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

The Original Hob

1 bed
1 bath
2 guests
Average Price:  
$157
8% 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: 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

Fancy Free

4 beds
3.5 baths
16 guests
Average Price:  
$988
24% Cheaper
than normal
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

Loft of Luxury

2 beds
1 bath
6 guests
Average Price:  
$428
12% Cheaper
than normal
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

Boxer Overlook

5 beds
3 baths
14 guests
Average Price:  
$708
2% Cheaper
than normal
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

Mountain House

5 beds
3 baths
14 guests
Average Price:  
$587
0% Cheaper
than normal
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

Deep Breath

4 beds
3 baths
12 guests
Average Price:  
$500
7% Cheaper
than normal
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

Mountain Meadow

5 beds
4 baths
16 guests
Average Price:  
$685
6% Cheaper
than normal
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

Fir Shore

6 beds
5 baths
14 guests
Average Price:  
$976
10% Cheaper
than normal
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