARGEST WATERFALL IN MARYLAND) and swimming holes. you can wander behind the falls for an even more exciting adventure!!! Take a long hike in the beautiful forest between state parks. Miles of trails!brWE ARE:br* 2 MILES TO DEEP CREEK LAKE (Lake view when entering LBL development!)br* 6 MILES TO WISP RESORT (Property is on the back of Wisp mountain)br* 2 MILES TO THE LARGEST WATERFALL IN MD. SWALLOW FALLSbr* 5 MILES TO STATE PARK LAKE BEACH (Deep Creek State Park)br* 5.5 MILES TO Adventure Sports Center International (Olympic white water rafting circuit)br*3.9 MILES TO Loadstone Golf Coursebr*6.2 MILES TO Oakland Golf Coursebrbr*MINIMUM AGE TO RENT IS 25*br*ALL GUESTS MUST BE 25 OR OLDER *CHILDREN WITH PARENTS/FAMILIES OK* br ********Absolutely NO PETS/NO HOUSE PARTIES-********br ****OVER OCCUPANCY or Pets WILL RESULT IN EVICTION*****br ******NO SMOKING ON PROPERTY******br**NO ATVs, UTVs or other off road vehicles ridden on lodge or development property**brNote: We are sticklers for making this property the best it can be. We will not tolerate violations of our rules and/or county permits.br***Four Wheel Drive Passenger Vehicles HIGHLY recommended in WINTER months in a mountain resort area ***brbrREAD ON FOR A DETAILED DESCRIPTION....brbrThe majestic main level great room is inviting and warm with large glass doors and windows running 31' from floor to ceiling on both sides of the (back to back) inside and outside stacked stone w@@d fireplaces.brFor your pleasure, there is a HUGE 60" FLAT SCREEN 4K HDR SMART TELEVISION with Direct TV HD/DVR and SOUND BAR, ABOVE THE FIREPLACE, SO YOU CAN WATCH TV, THE FIRE AND THE HEMLOCK FOREST ALL AT THE SAME TIME!! brbrRelax by the UNIQUE 31' stacked stone EXTERIOR W@@D BURNING FIREPLACE on the deck under a huge overhang!!! Even if it is raining, sit by the fire, sip wine and listen to the rain or music! Keep the kids close while you watch them roast marshmallows and drink hot coco. This area is part of the huge 12' deep deck that runs the length of the lodge facing the state forest. Near the outside fireplace, there is a HUGE 7 PERSON HOT TUB! (Brand new Oct 2021)brGaze at the beautiful star filled sky or forest and boulder landscape while soaking your stresses away.. br DECK IS GATED FOR THE LITTLE ONES SO RELAX !!!brbrFor a more authentic camping experience, gather around the **Massive private 10' diameter FIRE PIT with boulder seating! Can fit a football team around this one!!!!! Just off the back of the lodge (nestled in the boulder and hemlock forest) on lodge property. Wander out along the wooded trails to find twigs for roasting marshmallows or to bring wood back for the fire (even though WE PROVIDE W@@D, it is so much fun!)brGrassy area (mostly flat) surrounding the lodge, near the fire pit, for fun and games! (**Large, professional corn toss game provided**) br**SET UP A TENT in this area for those who want a night or more of that camping adventure fun**brbrLarge COVERED Porch 10' x 22' on the side of the house with GAS GRILL for dining outside, seating for 8. brDining room/kitchen have seating for 13. KITCHEN HAS TOP QUALITY GRANITE COUNTER TOPS AND 42' CABINETS and is fully stocked with QUALITY cookware and utensils PLUS LOTS OF EXTRAS!brCoffee Station with 2 drip pots and 1 Keurig!br**SECOND REFRIGERATOR AVAILABLE IN LOWER LEVEL LAUNDRY ROOM!brbrTHREE finished levels designed and decorated by an interior designer with: brMain floor LARGE LUXURY OPEN CONCEPT KITCHEN, DINING AND BREAKFAST BAR connected to great room provide comfortable gathering space for creating memories. Guests can also retire to their cozy rooms with all the comforts of home if they just need time to themselves.brbr*MAIN LEVEL (HUGE 26"X13") MASTER SUITE (with large FLAT SCREEN wall tv, HD DVR, DVD-Direct TV) has KING rustic pine bed with HIGH END PURPLE HYBRID mattress for a COMFORTABLE night's sleep. Master bedroom has French door access to the deck and hot tub. BLACK OUT CURTAINS for sleeping in and READING LAMPS for reading in bed. ROOM NEXT TO BED FOR SUPPLIED CRIB if needed.brbr*TWO bedrooms up stairs have QUEEN log beds with pillow top mattresses for a COMFORTABLE nights sleep. FLAT SCREEN TVs with DVD and Direct TV. Very quiet and snuggly! BLACK OUT CURTAINS for sleeping in and READING LAMPS for reading in bed.brLarge shared full bathroom with tub/shower. brbr*FAMILY SUITE / SECOND GREAT ROOM (LOWER LEVEL) brbrTwo bedrooms: br1) FAMILY SUITE- with 1 plush QUEEN BED, 1 twin bunk bed, and large ATTACHED/ON SUITE full bathroom with custom walk in tile shower. A second door provides access for the other bedroom. br2) Bedroom with 1 twin bunk bed, and 1 roll away bed.br*Each room has a FLAT SCREEN TV with Direct TV. br **TILE FLOORS ON LOWER LEVEL ARE HEATED to keep your feet warm and cozy!!! 3RD FIREPLACE/WOOD STOVE on this level.brALSO IN THIS AREA IS THE SECOND GREAT ROOM living area /GAME ROOM with slate pool table, tournament air hockey table, flat screen tv with XBOX 360 and Direct TV. brLots of games, toys and books for the little ones. Kids can enjoy this warm and inviting main floor feel area and can occupy themselves for hours while adults enjoy the main level. While these areas are separate and provide privacy, EXTRA LARGE STAIRWELL ACCESS between floors with no doors, allow for easy monitoring from all 3 levels.br*BABY GATES PROVIDED AT REQUEST*br*LARGE CAPACITY WASHER & DRYER ON THIS LEVELbrbrCustom tile, vanities, lighting and faucets through out! brbrBray Run subdivision has an ENORMOUS PLAY SET for the children including a climbing wall and a love seat swing for the adults. In a very private 30+ ACRE LAKE VIEW DEVELOPMENT (at development entrance) AND BEING TUCKED IN IT'S OWN SPECIAL SETTING, THE LAZY BEAR GIVES IT'S GUESTS INCREDIBLE PRIVACY! But when ready to wander out to explore Deep Creek Activities, LBL is with in minutes of everything!brAnd it is all backed by state park land with amazing hiking trails, massive boulders, hemlock trees, streams and abundant wild life!brbr**ALL BABY GEAR PROVIDED!!!**br**2 RETRACTABLE BABY GATES PROVIDED AT REQUEST**brFolding Wood CRIBbrRUNNING STROLLERbrPLAY PEN - Pack and PlaybrHIGH CHAIRbrCHANGING PADbrTOYS, BOOKS, etc.brbrbr^^FOR YOUR CONVENIENCE, WE WILL ALSO SEND YOU A LIST OF THE BEST AREA ATTRACTIONS, ACTIVITIES, DINING AND GROCERY STORES ALONG WITH THEIR WEB LINKS. ALL ARE IN CLOSE PROXIMITY TO THE LODGE.^^br br**SOME HOLIDAYS REQUIRE 3 NIGHT MINIMUM**. brEMAIL FOR MORE INFORMATION ON THIS PREMIER LUXURY VACATION HOME!brbrbrbrbrbrKeywords: Cabin, ski chalet, lodge, mountain retreatbr Read More

