Home Vacation Home Rentals By Owner In Oakland, MD

Showing 120 Of 363 Vacation Rentals
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Exceptional(5)

$823.1

/ Nightly
Private Vacation Home

Stylish Lakefront Escape w/ Hot Tub, Bar & Dock

Oakland, Maryland, United States

Name: Deep Creek Fever | Bedrooms: 4 | Bathrooms: 5.5 | Sleeps: 10 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brWelcome to Deep Creek Fever—one of the few true lakefront homes at Deep Creek Lake where you can park your car and walk to restaurants, bars, and groceries. This is rare here, and it changes everything. Designed for comfort and privacy, the home features four king bedrooms, each with a private en-suite bath, plus a spacious loft—perfect for couples, families, or groups who want to be together without feeling on top of each other. Expansive lake views and multiple gathering spaces set the tone for slow mornings, full lake days, and relaxed evenings at sunset. The home offers three distinct living and gathering spaces—a main level living area, a lower-level living area, and a listening lounge featuring oversized leather seating, a sleek linear fireplace, a turntable with curated vintage vinyl, and a TV. The lower level is designed for relaxing and entertaining, with an inviting seating areas, a game table, and a bar that naturally brings everyone together.brbrStep outside and you’re in one of the most walkable pockets of the lake. Stroll to Honi-Honi Bar, Ace’s Run Restaurant, Firewater, the Arrowhead Market, or grab ice cream at Lakeside Creamery—all just minutes away on foot. For adventure, Wisp Resort is just a five-minute drive for skiing, golf, and year-round activities. After a full day, come back to the hot tub, fire pit, and lake views that make this place unforgettable. Whether you’re here for lake days, ski weekends, or simply to slow down, Deep Creek Fever delivers a walkable, elevated lakefront experience you won’t find just anywhere. brbrACCESS DETAILS:brPrivate Lake Front with Dock on property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Route 219 at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Living Areabr- Dining Areabr- Kitchenbr- Full Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Shower/TubbrbrUpper Level:br- Loft: 2 Queen Sleeper SofasbrbrLower Level:br- Den Area with Barbr- Powder Roombr- Laundrybr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached 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.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 5

Bed

Bath 5

Bath

Sleep 12

Sleeps

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Exceptional(11)

$849.35

/ Nightly
Private Vacation Home

Waterfront Fun Dog Friendly Home w/ Hot Tub & Dock

OAKLAND, Maryland, United States

Name: AAH Chalet | Bedrooms: 5 | Bathrooms: 3 | Sleeps: 12 | Access: Lake Front | Dogs Welcome (Max. 2) | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:br“Aaahh” - that's all that will be left to say at the end of each day you stay in this cozy lakefront chalet. With a covered hot tub, a warm soak with lakefront views is the perfect way to spend any day - rain or shine. Looking for a different way to take in the lake view Gather around the fire pit for s’mores and stories as you watch the evening boaters go by. Your private dock is just steps away as well! Swim, fish, boat, or just soak up the sun all day long on a prime location on the lake. Not feeling like being out and about Be a homebody here with two separate gathering places to fit your needs. Cozy up around the fireplace on the main level or have a casual (or competitive) game of Air Hockey or Ping Pong on the lower level. With two separate living places, adults and kids can break off and enjoy their own spaces to hang out and relax. For dinner, either grill up your favorites on the deck or take a small drive (or boat ride) to many local favorites like Ace’s Run, Firewater, Dutch’s, Pine Lodge and more! The central location of the home provides easy access to all kinds of Deep Creek fun for all ages! Play some mini golf, ride some go-karts, explore any of various State Parks, just don’t forget to swing by Lakeside Creamery for an afternoon or evening treat (it’s walking distance from the house!)! Once you are finally ready to wind down for the night, enjoy a nice warm shower or bath thanks a state-of-the-art water heater and find the bed that is “Aaah just right.” Relax, get some sleep, and prepare for the next exciting day ahead!brbrWith improvements and updates being made every year, with your stay in mind, there is no better time to say “Aaah yes” to Aah Chalet!brbrACCESS DETAILS:brPrivate lake front with dock located on property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Route 219 at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level (Entrance):br- Living Areabr- Dining Areabr- Kitchenbr- Full Bathbr- Bedroom: King Bedbr- Bedroom: Queen BedbrbrUpper Level:br- Loftbr- Bedroom (Suite): King Bed, Attached Bath with ShowerbrbrLower Level:br- Game Roombr- Laundrybr- Full Bathbr- Bedroom: King Bedbr​​​​​​​- Bedroom: King BedbrbrDISCLAIMERS: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.brbrDOG BREED LIMITATIONS: Even in dog-friendly homes, it’s prohibited to bring any dog with a history or instance of aggressive or reactive tendencies. We welcome any dog which you know to be well-socialized, trained, and friendly in any situation involving others, both human and canine, as there may be nearby dogs at neighboring properties. However, due to restrictions in place by homeowner insurance policies, breeds listed as most aggressive are banned from all rentals, regardless of the training and temperament of the individual dog. For a list of restricted breeds and our full policy regarding dogs, please contact us directly.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 5

