Home Vacation Rentals By Owner In Oakland, MD

Showing 80 Of 537 Vacation Rentals
Slider Thumb
Exceptional(8)

$962.54

/ Nightly
Private Vacation Home

Foxcroft: Lake Access w. Dock Slip, Hot Tub, Pool Table

Oakland, Maryland, United States

Bed sizes: King, King, King, King, and Bunk and Duo Bunk, Dog friendly with additional $100 fee/pet paid after booking.br brMade for memorable gatherings with family and friends, Foxcroft is the perfect Deep Creek Lake vacation rental! This brand-new home offers upscale furnishings and boasts nearby lake access with a boat slip along with super convenient location near skiing, golf, and restaurants. Enjoy the scenic wooded property, toast marshmallows in the fire pit, relax in the hot tub, play a game of billiards, and watch deer in the back yard while sipping coffee on the large, covered deck! brbrTIMBER ROCK VILLAGE RESORT AMENITIES INCLUDED WITH YOUR STAYbrAs a Timber Rock Village guest, Foxcroft comes with access to resort-level community amenities that no other Deep Creek Lake rental can match:brbr-The Reserve: 70'x20' saltwater pool with waterslide, large hot tub, covered pavilion with fireplace, showers, and ADA lift. Open Memorial Day through mid-October (weather permitting).br-Fitness facility: 24-hour gym with Life Fitness equipment, two treadmills, stationary bike, cable machine, free weights, and a massage room.br-On-site massage/wellness services through Mother Maiden Crone Bodywork Shop.br-The Lodge: on-site concierge, multiple fire pits (Solo wood-burning and gas), and seasonal events including wine tastings and children's activities.br-Complimentary kayaks, paddleboards, and an inflatable Reef lounge (reservations required, limited availability).br-Bocce ball, cornhole, and giant Jenga available for pickup at The Lodge.br brSPACIOUS INTERIOR brThe open floor plan and natural light from Foxcroft's numerous windows and vaulted ceilings provide a relaxing and open living space making it comfortable for your group. The great room has plenty of seating for conversation by the glow of the modern electric fireplace or to watch a favorite movie on the 70” TV. brbrThe fully equipped modern kitchen makes cooking for your group a delight with sleek quartz counters, a gas range, and stainless-steel appliances. Spend time together enjoying great food with seats at the island and at the table in the adjacent dining area. Sliding doors open to the deck making it easy to dine al fresco and make use of the gas grill. brbrOffering convenience and privacy, every bedroom at Foxcroft is a suite. Four of them have a king-sized bed, TV, and attached bath. The fifth bedroom is designed with kids in mind. It has built-in bunk beds (single over single and single over double). Two suites are on the main floor and three are upstairs. Premium bedding promises a good night's sleep after a day on the lake. brbrFoxcroft has plenty of room to spread out with a family room downstairs where you can relax and watch TV on the large sectional sofa. Basketball, a pool table, arcade games, shuffleboard, and a second TV will keep everyone entertained. Plus, there is a table where you can play cards, board games, or work on a puzzle. br brOUTDOOR LIVING SPACE brStep outside onto the covered deck to enjoy your morning coffee or simply sit to appreciate the sounds of nature. The bubbling hot tub offers total relaxation that will soothe tired muscles after a day of hiking, biking, or skiing. Nighttime captures special magic with a sky full of stars and plenty of room around the fire pit for gathering to toast marshmallows. br brCOMMUNITY LAKE ACCESS brThe lake access at Timber Rock Village is just a short walk from your doorstep. Swimming, fishing, and kayaking are some of the best ways to spend summer days. Whether you bring your own or rent one locally, your boat slip makes it easy to take a cruise whenever you please. At the end of the day, check out the spectacular sunset view! brGuests at Timber Rock Village enjoy complimentary use of kayaks and paddle boards by reservation. brbrAREA ATTRACTIONS brIdeally located, exploring the area is a breeze. Wisp Resort is within a short drive, and they have amazing adventures throughout all four seasons. Skiing, golf, snow tubing, white water rafting, and a mountain coaster are just a few of the options. Restaurants, shopping, mini golf, ziplines, and more are also nearby. brbrNo matter what time of year you visit, a trip to Swallow Falls State Park should be on your itinerary. It is a magical place with some of the most breathtaking scenery in Maryland. Three beautiful waterfalls, river canyon views, and miles of hiking trails will thrill your crew. brbrYou will find small town charm in abundance when you visit nearby Oakland. The streets are lined with museums, antique shops, and unique eateries. brbrFoxcroft is a place where you can unplug and unwind with your favorite people. Make your reservation today for a truly special Deep Creek Lake vacation from start to finish! brbrPlease note, there is an exterior security camera in the driveway.
Bed 5

Bed

Bath 5

Bath

Sleep 14

Sleeps

Slider Thumb
Exceptional(49)

