Oakland Vacation Rentals, Homes, & More

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Oakland Maryland Vacation Rentals - Cottage
1 / 13

Oakland Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$586

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Cottage
Per night:$586 - $1,098
Per month:$17,580 - $32,940
Pets allowed:No
Internet:Yes

Do you find yourself daydreaming about a romantic getaway in a charming lakefront home? Golden Retreat is perfect for a couple but is large enough for a small family. You’ll adore the comfortable furnishings and alluring appeal of the interior. Conveniently located a mere 5 minutes...

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Oakland Maryland Vacation Rentals - Home
1 / 15

Oakland Home
4 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”17 Reviews

from

$305

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$305 - $447
Per month:$9,150 - $13,410
Pets allowed:No
Internet:No

Bedding: King & Twin, Queen, Queen, Queen, Double Sleeper Sofa, Twin Sleeper SofaSpend your vacation in a beautiful log home nestled in the woods in a new community off of Lake Shore Drive. Rocky Top is a 4 bedroom 3 bath property that intertwines nature with modern day conveniences....

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Oakland Maryland Vacation Rentals - Home
1 / 11

Oakland Home
4 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”19 Reviews

from

$347

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:12
Type:Home
Per night:$347 - $522
Per month:$10,410 - $15,660
Pets allowed:Yes
Internet:No

Community: MountainsideBedding: King, Queen, Queen, Double, Queen Sleeper Sofa, Double FutonMemory Lane got its name from the gracious, huge trees and beautifully maintained lawn which give you the comfort of home with all the amenities of community surroundings. Whether it ...

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Oakland Maryland Vacation Rentals - Home
1 / 16

Oakland Home
5 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”1 Review

from

$447

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$447 - $887
Per month:$13,410 - $26,610
Pets allowed:No
Internet:No

Bedding: King, King, Queen, Queen, 2 Twins w/T TrundlesWelcome View Point is an enchanting 5 bedroom home that offers plenty of privacy combined with lakefront luxuries. From the moment that you pull into the circular drive, you will know that you found your way home. Step into...

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Oakland Maryland Vacation Rentals - Home
1 / 23

Oakland Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$549

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$549 - $1,106
Per month:$16,470 - $33,180
Pets allowed:No
Internet:No

Community: MountainsideBedding: King, King, King, King, KingValhalla "Hall of the Gods" is a gorgeous 4 bedroom home that sits atop a beautiful mountain side. Step inside this wondrous home with large beams encompassing the great room and hardwoods that spread throughout the home....

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Oakland Maryland Vacation Rentals - Cottage
1 / 11

Oakland Cottage
3 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”6 Reviews

from

$347

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Cottage
Per night:$347 - $662
Per month:$10,410 - $19,860
Pets allowed:Yes
Internet:No

Community: StockslagerBedding: King, Double & Double, Double, Double Sleeper SofaAngler's Cove is the perfect cottage for your lake vacation. Situated in the western end of the lake, Angler's Cove has access to a 2 mile walking trail that goes along the waterside for your morning...

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Oakland Maryland Vacation Rentals - Home
1 / 12

Oakland Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$347

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$347 - $512
Per month:$10,410 - $15,360
Pets allowed:No
Internet:No

Bedding: King, Queen, Queen, 2 Twins, Queen Sleeper SofaTranquil walks, peaceful settings, and night time dips in the hot tub. Swimming Bear Lodge is perfect for the getaway you always dreamed of. The great room is the ideal size for the family to get together and enjoy a board...

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Oakland Maryland Vacation Rentals - Home
1 / 8

Oakland Home
3 Bedrooms / 3 Bathrooms / Sleeps 10

from

$237

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$237 - $375
Per month:$7,110 - $11,250
Pets allowed:No
Internet:No

Bedding: Queen, Queen, Queen & Bunk w/trundle, Queen, Twin Sleeper SofaDeep Creek adventures are waiting for you! Bear Feet is an astonishing 3 bedroom townhome that offers breathtaking lake views while putting you right in the heart of the action. Boasting 2 master suites, ...

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Oakland Maryland Vacation Rentals - Home
1 / 14

Oakland Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$397

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$397 - $647
Per month:$11,910 - $19,410
Pets allowed:No
Internet:No

Community: MountainsideBedding: King, King, Queen, Queen, Queen Sleeper SofaJoy of Living is a Deep Creek premiere home that will wildly exceed your every expectation! The open and spacious Great Room boasts one of a kind, unique features such as gleaming hardwood floors, cathedral...

