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
AirDNA Score: 88
$159/night
Incredible Cozy Cabin Immersed in Nature
3 beds
1 bath
6 guests
Average Price:
$287
45% 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
Large estate, miles of trails, cozy glamping hut C
1 bed
6 baths
4 guests
Average Price:
$98
3% Cheaper
than normal
AirDNA Score: 77
$95/night
Large estate, miles of trails, cozy glamping hut D
studio
6 baths
4 guests
Average Price:
$93
2% More
than normal
AirDNA Score: 77
$230/night
AirDNA Score: 71
$95/night
Large estate, miles of trails, cozy glamping hut U
1 bed
6 baths
4 guests
Average Price:
$98
3% Cheaper
than normal
AirDNA Score: 71
$430/night
Dolce Vita @ Deep Creek Lake
4 beds
3 baths
10 guests
Average Price:
$464
7% Cheaper
than normal
AirDNA Score: 70
$290/night
Mountain Escape @ Deep Creek Lake
4 beds
2 baths
10 guests
Average Price:
$307
6% Cheaper
than normal
AirDNA Score: 69
$95/night
Large estate, miles of trails, cozy glamping hut S
1 bed
6 baths
6 guests
Average Price:
$95
0% Cheaper
than normal
AirDNA Score: 69
$355/night
Dock Holiday-Lake access with a boat slip
3 beds
2.5 baths
8 guests
Average Price:
$445
20% Cheaper
than normal
AirDNA Score: 69
$340/night
Forest Ridge @ Deep Creek Lake
5 beds
3 baths
13 guests
Average Price:
$381
11% Cheaper
than normal
AirDNA Score: 67
$95/night
Large estate, miles of trails, cozy glamping hut A
1 bed
6 baths
4 guests
Average Price:
$98
3% 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
12 guests
Average Price:
$177
16% Cheaper
than normal
AirDNA Score: 64
$321/night
Private Hemlock Retreat|Pool Acc.|Wood/Waterfalls
5 beds
3.5 baths
13 guests
Average Price:
$651
51% Cheaper
than normal
AirDNA Score: 64
$362/night
Lovin'' Life - Luxury home w/ lake views 5 STAR
5 beds
3 baths
14 guests
Average Price:
$395
8% Cheaper
than normal
AirDNA Score: 62
$286/night
Private Wooded Cabin 4 Bedroom Lake Access Hot Tub
4 beds
3 baths
10 guests
Average Price:
$314
9% Cheaper
than normal
AirDNA Score: 58
$824/night
La Bella Vita | Amazing Lake Views, Upscale Decor
5 beds
5.5 baths
14 guests
Average Price:
$729
13% More
than normal
AirDNA Score: 58
$354/night
3BR | Lake Access | Hot Tub | Fire Pit [mtmajes]
3 beds
3.5 baths
10 guests
Average Price:
$441
20% Cheaper
than normal
AirDNA Score: 58
$482/night
Lake House | Close to Swallow Falls State Park
4 beds
3.5 baths
12 guests
Average Price:
$548
12% Cheaper
than normal
AirDNA Score: 58
$513/night
Windsor House | Pet Friendly, Hot Tub, Lake Access
4 beds
5 baths
12 guests
Average Price:
$556
8% Cheaper
than normal
AirDNA Score: 58
$432/night
Grande Villa | Lake Views + Near Activities
5 beds
5.5 baths
12 guests
Average Price:
$537
20% Cheaper
than normal
AirDNA Score: 57
$328/night
Hidden Treasure | Quiet Location Near Activities
4 beds
3.5 baths
10 guests
Average Price:
$407
19% Cheaper
than normal
AirDNA Score: 57
$1199/night
Grand Chestnut Lodge | Lakefront + Game Room!
9 beds
7.5 baths
16 guests
Average Price:
$1166
3% More
than normal
AirDNA Score: 57
$546/night
Deja Blue | Lake Access, Hot Tub, Near Activities!
5 beds
4.5 baths
12 guests
Average Price:
$581
6% Cheaper
than normal
AirDNA Score: 57
$236/night
Loft of Luxury | Lake Views + Walk to Local Fun!
2 beds
1 bath
6 guests
Average Price:
$385
39% Cheaper
than normal
AirDNA Score: 57
$411/night
Mountain House | Pet Friendly, Dock, Great Views!
5 beds
3 baths
14 guests
Average Price:
$520
21% Cheaper
than normal
AirDNA Score: 57
$283/night
Home Sweet Cabin | Peaceful, Multiple Game Tables!