$1113.0

/ Nightly
Cabin

Raccoon Lagoon Deep Creek Lakefront Rental

Oakland, Maryland, United States

RACCOON LAGOON — Deep Creek Lake, MarylandbrLakefront Log Cabin | 5BR/5BA | Private Dock | Hot Tub | Sleeps 14 | Pet-FriendlybrbrTHE PROPERTYbrRaccoon Lagoon is a stunning lakefront log cabin on Deep Creek Lake — Maryland’s premier four-season mountain lake resort destination. With 5 bedrooms, 5 bathrooms, two full living areas, and level lake access from the backyard to a private dock, this is the rare property that truly delivers on every item of the lakefront vacation wish list.brFloor-to-ceiling windows frame unobstructed panoramic views of the lake and Derp Creek State Park from the main level’s open-concept great room. Whether you’re gathered around the dining table, cooking in the fully equipped kitchen, or relaxing by the wood-burning fireplace, the lake is always the backdrop. A second fireplace anchors the lower-level game room, making it the perfect retreat on cool mountain evenings. Firewood is provided for both.brSlide open the doors and step onto the wraparound deck — one of the best lake views on Deep Creek — where an 8-person outdoor dining table, a gas grill, and a Blackstone griddle make outdoor cooking and entertaining effortless.brbrTHE LAKE EXPERIENCEbrThe level, walk-out backyard leads straight to your private dock, complete with a water seat, ladder, and cleats on both sides. A stone fire pit surrounded by Adirondack chairs is the natural gathering spot for evenings under the stars.brThe lower-level game room opens through two sets of sliding glass doors directly to the backyard and lake. Inside, enjoy a pool table and smart TV. brStep outside to the Sundance Aspen 880 hot tub — one of the brand’s largest non-lounge spas, comfortably seating 7–8 — positioned for an unobstructed view of the lake. There’s nothing quite like soaking under the open sky while snow falls over the water in winter. The dock is maintained Memorial Day through Labor Day (and often beyond, weather permitting).brbrWHY DEEP CREEK LAKE brDeep Creek Lake is Maryland’s largest freshwater lake and the anchor of Garrett County’s year-round mountain resort community. Nestled in the Allegheny Mountains at over 2,600 feet elevation, the area offers a rare combination of true lake living and mountain adventure — all within a 3–4 hour drive from Washington D.C., Baltimore, and Pittsburgh.brThe lake itself spans nearly 4,000 acres with 65 miles of shoreline, making it large enough for serious boating while still feeling like a private escape. The surrounding region is one of the mid-Atlantic’s best-kept secrets, with world-class whitewater rafting on the Youghiogheny River, miles of hiking and biking trails, state parks, and a genuine four-season outdoor culture.brbrFOUR SEASONS AT RACCOON LAGOONbrSummer — Deep Creek Lake is the destination. Boat, kayak, paddleboard, swim, and tube from your own private dock. The lake comes alive with activity, but Raccoon Lagoon’s cove setting keeps it feeling like your own private retreat. Marinas, boat rentals, and watersport outfitters are minutes away.brFall — Garrett County delivers some of the most spectacular fall foliage in the mid-Atlantic, typically peaking in mid-October. Hike to Swallow Falls or Muddy Creek Falls, explore the Cranesville Sub-Arctic Swamp, hit local farm markets, and end every evening around the fire pit with the lake glowing in autumn color.brWinter — Wisp Resort, Maryland’s only ski area, is just minutes away with downhill skiing, snowboarding, snow tubing, and ice skating. Back at the cabin, two crackling fireplaces, a steaming hot tub overlooking a snow-dusted lake, and a fully stocked game room make a compelling case for never leaving. This is mountain cabin season at its finest.brSpring — As the mountains thaw, the Youghiogheny River swells into one of the best whitewater runs on the East Coast. brbrSLEEPING ACCOMMODATIONSbrMain Level: King bedroom · Queen bedroom · Half bath · Full bath with tub & showerbrUpper Level: King suite with private attached bath, walk in shower with four shower headsbrLower Level: Queen suite with attached bath (shower/tub) · Bunk room with 2 sets of twin-over-full bunks · Full bathbrEvery bedroom has its own smart TV. Bed linens and towels are provided.brbrAMENITIES AT A GLANCEbr • Private lakefront dock (slip + cleats on both sides)br • Sundance Aspen 880 hot tub (seats 7–8)br • Two fireplaces: one wood-burning(main living room) + one gas )game room)br • Firewood providedbr • Gas grill + Blackstone griddlebr • Stone fire pit with Adirondack seatingbr • Pool table & game room with wet bar and full-size refrigeratorbr • Open-concept lake-view great roombr • Fully equipped kitchenbr • Full-size washer/dryerbr • Pet-friendly (dogs welcome)br • High-speed WiFibr • Smart TVs in every bedroombr • Parking for 5 vehiclesbrbrGOOD TO KNOWbrRaccoon Lagoon sleeps up to 14 guests comfortably across five bedrooms. Parking is available for up to 5 vehicles on the property. Check-in is contactless and straightforward — full details provided upon booking.br4WD, AWD, or snow tires are strongly recommended November through March. Garrett County sits at elevation in the Appalachian Mountains — part of what makes it beautiful, and worth preparing for in winter.brbrTHE HOSTbrRaccoon Lagoon is a family-owned property, not a corporate rental. We’ve put real thought into every detail — from the Sundance hot tub to the Blackstone griddle to the fireside Adirondack chairs — because we want your group to walk in and feel like everything has been thought of. When you book with us, you’re getting owners who care about the property and want your stay to be exceptional. Our consistent 5-star ratings reflect that commitment.
Bed 5

Bed

Bath 4

Bath

Sleep 14

Sleeps

Slider Thumb
Exceptional(7)

$2344.48

/ Nightly
Private Vacation Home

Under the Stars: Private Indoor & Outdoor Pools, 2 Hot Tubs, & BIG Lake

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. 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. 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. 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. 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! 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. The sleeping quarters continue above the pool room. There are two more bedrooms each with a private bath. 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. 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. 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. 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! 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! 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. Treat your family to a Deep Creek Lake vacation they will never forget! Make reservations at Under the Stars today!brbr*Please Note: A 4WD vehicle is required in winter months (November - March).
Bed 9

Bed

Bath 9

Bath

Sleep 26

Sleeps

Slider Thumb
Exceptional(23)