  • Property-4 Image 1
    New! Captain Jack's: Lake Access, Dock Slip, Hot Tub!
    Private Vacation Home $555 / Nightly
    • 5 Bed
    • 5 Baths
    Oakland, Maryland, United States

    Name: Captain Jack's | Bedrooms: 5 | Bathrooms: 5 | Sleeps: 14 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Providedbr*Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrDESCRIPTION: brLand Ho! brbrA paradise vacation awaits at Captain Jack’s! Step inside this mountain retreat and take in the amazing wall of windows and stunning stone fireplace that gives this home a sense of warmth and comfort. This “wow factor” great room is the perfect place for family gatherings and entertaining large groups. Gather everyone around the rustic farmhouse dining table for a home cooked meal and plan your adventure filled days ahead. Classic hardwood floors guide you through the open floor plan of the main level and out onto the deck overlooking the woodsy back yard. What wildlife will you spot during your stay? Relax on the deck and soak up the afternoon and check for visitors or enjoy an evening drink, take in the fresh mountain air, and watch the sunset. With multiple spaces to do some work from home and an amazing lower level game area equipped with a full bar and multiple games, you can work and play all day long! Enjoy a day on the lake with the use of your designated dock and community lake access and after, relax in the bubbles of the hot tub or enjoy some s’mores around the campfire. With the amazing home amenities, close proximity to community amenities (the tennis courts are right across the street!) and the lake right at the bottom of the hill, this home has a little something for everyone! So get underway! Climb aboard, anchor down, and enjoy your smooth sailing vacation at Captain Jack’s!brbrACCESS DETAILS: brLake access and dock slip are located at the Mountainside Marina Club located off of Route 219, next to the Lakeside Creamery. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS: brThis home is located in the Mountainside Community at Deep Creek Lake.brbr**Due to renovations, the CARC will be closed from March 13th through April 13th. This home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy. brbrLAYOUT DETAILS: brMain Level:br- Kitchenbr- Great Room with Dining Spacebr- Dining Roombr- Full Bath with Shower/Tubbr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Office Space: Daybed with Trundlebr- LaundrybrbrUpper Level:br- Loftbr- Bedroom (Suite): King Bed Attached Bath with Shower/Tubbr- Full Bath with Shower/Tubbr- Bedroom: King Bedbr- Bedroom: Queen BedbrbrLower Level:br- Den: Game Area and Barbr- Full Bath with Showerbr- Bedroom: 2 Duo Bunk Bedsbr- Sitting Room: Queen Sleeper SofabrbrDISCLAIMERS: br4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking. Read More

  • Property-5 Image 1
    Lakefront, dog friendly, private dock w/ sunset views!
    Private Vacation Home $316 / Nightly
    • (8) Excellent
    • 4 Bed
    • 4 Baths
    Oakland, Maryland, United States

    Gathering Place is a dog friendly, lakefront home located on a northern finger of Deep Creek Lake (DCL), only a 10-minute drive to the top of WISP Mountain resort. This home is an ideal location for year round vacations as it sits only a few miles from some of the most popular DCL activities (e.g., Swallow Falls State Park (3.5 miles), Horseback riding (2 miles), WISP top of mountain parking area for skiing/white water rafting (6 miles), popular restaurants (UNO Pizzeria and Honi Bar 4.5 miles), movie theater (4.5 miles), marinas (5 miles), and more. This area of the lake, because of its location, also receives more afternoon daylight hours with the added bonus of beautiful sunsets. That means extra time to fish, swim and boat! Don't have a boat, don't worry. Rent one from one of the local marinas and dock it at your own private dock slip. Just follow the gravel path that is located in the back of the property for a short walk to your dock slip. The slip is located in a great deep-water swimming spot. Kids and adults can jump right off the dock into the lake! Kids and adults have plenty of cool things to explore down at the lake, including a small island, a cool shallow inlet, and a large non-boating area that is great for swimming or just lounging around in an inner tube.brbr The owners have made enjoying the outdoors easy. The home is located on a quiet and less traveled lake front road. This road is ideal for morning walks/jogs. The back of the property is incredible! The house includes a large back deck, with a hot tub, small dining table for 4, and lounge seating for 6. At the bottom of the deck stairs, there is a separate hang out area, with a grilling station, and a beautiful pergola that hangs over a large concrete dining table (seats 14). The dining table serves a dual purpose as an outdoor ping-pong table. At night, the entire back yard, including the pergola, lights up with landscape lights to create an incredible ambiance. The focal point of the back yard, however, is the large circle patio with built in bench seating and the extra-large fire pit. The entire fire pit area seats up to 15 people. In the back of the property there is a storage container that is filled with outdoor games (corn hole, horseshoes, can jam, soccer/football, and more). The backyard is a perfect place for a large family gathering, or as a place to secure some alone time with a good book for a moment of peace and quiet.brbr The inside of the home is as unique and well thought out as the outside. Guests can enter the home from the front or rear through separate mudroom doors. Having a nice large mudroom, with separate individual cubbies to keep lake/ski clutter out of the house is key to a relaxing vacation! The 10-foot ceilings on the first floor are covered in shiplap and all the windows are trimmed with rustic wood, which gives the home a unique lake house feel. The unique custom-built barn wood sliding doors throughout the house are a perfect touch to this wonderful home. The kitchen features plenty of cabinets, concrete countertops, with a beautiful copper sink and copper lighting. The custom dining room table seats 12, and with the additional high top seating at the live edge center island, there is room for 16 guests to dine in comfort in the kitchen alone. The open floor plan continues into the large family room that comfortably seats 10 guests. This is a perfect place to watch movies/sports with family and friends. Need additional room because not everyone is on the same page on what to do in the family room? No worries. Guests can use the separate first floor media room that is ideal as an additional bedroom (sleeper sofa) or separate place to watch TV.brbr This home features 4 spacious bedrooms, including a first floor primary suite (king, sleep number bed) that is ideal for older guests. The unique shiplap and rustic trim design is carried on to the second floor. The second floor includes a second primary suite (king bed), a queen bedroom, and a custom built bunk bed room that can easily sleep 6 small children (or 4 adults). All the bedrooms are large enough to accommodate large blow up mattresses for young children that prefer to sleep with their parents. All the bedrooms also have TVs and cozy chairs that make each room special and unique getaways. Finally, the second floor includes an additional full bathroom, and a small hangout area that has a reading nook and a shuffleboard table made out of 100-year-old Pennsylvania barn wood. This home has plenty of space to spread out and take a private moment for yourself, even when hosting a large family gathering.brbr Please note that this home has exterior security cameras. Read More

