The Best Airbnb Deals in
Oakland, Maryland

Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Oakland, Maryland. Enter your travel dates to find the best deals!

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AirDNA Score: 88
$178/night

Incredible Cozy Cabin Immersed in Nature

3 beds
1 bath
6 guests
Average Price:  
$250
29% Cheaper
than normal
AirDNA Score: 80
$150/night

SUGARBUSH - Sweet Serenity Tiny House

1 bed
1 bath
2 guests
Average Price:  
$150
0% Cheaper
than normal
AirDNA Score: 79
$199/night

Winter is Coming

3 beds
3 baths
10 guests
Average Price:  
$332
40% Cheaper
than normal
AirDNA Score: 77
$230/night

Dancing Bears

3 beds
1 bath
6 guests
Average Price:  
$271
15% Cheaper
than normal
AirDNA Score: 71
$565/night

Dolce Vita @ Deep Creek Lake

4 beds
3 baths
10 guests
Average Price:  
$480
18% More
than normal
AirDNA Score: 70
$385/night

Cozy Cabin @ Deep Creek Lake

3 beds
1.5 baths
8 guests
Average Price:  
$330
17% More
than normal
AirDNA Score: 70
$325/night

Mountain Escape @ Deep Creek Lake

4 beds
2 baths
10 guests
Average Price:  
$318
2% More
than normal
AirDNA Score: 69
$485/night

Forest Ridge @ Deep Creek Lake

5 beds
3 baths
13 guests
Average Price:  
$408
19% More
than normal
AirDNA Score: 69
$355/night

Dock Holiday-Lake access with a boat slip

3 beds
2.5 baths
8 guests
Average Price:  
$393
10% Cheaper
than normal
AirDNA Score: 66
$150/night

SUGARBUSH - Sweet Serenity Tiny House

1 bed
1 bath
4 guests
Average Price:  
$150
0% Cheaper
than normal
AirDNA Score: 65
$149/night

General Kelly Guesthouse

5 beds
2 baths
14 guests
Average Price:  
$176
15% Cheaper
than normal
AirDNA Score: 64
$200/night

Lovin'' Life - Luxury home w/ lake views 5 STAR

5 beds
3 baths
14 guests
Average Price:  
$430
53% Cheaper
than normal
AirDNA Score: 64
$450/night

Private LAKE Area Luxury Deck Fireplace & Hot Tub

5 beds
3.5 baths
13 guests
Average Price:  
$673
33% Cheaper
than normal
AirDNA Score: 64
$125/night

Casa Cossick

2 beds
1 bath
6 guests
Average Price:  
$125
0% Cheaper
than normal
AirDNA Score: 64
$260/night

Raccoon Retreat @ Yough Mountain Resort

2 beds
1 bath
6 guests
Average Price:  
$285
9% Cheaper
than normal
AirDNA Score: 62
$260/night

Private Wooded Cabin 4 Bedroom Lake Access Hot Tub

4 beds
3 baths
10 guests
Average Price:  
$396
34% Cheaper
than normal
AirDNA Score: 59
$195/night

Little Piece of Heaven

1 bed
1 bath
4 guests
Average Price:  
$210
7% Cheaper
than normal
AirDNA Score: 58
$318/night

Mountain Majesty: Lake Access, Hot Tub, Fire Pit,

3 beds
3.5 baths
10 guests
Average Price:  
$489
35% Cheaper
than normal
AirDNA Score: 58
$590/night

Spacious home with private dock close to Swallow

4 beds
3.5 baths
12 guests
Average Price:  
$578
2% More
than normal
AirDNA Score: 58
$648/night

Amazing lake access home with hot tub close to

4 beds
5 baths
12 guests
Average Price:  
$537
21% More
than normal
AirDNA Score: 58
$858/night

4 Bedroom Lakefront Home with hot tub in quiet

4 beds
4 baths
16 guests
Average Price:  
$822
4% More
than normal
AirDNA Score: 58
$566/night

Grande Villa: Lake Views, Multiple Master Suites,

5 beds
5.5 baths
12 guests
Average Price:  
$521
9% More
than normal
AirDNA Score: 58
$1445/night

Spacious lakefront home close to activities!