$476.62

/ Nightly
Private Vacation Home

180 Degrees | Dog Friendly, Lakefront, Dock Slip

Oakland, Maryland, United States

180 Degrees sets the stage for an incredible Deep Creek Lake vacation with a great lakefront location, a community dock slip, and scenic water views! Plus, your four-legged friend is welcome to join you!brbrThe easy-flowing floor plan gives you options: gather together or find a tucked away quiet space and relax. The great room is great for watching TV by the gas fireplace, and you'll appreciate the ease of preparing dinners in the fully equipped kitchen. Serve meals at the family dining table or enjoy the outdoor tables on the deck with lake views.brbrUnwind in the main level primary suite that invites you to step out onto the deck first thing in the morning to take in the view. It is furnished with a king bed and a TV. There is a bedroom on this level as well that offers a queen bed and a TV.brbrAfter a day of exploring, you will appreciate the comfort of the upper level suite. Start your day with coffee on your private deck and end it with a soothing soak in your jetted tub. Furnished with a king bed and TV, you are sure to get a good night's sleep.brbrThe lower level family room is a dual-purpose space that gives you flexible sleeping arrangements. It is outfitted with a bunk bed as well as a queen sleeper sofa and TV. Sliding doors open to the lower deck where the bubbling hot tub is ready and waiting for you.brbrPerched on a hillside, the outdoor space gives you views of the lake through the treetops. Enjoy the summer breeze as you watch boats cruising by. Speaking of boats, the community dock is within a short walk. Bring your boat or rent one at a Deep Creek marina to take full advantage of your dock slip. There is nothing like being on the water with family and friends.brbrWithin 1.5 miles ~ or less ~ you will find several restaurants, a market, the movie theater, and Deep Creek Lake State Park. The convenient location will make planning your itinerary a breeze! You are also within minutes of marinas, mini golf, shops, and more.brbrFor lots of outdoor recreation options, head to Wisp Resort. They have something for almost everyone throughout the year. Two golf courses, miles of trails for skiing, a snow tubing park, ziplines, and a disc golf course are just a few of the options. Thrillseekers can venture to the top of the mountain for a guided white water rafting trip at the Adventure Sports Center.brbr180 Degrees is a Deep Creek Lake vacation home that the whole family will love ~ even Fido! Make your reservation today!brbrIf your rental is listed as having a Boat Dock as an amenity provided with this property, this is subject to weather conditions, water levels, and other natural factors.
Bed 3

Bed

Bath 4

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(5)

$332.41

/ Nightly
Private Vacation Home

Lil' Cove in Paradise | Great Views, Dock, Fire Pit

Oakland, Maryland, United States

Welcome to Lil’ Cove in Paradise – your cozy lakefront escape at Deep Creek Lake!brbrThis charming two-story retreat offers gorgeous lake and water views from its split lakefront setting, complete with a fire pit and a large deck perfect for outdoor lounging. Inside, you’ll find a bright, open living and dining area with plush sectional seating, a Smart TV, and a gas fireplace—all framed by large windows and glass doors that bring the lake right into view.brbrThe full kitchen is equipped for all your vacation meals, and the adjacent sunroom provides a sunny spot to sip coffee or unwind. The main-level primary bedroom features a king bed, Smart TV, and ensuite bathroom, while a second bedroom and full bath offer additional space and comfort. Upstairs, you'll find loft area seating, as well as a third bedroom featuring four built-in twin beds—a cozy and fun space for kids or extra guests.brbrOutside, enjoy access to a gas grill, boat slip, and plenty of space for stargazing, relaxing, or roasting marshmallows by the fire.brbrWhen you're ready to explore, Deep Creek Lake offers year-round fun—from boating, paddleboarding, and hiking in the warmer months, to skiing and tubing at Wisp Resort in winter. You’ll also find charming shops, local restaurants, and scenic parks nearby.brbrYour peaceful lakeside getaway starts at Lil’ Cove in Paradise, book your stay today!
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Slider Thumb
Exceptional(10)

$636.96

/ Nightly
Private Vacation Home

Skylodge | Log Home, Hot Tub, Fun Attractions!

Oakland, Maryland, United States

Nestled among towering trees and moss covered boulders, Skylodge is ready to welcome your friends and family to Deep Creek Lake. The beautiful location and numerous amenities make it a dream destination for your next gathering. Discover log home living at its best the moment you cross the threshold. The main level has an open layout that makes it easy to enjoy each other's company. Comfy furnishings in the great room give everyone a spot to kick back and relax. You can watch TV while you warm up by a crackling fire. The kitchen is outfitted with all the essentials for making your family's favorite foods. You can all sit together at the table, and there is room for two more at the breakfast bar. If you want to dine on the deck, provide convenient access. Adjacent to the dining room, there is a four-season room that you will love! Open the shutters during warmer weather to enjoy the breeze or close them when it is chilly and bask in the glow of the fireplace. This is a great spot for your coffee in the morning or drinks at the end of the day. The main level primary suite is a personal haven when it is time for some shut-eye. Sink into the roomy king bed and watch TV before drifting off to sleep. Upstairs, the loft adds to your living space. It's a great play area for the kids, and they will love the secret hideout. There is also a double futon along with a workspace. Each of the upper level bedrooms promises a good night's sleep. Both have TVs, and one is furnished with two twin beds and the other has a queen bed. Your entire crew will love spending time in the lower level family room. The pool table is sure to be a hit along with seating at the bar, an area to watch TV, and a cozy gas fireplace. Plus, it's right next to the hot tub room! Two bedrooms round out the sleeping quarters on the lower level. One is outfitted with a queen bed and TV. The other is ideal for the kids in your group. It has two duobunks and a TV as well has a cute woodland theme. Outside, you will love the tranquil woodland setting that is complete with a fire pit. Rocking chairs on the covered porch invite you to unwind, and the deck is perfect for barbecues and soaking up sunshine. For your convenience, Skylodge also has a 14-50 NEMA outlet installed to use for electric car charging. Conveniently located, you will find restaurants, shops, mini golf, boat rentals, and more within a ten-minute drive or less. Exploring the area is easy throughout all four seasons. Wisp Resort is just ten-minutes away! You can ski, golf, snow tube, ride the mountain coaster, zipline, and much more. Atop the mountain is the Adventure Sports Center International where you can take a thrilling ride on their man-made white water rafting course. When you stay for a week in the summer, you can make use of the state park pass to discover the natural beauty of our area. Experience swimming at sandy beaches, hiking to picturesque waterfalls, cross country skiing in a pristine forest, kayaking in quiet coves and many other recreational opportunities. Plan your next vacation at Skylodge to make Deep Creek Lake vacation memories that you will treasure for years to come.brbr*Please Note: A 4WD vehicle is required in winter months (November - March).
Bed 5