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Oakland Maryland Vacation Rentals - Home
1 / 20

Oakland Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$382

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$382 - $797
Per month:$11,460 - $23,910
Pets allowed:No
Internet:No

Bedding: Queen, King, Queen, 2 Twins, Queen Air MattressClear View is a spectacular 4 bedroom lakefront home that could easily be described as a “vacationer’s dream”. Showcasing 350 feet of phenomenal lakefront, you and your guests will be thrilled with all that this home...

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Oakland Maryland Vacation Rentals - Home
1 / 17

Oakland Home
3 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$297

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Home
Per night:$297 - $462
Per month:$8,910 - $13,860
Pets allowed:No
Internet:No

Community: MountainsideBedding: KIng, King, Queen, Daybed with TrundleLuxury and convenience come together when you choose to stay in the delightful home known as Wine Down. Fall in love with the Great Room which boasts wooden beamed cathedral ceilings, an impressive stone fireplace,...

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Oakland Maryland Vacation Rentals - Home
1 / 6

Oakland Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$297

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$297 - $497
Per month:$8,910 - $14,910
Pets allowed:No
Internet:No

Bedding: King; Double; Double, 2 Twin RollawaysLet the adventure begin! Sunset Reflections is a cheerful 3 bedroom lakefront home that will allow you to experience a true Deep Creek getaway! The beautifully decorated Great Room is enhanced with cathedral style ceilings, an impressive...

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Oakland Maryland Vacation Rentals - Cottage
1 / 6

Oakland Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$212

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$212 - $357
Per month:$6,360 - $10,710
Pets allowed:No
Internet:No

Bedding: Queen, Double, 3 TwinsTucked away in a quiet secluded cove at the Southern end of Deep Creek Lake sits Turtle Cove. This charming 3 bedroom cottage is the ideal home for a family getaway. The large shaded trees and sloping lakefront with a private dock add to the general...

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Oakland Maryland Vacation Rentals - Home
1 / 6

Oakland Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”3 Reviews

from

$162

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$162 - $197
Per month:$4,860 - $5,910
Pets allowed:Yes
Internet:No

Community: Roman RidgeBedding: Queen, Queen, Queen Sleeper SofaLocated in the heart of the action, you and the family will quickly call Reardon’s Roost your home away from home, time after time. Imagine enjoying your morning coffee out on the deck as you take in the spectacular...

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Oakland Maryland Vacation Rentals - Apartment
1 / 8

Oakland Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$175

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Apartment
Per night:$175 - $280
Per month:$5,250 - $8,400
Pets allowed:No
Internet:No

Community: Roman RidgeBedding: King, 2 Twins, 2 Twins, Queen Sleeper SofaRed Run 1A3 is an alluring 3 bedroom condominium located in the desirable Red Run Community. Summer days don't get better than this as you and your guests relish time spent swimming & playing from the nearby...

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Oakland Maryland Vacation Rentals - Home
1 / 11

Oakland Home
3 Bedrooms / 1 Bathroom / Sleeps 6

from

$197

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:6
Type:Home
Per night:$197 - $399
Per month:$5,910 - $11,970
Pets allowed:Yes
Internet:No

Bedding: King, Queen, DoubleLake living doesn't get any better than this! Lower 40 is an enchanting 3 bedroom cottage that boasts a phenomenal open, expansive lake front. An adorable sun porch with a dining and a log swing and chairs, cozy furniture, and charming decor are just...

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Oakland Maryland Vacation Rentals - Home
1 / 8

Oakland Home
2 Bedrooms / 1 Bathroom / Sleeps 7

from

$212

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:7
Type:Home
Per night:$212 - $322
Per month:$6,360 - $9,660
Pets allowed:No
Internet:No

Community: Roman RidgeBedding: Double Bunk, Queen DuobunkLoft of Luxury is a spectacular 2 level townhome located within walking distance to some of Deep Creek’s favorite shops! This home is the perfect choice for the small family retreat or a couple’s mountain escape as it ...

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Oakland Maryland Vacation Rentals - Home
1 / 14

Oakland Home
5 Bedrooms / 5 Bathrooms / Sleeps 13

“ Excellent ”6 Reviews

from

$222

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:13
Type:Home
Per night:$222 - $306
Per week:$1,554 - $2,138
Pets allowed:No
Internet:Yes

This beautiful mountainside chalet offers an ideal getaway retreat for a gathering of family or friends. The spacious great room is highlighted by cathedral ceilings, stone fireplace, hardwood floors and access to the expansive deck. The relaxed atmosphere of the family room makes...

