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: 93
$113/night
AirDNA Score: 88
$149/night
Incredible Cozy Cabin Immersed in Nature
3 beds
1 bath
6 guests
Average Price:
$263
43% Cheaper
than normal
AirDNA Score: 77
$95/night
Glamping - Cozy Hut - Cortina
1 bed
6 baths
4 guests
Average Price:
$99
4% Cheaper
than normal
AirDNA Score: 77
$95/night
Glamping - Cozy Hut Delta
studio
6 baths
4 guests
Average Price:
$97
2% Cheaper
than normal
AirDNA Score: 77
$230/night
AirDNA Score: 71
$95/night
Glamping - Cozy Hut - Uzes
1 bed
6 baths
4 guests
Average Price:
$97
2% Cheaper
than normal
AirDNA Score: 71
$430/night
Dolce Vita @ Deep Creek Lake
4 beds
3 baths
10 guests
Average Price:
$514
16% Cheaper
than normal
AirDNA Score: 69
$80/night
Glamping - Cozy Hut - Stanley
1 bed
6 baths
6 guests
Average Price:
$98
18% Cheaper
than normal
AirDNA Score: 69
$338/night
Dock Holiday-Lake access with a boat slip
3 beds
2.5 baths
8 guests
Average Price:
$393
14% Cheaper
than normal
AirDNA Score: 67
$95/night
Glamping - Cozy Hut - Ardennen
1 bed
6 baths
4 guests
Average Price:
$99
4% Cheaper
than normal
AirDNA Score: 64
$119/night
AirDNA Score: 64
$450/night
Private-Retreat By LAKE-Deck Firepl. Firewood/CARC
5 beds
3.5 baths
13 guests
Average Price:
$675
33% Cheaper
than normal
AirDNA Score: 64
$230/night
Racoon Retreat @ Deep Creek Lake
2 beds
1 bath
6 guests
Average Price:
$285
19% Cheaper
than normal
AirDNA Score: 62
$320/night
Private Wooded Cabin 4 Bedroom Lake Access Hot Tub
4 beds
3 baths
10 guests
Average Price:
$313
2% More
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
$415/night
Mountain Majesty: Lake Access, Hot Tub, Fire Pit,
3 beds
3.5 baths
10 guests
Average Price:
$528
21% Cheaper
than normal
AirDNA Score: 58
$610/night
Lake House | Close to Swallow Falls State Park
4 beds
3.5 baths
12 guests
Average Price:
$701
13% Cheaper
than normal
AirDNA Score: 58
$634/night
Grande Villa | Lake Views + Near Activities
5 beds
5.5 baths
12 guests
Average Price:
$647
2% Cheaper
than normal
AirDNA Score: 58
$619/night
Amazing lake access home with hot tub close to
4 beds
5 baths
12 guests
Average Price:
$626
1% Cheaper
than normal
AirDNA Score: 58
$784/night
Spacious lakefront home close to activities!
7 beds
6.5 baths
16 guests
Average Price:
$1488
47% Cheaper
than normal
AirDNA Score: 58
$358/night
Log Home with Indoor Hot Tub & Central Location
3 beds
3 baths
8 guests
Average Price:
$444
19% Cheaper
than normal
AirDNA Score: 58
$978/night
Fancy Free | Lakefront, Hot Tub, Quiet Community
4 beds
4 baths
16 guests
Average Price:
$911
7% More
than normal
AirDNA Score: 57
$621/night
Hidden Treasure | Quiet Location Near Activities
4 beds
3.5 baths
8 guests
Average Price:
$489
27% More
than normal
AirDNA Score: 57
$567/night
Boxer Overlook | Lake Views, Hot Tub, Mountainside
5 beds
3 baths
14 guests
Average Price:
$746
24% Cheaper
than normal
AirDNA Score: 57
$639/night
Lakefront home with 3 master suites & a private
5 beds
4.5 baths
14 guests
Average Price:
$1137
44% Cheaper
than normal
AirDNA Score: 57
$585/night
Loft of Luxury | Lake Views, Walk to Food + Shops
2 beds
1 bath
6 guests
Average Price:
$340
72% More
than normal
AirDNA Score: 57
$746/night
Bear Hollow Lodge | 5 Minutes to Lake Activities
5 beds
4.5 baths
14 guests
Average Price:
$1217
39% Cheaper
than normal
AirDNA Score: 57
$604/night
Wine Down: Centrally located home with a hot tub
4 beds
3 baths
12 guests
Average Price:
$723
16% Cheaper
than normal
AirDNA Score: 57
$660/night
Deep Breath | Centrally Located, Near State Park
4 beds
3 baths
12 guests
Average Price:
$582
13% More
than normal
AirDNA Score: 57
$626/night
Home Sweet Cabin | Peaceful, Multiple Game Tables!
