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: 86
$145/night
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: 77
$95/night
Glamping - Cozy Hut - Cortina
1 bed
6 baths
4 guests
Average Price:
$89
7% More
than normal
AirDNA Score: 77
$95/night
Glamping - Cozy Hut Delta
studio
6 baths
4 guests
Average Price:
$88
8% More
than normal
AirDNA Score: 75
$119/night
Large 2-bdrm apt. Walking distance to everything
2 beds
1 bath
4 guests
Average Price:
$144
17% Cheaper
than normal
AirDNA Score: 71
$95/night
Glamping - Cozy Hut - Uzes
1 bed
6 baths
4 guests
Average Price:
$88
8% More
than normal
AirDNA Score: 71
$149/night
Mountain Lake Park Getaway (Cleaning included!)
1 bed
1 bath
4 guests
Average Price:
$149
0% Cheaper
than normal
AirDNA Score: 71
$420/night
Dolce Vita @ Deep Creek Lake
4 beds
3 baths
10 guests
Average Price:
$465
10% Cheaper
than normal
AirDNA Score: 69
$100/night
Glamping - Cozy Hut - Stanley
1 bed
6 baths
4 guests
Average Price:
$89
12% More
than normal
AirDNA Score: 69
$320/night
Forest Ridge @ Deep Creek Lake
5 beds
3 baths
13 guests
Average Price:
$402
20% Cheaper
than normal
AirDNA Score: 69
$437/night
Dock Holiday-Lake access with a boat slip
3 beds
2.5 baths
8 guests
Average Price:
$416
5% More
than normal
AirDNA Score: 67
$95/night
Glamping - Cozy Hut - Ardennen
1 bed
6 baths
4 guests
Average Price:
$91
4% More
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:
$174
14% Cheaper
than normal
AirDNA Score: 64
$282/night
Lovin'' Life Deep Creek - Luxury home w/ lake views
5 beds
3 baths
14 guests
Average Price:
$392
28% Cheaper
than normal
AirDNA Score: 64
$431/night
Deep Creek Lake *Luxury*Cozy Cabin* DECK FIREPLACE
5 beds
3.5 baths
13 guests
Average Price:
$501
14% Cheaper
than normal
AirDNA Score: 64
$225/night
Raccoon Retreat @ Yough Mountain Resort
2 beds
1 bath
6 guests
Average Price:
$274
18% Cheaper
than normal
AirDNA Score: 59
$240/night
Little Piece of Heaven @ Deep Creek Lake
1 bed
1 bath
4 guests
Average Price:
$209
15% More
than normal
AirDNA Score: 58
$482/night
Lake Access Home w/Hot Tub, Fire Pit, & MANY Community Amenities!
3 beds
3.5 baths
10 guests
Average Price:
$445
8% More
than normal
AirDNA Score: 58
$455/night
Grin Inn Bear Itt
3 beds
3 baths
8 guests
Average Price:
$550
17% Cheaper
than normal
AirDNA Score: 58
$754/night
AirDNA Score: 58
$1322/night
St. Bart''s Retreat
7 beds
6.5 baths
16 guests
Average Price:
$1000
32% More
than normal
AirDNA Score: 58
$580/night
Windsor House: Amazing lake access home with hot tub close to Wisp and area activities!
4 beds
5 baths
12 guests
Average Price:
$643
10% Cheaper
than normal
AirDNA Score: 58
$555/night
Grande Villa: Lake Views, Multiple Master Suites, Close to Activities
5 beds
5.5 baths
12 guests
Average Price:
$501
11% More
than normal
AirDNA Score: 57
$1796/night
Sunset Delight: Lakefront with Sunset Views, Close to Activities
9 beds
7.5 baths
16 guests
Average Price:
$1341
34% More
than normal
AirDNA Score: 57
$375/night
AirDNA Score: 57
$422/night
Home Sweet Cabin
4 beds
2 baths
10 guests
Average Price:
$485
13% Cheaper
than normal
AirDNA Score: 57
$587/night
Paddles and Poles
5 beds
4.5 baths
12 guests
Average Price:
$565
4% More
than normal
AirDNA Score: 57
$691/night
AirDNA Score: 57
$701/night
Wine Down: Centrally located home with a hot tub & pool table!