  • Property-6 Image 1
    Beautifully furnished, LARGE, 5 bedroom home surrounded by nature!
    Private Vacation Home $422 / Nightly
    • (4) Exceptional
    • 5 Bed
    • 5 Baths
    Oakland, Maryland, United States

    Enjoy cozy nights by the fire pit while star gazing on the luxury lighted patio. take a dip in hot tub. relax on the porch w/ ample couch seating for the whole family! Have fun in the basement w/ pool table and wet bar! Read More

  • Property-7 Image 1
    Life Is Good: Lakefront, Private Dock, Hot Tub, A/C!
    Private Vacation Home $551 / Nightly
    • (1) Very Good
    • 4 Bed
    • 5 Baths
    Oakland, Maryland, United States

    Name: Life is Good | Bedrooms: 4 | Bathrooms: 4.5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 30+ YEARS TO RENT | Free WIFI Providedbr*Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrDESCRIPTION:brLife is Good at Deep Creek Lake! Tucked along Lake Shore Drive, one of our quietest lakeside coves, this lakefront home ushers in all the peace and serenity you could wish for. Inside, you will find four large master suites graciously inviting you to lay and rest awhile. Gather around the huge combined dining and kitchen space for a family meal that hums with conversation and laughter. Curl up with board games or a good book in either of the two living rooms–each furnished with a stone fireplace and large flatscreen TV. An expansive patio allows for summertime relaxation by the outdoor fireplace or a cool winter night simmer in the large hot tub. Spend the day on the lake enjoying your private dock while swimming, boating, fishing, or just taking in the view. This beautiful vacation home getaway is sure to leave you with memories to last a lifetime. Book your stay today!brbrACCESS DETAILS:brThis property comes with private lake access and a private dock slip. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Lake Shore Drive at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Kitchenbr- Living Areabr- Dining Roombr- Mud Room with Laundry Areabr- Powder RoombrbrUpper Level:br- Bedroom (Suite): 3 Twin Beds, Attached Full Bath with Showerbr- Bedroom (Suite): King Bed, Attached Full Bath with Showerbr- Bedroom (Suite): King Bed, Daybed with Trundle, Attached Full Bath with ShowerbrbrLower Level:br- Den/Sitting Areasbr- Game Roombr- Powder Roombr- Bedroom (Suite): King Bed, Duo Bunk Beds, Attached Full Bath with Shower/TubbrbrDetached Garage:br- Indoor PoolbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking. Read More

  • Property-8 Image 1
    New! Lakeside Paradise: Lakefront, Foosball Table, A/C!
    Private Vacation Home $360 / Nightly
    • 5 Bed
    • 4 Baths
    Oakland, Maryland, United States

    Name: Lakeside Paradise | Bedrooms: 5 | Bathrooms: 3.5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Providedbr*Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrDESCRIPTION: brWell this home couldn’t be more perfectly named! Lakeside Paradise has all that you could need for your perfect family vacation at the lake! From tasteful decor, stunning exposed wood beams, cozy furnishings, and beautiful stone fireplace inside to a hot tub, dock, stunning filtered lake views, this home has everything. Enjoy your morning coffee on the deck while breathing in the fresh lake and mountain air before readying yourself for a day on the lake or around the area. Stuck with a rainy day? Head over the game room and spend the day hanging out, shooting pool, and playing foosball. When it is time to wind down for the night, enjoy a soak in the hot tub and then come inside to partake in a movie marathon in the lower level in front of the fire. Or sunny days, rainy days, or snowy one, Lakeside Paradise is here to make your vacation one to remember. Book today!brbrACCESS DETAILS: brThis property comes with private lake access and a private dock located on the property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS: brLocated in the Paradise Heights Community at Deep Creek Lake.br**Due to renovations, the CARC will be closed from March 13th through April 13th. This home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy.brbrLAYOUT DETAILS: brMain Level:br- Kitchenbr- Living Roombr- Dining Roombr- Powder Roombr- LaundrybrbrUpper Level:br- Bedroom (Suite): King Bed, Balcony, Attached Bath with Shower and Separate Tubbr- Bedroom (Suite): King Bed, Balcony, Attached Bath with Shower and Separate TubbrbrLower Level:br- Den Areabr- Full Bath with Shower/Tubbr- Bedroom: Queen Bedbr- Bedroom: Queen Bedbr- Bedroom: Queen BedbrbrLoft:br- Game RoombrbrDISCLAIMERS: br4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking. Read More