Bed

Bath 3

Bath

Sleep 10

Sleeps

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Exceptional(6)

$1642.52

/ Nightly
Private Vacation Home

Magical Lake Escape w/ Dock Slip & Game Room

Oakland, Maryland, United States

Name: Enchanted Lakefront | Bedrooms: 8 | Bathrooms: 7.5 | Sleeps: 22 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brMagic is alive at Enchanted Lakefront! When you step into the warm interior, or outside onto the impressive backyard stone patio, you will immediate fall under the home’s irresistible spell: one where every day cares are left behind and you emerge refreshed, renewed, and ready for adventure. In this spacious and professionally decorated home, entertainment is easy. The home’s expansive great room, with stone fireplace and large sectional couch, is the perfect place to gather together for a movie night in and the home’s pool table are sure to be a huge hit! Then, step outside for some fun in the sun while engaging in a game of horseshoes, grilling out on the patio, and gathering together before the outdoor stone fireplace, the lake glistening just beyond the tree line. Enchanted Lakefront weaves one beguiling spell! Book your stay today! brbrACCESS DETAILS:brPrivate Lake Front. Dock structure behind the house is shared with the neighbors. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Glendale Rd 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. brbrbrLAYOUT DETAILS:brMain Level:br- Living Areabr- Dining Areabr- Kitchenbr- Half Bathbr- Bedroom (Suite): King Bed, Access to Deck, Attached Bath with Shower and Separate TubbrbrUpper Level:br- Loft/Game Roombr- 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- Living Area: Wet Barbr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): Queen Bed, Attached Bath with Showerbr- Bedroom (Suite): Queen Bed, Attached Bath with Showerbr- Full Bath: Showerbr- Bedroom: King Bedbr- Bedroom: King BedbrbrDISCLAIMERS: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 8

Bed

Bath 7

Bath

Sleep 22

Sleeps

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Exceptional(17)

$1704.02

/ Nightly
Private Vacation Home

Tranquil Lakefront w/ Twin Hot Tubs & Dock

Oakland, Maryland, United States

Name: Journey's End | Bedrooms: 8 | Bathrooms: 9.5 | Sleeps: 26 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brEscape to the pinnacle of tranquility at Journey’s End, a resplendent lakefront chalet adorned with the timeless allure of cedar and stone. This haven promises an unrivaled experience, boasting a myriad of lavish amenities that redefine the art of retreat. Immerse yourself in the cozy embrace of two stunning stone fireplaces, where stories unfold, and memories are kindled. Engage in spirited games on the foosball table or surrender to the blissful heat of the sauna - a sanctuary for relaxation. As the day unfolds, indulge in the ultimate serenity with twin hot tubs, as you take in the filtered lake views and embrace the soul-soothing ambiance of Deep Creek Lake. Beyond the relaxation of the home, adventure awaits just past your doorstep. A short drive opens the door to a world of outdoor delights, from invigorating hikes to thrilling rounds of golf, and the exhilaration of skiing down snow-kissed slopes. Journey’s End is not just a destination; it's an invitation to revel in the extraordinary. Seize the opportunity to harmonize indulgence and recreation—reserve your stay at Journey’s End today and unlock a realm where every moment is a celebration of life.brbrACCESS DETAILS:brPrivate Lake Front and dock slip located on 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.brbrLAYOUT DETAILS:brMain Level:br- Living Areabr- Dining Areabr- Kitchenbr- Half Bathbr- Laundrybr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Shower/TubbrbrUpper Level:br- Loft/Game Room: Queen Sleeper Sofabr- Bedroom (Suite): King Bed and Daybed w/Trundle, Attached Bath with Shower and Separate Tubbr- Bedroom (Suite): King Bed and Daybed w/Trundle, Attached Bath with Shower and Separate TubbrbrLower Level:br- Family Room: Wet Barbr- Bedroom (Suite): Queen Bed, Attached Bath with Shower/Tubbr- Bedroom (Suite): Queen Bed, Attached Bath with Showerbr- Bedroom (Suite): Queen Bed, Attached Bath with Shower/Tubbr- Bedroom (Suite): Queen Bed, Attached Bath with Showerbr- Half Bathbr- SaunabrbrDISCLAIMERS: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 8

Bed

Bath 9

Bath

Sleep 26

Sleeps

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Exceptional(5)