4 beds
3 baths
12 guests
Average Price:
$620
13% More
than normal
AirDNA Score: 57
$589/night
AirDNA Score: 57
$456/night
Paradise at Penn Cove
3 beds
2 baths
7 guests
Average Price:
$494
8% Cheaper
than normal
AirDNA Score: 57
$467/night
AirDNA Score: 57
$469/night
Lakeside Memories
4 beds
3.5 baths
12 guests
Average Price:
$622
25% Cheaper
than normal
AirDNA Score: 57
$354/night
Lake Area Cabin w/Hot Tub, Wood Fireplace, & Charcoal Grill!
2 beds
2 baths
4 guests
Average Price:
$339
4% More
than normal
AirDNA Score: 57
$1013/night
Bear Hollow Lodge
5 beds
4.5 baths
14 guests
Average Price:
$977
4% More
than normal
AirDNA Score: 57
$584/night
Picture Perfect
4 beds
3.5 baths
12 guests
Average Price:
$641
9% Cheaper
than normal
AirDNA Score: 56
$183/night
306C - Unique Lakefront One Bedroom Condo with Great Fireplace & Scenic Balcony!
1 bed
1 bath
4 guests
Average Price:
$212
14% Cheaper
than normal
AirDNA Score: 56
$1413/night
DOGS WELCOME! Estate Property w/2 Homes, Dock Slip, 2 Hot Tubs, & Fire Pit!
9 beds
5.5 baths
16 guests
Average Price:
$1219
16% More
than normal
AirDNA Score: 56
$954/night
Lake Access Home w/Hot Tub, Pool Table, 2 Fire Pits, & Gas Grill!
5 beds
4.5 baths
14 guests
Average Price:
$822
16% More
than normal
AirDNA Score: 56
$149/night
A314 - Studio and Loft Suite with Free WIFI and Fireplace!
1 bed
1 bath
6 guests
Average Price:
$181
18% Cheaper
than normal
AirDNA Score: 56
$499/night
DOGS WELCOME! Lake Area Home w/Indoor Hot Tub, Sun Room, & 2 Fireplaces!
3 beds
3 baths
9 guests
Average Price:
$484
3% More
than normal
AirDNA Score: 56
$415/night
Lake Area Home with Hot Tub, Air Hockey Table, & Pool Table!
5 beds
4.5 baths
12 guests
Average Price:
$520
20% Cheaper
than normal
AirDNA Score: 56
$434/night
Lake Access Home w/Hot Tub, Pool Table, Fire Pit, & Gas Fireplace!
4 beds
3 baths
10 guests
Average Price:
$395
10% More
than normal
AirDNA Score: 56
$505/night
DOGS WELCOME! Lake Area Home w/Hot Tub, Pool Table, & Jetted Tub!
5 beds
3 baths
14 guests
Average Price:
$529
5% Cheaper
than normal
AirDNA Score: 56
$376/night
Lake Area Cabin w/Indoor Hot Tub, Foosball Table, & Summer State Park Access!
4 beds
4 baths
12 guests
Average Price:
$472
20% Cheaper
than normal
AirDNA Score: 56
$330/night
Lake Access Home w/Hot Tub, Fire Pit, & Gas Fireplace!
3 beds
2.5 baths
8 guests
Average Price:
$315
5% More
than normal
AirDNA Score: 56
$1617/night
Lakefront Home w/Private Dock, Hot Tub, Game Tables, and Fire Pit!
8 beds
7.5 baths
16 guests
Average Price:
$1690
4% Cheaper
than normal
AirDNA Score: 56
$463/night
WHEELCHAIR ACCESSIBLE Lake Area Cabin w/Indoor Hot Tub & Fire Pit!
2 beds
2 baths
8 guests
Average Price:
$437
6% More
than normal
AirDNA Score: 56
$129/night
A122 - Luxury Studio Suite with Standard View, Sleeps 4, Free WIFI!
1 bed
1 bath
4 guests
Average Price:
$171
25% Cheaper
than normal
AirDNA Score: 56
$358/night
303D - Lakefront 2 Bedroom Condo, Close to Indoor Pool & Hot Tub!
2 beds
2 baths
6 guests
Average Price:
$357
0% Cheaper
than normal
AirDNA Score: 56
$241/night
309B - Lakefront One Bedroom Condo, Queen Beds, Fireplace!
1 bed
1 bath
4 guests
Average Price:
$226
7% More
than normal
AirDNA Score: 56
$403/night
Lake Area Home w/Hot Tub, Fire Pit, Pool Table, & Gas Fireplace!