4 beds
2 baths
10 guests
Average Price:
$428
34% Cheaper
than normal
AirDNA Score: 57
$480/night
Lakeside Memories | Great Location + Private Dock
4 beds
3.5 baths
12 guests
Average Price:
$585
18% Cheaper
than normal
AirDNA Score: 57
$335/night
2BR | Fireplace | Grill | Hot Tub [deepcrk]
2 beds
2 baths
4 guests
Average Price:
$370
9% Cheaper
than normal
AirDNA Score: 57
$333/night
Lake View | Centrally Located with Lake Views!
3 beds
2 baths
8 guests
Average Price:
$491
32% Cheaper
than normal
AirDNA Score: 57
$781/night
Bear Hollow Lodge | 5 Minutes to Lake Activities
5 beds
4.5 baths
14 guests
Average Price:
$789
1% Cheaper
than normal
AirDNA Score: 57
$364/night
Wine Down | Centrally Located, Hot Tub, Pool Table
4 beds
3 baths
12 guests
Average Price:
$490
26% Cheaper
than normal
AirDNA Score: 57
$425/night
Picture Perfect | Game Room + Hot Tub!
4 beds
3.5 baths
12 guests
Average Price:
$571
26% Cheaper
than normal
AirDNA Score: 56
$468/night
3BR | Dogs OK | Fireplace | Hot Tub whitewat]
3 beds
3 baths
9 guests
Average Price:
$508
8% Cheaper
than normal
AirDNA Score: 56
$990/night
9BR | Dock | Dogs OK | Hot Tub | Fire Pit [logret]
9 beds
5.5 baths
16 guests
Average Price:
$1222
19% Cheaper
than normal
AirDNA Score: 56
$634/night
5BR | A/C | Fireplace | Hot Tub [bluskyldg]
5 beds
4.5 baths
14 guests
Average Price:
$809
22% Cheaper
than normal
AirDNA Score: 56
$579/night
5BR | Hot Tub | Fire Pit | Sauna | WIFI [eaglen]
5 beds
4 baths
14 guests
Average Price:
$590
2% Cheaper
than normal
AirDNA Score: 56
$489/night
5BR | Fireplace | Fire Pit | Pool Table [onlaketi]
5 beds
4.5 baths
12 guests
Average Price:
$544
10% Cheaper
than normal
AirDNA Score: 56
$1057/night
8BR | Private Dock | Fireplace | Hot Tub [enchant]
8 beds
7.5 baths
16 guests
Average Price:
$1143
8% Cheaper
than normal
AirDNA Score: 56
$352/night
2BR | Dogs OK | Fireplace | Hot Tub [noworr]
2 beds
1 bath
6 guests
Average Price:
$405
13% Cheaper
than normal
AirDNA Score: 56
$435/night
3BR | Dock | Dogs OK | Fireplace [hlcha]
3 beds
2 baths
10 guests
Average Price:
$386
13% More
than normal
AirDNA Score: 56
$437/night
2BR | A/C | Fireplace | Hot Tub | Fire Pit [owlc]
2 beds
2 baths
8 guests
Average Price:
$401
9% More
than normal
AirDNA Score: 56
$479/night
5BR | Fireplace | Hot Tub | Fire Pit [mysthv]
5 beds
4.5 baths
14 guests
Average Price:
$509
6% Cheaper
than normal
AirDNA Score: 56
$461/night
3BR | EV Charger | Fireplace | Hot Tub [goodvib]
3 beds
3.5 baths
10 guests
Average Price:
$475
3% Cheaper
than normal
AirDNA Score: 56
$677/night
5BR | Dock | Dogs OK | Hot Tub | Fire Pit [logmah]
5 beds
3.5 baths
14 guests
Average Price:
$743
9% Cheaper
than normal
AirDNA Score: 56
$396/night
3BR | Dock | Dogs OK | Fire Pit [lwood]
3 beds
2 baths
8 guests
Average Price:
$400
1% Cheaper
than normal
AirDNA Score: 56
$611/night
5BR | Fireplace | Fire Pit | Pool Table [alwin]
6 beds
5.5 baths
14 guests
Average Price:
$815
25% Cheaper
than normal
AirDNA Score: 56
$866/night
8BR | Dock | Dogs OK | Hot Tub [lakehouse]
8 beds
6.5 baths
16 guests
Average Price:
$952
9% Cheaper
than normal
AirDNA Score: 51
$375/night
Spectacular Chalet, Timroc II, close to lake, Wisp
5 beds
3.5 baths
14 guests
Average Price:
$409
8% 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
$162/night
Private Unit on Farm with Kitchen & Balcony
1 bed
1 bath
2 guests
Average Price:
$173
6% Cheaper
than normal
AirDNA Score: 47
$369/night
Big Rock Candy Mountain Lodge - Deep Creek Lake
5 beds
4 baths
14 guests
Average Price:
$449
18% Cheaper
than normal
AirDNA Score: 43
$507/night
5BR | Dock | Hot Tub | Fire Pit [castleoff]
5 beds
3.5 baths
13 guests
Average Price:
$763
34% Cheaper
than normal
AirDNA Score: 37
$168/night
Deep Creek Lake Townhome w/ Deck & Water Views
2 beds
2.5 baths
6 guests
Average Price:
$241
30% Cheaper
than normal
AirDNA Score: 37
$220/night
Bear Necessities @ Deep Creek Lake
1 bed
1 bath
2 guests
Average Price:
$186
18% More
than normal
AirDNA Score: 35
$430/night
AirDNA Score: 29
$685/night
Nature's Retreat | Private Dock, Community Pool!