  • Property-9 Image 1
    New! Hidden Treasure at Paradise Point: Lakefront Dock Slip!
    Private Vacation Home $301 / Nightly
    • 4 Bed
    • 3 Baths
    Oakland, Maryland, United States

    Name: Hidden Treasure at Paradise Point | Bedrooms: 4 | Bathrooms: 2.5 | Sleeps: 10 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Providedbr*Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrDESCRIPTION:brDiscover Hidden Treasure at Paradise Point and get lost in lakeside relaxation! Located in the quiet cove of Paradise Point you can sit out on the dock or the deck and enjoy the stunning lake views. Spend sunny summer days running around the massive back yard or relax on the sun soaked deck. After a busy day on the lake, hang out with family and friends around the fire pit telling stories and roasting marshmallows. On those chilly fall days and evenings, set up a crackling fire in the indoor fireplace, throw some movies on the TV, and curl up for an evening of relaxation. Or take to the game room for a game of pool! Have a super clear night during your stay? Sit out on the deck, lay out in the yard, or on the dock and get lost in the stars! Located just minutes from the heart of Deep Creek Lake and all the fun it has to offer, there will never be a dull moment! Book your stay today!brbrACCESS DETAILS:brLake access and private dock slip are located at the edge of the property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated in the Paradise Point Community at Deep Creek Lake.brbr**Due to renovations, the CARC will be closed from March 13th through April 13th. This home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy.brbrLAYOUT DETAILS:brMain Level:br- Great Room: A/C (Mini Split)br- Dining Roombr- Kitchenbr- Powder Roombr- Laundrybr- Game RoombrbrUpper Level:br- Family Roombr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom: Kingbr- Bedroom: Kingbr- Bedroom: Duo Bunk Bed with Twin Trundlebr- Full Bath with ShowerbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November - March. For more house specific driveway information, please refer to your app/guest portal after booking. Read More

  • Property-10 Image 1
    4BR home in Yough Mtn Resort, sleeps 12. 15 min to Deep Creek Lake Resort
    Private Vacation Home $386 / Nightly
    • (15) Very Good
    • 4 Bed
    • 3 Baths
    Oakland, Maryland, United States

    Laurel Grove is a large chalet situated on a beautiful mountain site with western exposures for perfect sunsets! Inside you will enjoy a warm and inviting mountain retreat with 4 bedrooms and 3 bathrooms, along with a sleeper sofa, to accommodate up to 12 guests. The outdoor space offers a large wrap-around deck, hot tub overlooking the mountains and valley, gas grill, backyard fire pit (fire wood provided) backed by lush forest, a basketball hoop, and ample parking for 4-5 vehicles. We love this place and think you will have an amazing visit too!brInside, the main level features a large open living/dining/kitchen area, with a classic mountain woodstove (firewood provided) as the focal point. Beautiful views abound from everywhere in the space. The kitchen is fully stocked for elaborate meals or a quick breakfast with coffee. The hallway on the main level leads to a full bathroom, a bedroom with 1 full bed, and another bedroom with bunk beds (full and twin) and another twin mattress. A large loft master suite offers a king bed, sitting area, and private bathroom, with great morning light and views of the valley and mountains. The lower level of the house is a favorite space for fun and entertainment with a pool table, toys and board games, an enormous selection of new and classic DVDs, and access to the outdoor hot tub area. The lower level also has a bedroom with a full bed and direct access to a third bathroom, as well a laundry room with washer and dryer. Ceiling fans are located throughout the house and bedrooms. Even on warmer days the fans are often not needed if the screened windows or doors are opened because of the mountain location and regular breeze. brMany upgrades were installed in summer 2019, including a new gas grill, king mattress, and high-efficiency hot water tank. Laurel Grove offers satellite wifi, but the service in the mountains is slower, so please plan on typical speeds of 1-4 mbps (we are actively looking for faster service options). Also due to the location, there is no cable TV service available. Depending on weather, the antenna picks up channels sporadically (we are also actively exploring options to provide TV service). We also offer a free electric vehicle (EV) charging station for guests with battery electric vehicles (BEV) or plug-in hybrid electric vehicles (PHEV). The charger is a Level 2 charger (32 AMP maximum current) with a common J1772 connector. brOur property is situated in gated land with 50+ miles of private gravel roads that offer excellent walking and biking through forests, streams, and scenic views, including access right to the Muddy Creek. The immediate surroundings include the waterfalls and swimming holes of Swallow Falls State Park (5 min.), the legendary Snaggy Mountain Area trails and natural rock mazes (2 min.) - a favorite of kids and adults alike, Herrington Manner State Park (5 min.), the Cranesville Natural Area (8 min.), and many state forest lands (1-10 min.). The 4,000 acre Deep Creek Lake and Deep Creek Lake State Park, as well as many other outdoor recreation areas, are less than a 15 min. drive. The Deep Creek Lake area also offers plenty of restaurants, bars, nightlife, and recreation outfitters. Throughout our property and the entire region, plant and wildlife are abundant, with frequent opportunities to view deer, bears, lizards/turtles, foxes, turkeys, beavers, an array of birds, and rare mountain plants including lady slippers, ferns, and pitcher plants; lucky guests may even spot tracks of the elusive mountain lions in the area. brbrThe idyllic location of the Laurel Grove Chalet creates a wonderland of activities during every season, including hiking, biking, swimming, fishing, boating, water-skiing, tubing, and canoeing/kayaking in the summer. In the winter, enjoy skiing/snowboarding, snow tubing, sleigh rides, snowmobiling, snow-shoeing, and hiking. The fall foliage color is world-class (as is the white water rafting/kayaking), and the spring flowers are beautiful. Of course, all year round, enjoy the clear mountain skies, brilliant starry nights, and memorable camp fires! Read More

  • Property-11 Image 1
    Quiet, cozy, comfortable home at Deep Creek, Maryland
    Private Vacation Home $187 / Nightly
    • (27)
    • 4 Bed
    • 2 Baths
    Oakland, Maryland, United States