4 beds
2 baths
10 guests
Average Price:
$453
38% More
than normal
AirDNA Score: 57
$737/night
Picture Perfect | Centrally Located, Hot Tub
1 bed
3.5 baths
12 guests
Average Price:
$708
4% More
than normal
AirDNA Score: 57
$611/night
Lakeside Memories | Great Location + Private Dock
1 bed
3.5 baths
12 guests
Average Price:
$654
7% Cheaper
than normal
AirDNA Score: 57
$704/night
Bearadise | Lake Access Home + Large Yard
3 beds
3 baths
12 guests
Average Price:
$468
50% More
than normal
AirDNA Score: 57
$723/night
Stylish Townhome with Hot Tub conveniently
3 beds
3 baths
10 guests
Average Price:
$411
76% More
than normal
AirDNA Score: 56
$771/night
Blue Sky Lodge: Lake Access, Hot Tub, Pool table,
5 beds
4.5 baths
14 guests
Average Price:
$964
20% Cheaper
than normal
AirDNA Score: 56
$1273/night
Enchanted Lakefront: Lakefront, Private Dock, Hot
8 beds
7.5 baths
16 guests
Average Price:
$1602
21% Cheaper
than normal
AirDNA Score: 56
$313/night
Shiver Me Timbers: Lake Area, Indoor Hot Tub,
4 beds
4 baths
12 guests
Average Price:
$429
27% Cheaper
than normal
AirDNA Score: 56
$329/night
Tranquil Dreams: Lake Access, Hot Tub, Pool
4 beds
3 baths
10 guests
Average Price:
$457
28% Cheaper
than normal
AirDNA Score: 56
$454/night
On Lake Time: Lake Area, Hot Tub, Ping-Pong, Pool
5 beds
4.5 baths
12 guests
Average Price:
$531
15% Cheaper
than normal
AirDNA Score: 56
$386/night
Nimba Cabin: Lake Access, Dogs Welcome, Hot Tub,
3 beds
3.5 baths
10 guests
Average Price:
$421
8% Cheaper
than normal
AirDNA Score: 56
$609/night
Divided Sky: Lake Area, Dogs Welcome, Hot Tub,
5 beds
3 baths
14 guests
Average Price:
$643
5% Cheaper
than normal
AirDNA Score: 56
$300/night
No Worries: Lake Area, Dogs Welcome, Hot Tub!
2 beds
1 bath
6 guests
Average Price:
$387
22% Cheaper
than normal
AirDNA Score: 56
$1115/night
Almost Aspen: Lakefront, Dock Slip, Hot Tub, Pool
7 beds
6.5 baths
16 guests
Average Price:
$1407
21% Cheaper
than normal
AirDNA Score: 56
$743/night
Traditions on the Lake: Lakefront, Private Dock,
5 beds
3.5 baths
14 guests
Average Price:
$739
1% More
than normal
AirDNA Score: 56
$394/night
Lake Shore Haven: Lake Area, Dogs Welcome, Hot
5 beds
3 baths
13 guests
Average Price:
$622
37% Cheaper
than normal
AirDNA Score: 56
$450/night
Mystic Haven: Lake Area, Hot Tub, Fire Pit, Pool
5 beds
4.5 baths
14 guests
Average Price:
$542
17% Cheaper
than normal
AirDNA Score: 56
$284/night
Linwood: Lake Access, Dogs Welcome, Dock Slip,
3 beds
2 baths
8 guests
Average Price:
$402
29% Cheaper
than normal
AirDNA Score: 56
$460/night
It''s 5 O''Clock Somewhere: Lake Access, Dock Slip, Fire Pit!