5 beds
4.5 baths
14 guests
Average Price:
$699
2% Cheaper
than normal
AirDNA Score: 29
$349/night
Valhalla on Mystic Creek | Deck, Great Location!
3 beds
3.5 baths
7 guests
Average Price:
$408
14% Cheaper
than normal
AirDNA Score: 29
$409/night
Happy Trails | Lake Access + Dock Slip, Near Wisp!
3 beds
2.5 baths
10 guests
Average Price:
$487
16% Cheaper
than normal
AirDNA Score: 29
$463/night
Just About Paradise | Seasonal Lake Views + Deck
5 beds
3.5 baths
14 guests
Average Price:
$524
12% Cheaper
than normal
AirDNA Score: 29
$422/night
Waves N' Moguls | Hot Tub, Great Views!
5 beds
4.5 baths
10 guests
Average Price:
$484
13% Cheaper
than normal
AirDNA Score: 29
$443/night
LakeStar Chalet | Hot Tub, Minutes from Activities
5 beds
3 baths
12 guests
Average Price:
$554
20% Cheaper
than normal
AirDNA Score: 29
$644/night
Fir Shore | Spacious Cabin, Hot Tub + Dock Slip
6 beds
5 baths
14 guests
Average Price:
$663
3% Cheaper
than normal
AirDNA Score: 29
$375/night
2BR | Dogs OK | Fireplace | Hot Tub [thegrizz]
2 beds
1 bath
6 guests
Average Price:
$404
7% Cheaper
than normal
AirDNA Score: 29
$404/night
Some Kind of Wonderful | Near State Park!
4 beds
3 baths
12 guests
Average Price:
$438
8% Cheaper
than normal
AirDNA Score: 28
$499/night
4BR | Dog Ok | Dock | Fire Pit [outoff]
4 beds
4 baths
12 guests
Average Price:
$477
5% More
than normal
AirDNA Score: 28
$470/night
4BR | Fireplace | Hot Tub | Fire Pit [loghev]
4 beds
3.5 baths
10 guests
Average Price:
$470
0% Cheaper
than normal
AirDNA Score: 22
$334/night
Strawberry Fields | Hot Tub, Amazing Location!
3 beds
3.5 baths
8 guests
Average Price:
$397
16% Cheaper
than normal
AirDNA Score: 21
$350/night
Paradise Found | Lake Views + Private Dock!
4 beds
3 baths
8 guests
Average Price:
$635
45% Cheaper
than normal
AirDNA Score: 21
$478/night
Trailside Tranquility | Central Location, Views!
4 beds
3 baths
10 guests
Average Price:
$527
9% Cheaper
than normal
AirDNA Score: 21
$575/night
All About the View | Lakefront, Awe-Inspiring View
4 beds
4 baths
10 guests
Average Price:
$673
15% Cheaper
than normal
AirDNA Score: 21
$614/night
American Pride | Dog Friendly, Dock Slip, Hot Tub
5 beds
3 baths
14 guests
Average Price:
$644
5% Cheaper
than normal
AirDNA Score: 21
$338/night
Hideaway | Dog Friendly, Lake Access + Hot Tub
2 beds
2 baths
8 guests
Average Price:
$408
17% Cheaper
than normal
AirDNA Score: 21
$405/night
Lakeview Cottage | Great Outdoor Space, Near Lake
3 beds
3 baths
8 guests
Average Price:
$482
16% Cheaper
than normal
AirDNA Score: 21
$429/night
Easy Like Sunday Morning | 5 Min to DCL State Park
4 beds
3.5 baths
12 guests
Average Price:
$545
21% Cheaper
than normal
AirDNA Score: 21
$414/night
Take-A-Break | Lake Views + Dock!