    Relax and enjoy a quiet, spacious, comfortable home away from home. A short walk to lake access at a grass covered shallow entry to the lake or swim off the dock. It is minutes from Wisp Ski Resort and also from Swallow Falls, a must see in Garrett County. Harrington Manor State Park is only a few miles farther. Enjoy dinner in your private pavilion, which has 2 picnic tables, or on the deck as the children play in the back yard.brAmmenities include a fully equipped kitchen with stove/oven, microwave, toaster oven, coffee maker, garbage disposal, dishwasher. Cable TV with DVD player, washer and dryer. Home is well equipped with puzzles, games and interesting books. Gas stove makes for a cozy warmth on those cold evenings.brOff the beaten path with plenty of parking brBedroom 1 - KingbrBedroom 2 - 2 doublesbrBedroom 3 - 1 queen and bunk bedsbrBedroom 4 - on lower level (spiral stairs) 1 queen with bathroom and br small laundry roombrA pull out sofa in great room (double) and a porta crib, if needed.brNo smokingbrNo pets Read More

  • Property-12 Image 1
    Castaway Cove: Lakefront, Private Dock, Hot Tub!
    Private Vacation Home $366 / Nightly
    • (3) Exceptional
    • 5 Bed
    • 6 Baths
    Oakland, Maryland, United States

    Name: Castaway Cove | Bedrooms: 5 | Bathrooms: 5 | Sleeps: 14 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI Providedbr*Bed linens and bath towels provided w/rental. No soaps, toiletries, paper products, trash bags, etc. will be provided with the exception of a welcome bag including a few starter items. Please pack accordingly.brbrDESCRIPTION:brLand, ho for Castaway Cove! Boasting an incredible location, this lakefront home makes it easy to seek out good times and dockside thrills for a day full of adventure; whether you are exploring the lake by boat or enjoying the area’s many festivals and fairs, every season is full of unique opportunities and grand adventures! Catch up on your summer read on the spacious deck, snag some quality time with fam and friends while curled up on the great room’s massive sofa, or crack a cold one and gather in the large open concept dining and kitchen areas for good food and great conversations. After a day out on the water, you’ll find this home full of all your favorite comforts, as you and yours soak in the rest and relaxation. Pop some bubbly and simmer in the bubbling hot tub, gather ‘round the fire pit for toasted marshmallows, or spread out a blanket and star gaze the night away from the property’s sprawling yard–the good times are unending! Take time for laughter this summer and set your sails for Castaway Cove–smiles and good times are ensured and included.brbrACCESS DETAILS:brDock is located down the path from the backyard. Dock space is shared with other homes but has multiple spaces. Use far left slip labeled with the property's name. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Glendale Rd at Deep Creek Lake.brThis home comes with free access to the Community Aquatic Recreation Center (CARC)! This fitness and wellness complex, located in the central Deep Creek Lake area, offers a modern gym and a full-size indoor pool. The free CARC membership is available to all guests in the home for the duration of your stay, up to the home’s full occupancy. brbrLAYOUT DETAILS:brMain Level:br- Kitchenbr- Dining Areabr- Living Areabr- Powder Roombr- Bedroom (Suite): King Bed, Attached Full Bath with Shower and Separate Jetted Tubbr- Laundry brbrUpper Level:br- Bedroom (Suite): King Bed, Attached Full Bathbr- Full Bath with Shower/Tubbr- Bedroom: Full Bed, Duo Bunk Bedbr- Bonus Room: Sleeper SofabrbrLower Level:br- Den w/ Wet Barbr- Full Bath with Shower/Tubbr- Bedroom (Suite): Queen, Attached Full Bath with Shower/Tubbr- Bedroom: Queen, Access to Shared Full BathbrbrDISCLAIMERS:br4WD/AWD or snow tires are always recommended for the area during the Winter months of November – March. For more house specific driveway information, please refer to your app/guest portal after booking. Read More

  • Property-13 Image 1
    Lake Front 4 Bedroom Home With A Dock Centrally Located 5 Minutes To Wisp & Unos
    Private Vacation Home $395 / Nightly
    • 4 Bed
    • 3 Baths
    Oakland, Maryland, United States

    Original Deep Creek Lake stone cottage completely restored and updated. This 4 bedroom cottage is a great place to get away and unwind from the "real world". All 4 bedrooms have new queen beds and have Jack and Jill bathrooms. The kitchen is equipped with new appliances and a dishwasher. There are granite counter tops and a center island for cooking and eating. The living room and dinning room are surrounded by windows to give you lake views from all angles. There is a gas fireplace to take the edge off of the cool nights. In addition there is a HD LCD TV to watch movies, play video games or watch cable. Just off the living room is the deck with a large picnic table to enjoy your meals and play games. There is also a hot tub to relax your aching muscles after a long day of outdoor activities. The back yard lends itself to many family games and activities. The swing is a great place to read a book or get lost in the view. We have a private dock for your boat or boats. The dock is a great place to swim or catch fish. Read More

  • Property-14 Image 1
    Peaceful Lakefront !/Free WIFI/Wonderful Hot Tub!
    Private Vacation Home $339 / Nightly
    • 3 Bed
    • 2 Baths
    Oakland, Maryland, United States

    Welcome to a truly special lakefront experience on the shores of Deep Creek Lake. Located in a private community on a peninsula at the Northern end of the lake, our home offers peaceful relaxation far away from busy roads and traffic. Families with children or pets will especially appreciate the one lane road cul de sac location with no through traffic. brbrThe property features almost 100 feet of western exposure lakefront in a quiet cove with a large private dock. The dock is ideal for relaxing on sunny days, fishing, or swimming. Please note that the dock is only available from Memorial Day through the end of September. Sunsets are spectacular with sunshine lasting into the late summer evening hours. After sunset, you'll enjoy using the fire pit near the lakes edge. brbrThe house itself features a beautifully renovated kitchen and dining area with stainless steel appliances and maple cabinets. The house features a master bedroom with full bath, and two other bedrooms and a renovated hall bath, with beautiful ceramic tiles, new cabinetry and a jetted tub. The living room will evoke memories of classic lake lodges with its cathedral ceilings and stone fireplace and wonderful views of the secluded lakefront. brbrFor the ultimate in relaxation, there is an outdoor hot tub with a wonderful view of the lake. brbrThe house features a nice game room featuring a pool table, Cable TV, DVD, and reclining sofa and chair. Across the front of the house is a large deck where you will enjoy barbecuing on the gas grill, dining outdoors on the patio furniture, or relaxing on the swing, all with a beautiful view of the lakefront and yard. brbrThe house sleeps 8 people, offering 3 queen size beds, and a futon. We accept personal checks or money orders and require one half of the rent in advance to confirm the booking. Access to nearby restaurants, arcades, state parks, skiing, and whitewater rafting are a close drive away. brbrPlease note that from mid June through the end of August rentals are on a weekly basis. Check in is on Saturday and Check out the following Saturday.brbrPartial week rentals are available at all other times of the year.brbrKeywords: House Read More