Bed

Bath 3

Bath

Sleep 14

Sleeps

Slider Thumb
Exceptional(18)

$1462.18

/ Nightly
Private Vacation Home

New: Lakefront Luxury Home with Private Indoor Heated Pool!

Oakland, Maryland, United States

Ritz on the Lake just listed with Red Barn Vacations. The home was five star-rated over many happy years of rentals. I'm sure we'll have a flood of five-star reviews on the website soon, but until then, we have no problem reassuring you: you're gonna love this home!brbrWelcome to the Ritz on the Lake, where relaxation meets adventure in the heart of Deep Creek Lake! This lakefront pool home is sure to be a hit with the whole family! Picture lazy mornings sipping coffee on the deck, taking in the serene lake views, and evenings gathered around the fire pit, sharing stories and toasting marshmallows. The spacious living area beckons for family game nights, and the fully-equipped kitchen practically begs for culinary adventures. The plush sofas and crackling fireplace in the living room are just waiting for you to sink in and unwind after a day of exploration. The bedrooms are cozy havens, each offering a tranquil retreat for a restful night's sleep. And let's not forget the deck—your private slice of paradise—where you can bask in the sun or dazzle the family with your barbecue skills. For those with an adventurous spirit, the lake is your playground! Launch a kayak or paddleboard and feel the cool breeze on your face as you explore the pristine waters. Fishing enthusiasts will find their slice of heaven here too, with the promise of a fresh catch for dinner. While in your swimsuit, cannonball on into your private heated indoor swimming pool for an unbelievable taste of luxury. And if you're visiting during the winter, the slopes of Wisp Resort is just a few minutes drive away, promising exhilarating days on the slopes.Whether you're seeking a peaceful retreat or an action-packed getaway, the Ritz on the Lake has it all. Your unforgettable Deep Creek adventure starts here! 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. *brbrSleeper sofas: 2 queen sleeper sofas in lower level living room, 1 queen sleeper sofa in upper level loft above the garage, 1 queen sleeper sofa in main upper level loft brbrGym/ Pool Access: 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.
Bed 8

Bed

Bath 8

Bath

Sleep 20

Sleeps

Slider Thumb
Exceptional(1)

$417.57

/ Nightly
Private Vacation Home

To The Point | Spacious Retreat + Hot Tub & Lake Access

Oakland, Maryland, United States

Let’s get right 'To The Point'…centrally located to all sorts of Deep Creek Lake adventures, this spacious vacation home in a wooded setting will be a hit with your whole group--including your four-legged best friends. That's right, To The Point is pet-friendly!brbrTo the Point not only offers easy access to the mountain hiking and biking trails of Deep Creek Lake State Park, Wisp Resort, Deep Creek Fun Zone, Funland, Monkey Business Adventure Park and all kinds of water activities, it's also close to Lodestone Golf Course and historic downtown Oakland with its many shops, museums, restaurants, festivals and more.brbrJust right for making memories with your family and friends, To the Point has sleeping accommodations for up to ten people with four bedrooms and three-and-a-half bathrooms along with fabulous amenities and private lake access. Whether you're looking for adventure or relaxation, there is truly something for everyone!brbrTo the Point adds luxury to lakeside living with a spacious deck, screened-in porch and wood floors throughout. After a day's adventuring, curl up in the fabulous living room with its gas fireplace and cathedral ceiling to enjoy a move on the large smart HDTV, or update your social media accounts with fabulous photos courtesy of the free Wi-Fi. The gourmet kitchen has granite countertops, stainless steel appliances (including a gas stove), kitchen island and everything you need to prepare and serve anything from a simple snack to a lavish brunch. Or if barbecuing is more your thing, the is the perfect place to do it, thanks to a gas grill and plenty of space from which to enjoy the wooded view.brbrSituated all on one floor, To the Point’s four fabulous bedrooms contain every comfort, including beautifully made-up beds and in-room TVs. The primary bedroom features a sprawling king-size bed, private deck access and en suite bathroom with walk-in shower, freestanding garden soaking tub and granite-topped vanity with dual sinks. The second bedroom also features a king-size bed and en suite bath with walk-in shower, while the third bedroom will prove a haven for the kids with its queen-size bed and set of twin-size bunk beds. A third full bathroom with shower/tub combo and handy half-bath negate the need to wait in line, and all four bathrooms are well-stocked with plenty of fresh towels. A washer and dryer let you leave plenty of room in your suitcase for souvenirs, and all linens are provided.brbrDon’t dither… get right To the Point and book your fabulous Deep Creek Lake adventure today!brbrIf your rental is listed as having a Boat Dock as an amenity provided with this property, this is subject to weather conditions, water levels, and other natural factors.
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(5)

