Oakland Vacation Rentals, Homes, & More

1-50 of 196 Oakland Rentals

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Oakland Maryland Vacation Rentals - Cottage
1 / 13
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Cottage
No rental rates available - please contact the owner
 
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 - Cottage
1 / 24

Oakland Cottage
2 Bedrooms / 1 Bathroom / Sleeps 6

from

$125

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Cottage
Per night:$125 - $173
Per month:$3,750 - $5,190
Pets allowed:Yes
Internet:Yes

Fox Den Lake House is an affordable, year- round, 2- bedroom, 1- bath vacation rental home with views of Deep Creek Lake from every room. Walk across the road to rent a boat or take a quick stroll down the street for some ice cream and nice restaurants. The Wisp Ski Resort is only...

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Oakland Maryland Vacation Rentals - Home
1 / 25

Oakland Home
5 Bedrooms / 4.5 Bathrooms / Sleeps 14

from

$300

/ night

Email Owner
Bedrooms:5
Bathrooms:4.5
Sleeps:14
Type:Home
Per night:$300 - $648
Per month:$9,000 - $19,440
Pets allowed:No
Internet:Yes

This exceptional home fronting Deep Creek Lake with a private dock, community pool, and so much more will make the perfect vacation spot! When you first see this home, you will say WOW! Walk under the cute covered front porch through the door to find a home that has the space...

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Oakland Maryland Vacation Rentals - Home
1 / 18

Oakland Home
5 Bedrooms / 5 Bathrooms / Sleeps 12

“ Excellent ”7 Reviews

from

$482

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$482 - $977
Per month:$14,460 - $29,310
Pets allowed:No
Internet:No

Bedding: Queen, Queen, Queen, Queen, 2 Bunk BedsSurround yourself with nature in this majestic log home. Hardwood floors, cathedral ceilings and large windows adorn both the great room and kitchen, and the stone fireplace and stylish furnishings accent the warmth of these rooms....

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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 / 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 / 20

Oakland Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$387

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$387 - $797
Per month:$11,610 - $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 - Apartment
1 / 8

Oakland Apartment
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$187

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Apartment
Per night:$187 - $292
Per month:$5,610 - $8,760
Pets allowed:No
Internet:No

Community: Red RunBedding: King, Queen, Bunk & BunkTucked in the western end of the lake, off a quiet cove, sits the Red Run Condominiums. This condo is equipped with a flat screen TV, a fully stocked kitchen, wood fireplace, and lake access with a dock slip. Not to mention...

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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 - 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 / 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 / 16

Oakland Home
5 Bedrooms / 5 Bathrooms / Sleeps 12

from

$657

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:12
Type:Home
Per night:$657 - $704
Per week:$4,595 - $4,925
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 / 17

Oakland Home
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”3 Reviews

from

$217

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:6
Type:Home
Per night:$217 - $277
Per month:$6,510 - $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 / 29

Oakland Home
4 Bedrooms / 3 Bathrooms / Sleeps 12

“ Excellent ”15 Reviews

from

$397

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:12
Type:Home
Per night:$397 - $627
Per month:$11,910 - $18,810
Pets allowed:No
Internet:No

STATE PARK PASS INCLUDED WITH RENTAL! ! Enjoy The Deep Creek Lake State Park Beach, Swimming, Trails and Boat Launching! < This home now offers a fire pit as well as a walking path that leads you to Traders Landing home of, Brenda's Pizzeria, Trader's Coffee House, High...

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Oakland Maryland Vacation Rentals - Home
1 / 15

Oakland Home
5 Bedrooms / 6 Bathrooms / Sleeps 12

from

$297

/ night

Email Owner
Bedrooms:5
Bathrooms:6
Sleeps:12
Type:Home
Per night:$297 - $412
Per month:$8,910 - $12,360
Pets allowed:No
Internet:No

Community: Roman RidgeBedding: King, King, Queen, 2 Doubles, Double, Double FutonPerched on a hillside overlooking Deep Creek Lake, this well- appointed home is the perfect starting point for a great vacation. Tasteful décor and a spacious layout create comfortable surroundings...

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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 / 12

Oakland Home
3 Bedrooms / 2 Bathrooms / Sleeps 10

“ Excellent ”14 Reviews

from

$249

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$249 - $382
Per month:$7,470 - $11,460
Pets allowed:No
Internet:No

Community: MountainsideBedding: Queen, Queen, Queen, 2 Queen Sleeper SofasIs the clamor of city life wearing you down? Cedarwoods, a stunning 3 bedroom mountain chalet, is calling your name. Nestled away in the quiet community of Mountainside, this beautiful home offers the ...