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Oakland Maryland Vacation Rentals - Home
1 / 7

Oakland Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”5 Reviews

from

$240

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$240 - $380
Per month:$7,200 - $11,400
Pets allowed:Yes
Internet:No

Four Seasons home conveniently located in a quiet neighborhood. Deep Creek Lake State Park is just down the road with playgrounds and a sandy beach for the children to enjoy. Enjoy a State Park Pass giving up to 10 members of your party free access to any of Garrett Counties numerous...

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Oakland Maryland Vacation Rentals - Home
1 / 20

Oakland Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$355

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$355 - $411
Per month:$10,650 - $12,330
Pets allowed:Yes
Internet:No

This charming home accented with antiques will hug you when you walk through the door. Located near Swallow Falls State Park, Herrington Manor State Park and minutes from Deep Creek Lake; this home offers a great location for local activities and events, or just stay back and relax...

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Oakland Maryland Vacation Rentals - Home
1 / 15

Oakland Home
6 Bedrooms / 7 Bathrooms / Sleeps 25

“ Excellent ”24 Reviews

from

$938

/ night

Email Owner
Bedrooms:6
Bathrooms:7
Sleeps:25
Type:Home
Per night:$938 - $1,428
Per month:$28,140 - $42,840
Pets allowed:Yes
Internet:Yes

Virtual Floor Plan http://www. mouseonhouse. com/property/522/10047/Set against a backdrop of native laurel & the sparkling waters of Deep Creek Lake, Laurel Cove will surprise and dazzle you with its wide open spaces, soaring ceilings, oversized rooms & walls of glass....

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Oakland Maryland Vacation Rentals - Home
1 / 13

Oakland Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”3 Reviews

from

$329

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$329 - $648
Per month:$9,870 - $19,440
Pets allowed:Yes
Internet:No

Bee Tree II is a log cabin style home nestled in a quiet cove on the shores of Deep Creek Lake. You will be able to enjoy all of the area’s four seasons on this home’s wooded lot. This is the perfect place to enjoy a snowy day, through a line in the lake during the spring fishing...

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Oakland Maryland Vacation Rentals - Home
1 / 23

Oakland Home
3 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”10 Reviews

from

$397

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Home
Per night:$397 - $887
Per month:$11,910 - $26,610
Pets allowed:Yes
Internet:No

With a name like 180 Degrees, you should already know that this home features THE BEST views of Deep Creek Lake that are available. Located of off Glendale road, this immaculately furnished home offers unbeatable lakefront, a dock slip, and outdoor hot tub, the gas grill, a ...

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Oakland Maryland Vacation Rentals - Home
1 / 28

Oakland Home
3 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”4 Reviews

from

$366

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$366 - $520
Per month:$10,980 - $15,600
Pets allowed:Yes
Internet:Yes

UPGRADE ALERT: #386 has upgraded from cable TV to Direct TV AND WIFI! STATE PARK PASS INCLUDED WITH RENTAL! ! Enjoy The Deep Creek Lake State Park Beach, Swimming, Trails and Boat Launching! Get away from the hustle, bustle and noise of everyday life. A beautiful, secluded ...

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Oakland Maryland Vacation Rentals - Home
1 / 12

Oakland Home
3 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”7 Reviews

from

$470

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Home
Per night:$470 - $768
Per month:$14,100 - $23,040
Pets allowed:Yes
Internet:No

This home is just what you need to create your families own golden memories. This park style atmosphere is perfect for your friends, family and Dog! Soak in the hot tub and enjoy a Lake view, play and picnic by the lake, or jump on your boat from your private dock and have some...

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Oakland Maryland Vacation Rentals - Home
1 / 10

Oakland Home
5 Bedrooms / 5 Bathrooms / Sleeps 10

“ Excellent ”7 Reviews

from

$453

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:10
Type:Home
Per night:$453 - $691
Per month:$13,590 - $20,730
Pets allowed:No
Internet:No

Just high enough to host some of Deep Creek's finest views courtesy of your private balcony; just close enough to walk - not drive - to boating, dining, and shopping; and just private enough to feel that you are safely tucked away at the wood's edge - this gorgeous condominium...

