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
$145/night

Molly

1 bed
1 bath
2 guests
Average Price:  
$160
9% Cheaper
than normal
AirDNA Score: 88
$178/night

Incredible Cozy Cabin Immersed in Nature

3 beds
1 bath
6 guests
Average Price:  
$237
25% Cheaper
than normal
AirDNA Score: 86
$145/night

The Original Hob

1 bed
1 bath
2 guests
Average Price:  
$155
6% 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:  
$95
0% Cheaper
than normal
AirDNA Score: 77
$230/night

Dancing Bears

3 beds
1 bath
6 guests
Average Price:  
$268
14% Cheaper
than normal
AirDNA Score: 73
$290/night

Hobbitat Home Place

2 beds
1 bath
4 guests
Average Price:  
$319
9% Cheaper
than normal
AirDNA Score: 71
$95/night

Glamping - Cozy Hut - Uzes

1 bed
6 baths
4 guests
Average Price:  
$96
1% Cheaper
than normal
AirDNA Score: 71
$430/night

Dolce Vita @ Deep Creek Lake

4 beds
3 baths
10 guests
Average Price:  
$468
8% Cheaper
than normal
AirDNA Score: 70
$290/night

Mountain Escape @ Deep Creek Lake

4 beds
2 baths
10 guests
Average Price:  
$308
6% Cheaper
than normal
AirDNA Score: 69
$95/night

Glamping - Cozy Hut - Stanley

1 bed
6 baths
4 guests
Average Price:  
$95
0% Cheaper
than normal
AirDNA Score: 69
$340/night

Forest Ridge @ Deep Creek Lake

5 beds
3 baths
13 guests
Average Price:  
$408
17% Cheaper
than normal
AirDNA Score: 67
$95/night

Glamping - Cozy Hut - Ardennen

1 bed
6 baths
4 guests
Average Price:  
$95
0% 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:  
$171
13% Cheaper
than normal
AirDNA Score: 64
$450/night

WISP & Lake Area Luxury, Deck Fireplace & Hot Tub

5 beds
3.5 baths
13 guests
Average Price:  
$596
24% Cheaper
than normal
AirDNA Score: 64
$109/night

Casa Cossick

2 beds
1 bath
6 guests
Average Price:  
$130
16% Cheaper
than normal
AirDNA Score: 64
$230/night

Raccoon Retreat @ Yough Mountain Resort

2 beds
1 bath
6 guests
Average Price:  
$293
22% Cheaper
than normal
AirDNA Score: 58
$1088/night

La Bella Vita: Amazing Lake Views and Upscale Decor in the Heart of Deep Creek

5 beds
5.5 baths
14 guests
Average Price:  
$969
12% More
than normal
AirDNA Score: 58
$298/night

Lake Access Home W/Hot Tub, Fire Pit, & Many Community Amenities!

3 beds
3.5 baths
10 guests
Average Price:  
$451
34% Cheaper
than normal
AirDNA Score: 58
$620/night

Amazing lake access home with hot tub close to Wisp and area activities!

4 beds
5 baths
12 guests
Average Price:  
$502
24% More
than normal
AirDNA Score: 58
$734/night

4 Bedroom Lakefront Home with hot tub in quiet neighborhood!

4 beds
3.5 baths
16 guests
Average Price:  
$793
7% Cheaper
than normal
AirDNA Score: 58
$565/night

Grande Villa: Lake Views, Multiple Master Suites, Close to Activities

5 beds
5.5 baths
12 guests
Average Price:  
$526
7% More
than normal
AirDNA Score: 57
$2063/night

Sunset Delight: Lakefront with Sunset Views, Close to Activities

9 beds
7.5 baths
16 guests
Average Price:  
$1663
24% More
than normal
AirDNA Score: 57
$400/night

Quiet Location Close to Area Activities

4 beds
3.5 baths
8 guests
Average Price:  
$440
9% Cheaper
than normal
AirDNA Score: 57
$388/night

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

3 beds
2 baths
7 guests
Average Price:  
$439
12% Cheaper
than normal
AirDNA Score: 57
$547/night

Chalet with Private Dock & Central Location

5 beds
3 baths
14 guests
Average Price:  
$569
4% Cheaper
than normal
AirDNA Score: 57
$465/night

Lake access with dock slip, close to favorite lake activities!