5 beds
4.5 baths
14 guests
Average Price:
$530
24% Cheaper
than normal
AirDNA Score: 56
$393/night
Lake Area Home w/Hot Tub, 2 Fireplaces, & Central A/C!
4 beds
3 baths
12 guests
Average Price:
$453
13% Cheaper
than normal
AirDNA Score: 56
$183/night
202B - Lakefront King Bed Condo, Sleeps 4, Recently Renovated!
1 bed
1 bath
4 guests
Average Price:
$222
18% Cheaper
than normal
AirDNA Score: 56
$581/night
DOGS WELCOME! Lake Area Home with Hot Tub, & Fire Pit!
5 beds
3 baths
13 guests
Average Price:
$602
3% Cheaper
than normal
AirDNA Score: 56
$386/night
503F - Lakefront 3 Level Condo with 3 Bedrooms, 2 Baths, Recently Renovated!
3 beds
2 baths
8 guests
Average Price:
$459
16% Cheaper
than normal
AirDNA Score: 56
$812/night
DOGS WELCOME! Lake Access Home w/Dock Slip, Hot Tub, & Fire Pit!
5 beds
3.5 baths
14 guests
Average Price:
$727
12% More
than normal
AirDNA Score: 56
$170/night
A312 - One Bedroom Suite with Loft, Kitchenette, Free WIFI!
1 bed
1 bath
6 guests
Average Price:
$227
25% Cheaper
than normal
AirDNA Score: 56
$689/night
Lakefront Home w/Private Dock, Hot Tub, Fire Pit, & Gas Grill!
5 beds
3.5 baths
14 guests
Average Price:
$757
9% Cheaper
than normal
AirDNA Score: 56
$1520/night
Lakefront Home with Dock Slip, Hot Tub, Pool Table, & Fire Pit!
7 beds
6.5 baths
16 guests
Average Price:
$1312
16% More
than normal
AirDNA Score: 56
$216/night
Lake Access Home w/Dock Slip, Fire Pit, & Ping-Pong Table!
3 beds
2 baths
8 guests
Average Price:
$305
29% Cheaper
than normal
AirDNA Score: 56
$129/night
A204 - Studio Standard View Suite with Fireplace & Private Balcony!
1 bed
1 bath
4 guests
Average Price:
$161
20% Cheaper
than normal
AirDNA Score: 55
$155/night
Dog-Friendly Country Cabin with Deck, Firepit & Air Hockey - Close to Yough River
3 beds
1 bath
6 guests
Average Price:
$225
31% Cheaper
than normal
AirDNA Score: 54
$318/night
Luxury Cabin On Private Lake! 10 Mins To DCL!
4 beds
2 baths
8 guests
Average Price:
$363
12% Cheaper
than normal
AirDNA Score: 50
$700/night
The Farmhouse at Lucas Farm
4 beds
2 baths
12 guests
Average Price:
$700
0% Cheaper
than normal
AirDNA Score: 50
$178/night
Private Unit on Farm with Kitchen & Balcony
1 bed
1 bath
2 guests
Average Price:
$173
3% More
than normal
AirDNA Score: 50
$185/night
2BR Loft home Oakland Maryland
2 beds
1 bath
6 guests
Average Price:
$188
2% Cheaper
than normal
AirDNA Score: 48
$315/night
All Seasons @ Deep Creek Lake
4 beds
2.5 baths
10 guests
Average Price:
$362
13% Cheaper
than normal
AirDNA Score: 47
$286/night
Dog-Friendly Lakefront Home with Hot Tub, Dock, Shared Tennis - Near the Slopes
3 beds
4 baths
10 guests
Average Price:
$385
26% Cheaper
than normal
AirDNA Score: 47
$290/night
Big Rock Candy Mountain Lodge - Deep Creek Lake
5 beds
4 baths
14 guests
Average Price:
$389
25% Cheaper
than normal
AirDNA Score: 45
$129/night
Lake-view condo with deck & firepit - prime location
2 beds
1 bath
6 guests
Average Price:
$173
25% Cheaper
than normal
AirDNA Score: 45
$636/night
Log home with private hot tub, air hockey, pool table & media room
5 beds
3.5 baths
10 guests
Average Price:
$673
5% Cheaper
than normal
AirDNA Score: 42
$163/night
Dog-Friendly Home with Deck, Forest View - Close to Lake & Ski Slopes
3 beds
2.5 baths
8 guests
Average Price:
$195
16% Cheaper
than normal
AirDNA Score: 40
$909/night
Dog-Friendly Lakefront Home with Hot Tubs, Game Room, Dock & Space for 25
6 beds
6.5 baths
16 guests
Average Price:
$942
4% Cheaper
than normal
AirDNA Score: 37
$393/night
Deep Creek Lake Townhome w/Deck & Water Views
2 beds
3 baths
6 guests
Average Price:
$376
5% More
than normal
AirDNA Score: 37
$240/night
Bear Necessities @ Deep Creek Lake
studio
1 bath
2 guests
Average Price:
$172
40% More
than normal
AirDNA Score: 36
$97/night
Cozy studio nook, close to everything
1 bed
1 bath
2 guests
Average Price:
$66
47% More
than normal
AirDNA Score: 36
$214/night
711H - Lakefront Studio Loft Condo with Private Balcony, Free WIFI!