7 beds
6.5 baths
16 guests
Average Price:  
$1303
11% More
than normal
AirDNA Score: 57
$2012/night

Sunset Delight: Lakefront with Sunset Views, Close to Activities

9 beds
7.5 baths
16 guests
Average Price:  
$1829
10% More
than normal
AirDNA Score: 57
$455/night

Quiet Location Close to Area Activities

4 beds
3.5 baths
8 guests
Average Price:  
$443
3% More
than normal
AirDNA Score: 57
$404/night

Charming getaway with lake views & a boat slip!

3 beds
3.5 baths
8 guests
Average Price:  
$424
5% Cheaper
than normal
AirDNA Score: 57
$329/night

Delightful 3 Bedroom home within walking distance to your dock slip!

3 beds
2 baths
7 guests
Average Price:  
$422
22% Cheaper
than normal
AirDNA Score: 57
$1085/night

At Last at Deep Creek Lake

6 beds
4.5 baths
16 guests
Average Price:  
$808
34% More
than normal
AirDNA Score: 57
$760/night

Impressive Mountain Home in prestigious community

5 beds
3 baths
14 guests
Average Price:  
$653
16% More
than normal
AirDNA Score: 57
$1113/night

5 Minutes to Lake Activities, Wisp Resort &

5 beds
4.5 baths
14 guests
Average Price:  
$1011
10% More
than normal
AirDNA Score: 57
$571/night

Lake access with dock slip, close to favorite

5 beds
4.5 baths
12 guests
Average Price:  
$575
1% Cheaper
than normal
AirDNA Score: 57
$392/night

Bearadise: Lake Access Home with Large Yard

3 beds
3 baths
12 guests
Average Price:  
$447
12% Cheaper
than normal
AirDNA Score: 57
$694/night

Wine Down: Centrally located home with a hot tub & pool table!

4 beds
3 baths
12 guests
Average Price:  
$737
6% Cheaper
than normal
AirDNA Score: 57
$461/night

Centrally located Craftsman home close to DCL

4 beds
3 baths
12 guests
Average Price:  
$514
10% Cheaper
than normal
AirDNA Score: 57
$387/night

Stylish Townhome with Hot Tub conveniently

3 beds
3 baths
10 guests
Average Price:  
$381
2% More
than normal
AirDNA Score: 57
$587/night

Centrally located home with hot tub &

4 beds
3.5 baths
12 guests
Average Price:  
$626
6% Cheaper
than normal
AirDNA Score: 57
$433/night

Adorable Chalet in peaceful setting with multiple game tables!

4 beds
2 baths
10 guests
Average Price:  
$421
3% More
than normal
AirDNA Score: 57
$820/night

Spacious Chalet with Sunset Lake Views

5 beds
4.5 baths
16 guests
Average Price:  
$740
11% More
than normal
AirDNA Score: 57
$543/night

Relaxing Location with Private Dock

4 beds
3.5 baths
12 guests
Average Price:  
$569
5% Cheaper
than normal
AirDNA Score: 57
$314/night

Loft of Luxury: Townhome w/ Lake Views, Walk to Restaurants & Shops

2 beds
1 bath
6 guests
Average Price:  
$327
4% Cheaper
than normal
AirDNA Score: 56
$756/night

Blue Sky Lodge: Lake Access, Hot Tub, Pool table,

5 beds
4.5 baths
14 guests
Average Price:  
$938
19% Cheaper
than normal
AirDNA Score: 56
$153/night

105A Lakefront Efficiency Condo with Patio, Recently Updated!

1 bed
1 bath
3 guests
Average Price:  
$198
23% Cheaper
than normal
AirDNA Score: 56
$174/night

306C - Unique Lakefront One Bedroom Condo with Great Fireplace & Scenic Balcony!