$485.5

/ Nightly
Cabin

Speakeasy, Bunk Room, Hot Tub, Private 2 acres

Oakland, Maryland, United States

-Adult lounge areas including a restricted access speakeasy and an office/mini-library loftbr-Kids bunk room with triple bunk bedbr-Multi-level outdoor space that includes a fire pit, hot tub, corn hole, bocce, swings, hammocks, grill and a pizza ovenbr-Family entertainment space that includes a 75” tv and soundbar, foosball, ping pong, games and a wet barbr-TV-free living room with a fireplace, record player and bluetooth speakerbrbrWelcome to Terra House, a Scandinavian-inspired farmhouse cabin. Our cabin boasts horse farm and mountain views with curated spaces for guests of all ages. Whether you’re looking for a base where all your adventures begin and end, or a quiet retreat from life’s hurried pace, make Terra House your home away from home.brbrKitchen & Diningbr-Fully equipped kitchen with quality cook/bakeware and utensilsbr-Appliances including a crock pot, blender, toaster, griddle and popcorn popperbr-Four-burner Napoleon gas grill with grilling accessoriesbr-Solo Stove propane pizza oven and accessories.br-Table seating for eight plus a provided highchair (indoor and outdoor)br-Coffee bar that includes a French press, drip coffee maker, Keurig, burr grinder, milk frother and complimentary bag of fresh, whole bean coffee and k-cupsbrbrBedroomsbr-Large main floor master suite with double vanity, 55” tv, okeo-tex certified memory foam king bed, walk-in spa shower, towel warmer and valet charging stationsbr-Upstairs queen room with an okeo-tex certified memory foam queen mattress with plush comfort topper and 50” tvbr-Upstairs kids bunk room with triple bunk bed (okeo-tex certified memory foam mattresses) and an additional single bed, 43’ tv and children’s booksbr-Pull out queen sleeper sofa in the basementbr-Pack and play cribbrbrBathroomsbr-Master in-room suitebr-Shared upstairs full bathbr-Basement full bathbr-Main level half-bathroombr-All towels providedbr-All-natural toiletries providedbrbrLibrary/Officebr-Tucked in the loft overlooking the living room with incredible mountain viewsbr-Large expandable deskbr-Leather lounge chair br-Books, games, and puzzles for your enjoymentbrbrLiving Roombr-Wood burning fireplace with a starter log provided for each night of stay. (winter only)br-Record player and an assortment of records to enjoybr-Bluetooth speaker to listen to records or stream your own musicbr-Comfortable leather and velvet seatingbr-Guest friendly entryway with ample hooks for coats, bags and space for shoesbrbrBasement Family/Game Roombr-75” tv with soundbarbr-Wet-bar with mini-fridge, ice maker and sinkbr-Foosball tablebr-Ping-pong tablebr-Kids’ toys and puzzlesbr-Portable bluetooth speaker for listening in the basement or outsidebrbrSpeakeasybr-Private, combo-secured door accessbr-Leather barrel chairsbr-Cocktail bar with mini-fridge and wine coolerbr-Dart boardbr-Standing bar/buffet table great for extra snacks and foodbr-Electric fireplacebr-55’ tv with soundbarbr-Portable poker table and full poker chip setbrbrLaundry Roombr-Full size washer and dryerbr-Drying area to hang wet clothing and gear after a day on the lake or slopesbrbrOutside Areasbr-Wrap around porch with swing and rocking chairsbr-Rear outdoor dining and additional covered deck lounge area with string lightsbr-Fire pit with Adirondack chairs, benches, swings, and side tablesbr-Seven-person hot tub with string lightsbr-Paths in the woodsbr-Outdoor games including corn hole and boccebr-HammocksbrbrMiscellaneous br-UV light whole house water filterbr-Parking for four vehicles with motion lightingbr-AWD or 4WD is recommended in snowy/icy weatherbrbrNearby Attractionsbr-3.5 miles, 6 minutes to Arrowhead Marketbr-5.7 miles, 11 minutes to Deep Creek Lake State Parkbr-9.1 miles, 15 minutes to Wisp Ski Resortbr-9.3 miles, 16 minutes to Wisp Mountain Parkbr-11 miles, 19 minutes to Adventure Sports Center Internationalbr-7.9 miles, 14 minutes to Fork Run Recreation Areabr-8.3 miles, 18 minutes to Swallow Falls State Parkbr-10 miles, 18 minutes to Rock Maze trailhead Garrett State Forestbr-7.6 miles, 12 minutes to downtown Oaklandbr-11 miles, 20 minutes to Thousand Acres Lakeside Golf Clubbrbr-AWD or 4WD is recommended in snowy/icy weather.
Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(26)