1 bed
1 bath
4 guests
Average Price:
$208
3% More
than normal
AirDNA Score: 36
$435/night
DOGS WELCOME! Lake Access Home w/Hot Tub, Pool Table, & 2 Wood Fireplaces!
4 beds
3.5 baths
12 guests
Average Price:
$463
6% Cheaper
than normal
AirDNA Score: 35
$400/night
Laurel Grove @ Deep Creek Lake
4 beds
3 baths
12 guests
Average Price:
$427
6% Cheaper
than normal
AirDNA Score: 35
$350/night
Vintage Oakland Cottage
4 beds
3 baths
10 guests
Average Price:
$308
14% More
than normal
AirDNA Score: 34
$231/night
Spacious home with convenient location & hot tub - near lake & dining
4 beds
3.5 baths
10 guests
Average Price:
$304
24% Cheaper
than normal
AirDNA Score: 33
$403/night
Lakefront home with water view, dock, & private hot tub - dogs OK
4 beds
4.5 baths
12 guests
Average Price:
$487
17% Cheaper
than normal
AirDNA Score: 32
$647/night
AirDNA Score: 31
$308/night
Spacious Home Near the Lake with Private Hot Tub & Pool Table - Near the Slopes
5 beds
4 baths
12 guests
Average Price:
$421
27% Cheaper
than normal
AirDNA Score: 30
$482/night
Swimming Bear Lodge
4 beds
3 baths
12 guests
Average Price:
$521
7% Cheaper
than normal
AirDNA Score: 30
$108/night
Charming cottage w/ large yard & entertainment room - near everything, 2 dogs OK
3 beds
2 baths
8 guests
Average Price:
$165
35% Cheaper
than normal
AirDNA Score: 29
$784/night
Spacious Lakefront Home w/ Private Dock & Community Pool!
5 beds
4.5 baths
14 guests
Average Price:
$582
35% More
than normal
AirDNA Score: 29
$427/night
Valhalla at Mystic Creek
3 beds
3.5 baths
10 guests
Average Price:
$533
20% Cheaper
than normal
AirDNA Score: 29
$526/night
Just About Paradise
5 beds
3.5 baths
14 guests
Average Price:
$572
8% 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:
$209
31% Cheaper
than normal
AirDNA Score: 29
$646/night
LakeStar Chalet: Log Home w/Hot Tub, Minutes from Activities
5 beds
3 baths
12 guests
Average Price:
$648
0% Cheaper
than normal
AirDNA Score: 29
$876/night
AirDNA Score: 29
$567/night
Waves N''Moguls
5 beds
4.5 baths
10 guests
Average Price:
$635
11% 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
$313/night
Tranquil Home with Private Hot Tub & Game Room - Close to Lake Access
5 beds
3 baths
11 guests
Average Price:
$394
21% Cheaper
than normal
AirDNA Score: 28
$202/night
205A - Lakefront Efficiency Condo, Expansive Lake Views, Fireplace, Free WIFI!
1 bed
1 bath
3 guests
Average Price:
$195
4% More
than normal
AirDNA Score: 28
$189/night
Friendly Cabin in the Woods with Hot Tub, Furnished Deck, and Pool Table
3 beds
3 baths
10 guests
Average Price:
$314
40% Cheaper
than normal
AirDNA Score: 28
$266/night
Dog-friendly Lakefront Log Home on a Quiet Cove with Front Deck & Private Dock
2 beds
2 baths
10 guests
Average Price:
$309
14% Cheaper
than normal