5 beds
5 baths
14 guests
Average Price:
$612
25% Cheaper
than normal
AirDNA Score: 56
$274/night
Hemlock Chalet: Lake Access, Dogs Welcome, Dock
3 beds
2 baths
10 guests
Average Price:
$406
33% Cheaper
than normal
AirDNA Score: 55
$133/night
Country 3BR Dog Friendly | Deck | Firepit
3 beds
1 bath
6 guests
Average Price:
$211
37% Cheaper
than normal
AirDNA Score: 50
$160/night
Private Unit on Farm with Kitchen & Balcony
1 bed
1 bath
2 guests
Average Price:
$184
13% 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: 47
$376/night
Big Rock Candy Mountain Lodge - Deep Creek Lake
5 beds
4 baths
14 guests
Average Price:
$391
4% 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: 45
$116/night
Prime 2BR Lakeview | Deck | Fireplace
2 beds
1 bath
6 guests
Average Price:
$193
40% Cheaper
than normal
AirDNA Score: 43
$824/night
Castle Off the Shore: Lake Access, Dock Slip,
5 beds
3.5 baths
13 guests
Average Price:
$853
3% Cheaper
than normal
AirDNA Score: 37
$165/night
Bear Necessities @ Deep Creek Lake
studio
1 bath
2 guests
Average Price:
$184
10% Cheaper
than normal
AirDNA Score: 35
$299/night
Vintage Oakland @ Oakland Maryland
4 beds
3 baths
10 guests
Average Price:
$318
6% Cheaper
than normal
AirDNA Score: 35
$430/night
AirDNA Score: 32
$632/night
Mountain Meadow | Large Yard, Gazebo + Hot Tub
1 bed
4 baths
16 guests
Average Price:
$622
2% More
than normal
AirDNA Score: 30
$97/night
Large 3BR Dog Friendly | Deck | W/D
3 beds
2 baths
8 guests
Average Price:
$162
40% Cheaper
than normal
AirDNA Score: 29
$639/night
Nature''s Retreat | Private Dock + Community Pool!
5 beds
4.5 baths
14 guests
Average Price:
$1023
38% Cheaper
than normal
AirDNA Score: 29
$596/night
Happy Trails | Lake Access + Dock Slip, Near Wisp!
1 bed
2.5 baths
10 guests
Average Price:
$562
6% More
than normal
AirDNA Score: 29
$630/night
Just About Paradise | Seasonal Lake Views + Deck
5 beds
3.5 baths
14 guests
Average Price:
$695
9% Cheaper
than normal
AirDNA Score: 29
$140/night
Large 3BR Lakeview Dog Friendly | Dock | Deck
3 beds
2.5 baths
6 guests
Average Price:
$217
35% Cheaper
than normal
AirDNA Score: 29
$592/night
Cross the River | Hot Tub + River Access!
2 beds
1 bath
6 guests
Average Price:
$366
62% More
than normal
AirDNA Score: 29
$620/night
Walking distance to restaurants, 5 minutes from
4 beds
3 baths
12 guests
Average Price:
$567
9% More
than normal
AirDNA Score: 29
$295/night
The Grizzly Den: Lake Area, Dogs Welcome, Hot
2 beds
1 bath
6 guests
Average Price:
$428
31% Cheaper
than normal
AirDNA Score: 29
$631/night
LakeStar Chalet | Hot Tub, Minutes from Activities
5 beds
3 baths
12 guests
Average Price:
$726
13% Cheaper
than normal
AirDNA Score: 29
$631/night
Spectacular 5 Bedroom home lovingly furnished w/
1 bed
4.5 baths
10 guests
Average Price:
$679
7% Cheaper
than normal
AirDNA Score: 28
$311/night
Tranquil 5BR | Hot Tub | Fireplace | Deck
5 beds
3 baths
11 guests
Average Price:
$410
24% Cheaper
than normal
AirDNA Score: 28
$422/night
Out Of Office: Lake Access, Dock Slip, Community
4 beds
4 baths
12 guests
Average Price:
$574
26% Cheaper
than normal
AirDNA Score: 28
$157/night
Wispering Ridge: Lake Area, Fireplace, Lake
2 beds
2.5 baths
6 guests
Average Price:
$244
36% Cheaper
than normal
AirDNA Score: 28
$286/night
Log Heaven: Lake Area, Hot Tub, Fire Pit, Pool
4 beds
3.5 baths
10 guests
Average Price:
$508
44% Cheaper
than normal
AirDNA Score: 26
$188/night
Charming 3BR | Hot Tub | Dock | Fireplace
3 beds
1 bath
8 guests
Average Price:
$256
27% Cheaper
than normal
AirDNA Score: 22
$598/night