  • Property-15 Image 1
    Under the Stars: Private Indoor & Outdoor Pools, 2 Hot Tubs, & BIG Lake
    Private Vacation Home $1,311 / Nightly
    • (2) Excellent
    • 9 Bed
    • 8 Baths
    Oakland, Maryland, United States

    Under the Stars is a destination unto itself! Offering unparalleled lake views, endless amenities that include indoor and outdoor pools, and a prime location, it is the ultimate Deep Creek Lake vacation rental. brbr Impressive from the moment you step inside, the spacious main level features a soaring cathedral ceiling, a two-story stone hearth, and a wall of windows with breathtaking views. The great room has plenty of seating for everyone to get cozy in front of the fireplace while watching TV. brbr The open layout flows into a kitchen and dining area that's ideal for serving large groups. Double appliances will please the cooks in your group as they prepare meals that you can share at the two large dining tables. There is additional seating at the kitchen island so that everyone has a spot at mealtime. Access to the deck makes cookouts a breeze too. brbr Catch up on your beauty rest in the well-appointed primary-on-main. It is furnished with a king bed and a TV. Doors open to the deck where early birds can enjoy stunning sunrise views. brbr Upstairs, engage in a little competitive camaraderie when you challenge your friends to a game of billiards or shuffleboard in the loft. Two suites flank this space, and each one is decorated with a good night's sleep in mind. They have private balconies that offer some of the best lake views in the house! brbr Head to the lower level family room to watch the big game or a favorite movie by a crackling fire. You can keep your snacks and drinks handy at the wet bar. There are four spacious bedrooms on this level where you can rest and recharge after a fun day on the lake. brbr The sleeping quarters continue above the pool room. There are two more bedrooms each with a private bath. brbr Abundant recreation is truly a highlight of this exceptional retreat. Everyone's eyes will light up at the sight of the indoor (16x28) and outdoor (summer only, 16x45) pools! They will provide hours of entertainment for all ages. Plus, there are indoor and outdoor hot tubs, a sauna, and an outdoor fire pit. brbr The outdoor living space includes an expansive deck that is perfect for dining outdoors, soaking up the sunshine, and savoring a view that extends for miles. brbr Be sure to bring your tennis racket for the community courts. They are adjacent to the pavilion so you can have a picnic lunch after your game. brbr Within a five to ten-minute drive, you can find endless opportunities for recreation. Stop by a local marina to rent a boat for the day and explore the lake's miles of shoreline. This is the best way to spend a summer afternoon! Be sure that Deep Creek Lake State Park is on your vacation itinerary too. With a sandy beach for swimming, several playgrounds, hiking trails and kayak rentals, there is no shortage of fun! brbr Throughout all four seasons, Wisp Resort is home to a wide variety of activities. Skiing, golf, snow tubing, a mountain coaster, and ziplines are just a few of their offerings. For a real thrill, head to the Adventure Sports Center on top of the mountain. An experienced guide can take you on a whitewater rafting trip that will get your heart pounding! brbr Restaurants, shops, mini golf, arcades and the movie theater are also close to Under the Stars. There is something for nearly every age and interest. brbr Treat your family to a Deep Creek Lake vacation they will never forget! Make reservations at Under the Stars today! Read More

  • Property-16 Image 1
    Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
    Cabin $237 / Nightly
    • 2 Bed
    • 2 Baths
    Oakland, Maryland, United States

    We would love to host you at our cozy Log Cabin in the woods of sought after Yellowstone Village, at Deep Creek Lake. Please come and enjoy our tastefully decorated 2 bedroom - 2 bath paradise equipped with a year round hot tub and a beautiful stone fire place!brbrOur cute cabin is waiting for your small family or romantic getaway. As you walk up to the covered front porch equipped with a gas wine barrel fireplace, you will be beckoned to step inside and enjoy the cozy relaxation of natural log wood, while still feeling ample space from the vast, bright cathedral ceiling. The main level will greet you with an open gathering area, which is perfect for chatting over a glass of wine, or watching a movie on the flat screen TV. Firewood is provided for the stone fireplace, so you can create and enjoy the warmth and crackling sounds of a cozy fire. The comfy kitchen has everything you will need to make a romantic dinner or family breakfast. A unique dining table includes cute stools, which creates the perfect place to enjoy each other’s company. A comfortable bedroom appointed with a full bed and bunks, a TV for late night viewings, and an elegant full bath complete the main level. Walk up the gorgeous timber staircase to the private master suite, which includes a king size bed, a full bathroom, and a walk-in closet.brbrThis home is full of amenities for your convenience. An in-home laundry center, air conditioning and ceiling fans for those steamy summer days, heat and fireplace for the winter, hot tub, DVDs and Bluetooth Speaker, toys, games, gas outdoor fireplace, are here to create all the comforts of home.brbr brThis cabin is tucked away just off of popular Glendale Road and is walking distance to the lake and a very short drive to the State Park and Wisp. Paved roads snake around the log cabins and the wooded setting, making it the perfect place for quiet walks, morning jogs, biking, and just enjoying nature safely. Come visit us to sit on the front porch and read a book, grill today’s meal, rent a boat on the lake, or enjoy the beachfront at the State Park. Our private hot tub is waiting to help your stress melt away. Please take in all the activities Deep Creek Lake has to offer. Boating, skiing, golfing, great restaurants, and unique shops are sure to keep everyone happy!brbrPlease reserve this perfect cabin today for a honeymoon, a romantic retreat, or for a lovely family bonding experience. We promise that Nirvana is the perfect cabin for your next getaway! Read More

  • Property-17 Image 1
    The Perch: Lake Access Chalet Overlooking Deep Creek
    Private Vacation Home $217 / Nightly
    • (9) Excellent
    • 3 Bed
    • 2 Baths
    Oakland, Maryland, United States