$2367.18

/ Nightly
Private Vacation Home

Lakefront Chalet w/ Pool, Private Dock, & Hot Tub

OAKLAND, Maryland, United States

Name: Awesome View | Bedrooms: 8 | Bathrooms: 6.5 | Sleeps: 24 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brGet it all at Awesome View! With recent upgrades to the kitchen, living, and dining areas, this home is sure to upgrade your stay to one of absolute bliss. Just beyond the tree line of this magnificent estate, get ready for a very special treat: sweeping, panoramic views of Deep Creek envelop you from the home’s private dock. This distinguished lakefront chalet lets you experience the extraordinary with a level lakefront, outdoor fire pit, private indoor pool, and more! Professionally decorated with beautiful furnishings and captivating accent pieces, the warm interior of Awesome View will invite you in to spend the day in total comfort with those you love. Awesome View's game room opens directly into your own indoor swimming pool, for total ease in entertainment. Looking for the ultimate Deep Creek Lake vacation It’s time to put Awesome View in sight!brbrACCESS DETAILS:brPrivate Lake Front with dock slip located on property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Glendale Rd at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Living Areabr- Dining Areabr- Kitchenbr- Half Bathbr- Game Areabr- Indoor Poolbr- Bedroom (Suite): King Bed, Attached Bath with Shower and Separate TubbrbrUpper Level:br- Loft/Game Room: Pool Tablebr- Bedroom (Suite): King Bed, Daybed with Trundle, Attached Bath with Shower/Tubbr- Bedroom: King Bedbr- Full Bath: Shower/Tubbr- Bedroom: Queen BedbrbrLower Level:br- Living Area: Wet Bar, Queen Sleeper Sofabr- Laundrybr- Full Bath: Shower/Tubbr- Bedroom: 2 Twin Bunk Beds Bed, Access to Shared Bathbr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom: King Bed, Access to Jack and Jill Bathbr- Jack and Jill Bath: Showerbr- Bedroom: 2 Twin Beds, Access to Jack and Jill 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.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 8

Bed

Bath 6

Bath

Sleep 24

Sleeps

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Exceptional(10)

$2383.6

/ Nightly
Private Vacation Home

20-Acre Estate w/ Pool, Games & Meeting Space

Oakland, Maryland, United States

Name: The Herrington | Bedrooms: 10 | Bathrooms: 10.5 | Sleeps: 34 | Access: Lake Area | Pets Not Permitted | MUST BE 30+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brLooking for a royal retreat The Herrington will make you will feel as if you are living in a castle. Whether on a family vacation or a business trip, The Herrington is equipped with multiple gathering rooms and meeting rooms, as well as plenty of bedrooms, full baths, and half-baths. For family fun, play a game of pool, ping pong, or foosball in the game room. Gather in the in-home theater to spend a night together watching a family favorite film. If visiting for business, gather around the large meeting table in the business room downstairs, with access to the computer room. If more meeting space is needed, utilize the upstairs ballroom with two large hanging projectors, two sofas, two tables seating 24 guests, a wet bar, and access to a computer. Whether your trip to Deep Creek Lake is for business or pleasure, The Herrington has endless features that all will love. Offering a pool, two hot tubs and over 20 acres of beautiful landscaping to explore, you are going to love your surroundings! State parks and historic Oakland are both nearby, as are the tranquil shores of Deep Creek Lake, for all your boating and recreational needs. Call today to book this one-of-a-kind home!brbrACCESS DETAILS:brNo additional details provided for this home.brbrCOMMUNITY/AREA DETAILS:brLocated in the Herrington Manor area of Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Living Roombr- Dining Roombr- Kitchenbr- Half Bathbr- Ballroom: Bar, Half Bathbr- Bedroom (Suite): King Bed, Attached Bath with Two Showers and Separate Tubbr- Full Bath with Showerbr- Indoor Pool and Indoor Hot Tubbr- Half Bathbr- Game Room with Home TheaterbrbrUpper Level:br- Bedroom: King Bedbr- Sitting Areabr- Sitting Roombr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Twin Sleeper Chair, Balcony, Attached Bath with Shower/Tubbr- Kitchenettebr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Balcony, Attached Bath with ShowerbrbrLower Level:br- Bedroom (Suite): King Bed, Attached Bath with Shower/Tubbr- Bedroom (Suite): Queen Bed, Attached Bath with Shower/Tubbr- Family Roombr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Living Area: Barbr- Kitchenbr- Half Bathbr- Living Areabr- Dining Areabr- Officebr- LaundrybrbrDISCLAIMERS:br***All Wedding and Events at this property require prior approval. Fees and restrictions apply, please call 1-800-846-7368 to be put in touch with our wedding and event coordinator for details.***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 10

Bed

Bath 11

Bath

Sleep 34

Sleeps

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Exceptional(11)