3 beds
4.5 baths
8 guests
Average Price:
$495
16% Cheaper
than normal
AirDNA Score: 21
$544/night
Wright Off the Lake | Pet Friendly, Great Location
5 beds
3 baths
11 guests
Average Price:
$541
1% More
than normal
AirDNA Score: 21
$552/night
It's All Good | Centrally Located, 5 Master Suites
5 beds
5.5 baths
14 guests
Average Price:
$667
17% Cheaper
than normal
AirDNA Score: 21
$462/night
Whispering Pines | Spacious Townhome, Attractions!
5 beds
4.5 baths
10 guests
Average Price:
$508
9% Cheaper
than normal
AirDNA Score: 21
$761/night
Stone Crest | Centrally Located, Fire Pit!
6 beds
5 baths
16 guests
Average Price:
$733
4% More
than normal
AirDNA Score: 21
$304/night
Arrowhead Village 15 | Near Restaurants + Market
3 beds
3 baths
8 guests
Average Price:
$426
29% Cheaper
than normal
AirDNA Score: 21
$450/night
The Quarterdeck | Pet Friendly, Mountain Views!
4 beds
4 baths
12 guests
Average Price:
$581
23% Cheaper
than normal
AirDNA Score: 21
$398/night
Bears Lair | Quiet Community Near DCL Activities!
4 beds
4 baths
8 guests
Average Price:
$589
32% Cheaper
than normal
AirDNA Score: 21
$258/night
Kare Bear Cabin | Walk to Restaurants, Remodeled
3 beds
2 baths
8 guests
Average Price:
$392
34% Cheaper
than normal
AirDNA Score: 21
$721/night
Sailor's Point | Pet Friendly, Lakefront,
4 beds
3.5 baths
10 guests
Average Price:
$618
17% More
than normal
AirDNA Score: 21
$728/night
Johnny Appleseed | Lakefront + Pool Access
5 beds
4.5 baths
14 guests
Average Price:
$713
2% More
than normal
AirDNA Score: 21
$377/night
Blue Waters | Community Indoor Pool + Dock Slip!
3 beds
2 baths
8 guests
Average Price:
$495
24% Cheaper
than normal
AirDNA Score: 21
$322/night
Knotty Pines | Dock Slip + Near State Parks
3 beds
2 baths
10 guests
Average Price:
$437
26% Cheaper
than normal
AirDNA Score: 21
$416/night
Summer Haven | Lakefront Home, Scenic Views!
4 beds
3 baths
12 guests
Average Price:
$513
19% Cheaper
than normal
AirDNA Score: 20
$1195/night
9BR | Private Dock | Hot Tub | Fire Pit [timlodg]
9 beds
7.5 baths
16 guests
Average Price:
$1776
33% Cheaper
than normal
AirDNA Score: 20
$594/night
4BR | Dogs OK | Hot Tub | Fire Pit [sparks]
4 beds
4 baths
12 guests
Average Price:
$593
0% Cheaper
than normal
AirDNA Score: 20
$529/night
4BR | A/C | Fireplace | Hot Tub | WIFI [mthigh]
4 beds
3.5 baths
12 guests
Average Price:
$552
4% Cheaper
than normal
AirDNA Score: 20
$445/night
3BR | Dogs OK | EV Charger | Fireplace [mtner]
3 beds
3.5 baths
8 guests
Average Price:
$441
1% More
than normal
AirDNA Score: 20
$763/night
8BR | Dock | Hot Tub | Pool Table [lkend]
8 beds
5.5 baths
16 guests
Average Price:
$938
19% Cheaper
than normal
AirDNA Score: 20
$433/night
5BR | All Suites | Dock | Hot Tub [bearftcv]
5 beds
5.5 baths
14 guests
Average Price:
$569
24% Cheaper
than normal
AirDNA Score: 20
$350/night
2BR | A/C | Fireplace | Hot Tub [treehaus]
2 beds
2 baths
6 guests
Average Price:
$355
1% Cheaper
than normal
AirDNA Score: 20
$1121/night
8BR | Private Dock | Hot Tub | Pool [awsom]
8 beds
6.5 baths
16 guests
Average Price:
$1644
32% Cheaper
than normal
AirDNA Score: 20
$646/night
5BR | Dogs Ok | Hot Tub | Fire Pit [aahch]
5 beds
3 baths
10 guests
Average Price:
$606
7% More
than normal