5 beds
4.5 baths
12 guests
Average Price:  
$561
17% Cheaper
than normal
AirDNA Score: 57
$677/night

Impressive Mountain Home in prestigious community offers beautiful lake views

5 beds
3 baths
14 guests
Average Price:  
$633
7% More
than normal
AirDNA Score: 57
$497/night

Centrally located Craftsman home close to DCL state park!

4 beds
3 baths
12 guests
Average Price:  
$503
1% Cheaper
than normal
AirDNA Score: 57
$444/night

Bearadise: Lake Access Home with Large Yard

3 beds
3 baths
12 guests
Average Price:  
$455
2% Cheaper
than normal
AirDNA Score: 57
$303/night

Lake Area Cabin W/Hot Tub, Wood Fireplace, & Charcoal Grill!

2 beds
2 baths
4 guests
Average Price:  
$342
11% Cheaper
than normal
AirDNA Score: 57
$582/night

Centrally located home with hot tub & shuffleboard!

4 beds
3.5 baths
12 guests
Average Price:  
$638
9% Cheaper
than normal
AirDNA Score: 57
$531/night

Relaxing Location with Private Dock

4 beds
3.5 baths
12 guests
Average Price:  
$584
9% Cheaper
than normal
AirDNA Score: 57
$652/night

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

4 beds
3 baths
12 guests
Average Price:  
$742
12% Cheaper
than normal
AirDNA Score: 57
$385/night

Stylish Townhome with Hot Tub conveniently located to area attractions!

3 beds
3 baths
10 guests
Average Price:  
$375
3% More
than normal
AirDNA Score: 57
$433/night

Adorable Chalet in peaceful setting with multiple game tables!

4 beds
2 baths
10 guests
Average Price:  
$446
3% Cheaper
than normal
AirDNA Score: 57
$497/night

Lake Goers: Lake Views, Boat Slip, 5 Minutes to DCL State Park!

4 beds
2 baths
10 guests
Average Price:  
$487
2% More
than normal
AirDNA Score: 57
$544/night

Centrally Located with Lake Views from Almost Every Room!

3 beds
2 baths
8 guests
Average Price:  
$456
19% More
than normal
AirDNA Score: 57
$322/night

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

2 beds
1 bath
6 guests
Average Price:  
$337
4% Cheaper
than normal
AirDNA Score: 56
$179/night

A314 - Studio and Loft Suite with Free WIFI and Fireplace!

1 bed
1 bath
6 guests
Average Price:  
$181
1% Cheaper
than normal
AirDNA Score: 56
$189/night

105A Lakefront Efficiency Condo with Patio, Recently Updated!

1 bed
1 bath
3 guests
Average Price:  
$198
5% Cheaper
than normal
AirDNA Score: 56
$189/night

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

1 bed
1 bath
2 guests
Average Price:  
$206
8% Cheaper
than normal
AirDNA Score: 56
$647/night

Lake Access Home W/Hot Tub, Pool Table, 2 Fire Pits, & Gas Grill!

5 beds
4.5 baths
14 guests
Average Price:  
$894
28% Cheaper
than normal
AirDNA Score: 56
$492/night

Dogs Welcome! Lake Area Home W/Indoor Hot Tub, Sun Room, & 2 Fireplaces!

3 beds
3 baths
9 guests
Average Price:  
$503
2% Cheaper
than normal
AirDNA Score: 56
$1629/night

Lakefront Home w/Private Dock, Hot Tub, Game Tables, and Fire Pit!

8 beds
7.5 baths
16 guests
Average Price:  
$1588
3% More
than normal
AirDNA Score: 56
$425/night

Lake Area Home With Hot Tub, Air Hockey Table, & Pool Table!

5 beds
4.5 baths
12 guests
Average Price:  
$509
17% Cheaper
than normal
AirDNA Score: 56
$860/night

Lake Access Home W/Hot Tub, Pool Table, & Lake/Mountain Views!

5 beds
4 baths
14 guests
Average Price:  
$865
1% Cheaper
than normal
AirDNA Score: 56
$218/night

Dogs Welcome! Lake Access Home W/Hot Tub, Fire Pit, & Pool Table!

3 beds
3.5 baths
10 guests
Average Price:  
$355
39% Cheaper
than normal
AirDNA Score: 56
$385/night

Lake Area Cabin W/Indoor Hot Tub, Foosball Table, & Summer State Park Access!