$1369.62

/ Nightly
Private Vacation Home

Dog Friendly Luxury Escape w/ Hot Tub & Views

OAKLAND, Maryland, United States

Name: Waterfront Chateau | Bedrooms: 7 | Bathrooms: 6.5 | Sleeps: 20 | Access: Lake Front | Dogs Welcome Max. 2 | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrWaterfront Chateau delights with a tranquil wooded setting, charming lakefront, and sunny interior!brbrDESCRIPTION:brA Signature Collection home! Waterfront Chateau, a Neighborhood Sun solar powered home, is the ultimate rendezvous destination for a getaway among family and friends. Located on a dead end street just 4 miles from the four-season Wisp Resort, the setting is tranquil and serene- and a world away from the hustle and bustle of the city. Enjoy cool mountain air and warm summer nights from the screened-in porch overlooking the tranquil woods around you. Here, tall timbers and lush green woodlands are peppered with giant boulders for the ultimate outdoor experience. Custom designed, this beautiful 7-bedroom chateau boasts a modern gourmet kitchen and 5 master suites- 4 of which offer a gas fireplace and a private bath with an oversized jetted tub. Gather around the fire pit in the evenings for story-telling and s'mores or relax in the bubbles of the hot tub. Privacy and elegance converge at Waterfront Chateau! Book your stay today!brbrACCESS DETAILS:brPrivate lake front with dock slip located on property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated in the Sandy Shores Community at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Living Areabr- Dining Areabr- Kitchenbr- Sun Roombr- Half Bathbr- Bedroom (Suite): King Bed, Access to Deck, Attached Bath with Shower and Separate TubbrbrUpper Level:br- Loft/Game Room: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- Denbr- Laundrybr- Saunabr- Bedroom (Suite): King Bed, Attached Bath with Shower and Separate Tubbr- Bedroom (Suite): King Bed, Attached Bath br- Full Bath: Showerbr- Bedroom: King Bedbr- Bedroom: Full Bed and Duo Bunk BedbrbrDISCLAIMERS: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.brbrDOG BREED LIMITATIONS: Even in dog-friendly homes, it’s prohibited to bring any dog with a history or instance of aggressive or reactive tendencies. We welcome any dog which you know to be well-socialized, trained, and friendly in any situation involving others, both human and canine, as there may be nearby dogs at neighboring properties. However, due to restrictions in place by homeowner insurance policies, breeds listed as most aggressive are banned from all rentals, regardless of the training and temperament of the individual dog. You can view this restriction list and our full policy regarding dogs at https://www.deepcreek.com/contact-railey under “Pet Policies”.brAFTER 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 7

Bed

Bath 6

Bath

Sleep 20

Sleeps

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Exceptional(14)

$1115.97

/ Nightly
Private Vacation Home

Deep Creek Gem w/ Views, Fire Pit & Pool Table

OAKLAND, Maryland, United States

Name: Lake's End | Bedrooms: 8 | Bathrooms: 5.5 | Sleeps: 22 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrGather together at Lake’s End! There's space for everyone at this magnificent lakefront chalet!brbrDESCRIPTION:brPut an end to vacation disappointment at shining Lake's End! Busy minds and talented hands have created a true masterpiece of style and comfort just for you in the fantastic Silver Tree Landing community. This well situated community offers a lakeside area with picnic tables and a beach for easy access to the waters of Deep Creek Lake. It is also within walking distance of the Silver Tree Marina and Dutch's at Silver Tree restaurant and bar. Lake's End holds the key to every vacation dream you've ever had with soaring cathedral ceilings, spacious rooms and gracious accents sure to delight. This home has been newly renovated with updates to new furniture, flooring, kitchen, pool table, fire pit and painting through out. Revel in the beauty of your spectacular lakefront at Lake's End. Book your stay today! brbrACCESS DETAILS:brLake Access and dock slip are located along the path to the left of our other vacation home, The Lakehouse. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated in the Silver Tree Landing 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- Great Roombr- Dining Areabr- Kitchenbr- Powder Roombr- Bedroom (Suite): King Bed, Access to Deck, Attached Bath with Shower and Separate TubbrbrUpper Level:br- Loft/Game Area: Twin Sleeper Sofabr- Bedroom: Duo Bunk Bedbr- Full Bath: Shower/Tubbr- Bedroom: King Bedbr- Bedroom (Suite): Queen Bed, Attached Bath with Shower/TubbrbrLower Level:br- Den Area: 2 Queen Sleeper Sofasbr- Laundrybr- Bedroom: Queen Bedbr- Full Bath with Showerbr- Bedroom: Queen Bedbr- Full Bath with Shower/Tubbr- Bedroom: Queen Bedbr- Bedroom: Queen BedbrbrDISCLAIMERS: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 8

Bed

Bath 5

Bath

Sleep 22

Sleeps

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Exceptional(15)

$311.01

/ Nightly
Private Vacation Home

Valhalla on Mystic Creek | Hot Tub, Great Location!