    Tucked on a hillside overlooking Deep Creek Lake, The Perch welcomes families and friends to make lasting vacation memories throughout all four seasons. You will love having easy lake access within less than 1 mile!brbr A wall of windows greets you when you step inside the main level giving you a bird's eye view of the lake and surrounding mountains. Charming decor fills the open floor plan that is highlighted by cathedral ceilings, exposed beams and lots of natural light. Ample seating in the great room gives everyone a spot to get cozy by the gas fireplace after a day of hiking or skiing. brbr The well-equipped kitchen has everything you need to make homestyle meals for your favorite people. A center island with seating for two gives you a place to serve snacks and drinks. With seating for ten, the dining table gives everyone a spot to share dinner and great conversation. You can also dine outdoors on the expansive deck with the sounds of nature all around you. brbr Decorated with a good night's sleep in mind, there are two bedrooms on the main level. One is furnished with a king bed and the other has a queen. brbr Upstairs, the loft adds to your living space and gives you a sleeping area for guests too. Two double futons give you the perfect vantage point to watch your favorite shows on the wall-mounted flatscreen. There is also a bedroom with a queen bed on this level. brbr Great outdoor space is truly a perk offered by The Perch. Offering long range views and stunning sunrises, the partially covered deck wraps around the house. You will love lounging on the porch swing with your morning coffee as you watch the mist rise off the lake. brbr The Paradise Ridge community offers easy lake access that is within a very short drive ~ less than 1 mile! Located on a quiet cove, you can enjoy swimming, fishing, kayaking and lakeside picnics on sunny summer days. brbr Within a ten to fifteen-minute drive, you will find white water rafting at the Adventure Sports Center, year-round fun at Wisp Resort, numerous restaurants, golf, ziplines and much more. brbr Be sure to include a trip to at least one of our seven state parks while you are here. Take photos of majestic waterfalls, hike through vibrant fall foliage, canoe on a quiet lake or fish from the shoreline as boats cruise by. There is something for every age and interest. brbr Make your reservations today so that you can start counting down the days until you are at Deep Creek Lake! Read More

  • Property-18 Image 1
    Lake Access Chalet-NO “OWNER FEES”, Indoor Pool, Home Theater, BoatDock, Firepit
    Private Vacation Home $400 / Nightly
    • 5 Bed
    • 4 Baths
    Oakland, Maryland, United States

    Lure of the Lake is a spacious and peaceful five bedroom, four bath, three level, air-conditioned home. Featuring a wall of windows and cathedral ceilings in the great room, as well as a cozy sun porch, this unique chalet brings the outdoors in with outstanding results. brbrThe spacious layout, casual décor and 2 master suites ensures comfort and ease for a gathering of family or friends, and puts your soul at ease and provides peace and quiet for your vacation. No matter what the weather, the covered porch invites you to sit back, relax and enjoy your view of the surrounding woodlands. The great room includes a 4K HD big screen TV with Blue-Ray player and gas fireplace - no need to carry wood! A cozy sectional relaxes you with electric recliners so comfortable you will fall asleep in them! Enjoy the fully equipped, gourmet kitchen, including all new appliances, that is perfect for family gatherings, that includes both a Keurig and regular coffee pot. The large dining room table seats 10 with counter stools to seat an additional three guests. While your family is enjoying a meal together, your view through the sun-room is of the surrounding woodlands full of wildlife. brbrThe private upper level MBR suite includes a king bed, private balcony, flat screen TV, and large bathroom including a two person Jacuzzi tub and separate shower. The second MBR suite is located on the main level with a king bed and private bath and is separated from other bedrooms (perfect for the in-laws!). A third bedroom on the main level also has a king bed and is adjacent to the main bathroom. The fourth bedroom also features a king bed and is adjacent to a full bath and bunk room, all on the lower level. The bunk room has two sets of bunk beds, one twin over twin and the other twin over full. This level also features a spectacular game room/home theater, including an Ohlhausen pool table, Foosball table, bar, and 1080p HD home theater with a 100" screen, Blue-ray player and surround sound system.brbrIn addition to the home theater, 4 bedrooms include flat screen TV's with DVD players. The great room and home theater include expanded cable, HBO and Showtime. The home is equipped with high speed wireless internet so that you can keep in touch, and there is a private work area upstairs for those people that must bring their work with them. Soak your worries away in the 7 person hot tub that is professionally cleaned after every guest stay. Warm your feet or even make s'mores by the outdoor firepit. Let the grill masters cook everyone dinner on the Weber gas grill. Full size washer, dryer, extra mini fridge, iron and ironing board in laundry room.brbrLocated in the Blakeslee community, a prestigious community because of its quiet, serene setting, and the numerous amenities available. The large, wooded lots provide a feeling of privacy and plenty of play area for the family. Walk or bike to the dock in a few minutes...boat rentals are available at Bill's Marina. The community is fairly level and arranged in a circular (1.6 miles) fashion which makes it perfect for biking, jogging and just an afternoon stroll. In addition, there are 5 miles of hiking trails within the community, as well as trails for snowmobiles and ATV's. Deer, wild turkeys and other wildlife are often seen in the fields by the entrance to the community. The indoor 25' x 50' pool is located in the Community Center (Closed Monday and Tuesday; Hours: Wednesday through Sunday, 12 noon to 8 pm along with a large club room with TV, comfortable chairs, tables and chairs and pool table. Two tennis courts, basketball court, soccer field and outdoor playground are all adjacent to the community center.brbrYou can visit any of the Maryland State Parks with the complimentary park pass. You can hike through Swallow Falls, swim at Muddy Creek Falls, use the boat ramp at the Deep Creek State Park, or enjoy the sand beach at the park. brbrAll of Wisp Mountain's skiing, snowboarding, mountain coaster, Segway tours, whitewater rafting and many other activities are only 10 minutes away.brMovie theater, restaurants, golf, horseback riding and shopping are all within 5-10 minutes. The famous Honi Honi bar is only 5 miles away.brbrOakland - There is a nice blend of retail businesses and services including antiques, high quality men and women’s clothing, locally owned full service pharmacies and even an old-fashioned soda fountain. There you can order a milk shake made the old fashioned way!br Oakland, Maryland is also the home to a restored 1884 train station, the new Transportation Museum and the County’s Historical Society Museum. Read More