4 beds
4 baths
12 guests
Average Price:  
$462
17% Cheaper
than normal
AirDNA Score: 56
$517/night

Dogs Welcome! Lake Area Home W/Hot Tub, Pool Table, & Jetted Tub!

5 beds
3 baths
14 guests
Average Price:  
$524
1% Cheaper
than normal
AirDNA Score: 56
$306/night

Wheelchair Accessible Lake Area Cabin W/Indoor Hot Tub & Fire Pit!

2 beds
2 baths
8 guests
Average Price:  
$427
28% Cheaper
than normal
AirDNA Score: 56
$1532/night

Lakefront Home With Dock Slip, Hot Tub, Pool Table, & Fire Pit!

7 beds
6.5 baths
16 guests
Average Price:  
$1552
1% Cheaper
than normal
AirDNA Score: 56
$199/night

714H - Lakefront Studio Loft Condo, Free WIFI!

1 bed
1 bath
4 guests
Average Price:  
$199
0% Cheaper
than normal
AirDNA Score: 56
$254/night

B203 - One Bedroom & Loft Lake View Suite at Lakefront Hotel

1 bed
1 bath
6 guests
Average Price:  
$278
9% Cheaper
than normal
AirDNA Score: 56
$1434/night

Dogs Welcome! Lakefront Home W/Dock Slip, Hot Tub, Gas Grill, & Fire Pit!

8 beds
6.5 baths
16 guests
Average Price:  
$1385
4% 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
$694/night

Lakefront Home W/Private Dock, Hot Tub, Fire Pit, & Gas Grill!

5 beds
3.5 baths
14 guests
Average Price:  
$764
9% Cheaper
than normal
AirDNA Score: 56
$406/night

Lake Area Home W/Hot Tub, 2 Fireplaces, & Central A/C!

4 beds
3 baths
12 guests
Average Price:  
$471
14% Cheaper
than normal
AirDNA Score: 56
$550/night

Dogs Welcome! Lake Area Home With Hot Tub, & Fire Pit!

5 beds
3 baths
13 guests
Average Price:  
$668
18% Cheaper
than normal
AirDNA Score: 56
$719/night

Lake Access Home w/Dock Slip, Hot Tub, Pool Table, & Fire Pit!

5 beds
5 baths
14 guests
Average Price:  
$537
34% More
than normal
AirDNA Score: 56
$205/night

Dogs Welcome! Lake Access Home W/Dock Slip & Tons Of Community Amenities!

3 beds
2 baths
10 guests
Average Price:  
$335
39% Cheaper
than normal
AirDNA Score: 56
$149/night

A204 - Studio Standard View Suite with Fireplace & Private Balcony!

1 bed
1 bath
4 guests
Average Price:  
$161
7% Cheaper
than normal
AirDNA Score: 56
$212/night

Lake Access Home W/Dock Slip, Fire Pit, & Ping-Pong Table!

3 beds
2 baths
8 guests
Average Price:  
$276
23% Cheaper
than normal
AirDNA Score: 56
$323/night

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

2 beds
2 baths
6 guests
Average Price:  
$357
10% Cheaper
than normal
AirDNA Score: 56
$413/night

Lake Area Home W/Hot Tub, Fire Pit, Pool Table, & Gas Fireplace!

5 beds
4.5 baths
14 guests
Average Price:  
$516
20% Cheaper
than normal
AirDNA Score: 56
$209/night

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

1 bed
1 bath
4 guests
Average Price:  
$226
8% Cheaper
than normal
AirDNA Score: 56
$209/night

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

1 bed
1 bath
4 guests
Average Price:  
$222
6% Cheaper
than normal
AirDNA Score: 56
$220/night

A312 - One Bedroom Suite with Loft, Kitchenette, Free WIFI!

1 bed
1 bath
6 guests
Average Price:  
$227
3% Cheaper
than normal
AirDNA Score: 56
$237/night

Cozy Cabin W/Indoor Hot Tub, 2 Wood Fireplaces, Foosball Table, & Central A/C!