Oakland, Maryland, United States

If your definition of the perfect vacation retreat includes a convenient location, multiple suites, and great outdoor space, it is time to experience Valhalla on Mystic Creek!brbrThe spacious main level is highlighted by gleaming hardwood floors, stylish decor and comfortable furnishings. Sink into the sofa in the great room to warm up by the glow of the gas fireplace. You can watch TV, chat about the day's adventures or simply enjoy woodland views.brbrAt mealtimes, the sizable fully equipped kitchen makes cooking a delight, and dinners become an event at the dining table with seating for ten. If you need a little extra elbow room, there are four stools at the breakfast bar as well. After the dishes are cleared, you can break out the board games for quality time with your favorite people.brbrThe main level primary suite is a private haven where you can unwind in the king bed and watch TV. When you wake up, endless opportunities for fun and relaxation await you.brbrUpstairs, you will find the remaining sleeping quarters. A primary suite furnished with a king bed and a TV promises sweet dreams of Deep Creek Lake. The next primary suite has two twin beds with one twin rollaway, along with a wall-mounted TV. This is the perfect spot for the kids, and they will love having their own space!brbrMornings are best spent with sipping your coffee on the covered deck as you contemplate your plans for the day. In the afternoon, you can fire up the gas grill for a barbecue with friends and family. Just outside your door, you will find two community fire pits. Grab the marshmallows and share spooky stories under starry mountain skies!brbrLocated in the heart of Deep Creek, the best of the area is within easy reach. Restaurants, shops, the movie theater, marinas and nightlife are just a five-minute drive from your doorstep.brbrStay for a week in the summer to take advantage of the state park pass. You can swim at sandy beaches, hike to majestic waterfalls, check out the Discovery Center aviary or canoe on quiet lakes. There is no shortage of ways to explore the outdoors!brbrWithin a ten-minute drive, you can experience all that Wisp Resort has to offer. From golf and skiing to ziplines and snow tubing, there is something for almost every age and interest. On top of the mountain, the Adventure Sports Center International is home to white water rafting thrills on their man-made river!brbrCharming small towns surround Deep Creek Lake. Oakland is a popular spot for a leisurely afternoon. You can stroll the quiet streets of the historic downtown to browse antique shops, look for classic vinyl, grab a bite at a 50s style diner or tour local museums.brbrNo matter how you choose to spend your time at Deep Creek Lake, the reward will be memories you can treasure for a lifetime. Reserve Valhalla on Mystic Creek today to start counting the days until your next vacation!
Bed 3

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Bath 3

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Sleep 8

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Exceptional(16)

$819.54

/ Nightly
Private Vacation Home

Modern Lakefront A-Frame! Hot Tub + Fire Pit + Fenced Yard

Oakland, Maryland, United States

Fox Den just listed with Red Barn Vacations. The home was five star-rated over many 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!brbrFox Den is a *NEW CONSTRUCTION* modern A-frame cabin of our dreams! Not only is this lakeside cottage renovated with a stunning modern design, but it also boasts everything you need for the perfect Deep Creek vacation. Lakefront and dock Check! Large outdoor fire pit with plentiful seating and outdoor lights Definitely. Lower level bar cabinets with ping pong table, couch, and smart TV Got it! New furnishings, comfortable beds, and open floor plan Absolutely.brbrLocation highlights: The home is lakefront, with the lake water laying a short walk in front of the home. The lakefront is shared with the neighbors, including a community dock structure, although the home does come with a dedicated dock slip. The walk to the lakefront takes about one minute. Fox Den is located in the central lake area, but tucked away along a quiet community road. Upon leaving the home, you will find Dutch's at Silver Tree, the lakefront Harbor Bar, along with the popular Honi-Honi bar about a 1-2 minute drive from the home, as well as the Arrowhead Market, a local conveience store with a liquor store, fabulous deli, and basic grocery/home needs, which is open 24-7.brbrSleeping arrangements: There are no sleeper sofa or futons in this house. All sleeping arrangements are in beds. 1 king bed, 2 queens, 1 twin single bed and one twin bunk bed.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.brbrDog Friendly Notice: Maximum of two dogs per reservations. A $175/non-refundable fee will be added for each dog. Dogs should be well-behaved, trained, and friendly; dogs with a history of aggression or destruction are not permitted. In order to comply with many of our home's rental insurance policies, breeds listed as most aggressive are banned for all rentals, regardless of individual training and temperament. If you are planning to bring a dog, please reach out to us upon booking to discuss your dogs breed to get final approval from our staff.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. *
Bed 4

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Bath 2

Bath

Sleep 9

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Exceptional(18)

$384.83

/ Nightly
Private Vacation Home

Centrally Located Gem w/ 4 Master Suites & Hot Tub

OAKLAND, Maryland, United States

Name: Crowd Pleaser | Bedrooms: 4 | Bathrooms: 4.5 | Sleeps: 11 | Access: Lake Access | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brLooking to satisfy a variety of vacation needs Crowd Pleaser is the solution! Offering convenient location, nearby lake access, and a modern interior, this home is a must! Perhaps the best feature All four bedrooms are master suites! With privacy guaranteed for your whole party, this home is the ideal spot for a gathering amongst family and friends. Centrally located, endless activities can be found within a short drive in any direction. Walk to nearby shops and restaurants, rent a kayak or a dock slip at nearby High Mountain Sports or visit the area’s many state parks. You can even walk to get your morning coffee, with Trader’s Coffee House just around the corner! Aptly named, Crowd Pleaser will definitely be everyone's favorite.brbrACCESS DETAILS:brLake access is only available through purchase of a day-use dock from High Mountain Sports, if available. Please note that docks are only guaranteed from Memorial Day through Labor Day..brbrCOMMUNITY/AREA DETAILS:brLocated in the Trader's Landing Community at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Living Areabr- Dining Areabr- Kitchenbr- Half Bathbr- Bedroom (Suite): King Bed, Attached Bath with ShowerbrbrUpper Level 1:br- Sitting Areabr- Bedroom (Suite): King Bed, Attached Bath with Shower and Separate Tubbr- Bedroom (Suite): 2 Twin Beds, Attached Bath with Shower/TubbrbrUpper Level 2:br- Bedroom: Queen Bed and Twin Bedbr- Full BathbrbrLower Level:br- Laundrybr- 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.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