1 bed
1 bath
4 guests
Average Price:  
$212
18% Cheaper
than normal
AirDNA Score: 56
$153/night

103A - Lakefront Efficiency Style Condo, Beautifully Decorated with Balcony!

1 bed
1 bath
2 guests
Average Price:  
$206
26% Cheaper
than normal
AirDNA Score: 56
$850/night

Log Retreat: Lake Access, Dogs Welcome, Dock

9 beds
5.5 baths
16 guests
Average Price:  
$1370
38% Cheaper
than normal
AirDNA Score: 56
$342/night

Whitewater Lodge: Lake Area, Dogs Welcome, Indoor

3 beds
3 baths
9 guests
Average Price:  
$528
35% Cheaper
than normal
AirDNA Score: 56
$415/night

Divided Sky: Lake Area, Dogs Welcome, Hot Tub,

5 beds
3 baths
14 guests
Average Price:  
$558
26% Cheaper
than normal
AirDNA Score: 56
$1093/night

Enchanted Lakefront: Lakefront, Private Dock, Hot Tub, Fire Pit!

8 beds
7.5 baths
16 guests
Average Price:  
$1753
38% Cheaper
than normal
AirDNA Score: 56
$287/night

Middle Lake Overlook: Lake Area, Hot Tub, Air

5 beds
4.5 baths
12 guests
Average Price:  
$503
43% Cheaper
than normal
AirDNA Score: 56
$239/night

Shiver Me Timbers: Lake Area, Indoor Hot Tub,

4 beds
4 baths
12 guests
Average Price:  
$447
47% Cheaper
than normal
AirDNA Score: 56
$194/night

Home on the Ridge: Lake Access, Hot Tub, Fire

3 beds
2.5 baths
8 guests
Average Price:  
$338
43% Cheaper
than normal
AirDNA Score: 56
$436/night

Eagle''s Nest: Lake Access, Hot Tub, Pool Table,

5 beds
4 baths
14 guests
Average Price:  
$887
51% Cheaper
than normal
AirDNA Score: 56
$230/night

Nimba Cabin: Lake Access, Dogs Welcome, Hot Tub,

3 beds
3.5 baths
10 guests
Average Price:  
$379
39% Cheaper
than normal
AirDNA Score: 56
$257/night

No Worries: Lake Area, Dogs Welcome, Hot Tub!

2 beds
1 bath
6 guests
Average Price:  
$362
29% Cheaper
than normal
AirDNA Score: 56
$289/night

303D - Lakefront 2 Bedroom Condo, Close to Indoor Pool & Hot Tub!

2 beds
2 baths
6 guests
Average Price:  
$357
19% Cheaper
than normal
AirDNA Score: 56
$238/night

Hemlock Chalet: Lake Access, Dogs Welcome, Dock

3 beds
2 baths
10 guests
Average Price:  
$388
39% Cheaper
than normal
AirDNA Score: 56
$174/night

202B - Lakefront King Bed Condo, Sleeps 4, Recently Renovated!

1 bed
1 bath
4 guests
Average Price:  
$222
22% Cheaper
than normal
AirDNA Score: 56
$325/night

Good Vibrations: Lake Access, Log Chalet, Hot

3 beds
3.5 baths
10 guests
Average Price:  
$545
40% Cheaper
than normal
AirDNA Score: 56
$220/night

Linwood: Lake Access, Dogs Welcome, Dock Slip,

3 beds
2 baths
8 guests
Average Price:  
$372
41% Cheaper
than normal
AirDNA Score: 56
$703/night

Lake Shore Haven: Lake Area, Dogs Welcome, Hot

5 beds
3 baths
13 guests
Average Price:  
$675
4% More
than normal
AirDNA Score: 56
$603/night

Always In Season: Lakefront, Private Dock, 4

6 beds
5.5 baths
14 guests
Average Price:  
$1086
44% Cheaper
than normal
AirDNA Score: 56
$141/night