$510.98

/ Nightly
Private Vacation Home

Lasting Impressions | Views, Dock Slip, Hot Tub

Oakland, Maryland, United States

One stay at this Deep Creek Lake vacation home and you'll be coming back again and again to Lasting Impressions! Friends and family will love this well-appointed retreat that has easy lake access and close proximity to activities.brbrOffering an open concept, the main level's casual elegance will make you feel right at home. Lots of windows fill the space with natural light and reveal tranquil lake views. Beautifully decorated in neutral tones, the great room has comfortable furnishings that invite you to unwind. You can warm up by the fireplace and watch TV after a day of skiing or hiking.brbrBright and airy, the kitchen's sleek design and ample counter space are sure to please the chef in your group. You can share meals together at the dining table with lake views in the background. Also, there is seating for two more at the center island.brbrEach of the main level bedrooms is decorated with a good night's sleep in mind. Upstairs, the primary suite is your own private hideaway complete with a sitting area that overlooks the lake.brbrThe lower level family room is a great place to kick-back and relax. The gas fireplace provides the perfect ambiance for a leisurely evening at home. Plus, the queen sleeper sofa gives you options for additional guests. There is bedroom and full bath on this level as well.brbrTwo levels of decks give you plenty of room to enjoy the outdoors. You can take in the sunrise view as you sip your coffee in the morning, or take advantage of the grill for an afternoon barbecue. You also have a bubbling hot tub that will leave you entirely relaxed.brbrA short walk with stairs takes you to the community lake access where swimming or fishing from the dock are favorite pastimes. You have your own dock slip too so you can bring a boat or rent one locally. Cruising the lake is truly the BEST way to immerse yourself in lake life. Take the kids tubing, stop for a swim, or dock and dine at a waterfront restaurant.brbrWithin two miles or less you will find restaurants, shops, nightlife, and the movie theater. Deep Creek Lake State Park is close by too. The park offers a sandy beach for swimming, the Discovery Center (perfect for the kids!), and miles of scenic hiking trails.brbrDrive a few minutes further to reach Wisp Resort where the opportunities for recreation are nearly endless. You can ride the mountain coaster, golf, ski, snow tube, zipline, play disc golf, and more. On top of the mountain, experience the excitement of white water rafting on the recirculating, man-made river.brbrIf you seek more relaxed activities, explore Oakland's historic downtown. Antique stores, unique shops, museums, and charming eateries line the streets.brbrMake Lasting Impressions your destination at Deep Creek for a vacation you will never forget. Make your reservations today!brbrLasting Impressions offers a membership to the Community Aquatic Recreation Complex (CARC). You can enjoy the indoor pool and fitness facilities during your stay.brbrIf your rental is listed as having a Boat Dock as an amenity provided with this property, this is subject to weather conditions, water levels, and other natural factors.
Bed 4

Bed

Bath 3

Bath

Sleep 11

Sleeps

Slider Thumb
Exceptional(21)

$455.29

/ Nightly
Private Vacation Home

Picture Perfect | Pet Friendly, Hot Tub + Game Room!

Oakland, Maryland, United States

Picture Perfect truly lives up to its name, offering a warm and welcoming retreat with comfort, style, and a prime central location for your Deep Creek Lake getaway. Even better, it’s pet friendly, so your four-legged family members can join in on the fun.brbrGather in the great room for cozy nights by the gas fireplace, stretch out on the spacious leather sectional, and enjoy easy access to the deck through sliding glass doors that fill the space with natural light. It’s an inviting spot to unwind after a day of adventure.brbrThe fully equipped kitchen makes cooking fun and easy, with everything from an air fryer and Instant Pot to a slow cooker and griddle. Enjoy meals together at the breakfast bar or dining table, or take dinner outside for a casual barbecue on the deck.brbrUpstairs, the primary suite offers a peaceful escape with a king bed and a jetted tub for relaxing evenings. Another beautifully decorated bedroom on this level features a king bed, daybed, TV, and private bathroom. The lower level expands your living space with a family room, air hockey, and two additional bedrooms—one with a queen bed and one with a queen bed and daybed.brbrOutside, the spacious yard and deck are perfect for soaking up sunshine while kids and pets play. Tennis rackets, pickleball equipment, and other outdoor games are provided, and the bubbling hot tub is just right for stargazing after sunset. Community courts and a pavilion nearby make it easy to enjoy a game followed by a picnic.brbrJust minutes away, you can explore Deep Creek Lake by boat, visit the sandy beach and trails at Deep Creek Lake State Park, or enjoy year-round fun at Wisp Resort. With restaurants, shops, and entertainment close by, Picture Perfect puts you right where you want to be for a memorable, pet-friendly mountain escape.brbr*Please Note: A 4WD vehicle is required in winter months (November - March).brbrIf your rental is listed as having a Boat Dock as an amenity provided with this property, this is subject to weather conditions, water levels, and other natural factors.
Bed 4

Bed

Bath 3

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(4)

$665.84

/ Nightly
Country House

Beautiful 65 Acre Farm with Wrap Around Porch

Oakland, Maryland, United States

Haley Farm is a beautiful 65 acre property located in the Deep Creek Lake area. We used to be a Bed and Breakfast for many years, but we have been transitioning to a health retreat for the last three years. brbrBut we recognize that many guests just want to come and stay at the farm without attending a retreat. So if there is a group of you (family, girlfriends, businesses) that just want to rent the Manor House, now you can. Enjoy the beauty and tranquility of the farm while staying in comfort. You can relax in the hammock, take in a game of croquet or cornhole, and make s'mores under the stars. brbrThis is the perfect place for a family reunion, small weddings, health retreats and girlfriends getaways. The price per night quoted is for 6 suites most of which have ensuite Jacuzzis and fireplaces (2 night minimum). I’d be happy to quote a rate for a whole week or longer. There is a large fully equipped kitchen, dining room, multiple sitting areas, sauna, wrap around porch and more. The six suites will accommodate up to 12 persons. brbrHaley Farm is located in the Deep Creek area - a fabulous four season resort area. There is something fun to do all year. From skiing in the winter to boating and golf activities in the summer. Fall is breathtakingly beautiful with its montage of colors. There is something for everyone and only 3 hours from the Washington area and two hours from Pittsburgh.
Bed 6

Bed

Bath 6

Bath

Sleep 12

Sleeps

Slider Thumb
Exceptional(14)