Cheerful and Inviting 3 Bedroom Home w/ Hot Tub
3 beds
3.5 baths
8 guests
Average Price:
$413
45% More
than normal
AirDNA Score: 22
$621/night
Lakeside Vista | Lakefront, Private Dock + Views
1 bed
3 baths
10 guests
Average Price:
$888
30% Cheaper
than normal
AirDNA Score: 22
$367/night
Wooded 4BR | Hot Tub | Fireplace | Deck
4 beds
3.5 baths
12 guests
Average Price:
$476
23% Cheaper
than normal
AirDNA Score: 21
$623/night
Mountaintop Chalet with Spacious Deck & Central
4 beds
3 baths
10 guests
Average Price:
$576
8% More
than normal
AirDNA Score: 21
$609/night
Cabin Dreams | Lakefront, Minutes to Swallow Falls
3 beds
2 baths
8 guests
Average Price:
$608
0% Cheaper
than normal
AirDNA Score: 21
$702/night
Conveniently located log cabin with outdoor hot
2 beds
2 baths
8 guests
Average Price:
$391
80% More
than normal
AirDNA Score: 21
$543/night
Delightful 3 Bedroom Mountain home with hot tub
3 beds
2 baths
10 guests
Average Price:
$432
26% More
than normal
AirDNA Score: 21
$726/night
Paradise Found | Amazing Lake Views + Private Dock
4 beds
3 baths
10 guests
Average Price:
$882
18% Cheaper
than normal
AirDNA Score: 21
$176/night
Central location 3BR Dog Friendly | Hot Tub
3 beds
2 baths
8 guests
Average Price:
$246
28% Cheaper
than normal
AirDNA Score: 21
$616/night
Spacious townhome - 5 minutes from favorite
1 bed
4.5 baths
10 guests
Average Price:
$659
7% Cheaper
than normal
AirDNA Score: 21
$735/night
Canoe Cottage | In the Heart of Deep Creek Lake!
5 beds
3 baths
10 guests
Average Price:
$720
2% More
than normal
AirDNA Score: 21
$621/night
Enjoy beautiful mountain views from this
4 beds
4 baths
12 guests
Average Price:
$727
15% Cheaper
than normal
AirDNA Score: 21
$696/night
Kare Bear Cabin | Walk to Restaurants, Remodeled
3 beds
2 baths
8 guests
Average Price:
$424
64% More
than normal
AirDNA Score: 21
$1342/night
Champagne Taste | Level, Lakefront, Private Dock
6 beds
5.5 baths
14 guests
Average Price:
$1594
16% Cheaper
than normal
AirDNA Score: 21
$622/night
Memory Lane | Pet Friendly Family Home + Hot Tub
4 beds
3.5 baths
12 guests
Average Price:
$675
8% Cheaper
than normal
AirDNA Score: 21
$750/night
Johnny Appleseed | Lakefront + Pool Access
1 bed
4.5 baths
14 guests
Average Price:
$1143
34% Cheaper
than normal
AirDNA Score: 21
$629/night
Morningside Lodge | Phenomenal Lakefront Log Cabin
4 beds
4.5 baths
12 guests
Average Price:
$892
29% Cheaper
than normal
AirDNA Score: 21
$723/night
All About the View | Lakefront, Awe-Inspiring View
4 beds
4 baths
10 guests
Average Price:
$886
18% Cheaper
than normal
AirDNA Score: 21
$711/night
Blue Waters | Community Indoor Pool + Dock Slip!
1 bed
2 baths
8 guests
Average Price:
$498
43% More
than normal
AirDNA Score: 21
$631/night
Centrally located, tastefully decorated townhome!
1 bed
4 baths
11 guests
Average Price:
$733
14% Cheaper
than normal
AirDNA Score: 21
$595/night
Knotty Pines | Dock Slip + Near State Parks
3 beds
2 baths
10 guests
Average Price:
$486
22% More
than normal
AirDNA Score: 21
$596/night
Centrally located chalet within minutes from lake
3 beds
2 baths
10 guests
Average Price:
$516
16% More
than normal
AirDNA Score: 21
$193/night
Lake It Easy: Lake Access, Fireplace, Wifi, Lake
3 beds
3.5 baths
10 guests
Average Price:
$290
33% Cheaper
than normal
AirDNA Score: 20
$920/night
Ronnie''s Retreat: Lakefront, Private Dock, Two
7 beds
6.5 baths
16 guests
Average Price:
$1227
25% Cheaper
than normal
AirDNA Score: 20
$283/night
Mountaineer: Lake Access, Dogs Welcome, Hot Tub,
3 beds
3.5 baths
8 guests
Average Price:
$409
31% Cheaper
than normal