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Bath 4

Bath

Sleep 11

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Exceptional(20)

$2271.06

/ Nightly
Private Vacation Home

Luxury Log Chalet w/ Pool & Fireplace

Oakland, Maryland, United States

Name: Timberlodge | Bedrooms: 9 | Bathrooms: 7 | Sleeps: 28 | Access: Lake Front | Pets Not Permitted | MUST BE 30+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brIf bigger is better, this fantastic chalet is the absolute best! Timberlodge excels in every way imaginable when it comes to your comfort and pleasure. This exquisite log home is a masterpiece of design offering 100 feet of beautiful lakefront decorated with fragrant mountain laurel and towering hardwoods. Elegant furnishings full of color and comfort compliment oversized rooms full of light and laughter. Log beam cathedral ceilings, an airy loft complete with pool table, massive native stone fireplace, and distinctive accent pieces contribute to the luxurious atmosphere found within this incomparable chalet. Setting new standards in vacation excellence, Timberlodge also features an indoor swimming pool for your enjoyment! Book your stay today! brbrACCESS DETAILS:brPrivate lake front with dock slip located on property. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated along Glendale Rd at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Living Areabr- Dining Areabr- Kitchenbr- Half Bathbr- Laundrybr- Indoor Poolbr- Bedroom (Suite): King Bed, Attached Bath with Shower and Separate TubbrbrUpper Level:br- Bedroom (Suite): King Bed and Twin Daybed, Attached Bath with Showerbr- Game Room/Loftbr- Bedroom (Suite): King Bed and Twin Daybed, Attached Bath with ShowerbrbrAbove Pool:br- Sitting Areabr- Bedroom: King Bedbr- Full Bath: Showerbr- Bedroom: Queen Bed brbrLower Level:br- Living Area: Wet Barbr- Bedroom (Suite): King Bed, Attached Bathbr- Bedroom: King Bedbr- Full Bath: Shower/Tubbr- Bedroom: King Bedbr- Jack and Jill Bath: Showerbr- Bedroom: King BedbrbrDISCLAIMERS: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.brbrDISCLAIMERS: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.brThere is a working wood fireplace available for use, however firewood is not provided. Locally available for purchase.brbrDOG BREED LIMITATIONS: Even in dog-friendly homes, it’s prohibited to bring any dog with a history or instance of aggressive or reactive tendencies. We welcome any dog which you know to be well-socialized, trained, and friendly in any situation involving others, both human and canine, as there may be nearby dogs at neighboring properties. However, due to restrictions in place by homeowner insurance policies, breeds listed as most aggressive are banned from all rentals, regardless of the training and temperament of the individual dog. For a list of restricted breeds and our full policy regarding dogs, please contact us directly.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 9

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Bath 7

Bath

Sleep 28

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Exceptional(8)

$1217.09

/ Nightly
Private Vacation Home

Hot Tub, Fire Pit & Stunning Lake Views

Oakland, Maryland, United States

Name: Scenic Serenity | Bedrooms: 8 | Bathrooms: 6.5 | Sleeps: 24 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrbrDESCRIPTION:brA Signature Collection home! Scenic Serenity is a stunning retreat located on one of the most popular sections of the lake and offers commanding lake views from all areas. The home’s expansive back deck is the perfect place to kick your feet up and breathe in the fresh mountain air. Equipped with all the amenities you could need, this home offers something for everyone. Everything from a beautiful kitchen, large dining table, and plenty of entertainment spaces, there is fun to be had around every corner. Gather on the decks, around the fire pit, in the hot tub, or on a boat on the lake! Despite the home's grand appearance, there are a variety of accessibility features added to ensure that everyone, no matter their age or mobility, can enjoy all that the home has to offer. With a ramp addition to the front entrance, a large open concept floor plan and a bedroom with ensuite bathroom roll in shower, the main level offers little restrictions. The small 2-in step to the main level deck allows everyone to enjoy the filtered lake views and warm summer sun. The lower level is the perfect place to gather for a round of pool or relaxing on the lower deck. The mild slope from the front of the home to the back yard ensures that family nights around the campfire and around the pool table can be enjoyed by all. The level path to the lake is great for all ages and the lakefront can even be reached by wheelchair (with some assistance). From exploring the area by boat in the summer, to skiing the slopes in the winter, to simply relaxing at the home any season, this lakefront home is sure to fill your days with memories that last a lifetime! Start creating your memories and book a stay at Scenic Serenity today!brbr*Please note that there is a 6-in. step up from the front porch into the home that would require extra assistance for those in a wheelchair. Also, the 3rd floor is not wheelchair accessible.brbrACCESS DETAILS:brLake Access and dock slip are located along the path from the back of the home. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated in the Silver Tree Landing 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- Living Roombr- Dining Areabr- Kitchenbr- Half Bathbr- Laundrybr- Bedroom (Suite): King Bed, Access to Deck, Attached Handicap Friendly Bath with Shower with BenchbrbrUpper Level:br- Loft with Gas Fireplacebr- Bedroom (Suite): King Bed, Attached Bath with Shower and Separate Jetted Whirlpool Tubbr- Bedroom (Suite): King Bed, Attached Bath with Showerbr- Bedroom (Suite): King Bed, Attached Bath with Shower/Tubbr- Half BathbrbrLower Level:br- Game Room: Wet Barbr- Bedroom: King Bedbr- Bedroom: Queen Bedbr- Full Bath with Showerbr- Bedroom: King Bedbr- Bedroom: Queen Bedbr- 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.brbrOnly 1 boat allowed per slip; 1 slip available per house.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 8