3 beds
3 baths
8 guests
Average Price:  
$417
43% 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: 55
$162/night

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

3 beds
1 bath
6 guests
Average Price:  
$222
27% 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
$160/night

Private Unit on Farm with Kitchen & Balcony

1 bed
1 bath
2 guests
Average Price:  
$175
9% Cheaper
than normal
AirDNA Score: 48
$345/night

All Seasons @ Deep Creek Lake

4 beds
2.5 baths
10 guests
Average Price:  
$368
6% Cheaper
than normal
AirDNA Score: 47
$330/night

Big Rock Candy Mountain Lodge - Deep Creek Lake

5 beds
4 baths
14 guests
Average Price:  
$391
16% Cheaper
than normal
AirDNA Score: 45
$115/night

Lake-view condo with deck & firepit - prime location

2 beds
1 bath
6 guests
Average Price:  
$185
38% Cheaper
than normal
AirDNA Score: 43
$1184/night

Beautiful Lake Access Home W/Dock Slip, Hot Tub, Fire Pit, & Game Tables!

5 beds
3.5 baths
13 guests
Average Price:  
$824
44% More
than normal
AirDNA Score: 37
$161/night

Deep Creek Lake Townhome w/Deck & Water Views

2 beds
3 baths
6 guests
Average Price:  
$403
60% Cheaper
than normal
AirDNA Score: 37
$165/night

Bear Necessities @ Deep Creek Lake

studio
1 bath
2 guests
Average Price:  
$174
5% Cheaper
than normal
AirDNA Score: 36
$66/night

Cozy studio nook, close to everything

1 bed
1 bath
2 guests
Average Price:  
$68
3% Cheaper
than normal
AirDNA Score: 36
$199/night

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

1 bed
1 bath
4 guests
Average Price:  
$208
4% Cheaper
than normal
AirDNA Score: 35
$299/night

Vintage Oakland Cottage

4 beds
3 baths
10 guests
Average Price:  
$319
6% Cheaper
than normal
AirDNA Score: 34
$236/night

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

4 beds
3.5 baths
10 guests
Average Price:  
$309
24% Cheaper
than normal
AirDNA Score: 33
$420/night

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

4 beds
4.5 baths
12 guests
Average Price:  
$502
16% Cheaper
than normal
AirDNA Score: 32
$608/night

Chalet with Large Yard & Gazebo with Outdoor Hot Tub

5 beds
4 baths
16 guests
Average Price:  
$574
6% More
than normal
AirDNA Score: 31
$312/night

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

5 beds
4 baths
12 guests
Average Price:  
$430
27% Cheaper
than normal
AirDNA Score: 30
$488/night

Centrally located getaway with hot tub & pool table!

4 beds
3 baths
12 guests
Average Price:  
$510
4% Cheaper
than normal
AirDNA Score: 30
$100/night

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

3 beds
2 baths
8 guests
Average Price:  
$173
42% Cheaper
than normal
AirDNA Score: 29
$742/night

Spacious Lakefront Home w/ Private Dock & Community Pool!

5 beds
4.5 baths
14 guests
Average Price:  
$693
7% More
than normal
AirDNA Score: 29
$372/night

Getaway with 3 Master Suites & Covered Deck 5 Minutes from Activities!

3 beds
3.5 baths
10 guests
Average Price:  
$474
22% Cheaper
than normal
AirDNA Score: 29
$548/night

2 covered decks & a central location with seasonal lake views!

5 beds
3.5 baths
14 guests
Average Price:  
$629
13% Cheaper
than normal
AirDNA Score: 29
$472/night

Happy Trails: Lake access with dock slip, 5 minutes from Wisp & DCL activities!

3 beds
3 baths
10 guests
Average Price:  
$531
11% Cheaper
than normal
AirDNA Score: 29
$148/night

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

3 beds
2.5 baths
6 guests
Average Price:  
$213
31% Cheaper
than normal
AirDNA Score: 29
$543/night

Spectacular 5 Bedroom home lovingly furnished w/ Hot Tub!

5 beds
4.5 baths
10 guests
Average Price:  
$636
15% Cheaper
than normal
AirDNA Score: 29
$368/night

Dogs Welcome! Lake Area Cabin W/Hot Tub & Wood Fireplace!

2 beds
1 bath
6 guests
Average Price:  
$380
3% Cheaper
than normal
AirDNA Score: 29
$874/night

Beautiful and Spacious 6 Bedroom w/Hot Tub and Dock Slip

6 beds
5 baths
14 guests
Average Price:  
$957
9% Cheaper
than normal
AirDNA Score: 29
$590/night

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

5 beds
3 baths
12 guests
Average Price:  
$653
10% Cheaper
than normal
AirDNA Score: 29
$496/night

Walking distance to restaurants, 5 minutes from DCL State Park!

4 beds
3 baths
12 guests
Average Price:  
$525
6% Cheaper
than normal