Arctic Retreat: Lake Access, Dock Slip, Fire Pit,

3 beds
2 baths
8 guests
Average Price:  
$298
53% Cheaper
than normal
AirDNA Score: 56
$947/night

Almost Aspen: Lakefront, Dock Slip, Hot Tub, Pool

7 beds
6.5 baths
16 guests
Average Price:  
$1518
38% Cheaper
than normal
AirDNA Score: 56
$341/night

Mystic Haven: Lake Area, Hot Tub, Fire Pit, Pool

5 beds
4.5 baths
14 guests
Average Price:  
$528
35% Cheaper
than normal
AirDNA Score: 56
$252/night

Lost Bearadise: Lake Area, Indoor Hot Tub,

3 beds
3 baths
8 guests
Average Price:  
$420
40% Cheaper
than normal
AirDNA Score: 56
$174/night

309B - Lakefront One Bedroom Condo, Queen Beds, Fireplace!

1 bed
1 bath
4 guests
Average Price:  
$226
23% Cheaper
than normal
AirDNA Score: 56
$892/night

The Lakehouse: Lakefront, Dogs Welcome, Dock

8 beds
6.5 baths
16 guests
Average Price:  
$1436
38% Cheaper
than normal
AirDNA Score: 56
$302/night

Missy''s Mountain Hop: Lake Area, Hot Tub, Fireplaces, A/C!

4 beds
3 baths
12 guests
Average Price:  
$492
39% Cheaper
than normal
AirDNA Score: 56
$528/night

Owl Cabin: Lake Area, Wheelchair Accessible,

2 beds
2 baths
8 guests
Average Price:  
$453
17% More
than normal
AirDNA Score: 56
$484/night

Log Mahal: Lake Access, Dogs Welcome, Dock Slip,

5 beds
3.5 baths
14 guests
Average Price:  
$823
41% Cheaper
than normal
AirDNA Score: 55
$153/night

Dog-Friendly Country Cabin with Deck, Firepit & Air Hockey - Close to Yough River

3 beds
1 bath
6 guests
Average Price:  
$220
30% Cheaper
than normal
AirDNA Score: 51
$275/night

Spectacular Chalet with Rave Reviews! Lake access!

4 beds
3.5 baths
11 guests
Average Price:  
$437
37% Cheaper
than normal
AirDNA Score: 50
$160/night

Private Unit on Farm with Kitchen & Balcony

1 bed
1 bath
2 guests
Average Price:  
$180
11% Cheaper
than normal
AirDNA Score: 47
$290/night

Big Rock Candy Mountain Lodge - Deep Creek Lake

5 beds
4 baths
14 guests
Average Price:  
$394
26% Cheaper
than normal
AirDNA Score: 45
$116/night

Lake-view condo with deck & firepit - prime location

2 beds
1 bath
6 guests
Average Price:  
$199
42% Cheaper
than normal
AirDNA Score: 45
$561/night

Log home with private hot tub, air hockey, pool table & media room

5 beds
3.5 baths
10 guests
Average Price:  
$693
19% Cheaper
than normal
AirDNA Score: 40
$967/night

Dog-Friendly Lakefront Home with Hot Tubs, Game Room, Dock & Space for 25

6 beds
6.5 baths
16 guests
Average Price:  
$1140
15% Cheaper
than normal
AirDNA Score: 37
$140/night

Deep Creek Lake Townhome w/Deck & Water Views

2 beds
2.5 baths
6 guests
Average Price:  
$339
59% Cheaper
than normal
AirDNA Score: 37
$165/night

Bear Necessities WISP

studio
1 bath
2 guests
Average Price:  
$179
8% Cheaper
than normal
AirDNA Score: 36
$158/night

711H - Lakefront Studio Loft Condo with Private Balcony, Free WIFI!