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Oakland Maryland Vacation Rentals - Home
1 / 11

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 Sleeper Sofas, 2 Queen Air MattressesCome 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 / 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 / 17

Oakland Home
4 Bedrooms / 5 Bathrooms / Sleeps 12

“ Very Good ”19 Reviews

from

$347

/ night

Email Owner
Bedrooms:4
Bathrooms:5
Sleeps:12
Type:Home
Per night:$347 - $522
Per month:$10,410 - $15,660
Pets allowed:No
Internet:No

Community: MountainsideBedding: King, Queen, Double, Queen & Bunk, Queen Sleeper SofaFor a mountain side oasis with captivating views, "Tall Castle" is just what will set the mood. Sparkling water views and light, airy spaces reign in this Deep Creek home. Watch the moon rise...

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Oakland Maryland Vacation Rentals - Home
1 / 19

Oakland Home
5 Bedrooms / 5 Bathrooms / Sleeps 14

“ Very Good ”1 Review

from

$537

/ night

Email Owner
Bedrooms:5
Bathrooms:5
Sleeps:14
Type:Home
Per night:$537 - $1,125
Per month:$16,110 - $33,750
Pets allowed:No
Internet:No

Community: BlakesleeBedding: King; Queen; Queen; Queen; Queen; Double Futon; Queen Sleeper SofaThere is no better place to reunite with friends and family than Nature’s Retreat. This spectacular 5 bedroom lakefront home offers all of the amenities of home and more! Glistening...

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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

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. Furnished & decorated with an understated elegance & sophistication,...

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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 - Home
1 / 8

Oakland Home
2 Bedrooms / 1 Bathroom / Sleeps 7

from

$197

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:7
Type:Home
Per night:$197 - $297
Per month:$5,910 - $8,910
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 / 8

Oakland Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

from

$247

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$247 - $337
Per month:$7,410 - $10,110
Pets allowed:No
Internet:No

Bedding: King, Queen, Queen, Double & Twin, TwinA quiet tree lined road leads you to this tranquil mountain retreat. Survey the views of the surrounding mountains from the wrap- around deck as the relaxing sounds of nature remind you of life’s simpler pleasures. Cathedral ceilings...

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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 / 22

Oakland Home
3 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”7 Reviews

from

$403

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:12
Type:Home
Per night:$403 - $574
Per month:$12,090 - $17,220
Pets allowed:Yes
Internet:No

This luxurious lake access vacation home will afford you an exclusive, and may we add, spectacular, bird's eye view of Deep Creek Lake. A spacious kitchen and dining area, an inviting great room, a fun- packed game room, and oh so comfortable bedrooms - with views to positively...

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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 / 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 / 14

Oakland Home
6 Bedrooms / 6 Bathrooms / Sleeps 15

“ Excellent ”7 Reviews

from

$371

/ night

Email Owner
Bedrooms:6
Bathrooms:6
Sleeps:15
Type:Home
Per night:$371 - $872
Per week:$2,596 - $6,104
Pets allowed:No
Internet:Yes

This stunning Deep Creek vacation rental is situated on a tranquil cove, offering a peaceful setting with incredible views. Just steps from the waters edge, Telstar. gon has a large, private dock and a deck that runs the length of the house, perfect for morning coffee, soaking...

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Oakland Maryland Vacation Rentals - Home
1 / 15

Oakland Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

“ Very Good ”9 Reviews

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$243 - $470
Per week:$1,698 - $3,285
Pets allowed:Yes
Internet:Yes

This recently renovated pet friendly home is located on a quiet road with a marvelous level lakefront. The great room boasts a cathedral ceiling, stone fireplace and French doors opening onto the flagstone deck with a bubbling hot tub. A pool table and expansive windows highlight...

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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 / 12

Oakland Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$209

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:8
Type:Home
Per night:$209 - $359
Per week:$1,460 - $2,513
Pets allowed:No
Internet:Yes

Paradise peppered with ambiance - - - Baldwins Domain is the perfect choice for the discerning guest. Linger for a moment on the spacious decks of this elegant home located in the prestigious community of Blakeslee. The superbly decorated rooms are accented with cozy comforters and...

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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 / 23

Oakland Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”5 Reviews

from

$742

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:10
Type:Home
Per night:$742 - $1,106
Per month:$22,260 - $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 - Home
1 / 6

Oakland Home
3 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”10 Reviews

from

$312

/ night

Email Owner
Bedrooms:3
Bathrooms:4
Sleeps:10
Type:Home
Per night:$312 - $412
Per month:$9,360 - $12,360
Pets allowed:No
Internet:No

Community: BlakesleeBedding: King, King, Queen, Queen Sleeper Sofa, Queen Sleeper SofaCome and relax at San~Stress, located in the wonderful community of Blakeslee. This property is adorned with hardwood floors, tongue and groove ceilings, and plenty of space for the whole ...