  • Property-19 Image 1
    Quiet hideaway with a private hot tub, dry sauna, wood fireplace, & washer/dryer
    Private Vacation Home $100 / Nightly
    • 3 Bed
    • 3 Baths
    Oakland, Maryland, United States

    For All SeasonsbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrOffering plenty of space and deluxe amenities for a large family or travel group, this four bedroom home welcomes you to the historic town of Oakland, Maryland! Close to the Wisp Resort for wintertime adventures and Deep Creek Lake for summertime fun, this delightful, two-story getaway is the perfect home base for outdoor excitement no matter the season.brbrWarm and very inviting, this vacation rental boasts a well-equipped, full kitchen with a breakfast bar, a dining area with a table for six for mealtimes or rainy day board games, and two separate living areas including one with a wood-burning fireplace and a fireside desk and chair, and another with a large sectional.brbrOutdoors, the fun really begins with a furnished deck with a gas grill for alfresco dining, a soothing private hot tub, and a relaxing, all season dry sauna.brbrTHINGS TO KNOWbrStreaming TV services available with guest accounts.brCommunity tennis courts accessible through the HOA.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the "Rental Agreement" on the checkout page. Read More

  • Property-20 Image 1
    5 mins to Wisp! Super Cute Renovated Home w/ Lake Views + Hot tub!
    Private Vacation Home $538 / Nightly
    • (3)
    • 4 Bed
    • 5 Baths
    Oakland, Maryland, United States

    Come on in to Blue Bear Lake House! This newly renovated home is full of delights, both big and small. Some of our standout features include the two fireplaces, lower level wet bar, upper level coffee bar, and huge outdoor deck. Crafted with exceptional care, you'll find that the home was expertly designed to enhance the comfort and enjoyment of all who stay here. Whether you are looking forward to enjoying the outdoor hot tub, taking in the lake views, or getting out and exploring the lake area, this is the home for you. Centrally located in the heart of Deep Creek, this home is just seconds away from some of the area's best attractions, like Trader's Coffee House, Brenda's Pizzeria, The Lakeside Creamery, FunTime WaterSports, and more! Come winter, you are less than ten minutes away from Wisp Resort. Blue Bear Lake House is an exceptional choice for your Deep Creek Lake adventure! brbr* Winter Advisory: Deep Creek is a mountainous region that experiences more snowfall and ice than you may be used to. Many roads and driveways can be steep. 4WD/AWD vehicles are advised in the winter months. * Read More

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Information about vacation rentals in Oakland

houseNumber of available properties in a Oakland

434 properties

pricePrices starting from

$54.96

petsNumber of properties with pets allowed

105 properties

spaNumber of properties with pool/spa

377 properties

kidsNumber of Children welcome properties

434 properties

beachNumber of properties near beach/ocean

9 properties

Most popular vacation rentals in Oakland

  • thumb
    $ 415.00 avg/night
    5
    • 6 Beds
    • 6 Baths
    • 14 Guest(s)
    Always In Season: Lakefront, Private Dock, 4 Suites, Hot Tub! OAKLAND, Maryland, United States

    Name: Always in Season | Bedrooms: 6 | Bathrooms: 5 | Sleeps: 14 | Access: Lake Front | Pets Not... Read More

  • thumb
    $ 460.00 avg/night
    2
    • 5 Beds
    • 4 Baths
    • 12 Guest(s)
    Beautiful Lakefront, Close to All Area Activities Oakland, Maryland, United States

    Time and Again is genuinely true to its name. Once you have visited this beautifully constructed... Read More

  • thumb
    $ 228.00 avg/night
    3
    • 4 Beds
    • 3 Baths
    • 12 Guest(s)
    New! Tullamore: Lake Access, Dogs Welcome, Hot Tub, Dock Slip! Oakland, Maryland, United States

    Name: Tullamore | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 12 | Access: Lake Access | Dogs Welcome... Read More

  • thumb
    $ 244.00 avg/night
    1
    • 4 Beds
    • 4 Baths
    • 12 Guest(s)
    Spacious Lakefront Home w/ Private Dock & Fire Pit, Close to Attractions Oakland, Maryland, United States

    Discover your own Deep Creek Lake paradise when you stay at Mom's Maine House! Great outdoor... Read More

  • thumb
    $ 135.00 avg/night
    1
    • 3 Beds
    • 3 Baths
    • 8 Guest(s)
    New! Lakeland Views: Lake Area, Pool Table, Grill! Oakland, Maryland, United States

    Name: Lakeland Views | Bedrooms: 3 | Bathrooms: 2.5 | Sleeps: 8 | Access: Lake Area | Pets Not... Read More

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    $ 466.00 avg/night
    7
    • 4 Beds
    • 4 Baths
    • 10 Guest(s)
    Spacious 4 bedroom home with phenomenal lakefront! Oakland, Maryland, United States

    For the chance to stay in one of Deep Creek's most desired vacation homes, book a relaxing escape... Read More

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    $ 167.00 avg/night
    4
    • 3 Beds
    • 3 Baths
    • 8 Guest(s)
    Meant to Be: Dog Friendly, Minutes from Swallow Falls & Lake Activities Oakland, Maryland, United States

    Choose Meant to Be and you are destined to have a truly memorable Deep Creek Lake vacation!... Read More

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    $ 229.00 avg/night
    5
    • 3 Beds
    • 2 Baths
    • 9 Guest(s)
    Secluded Oakland House w/ On-Site Hiking! Oakland, Maryland, United States

    Leave the worries of everyday life behind at this stunning home in Oakland. This 3-bed, 2-bath... Read More

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    $ 302.00 avg/night
    3
    • 4 Beds
    • 5 Baths
    • 12 Guest(s)
    Swede's Waters Edge: Private Dock, Hot Tub, Fire Pit, Fireplace! Oakland, Maryland, United States

    Name: Swede's Waters Edge | Bedrooms: 4 | Bathrooms: 4.5 | Sleeps: 12 | Access: Lake Front | Pets... Read More

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    $ 592.00 avg/night
    2
    • 5 Beds
    • 5 Baths
    • 12 Guest(s)
    Blakeslee Reverie: Lakefront, Dogs Welcome, Dock Slip, Hot Tub! Oakland, Maryland, United States

    Name: Blakeslee Reverie | Bedrooms: 5 | Bathrooms: 5 | Sleeps: 12 | Access: Lake Front | Dogs... Read More

 

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