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Oakland Maryland Vacation Rentals - Home
1 / 24

Oakland Home
8 Bedrooms / 8 Bathrooms / Sleeps 26

“ Excellent ”1 Review

Bedrooms:8
Bathrooms:8
Sleeps:26
Type:Home
Per night:$1,437 - $2,062
Per month:$43,110 - $61,860
Pets allowed:No
Internet:No

Bedding: King, King, King, King, Queen, Queen, Queen, Queen, 3 Queen Air Mattresses; 2 Queen Sleeper SofasCome and stay at Deep Creek's premier deluxe lakefront property where dreams do come true, and the celebration begins at this exquisite 8 bedroom home known as Celebration...

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Oakland Maryland Vacation Rentals - Home
1 / 8

Oakland Home
2 Bedrooms / 3 Bathrooms / Sleeps 8

from

$297

/ night

Email Owner
Bedrooms:2
Bathrooms:3
Sleeps:8
Type:Home
Per night:$297 - $607
Per month:$8,910 - $18,210
Pets allowed:No
Internet:No

Bedding: King, King, Bunkbed, Queen Sleeper SofaWrap yourself in luxury when you choose to stay in the newly constructed lakefront log home known as “Reflections”. This extraordinary 2 bedroom home offers “to die for” lakefront living with a private dock located on the ...

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Oakland Maryland Vacation Rentals - Home
1 / 9

Oakland Home
3 Bedrooms / 1 Bathroom / Sleeps 10

from

$212

/ night

Email Owner
Bedrooms:3
Bathrooms:1
Sleeps:10
Type:Home
Per night:$212 - $297
Per month:$6,360 - $8,910
Pets allowed:No
Internet:No

Bedding: Queen, Queen & Twin, Double & Twin, Queen Air MattressA lifetime of memories is waiting for you and your family when you choose the enchanting home Restintyme for you next stay at Deep Creek Lake. Unique in design, this delightful 3 bedroom home is ideal for the small...

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Oakland Maryland Vacation Rentals - Home
1 / 11

Oakland Home
3 Bedrooms / 3 Bathrooms / Sleeps 10

“ Excellent ”3 Reviews

from

$389

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:10
Type:Home
Per night:$389 - $574
Per month:$11,670 - $17,220
Pets allowed:No
Internet:No

This three bedroom, three bath town home is an end unit at beautiful Glendale Shores. Walk less than sixteen yards to Deep Creek Lake. Enjoy swimming and boating from your assigned dock slip. Prepare your meals lakefront on the gas grill, and relax on the patio furniture on the ...

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Oakland Maryland Vacation Rentals - Home
1 / 19

Oakland Home
5 Bedrooms / 3 Bathrooms / Sleeps 14

“ Excellent ”36 Reviews

from

$362

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:14
Type:Home
Per night:$362 - $562
Per month:$10,860 - $16,860
Pets allowed:Yes
Internet:No

Community: BlakesleeBedding: King, Queen, Queen, Queen, Queen, 2 Twin Rollaways, Double FutonAmerican Pride is an inviting 5 bedroom 3 bath chalet nestled amongst the trees in one of the most requested communities in Deep Creek Lake. The Blakeslee Community has an indoor pool,...

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Oakland Maryland Vacation Rentals - Home
1 / 16

Oakland Home
5 Bedrooms / 5 Bathrooms / Sleeps 12

from

$562

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$562 - $747
Per month:$16,860 - $22,410
Pets allowed:No
Internet:No

Bedding: King, King, Queen, Queen, Bunk and 2 TwinsYour Deep Creek adventure awaits! Reverie is an exquisite 5 bedroom home that will far exceed your expectations. Floor to ceiling windows in the Great Room allow you and your guests to bask in the sheer beauty of the lake from...

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Oakland Maryland Vacation Rentals - Home
1 / 15

Oakland Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”13 Reviews

from

$447

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$447 - $897
Per month:$13,410 - $26,910
Pets allowed:No
Internet:No

Community: StockslagerBedding: King, Queen, Queen, Queen, Double Air MattressTake your dream vacation at the luxurious Oz, located in the western part of Deep Creek Lake. Oz is the grand of lakefront properties with exquisite decor, a spacious layout, and fantastic ambiance....

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Oakland Maryland Vacation Rentals - Home
1 / 18

Oakland Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$397

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$397 - $797
Per month:$11,910 - $23,910
Pets allowed:No
Internet:No

Bedding: California King, Queen, Queen, 2 Twins, Queen Sleeper SofaThis new lakefront home encompasses all the qualities that make a vacation truly great. Its unique design, desirable amenities and ideal location combine to create the perfect venue for a gathering of family and...