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Bath 7

Bath

Sleep 24

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Exceptional(2)

$610.81

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Private Vacation Home

Hot Tub, Dock & Walkable Access to Deep Creek Fun

Oakland, Maryland, United States

Name: Playin' by Ear | Bedrooms: 4 | Bathrooms: 4 | Sleeps: 11 | Access: Lake Front | Pets Not Permitted | MUST BE 24+ YEARS TO RENT | Free WIFI ProvidedbrbrDESCRIPTION:brChoose to spend your days by the lake, in the hot tub, or by the fireplace or just Play it by Ear as the day goes on! This cozy townhome offers you the ability to make your days as adventure-packed or as relaxing as you wish. Soak up the sun on the deck or down by the dock before heading out and about around the lake to enjoy all that the area has to offer. With a prime location at the heart of Deep Creek Lake, you will always be in the middle of all the action. Walking distance from Honi Honi, Unos, Arrowhead, Firewater, the Creamery and so many more, you have so many options at the palm of your hand. Venture a little further and enjoy the State Park, Wisp Resort, mini golf, go-karts, or trek into Oakland to spend that day at the local cafes and shops. Wind out the day around either of the fireplaces at the home and enjoy a movie night or relax in the bubbles of the hot tub. Whether you have a planned out schedule or you decide to play it by ear, this home is ready to to act as your home base! Book your stay today!brbrACCESS DETAILS:brLake Access and community docks are directly outside rear door. Please note that docks are only guaranteed from Memorial Day through Labor Day.brbrCOMMUNITY/AREA DETAILS:brLocated in the Creekside Community at Deep Creek Lake.brbrLAYOUT DETAILS:brMain Level:br- Great Roombr- Kitchenbr- Dining Areabr- Bedroom: Queen Bedbr- Full Jack and Jill Bath with Shower/TubbrbrUpper Level:br- Bedroom (Suite): King Bed, Attached Full Bath with Shower and Separate Jetted Tub, Balconybr- Bedroom (Suite): King Bed, Attached Full Bath with Shower and Separate Jetted TubbrbrLower Level:br- Den/Game Area with Wet Bar: Queen Sleeper Sofabr- Bedroom: Duo Bunk Bedbr- Full Jack and Jill Bath with Shower/Tubbr- Laundry AreabrbrDISCLAIMERS: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

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Bath 4

Bath

Sleep 11

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Exceptional(3)

$361.96

/ Nightly
Private Vacation Home

In The Middle | Pet-Friendly, Serene, Upgrades

Oakland, Maryland, United States

Tucked between peaceful woodlands and ranch land, In The Middle is a cozy retreat that invites you to slow down and soak in the natural beauty of the Deep Creek Lake area. This charming 3-bedroom, 2-bath vacation home is thoughtfully designed with rustic character and modern amenities, offering the perfect balance of comfort and style for up to eight guests.brbrStep inside and be welcomed by an open-concept living and dining area, where oversized seating, a large Smart TV, and a gas fireplace create the ideal space for relaxing after a day of adventure. Skylights overhead bathe the space in natural light, while wooded views just outside add a peaceful backdrop. The upgraded kitchen is fully equipped with everything you need—state-of-the-art appliances, a Keurig for your morning brew, and a large dining table perfect for gathering with family and friends.brbrUpstairs, two well-appointed bedrooms feature queen beds and private TVs, while the lower-level bunkroom is a hit with kids, offering two twin bunk sets and plenty of space to play. An in-house washer & dryer make it easy to pack light and refresh your clothing during your stay.brbrOutdoors, unwind on the covered front and back porches—one with a porch swing—or gather around the fire pit under the stars. Fire up the gas grill for dinner, and don’t forget to take advantage of the EV charger for added convenience.brbrLocated just 10 minutes from the public boat launch, In The Middle is a gateway to Deep Creek Lake’s best offerings. Whether you're spotting wildlife, discovering native plants, or simply enjoying the slower pace of lake life, this home makes it easy to reconnect with nature and each other.brbrDon’t miss your chance to experience this serene slice of mountain living—book your stay today!brbrPlease note this property has a security camera that faces the driveway.
Bed 3

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Bath 2

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Sleep 8

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Exceptional(13)