$538.42

/ Nightly
Private Vacation Home

Cozy Cove Retreat w/ Arcade & Fireplace

Oakland, Maryland, United States

Name: Shadycrest Cove | Bedrooms: 4 | Bathrooms: 3 | Sleeps: 10 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brUnwind and relax at Shadycrest Cove; a cozy cedar home located at the end of a tranquil cove. This home offers a 1.75 acre wooded lot and an inviting warm ambience as soon as you step inside. The gorgeous floor-to-ceiling stone fireplace is the perfect center piece for welcoming the entire family to life at the lake. A wall of windows entices you back outside to the expansive deck which is surrounded by the sounds of nature. It is a perfect place to gather and grill during the day or converse around the gas fire pit at night. After a restful night of sleep, begin your day enjoying a cup of coffee or tea on the porch swing while taking in the smell of morning dew. Continue the fun by challenging the kids to a game of billiards, darts, or one of 400+ video games on the retro arcade station. It’s easy to make memories at Shadycrest Cove. Conclude your rewarding day with a dip in the hot tub or roast s’mores around the stone fire pit while the kids play on the swings. Let the lake and the woods melt away your stresses and book your stay today!brbrACCESS DETAILS:brLake access located at the end of the gravel road that runs beside the house. NOTE: No Slip available. Fishing, Swimming and Kayaking Only.brbrACCESS DETAILS:brLake access located at the end of the gravel road that runs beside the house. NOTE: No Slip available. Fishing, Swimming and Kayaking Only.brbrCOMMUNITY/AREA DETAILS:brLocated in the Paradise Acres Community at Deep Creek Lake.brbrThis 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 Areabr- Mud Room br- Full Bath with Shower/Tubbr- Bedroom: Queen Bedbr- Bedroom: Queen BedbrbrUpper Level:br- Bedroom (Suite): King Bed, Attached Full Bath with Shower and Separate TubbrbrLower Level:br- Den/Game Areabr- Bedroom: Queen Bedbr- Full Bath with Shower/Tubbr- LaundrybrbrDISCLAIMERS: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.brbrAFTER BOOKING: An email will be sent to the address provided during check-out; please check for action items needed to secure your reservation. The subject of this email will start with URGENT: Complete Your Booking For... and may be in your Promotional/Marketing folders depending on your email provider and settings.brbrTOILETRIES & PAPER PRODUCTS: 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.brbrNOTE: A copy of the contract holder's Photo ID, a signed contract, and a list of your full travel party (names/ages of all attending) will be required to complete your booking. If booking last minute, you may be required to stop by our main office to show your photo ID and the credit card used on the reservation. This policy is in place to help combat fraudulent activity that is more likely to occur in last-minute arrivals.
Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(5)

$1426.96

/ Nightly
Private Vacation Home

The Birch Bower: Luxury Lakefront Home

Oakland, Maryland, United States

The Birch Bower is a stunning, one-of-a-kind property on Deep Creek Lake. Situated on one of the lake's quietest, most private points, this design-forward, newly-built home features more than 600' of waterfront and has everything you need for a relaxing stay at the lake. The Birch Bower was designed to be accessible and inclusive and to feel like home while you relax with people you love in a spellbinding natural setting. brbrFour spacious en-suite king bedrooms – each with commanding views of the lake – all feature a private full bath and a work-from-home desk setup. The excellent high-speed internet signal reaches all corners of the house, patios, porches, and is even beamed down to the dock. There is a fifth bedroom with a twin-and-trundle for kids or extra guests. Sound-deadening construction in the walls of the house ensures a sense of peace and privacy for all guests. brbrMemorable meals with family and friends take place around a custom table in the dining prow, a stunning glass box with a walnut ceiling that extends out towards the lake. A Samsung Frame TV and Sonos speaker in the living room will help keep you entertained, along with a hutch filled with puzzles and games and books. The kitchen is well stocked and spacious, and a massive island with 6 stools allows for ample cooking prep area while enjoying cocktails and conversation. There is an adjacent coffee bar area that is complete with seating and a wet bar with a wine fridge. A large walnut wall in the open plan kitchen-living room area conveys a sense of warmth and luxury. The lake-front elevation boasts expansive areas of glass, with each window providing a spectacular view of lake, trees, and sky. Original artwork with picture lighting throughout the house delivers a quiet, contemplative backdrop to the organic modern interiors. brbrOutside, a large hot tub is located on a private fenced patio near the grill and outdoor shower, and a spacious screen porch with a ceiling fan provides additional outdoor space for hot or rainy days. The garden below the guest bedroom windows includes native plants and pollinator species that attract birds, bees, and butterflies. A roomy dock (with a handrail for added stability) offers ample opportunities for boating, fishing, swimming, sunbathing, and enjoying both the sunrise and sunset. A lake-side fire pit is available for use. brbrSolar panels provide energy for this high-efficiency house, and in the colder months you can stay cozy with a gas fireplace in the living room and underfloor radiant heat. There are outlets on the fence in the parking area to charge your electric vehicle, and a generator provides seamless backup power in the event of an outage. brbrThe house has many accessibility features so as to provide comfort and safety for all guests. One bedroom on the ground floor can accommodate those who use a wheelchair or walker, and includes grab bars in the wheel-in shower and around the commode, as well as a wheel-under sink and a pivoting mirror, and a teak shower bench. Other accessibility features throughout the house include wider doorways, flat entry to the house from all sides, snow-melt in the concrete slab on the front entry porch, and an ADA-grade path from the patio through the forest down to the dock. brbrWith four seasons of activities in the area, The Birch Bower is a perfect venue for your enjoyment throughout the entire year. brbrPlease call Red Barn Vacations if you have questions about the accessibility features. brPlease note that there is a pantry and an owner's suite that are not available as part of the rental. brPlease also note that the ADA-grade path to the lake does not give access to the fire pit – the Maryland Department of Natural Resources regulates the area directly around the lake and permits only one path through the buffer strip. brThe Birch Bower is a non-smoking property. No pets are allowed.brThe house is equipped with a high-end whole-house filter, providing clean, drinkable water from all faucets that tastes and smells great.brPlease note that this home has an exterior security camera.
Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps

Slider Thumb
Exceptional(1)