1 bed
1 bath
4 guests
Average Price:  
$208
24% Cheaper
than normal
AirDNA Score: 36
$315/night

Paradise View: Lake Access, Dogs Welcome, Hot

4 beds
3.5 baths
12 guests
Average Price:  
$492
36% Cheaper
than normal
AirDNA Score: 35
$430/night

Laurel Grove @ Deep Creek Lake

4 beds
3 baths
12 guests
Average Price:  
$478
10% Cheaper
than normal
AirDNA Score: 34
$208/night

Spacious home with convenient location & hot tub - near lake & dining

4 beds
3.5 baths
10 guests
Average Price:  
$318
35% Cheaper
than normal
AirDNA Score: 33
$417/night

Lakefront home with water view, dock, and private hot tub

4 beds
4.5 baths
12 guests
Average Price:  
$506
18% Cheaper
than normal
AirDNA Score: 32
$757/night

Chalet with Large Yard & Gazebo with Outdoor Hot

5 beds
4 baths
16 guests
Average Price:  
$579
31% More
than normal
AirDNA Score: 31
$292/night

Spacious Home Near the Lake with Private Hot Tub & Pool Table - Near the Slopes

5 beds
4 baths
12 guests
Average Price:  
$436
33% Cheaper
than normal
AirDNA Score: 30
$99/night

Charming cottage w/ large yard & entertainment room - near everything, 2 dogs OK

3 beds
2 baths
8 guests
Average Price:  
$165
40% Cheaper
than normal
AirDNA Score: 29
$789/night

Spacious Lakefront Home w/ Private Dock & Community Pool!

5 beds
4.5 baths
14 guests
Average Price:  
$783
1% More
than normal
AirDNA Score: 29
$472/night

Getaway with 3 Master Suites & Covered Deck 5

3 beds
3.5 baths
10 guests
Average Price:  
$448
5% More
than normal
AirDNA Score: 29
$417/night

Happy Trails: Lake access with dock slip, 5

3 beds
2.5 baths
10 guests
Average Price:  
$513
19% Cheaper
than normal
AirDNA Score: 29
$568/night

2 covered decks & a central location with

5 beds
3.5 baths
14 guests
Average Price:  
$641
11% Cheaper
than normal
AirDNA Score: 29
$145/night

Dog-Friendly Lakehouse with Boat Slip, Large Deck & Partial Water Views

3 beds
2.5 baths
6 guests
Average Price:  
$208
30% Cheaper
than normal
AirDNA Score: 29
$563/night

Spectacular 5 Bedroom home lovingly furnished w/ Hot Tub!

5 beds
4.5 baths
10 guests
Average Price:  
$625
10% Cheaper
than normal
AirDNA Score: 29
$735/night

LakeStar Chalet: Log Home w/Hot Tub, Minutes from Activities

5 beds
3 baths
12 guests
Average Price:  
$652
13% More
than normal
AirDNA Score: 29
$929/night

Beautiful and Spacious 6 Bedroom w/Hot Tub and

6 beds
5 baths
14 guests
Average Price:  
$914
2% More
than normal
AirDNA Score: 29
$460/night

Walking distance to restaurants, 5 minutes from

4 beds
3 baths
12 guests
Average Price:  
$527
13% Cheaper
than normal
AirDNA Score: 29
$257/night

The Grizzly Den: Lake Area, Dogs Welcome, Hot

2 beds
1 bath
6 guests
Average Price:  
$403
36% Cheaper
than normal
AirDNA Score: 29
$250/night

Beautifully remodeled condo

3 beds
3 baths
6 guests
Average Price:  
$258
3% Cheaper
than normal
AirDNA Score: 28
$315/night

Tranquil Home with Private Hot Tub & Game Room - Close to Lake Access

5 beds
3 baths
11 guests
Average Price:  
$416
24% Cheaper
than normal
AirDNA Score: 28
$403/night

Tolson Cabin: Lakefront, Dogs Welcome, Private

2 beds
1 bath
6 guests
Average Price:  
$573
30% Cheaper
than normal