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Oakland Maryland Vacation Rentals - Home
1 / 17

Oakland Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”15 Reviews

from

$397

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$397 - $717
Per month:$11,910 - $21,510
Pets allowed:Yes
Internet:No

Community: StockslagerBedding: King, King, Queen, Queen, Queen Sleeper SofaEl Dorado is a delightful lake cottage with cozy furnishings, warm pine walls, beamed cathedral ceilings and a beautiful stone fireplace. Stunning views of Deep Creek Lake can be seen from almost every...

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Oakland Maryland Vacation Rentals - Home
1 / 13

Oakland Home
5 Bedrooms / 3 Bathrooms / Sleeps 12

from

$297

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:12
Type:Home
Per night:$297 - $472
Per month:$8,910 - $14,160
Pets allowed:No
Internet:No

Bedding: King, King, Queen, Queen, Double & BunkHigher Ground is a gorgeous five- bedroom chalet close to the wonders of Deep Creek Lake recreation area but with a feeling of quiet and serenity away from it all. Nestled among the trees and set majestically above the peatlands ...

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Oakland Maryland Vacation Rentals - Home
1 / 17

Oakland Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”3 Reviews

from

$212

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$212 - $277
Per month:$6,360 - $8,310
Pets allowed:No
Internet:No

Bedding: Queen, Queen, Queen Sleeper SofaRich in Deep Creek history, this cottage was built as company housing for Deep Creek’s Hydro Electric Dam workers in 1925. Featuring private Youghiogheny River frontage in the protected Wild and Scenic Corridor, this home is completely...

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Oakland Maryland Vacation Rentals - Home
1 / 16

Oakland Home
5 Bedrooms / 4 Bathrooms / Sleeps 14

“ Very Good ”2 Reviews

from

$437

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:14
Type:Home
Per night:$437 - $647
Per month:$13,110 - $19,410
Pets allowed:No
Internet:No

Bedding: King, King, King, Duobunk and Bunk, Duobunk and bunk, QueenSpectacular plush country views will mesmerize you with their splendor when you stay in the magnificent log home known as Log Mahal. This custom crafted 5 bedroom home will quickly win you over with it's unique...

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Oakland Maryland Vacation Rentals - Home
1 / 10

Oakland Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”11 Reviews

from

$165

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:6
Type:Home
Per night:$165 - $301
Per week:$1,149 - $2,103
Pets allowed:Yes
Internet:No

Enter a world of soft winds and crystal waters at this charming pet friendly cottage. The delightful décor adds to the pleasure you will experience at Willow Point. Enjoy the sunshine with the family dog from your exceptional lawn, recline in the shade of graceful willows, or bring...

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Oakland Maryland Vacation Rentals - Home
1 / 13

Oakland Home
5 Bedrooms / 6 Bathrooms / Sleeps 14

“ Excellent ”9 Reviews

from

$302

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:14
Type:Home
Per night:$302 - $728
Per week:$2,109 - $5,091
Pets allowed:No
Internet:Yes

Let yourself be transported by Lake Shore Dreams to a place where the pace is a little slower, the stars shine brighter and air is crisp and clear. You’ll awake feeling completely refreshed and ready to tackle the many activities that are at your fingertips. Enjoy boating, swimming...

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Oakland Maryland Vacation Rentals - Home
1 / 16

Oakland Home
5 Bedrooms / 5 Bathrooms / Sleeps 14

“ Excellent ”4 Reviews

from

$263

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:14
Type:Home
Per night:$263 - $620
Per week:$1,839 - $4,334
Pets allowed:No
Internet:Yes

Pine Oasis offers everything one could need for a relaxing Deep Creek Lake vacation. This lakefront home boasts five bedrooms, a lovely kitchen, a game room, and a soaring stacked stone fireplace in the great room. Enjoy an expansive back deck, a cozy screened porch, and a perfectly...

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Oakland Maryland Vacation Rentals - Home
1 / 12

Oakland Home
5 Bedrooms / 4 Bathrooms / Sleeps 13

“ Excellent ”1 Review

from

$308

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:13
Type:Home
Per night:$308 - $686
Per week:$2,152 - $4,801
Pets allowed:Yes
Internet:Yes

This beautiful pet friendly log chalet offers the charm and esthetic appeal of yesteryear with all the contemporary amenities to pamper you. Superb lakefront, just 50 yards from the deck, offers a grass covered yard with just a speckling of trees and a panoramic view. Your family...