$294.53

/ Nightly
Hotel

Cove Creek Lodge: 202 Poolside Double Queen Room

Oakland, Maryland, United States

Unwind in this warm, rustic retreat, where two Queen beds and charming cabin-inspired décor make you feel right at home. The luxurious bathroom features a walk-in shower with quality bath products, and the kitchenette gives you the freedom to enjoy meals on your own terms. A Smart TV keeps you entertained whenever you need it. Step outside onto the deck and take in views of the seasonal outdoor pool making it the perfect spot to breathe in the crisp mountain air enjoy your morning coffee.brbrCove Creek Lodge | Boutique Hotel | Deep Creek Lake, MarylandbrbrCove Creek Lodge is Deep Creek Lake's first upscale boutique hotel, nestled in the mountains of Western Maryland. Newly renovated and thoughtfully designed, the lodge blends luxury, nature, and comfort into a curated guest experience defined by exceptional service and a warm, welcoming atmosphere.brbrCOMMON AREAS AND INDOOR SPACES:br• Expansive lounge with plush seating and multiple wood-burning fireplacesbr• Shuffleboard table br• The Black Antler Lounge: on-site signature bar serving handcrafted cocktailsbr• Conference and event space available for corporate retreats and group bookingsbr• Daily front desk staffing for personalized guest supportbrbrOUTDOOR AMENITIES:br• Heated outdoor pool with sun patio (seasonal)br• Multiple outdoor fire pits with sweeping mountain and lakefront viewsbr• Lake Access, Dock Slip Rentals, Kayaks and Paddle BoardsbrbrLOCATION:brSituated in the heart of Deep Creek Lake, Maryland's premier four-season mountain destination. The lodge sits along Arrowhead Cove, a quiet cove on Maryland's largest freshwater lake, which stretches nearly 13 miles and offers 65 miles of shoreline.brbrSUMMER ACTIVITIES:br• Boating, wake surfing, tubing, kayaking, paddle boarding, and swimming on Deep Creek Lake (Dock available for rent though the lodge)br• Golf at Thousand Acres, Wisp Resort, and Oaklandbr• Hiking and mountain biking at Deep Creek Lake State Park, Herrington Manor State Park, and Fork Run Recreation Areabr• Hiking around the waterfalls at Swallow Falls State Park br• Locally owned shops and restaurants within walking distance of the lodgebrbrWINTER ACTIVITIES:br• Downhill skiing, snowboarding, and snow tubing at Wisp Resort featuring 30+ trails, 7 chairlifts, a terrain park, and night skiingbr• Snowshoeing and winter hiking through 10 nearby state parks and 3 state forestsbr• Frozen waterfall views at Swallow Falls State Park (Muddy Creek Falls)brbrIdeal For: Romantic getaways · Family vacations · Friend group trips · Corporate retreats · Ski weekends · Lake vacations · Dog-friendly travel
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Slider Thumb
Exceptional(8)

$317.98

/ Nightly
Hotel

Cove Creek Lodge: 201 Poolside Double Queen Fireplace Room

Oakland, Maryland, United States

Escape to this spacious, log cabin-inspired retreat with soaring vaulted ceilings, two Queen beds, and a warm electric fireplace. The luxurious bathroom features a walk-in shower with quality bath products, and the kitchenette makes in-room dining easy. Stream your favorites on the Smart TV, then step onto the deck and take in sweeping views of the outdoor pool. Whether sipping morning coffee in the crisp mountain air or winding down at sunset, this is your perfect mountain getaway.brbrCove Creek Lodge | Boutique Hotel | Deep Creek Lake, MarylandbrbrCove Creek Lodge is Deep Creek Lake's first upscale boutique hotel, nestled in the mountains of Western Maryland. Newly renovated and thoughtfully designed, the lodge blends luxury, nature, and comfort into a curated guest experience defined by exceptional service and a warm, welcoming atmosphere.brbrCOMMON AREAS AND INDOOR SPACES:br• Expansive lounge with plush seating and multiple wood-burning fireplacesbr• Shuffleboard table br• The Black Antler Lounge: on-site signature bar serving handcrafted cocktailsbr• Conference and event space available for corporate retreats and group bookingsbr• Daily front desk staffing for personalized guest supportbrbrOUTDOOR AMENITIES:br• Heated outdoor pool with sun patio (seasonal)br• Multiple outdoor fire pits with sweeping mountain and lakefront viewsbr• Lake Access, Dock Slip Rentals, Kayaks and Paddle BoardsbrbrLOCATION:brSituated in the heart of Deep Creek Lake, Maryland's premier four-season mountain destination. The lodge sits along Arrowhead Cove, a quiet cove on Maryland's largest freshwater lake, which stretches nearly 13 miles and offers 65 miles of shoreline.brbrSUMMER ACTIVITIES:br• Boating, wake surfing, tubing, kayaking, paddle boarding, and swimming on Deep Creek Lake (Dock available for rent though the lodge)br• Golf at Thousand Acres, Wisp Resort, and Oaklandbr• Hiking and mountain biking at Deep Creek Lake State Park, Herrington Manor State Park, and Fork Run Recreation Areabr• Hiking around the waterfalls at Swallow Falls State Park br• Locally owned shops and restaurants within walking distance of the lodgebrbrWINTER ACTIVITIES:br• Downhill skiing, snowboarding, and snow tubing at Wisp Resort featuring 30+ trails, 7 chairlifts, a terrain park, and night skiingbr• Snowshoeing and winter hiking through 10 nearby state parks and 3 state forestsbr• Frozen waterfall views at Swallow Falls State Park (Muddy Creek Falls)brbrIdeal For: Romantic getaways · Family vacations · Friend group trips · Corporate retreats · Ski weekends · Lake vacations · Dog-friendly travel
Bed 1

Bed

Bath 1

Bath

Sleep 4

Sleeps

Home Most popular vacation rentals in Oakland