$398.76

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Private Vacation Home

Bee Tree II | Private Dock, Fire Pit, Large Deck

Oakland, Maryland, United States

Pack your bags for Bee Tree II, a lakefront chalet that's perfect for your family's Deep Creek vacation! Your entire crew will be delighted by the private dock and quiet cove location.brbrThe bright and cheery main level has plenty of room for everyone to spread out. You'll appreciate the comfort of the open great room, where a sitting area offers a place to kick back by the fireplace and the sofa is situated right in front of the flat screen when you need a little TV time.brbrJoin together for big breakfasts and delicious dinners at the dining table. Plus, there's additional seating at the breakfast bar. Home cooked meals never tasted better than when made on vacation! Sliding doors open to the wrap-around deck so you can easily have a cookout too.brbrYou are sure to get a good night's sleep in the main level primary suite. Offering a queen bed and a private bath, it is a welcoming space where you can catch up on your rest.brbrThere are two well-appointed bedrooms on the main level as well. One is furnished with a double bed and the other has two twin beds. There is also a full bath on this floor.brbrUpstairs, the loft overlooks the great room and has a futon that gives you flexibility for sleeping arrangements. The adjacent suite invites you to unwind in your own private haven. Outfitted with a king bed and TV, it also has a private bath with a shower stall and separate tub.brbrIt's an easy walk down a short path through the trees to your private dock and lakefront. The cove location makes it a great spot for swimming and fishing. Rent a boat or bring your own to head out for a day of on-the-water fun! There's no better way to experience Deep Creek Lake! When you return, you can fire up the grill and dine outdoors on the spacious deck. For dessert, grab the marshmallows and head to the fire pit for s'mores under the stars.brbrFavorite Deep Creek Lake activities are within easy reach. You are ten minutes ~ or less ~ from restaurants, marinas, mini golf, the movie theater, and more.brbrVisit Wisp Resort, and you'll find tons of activities throughout the year. Skiing, golf, snow tubing, ziplines, and disc golf are just a few of the options. On top of the mountain, you can get a guided white water rafting experience at the Adventure Sports Center.brbrBe sure to include state parks in your itinerary. There are tons of ways to experience nature and outdoor recreation. Hiking, mountain biking, canoeing, kayaking, swimming, fishing, and cross-country skiing can be enjoyed along with amazing scenery.brbrBee Tree II comes complete with everything you need to have an unforgettable Deep Creek Lake vacation!brbrPlease Note: This home is uniquely situated at the end of a quiet cove, offering a peaceful and private lakeside experience. Please note that due to the cove’s location, water levels may vary throughout the season and can become shallow toward the end of the boating season. Guests bringing or renting watercraft are welcome but should navigate with care and do so at their own risk.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

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Bath 3

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Sleep 10

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Exceptional(2)

$336.48

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Private Vacation Home

Butterfly Retreat | Relaxing Mountainside Home + Hot Tub & Wooded Views

Oakland, Maryland, United States

Welcome to Butterfly Retreat nestled in the serene Mountainside community of Deep Creek Lake. Here, you can escape the hustle and bustle of everyday life and indulge in outdoor activities year-round.brbrButterfly Retreat offers the perfect home for families or groups of up to 10 guests looking for a laid-back and comfortable stay in beautiful surroundings. Butterfly Retreat is pet-friendly too, so you can bring your furry friends along to enjoy the vacation with you.brbrAs you step inside, you'll find a warm, inviting atmosphere that is sure to make you feel at home. The property boasts four cozy bedrooms, each thoughtfully designed with comfort in mind. There are two three full bathrooms, both conveniently located, and a bonus room featuring table tennis Foosball for some fun and friendly competition.brbrButterfly Retreat's fully equipped kitchen has everything you need to whip up delicious meals or host a memorable dinner party. The kitchen offers convenience and functionality and features elegant Corian countertops with ample preparation space for all your culinary creations.brbrThe first floor living room is spacious and inviting, with lovely hardwood flooring and a smart TV for entertainment. The room also offers access to the deck which provides picturesque views of the tranquil wooded surroundings.brbrDownstairs, the second floor lower level living room is equally inviting, with plush carpet flooring, a smart TV for entertainment, and access to a serene and tranquil patio where you can relax and soak up the peaceful wooded view.brbrButterfly Retreat is located a short 10-minute drive to Wisp Resort which offers easy access to skiing and snowboarding in the winter and a mountain rollercoaster and tree-top adventures in summer. You’ll especially love visiting in the fall where you will be surrounded by the changing colors of the trees as you step outside your vacation retreat.brbrHead across the street to the community amenities and challenge your guests to an outdoor game of basketball, pickleball, or tennis. You’ll also be near local shops and restaurants when you want to spend some time out on the town with your family.brbrWhen it’s time to unwind after a long day of fun, you’ll enjoy coming home to your private hot tub to soothe your muscles and escape into total relaxation before heading to bed.brbrCome and experience the peace and tranquility of the Butterfly Retreat, where all your vacation dreams can come true. Book your stay with us today and start planning your next getaway at the lake!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

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Bath 2

Bath

Sleep 8

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