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Oakland Maryland Vacation Rentals - Home
1 / 20

Oakland Home
5 Bedrooms / 6 Bathrooms / Sleeps 14

from

$318

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:14
Type:Home
Per night:$318 - $732
Per week:$2,224 - $5,122
Pets allowed:No
Internet:No

Good Times, Great Friends. Memories are made in this spacious home. There is plenty of room for family gatherings or it provides a good reason to schedule a vacation away with old friends. This home is a great choice year round with nice lake frontage and only a short drive to the...

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Oakland Maryland Vacation Rentals - Home
1 / 14

Oakland Home
5 Bedrooms / 6 Bathrooms / Sleeps 16

“ Excellent ”2 Reviews

from

$338

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:16
Type:Home
Per night:$338 - $710
Per week:$2,365 - $4,966
Pets allowed:No
Internet:Yes

Rother's Cove is a long time favorite that has undergone extensive updates that include the addition of central air, a gas fireplace and a 6th full bath. Ideally suited for a gathering of family and friends on a quiet cove with 3 private dock slips. The massive great room with cathedral...

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Oakland Maryland Vacation Rentals - Home
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Oakland Home
4 Bedrooms / 3 Bathrooms / Sleeps 12

“ Very Good ”5 Reviews

from

$225

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$225 - $556
Per week:$1,569 - $3,887
Pets allowed:No
Internet:Yes

This lakefront Deep Creek vacation rental is truly spectacular. Complete with elegant furnishings and décor, and picture- perfect lake views, Harmony offers wonderful indoor and outdoor living spaces. With 4 bedrooms and 3 baths, this home can sleep up to 12 people. Enjoy a large...

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Oakland Maryland Vacation Rentals - Home
1 / 12

Oakland Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”3 Reviews

from

$240

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$240 - $381
Per week:$1,680 - $2,661
Pets allowed:No
Internet:Yes

Absolutely elegant, Creekside Townhomes epitomize the classic luxury of lakefront living. Hardwood floors, two fireplaces, tasteful décor, multiple jetted tubs and a gourmet kitchen are just a few of the highlights of the spacious interior. Enjoy lake views from the deck, lower...

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Oakland Maryland Vacation Rentals - Home
1 / 12

Oakland Home
3 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”2 Reviews

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Home
Per night:$250 - $475
Per week:$1,747 - $3,321
Pets allowed:No
Internet:Yes

Come find rest and rejuvenation at Bear Cove! This spacious three bedroom is settled back on a quiet section of the lake where you can stroll on community roads or relax by the quiet cove. The hot tub even has a great view and there is a firepit for campfire songs and late night ...

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Oakland Maryland Vacation Rentals - Home
1 / 15

Oakland Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$184

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$184 - $334
Per week:$1,288 - $2,335
Pets allowed:No
Internet:No

This beautiful Deep Creek Lake chalet will be the remedy to all of your vacation troubles! The classic feel of this lake house is highlighted with tasteful updates and colorful accents. With two large decks set up for entertaining, a fire pit, horseshoes, and private dock there...

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Oakland Maryland Vacation Rentals - Home
1 / 5

Oakland Home
7 Bedrooms / 7 Bathrooms / Sleeps 18

from

$725

/ night

Email Owner
Bedrooms:7
Bathrooms:7
Sleeps:18
Type:Home
Per night:$725 - $1,187
Per month:$21,750 - $35,610
Pets allowed:Yes
Internet:No

Bedding: King, King, King, Queen, Queen, Queen, Queen, 2 Double RollawaysIf you are seeking a large spacious lakefront home, brimming with all desirable amenities, then we have the perfect home for you. Wynsome Run Lodge is a spectacular 7 bedroom home ideally located close...

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Oakland Maryland Vacation Rentals - Home
1 / 21

Oakland Home
5 Bedrooms / 3 Bathrooms / Sleeps 15

“ Very Good ”3 Reviews

from

$232

/ night

Email Owner
Bedrooms:5
Bathrooms:3
Sleeps:15
Type:Home
Per night:$232 - $449
Per week:$1,623 - $3,141
Pets allowed:Yes
Internet:Yes

Enjoy the fresh mountain air and tall trees at this lodge home in a secluded location, yet convenient to stores, restaurants, a movie theatre, and the ski slopes. Paradise Lodge offers a multitude of amenities including a private dock and lakeside pavilion with both stairs and...

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