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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
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”4 Reviews

from

$145

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$145 - $213
Per week:$1,010 - $1,486
Pets allowed:No
Internet:Yes

Located at the top of idyllic Paradise Ridge, Lake Summit is an excellent escape for all seasons. Attractive décor and a well planned layout combine to make this a cozy haven for time spent with family and friends. Early risers will enjoy lounging on the wrap- around deck, as they...

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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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Oakland Maryland Vacation Rentals - Home
1 / 20

Oakland Home
4 Bedrooms / 4 Bathrooms / Sleeps 12

from

$234

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:12
Type:Home
Per night:$234 - $303
Per week:$1,634 - $2,117
Pets allowed:Yes
Internet:No

"Mountain High" is a breathtaking private hideaway retreat nestled on 2 acres located in the Mountainside Community in Deep Creek Lake, Maryland (5 minutes from Wisp Resort) with Lake Access at the exclusive Mountainside Marina Club. This 4 Bedroom, 3 1/2 Bath home accommodates ...

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Oakland Maryland Vacation Rentals - Home
1 / 10

Oakland Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”7 Reviews

from

$177

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$177 - $391
Per week:$1,234 - $2,736
Pets allowed:Yes
Internet:Yes

Trail’s End is situated on a 4- acre lot with over 120 feet of spectacular lakefront. This stylish and comfortable three- bedroom ranch home is located on a serene Deep Creek cove that’s a favorite among serious anglers. Custom furnishings and a wood- burning fireplace make this...

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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 / 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 / 18

Oakland Home
3 Bedrooms / 2 Bathrooms / Sleeps 10

from

$312

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:10
Type:Home
Per night:$312 - $462
Per month:$9,360 - $13,860
Pets allowed:Yes
Internet:No

Community: StockslagerBedding: King, King, Queen, Queen Sleeper Sofa, 2 Twin RollawaysPrepare to be dazzled by the sophistication and grandeur that is Cedar Ridge. This alluring 3 bedroom split level lakefront is the perfect choice for the small family escape or for the couple’s...

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Oakland Maryland Vacation Rentals - Home
1 / 10

Oakland Home
3 Bedrooms / 2 Bathrooms / Sleeps 7

from

$237

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$237 - $372
Per month:$7,110 - $11,160
Pets allowed:No
Internet:No

Bedding: King, Queen, Queen, DaybedWelcome Home Friends! Paradise at Penn Cove is a captivating 3 bedroom chalet that rests on quiet road overlooking Penn Cove. Cathedral ceilings, bright open windows and an impressive stone fireplace create the perfect atmosphere for spending...

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Oakland Maryland Vacation Rentals - Home
1 / 13

Oakland Home
5 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”8 Reviews

from

$163

/ night

Email Owner
Bedrooms:5
Bathrooms:4
Sleeps:10
Type:Home
Per night:$163
Per week:$1,135
Pets allowed:No
Internet:Yes

Consign your cares to oblivion with a stay at this pet friendly lakefront log home. Truly charming, you’ll find yourself surrounded with quality furnishings and imaginative décor. Relax in total comfort in the romantic glow from your fireplace. Equally relaxing will be time spent...

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Oakland Maryland Vacation Rentals - Home
1 / 14

Oakland Home
4 Bedrooms / 4 Bathrooms / Sleeps 12

“ Excellent ”3 Reviews

from

$262

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:12
Type:Home
Per night:$262 - $545
Per week:$1,834 - $3,809
Pets allowed:No
Internet:Yes

Tucked at the end of quiet Lakeforest Drive, Glistening Waters lives up to its name. A nice level lakefront greets you as you walk out the front door. Trees surround the area to provide privacy and serenity. Inside, you will find fresh décor and quality furnishings to make you ...

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Oakland Maryland Vacation Rentals - Home
1 / 14

Oakland Home
4 Bedrooms / 4 Bathrooms / Sleeps 11

from

$243

/ night

Email Owner
Bedrooms:4
Bathrooms:4
Sleeps:11
Type:Home
Per night:$243 - $318
Per week:$1,701 - $2,220
Pets allowed:No
Internet:No

Providence at Penn Cove will make the perfect destination for an unforgettable Deep Creek getaway! The beautifully landscaped backyard with a small pond and fire pit is a great spot to relax or venture out to the lake access and head out on the water! Inside the home offers comfortable...

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Oakland Maryland Vacation Rentals - Home
1 / 11

Oakland Home
4 Bedrooms / 2 Bathrooms / Sleeps 10

from

$305

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:10
Type:Home
Per night:$305 - $412
Per month:$9,150 - $12,360
Pets allowed:No
Internet:No

Bedding: King, King, King, 2 Bunk BedPrepare for the “Wow! ” when you walk into the breathtaking home known as Log Hut! The newly renovated 4 bedroom log home offers the best of both worlds both inside and out. The interior design that flows consistently throughout the home...

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Oakland Maryland Vacation Rentals - Home
1 / 3

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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