The Best Airbnb Deals in
Oak Bluffs, Massachusetts
Save money on your trip by finding the biggest discounts for top-rated Airbnb rentals in Oak Bluffs, Massachusetts. Enter your travel dates to find the best deals!
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AirDNA Score: 86
$199/night
Walk to Town, beach and amazing location 113A
2 beds
1.5 baths
4 guests
Average Price:
$596
67% Cheaper
than normal
AirDNA Score: 79
$199/night
Best location!!! Beach & Town 5min walk 113R
1 bed
1 bath
4 guests
Average Price:
$392
49% Cheaper
than normal
AirDNA Score: 79
$225/night
Sweet little post and beam
1 bed
1.5 baths
2 guests
Average Price:
$352
36% Cheaper
than normal
AirDNA Score: 79
$595/night
Victorian Luxury: 1BR+, Driveway, hot tub, patio, grill, in-town
1 bed
1 bath
4 guests
Average Price:
$543
10% More
than normal
AirDNA Score: 74
$189/night
Stunning private apartment walk to everything!111C
1 bed
1 bath
4 guests
Average Price:
$359
47% Cheaper
than normal
AirDNA Score: 71
$115/night
Sunny Studio Apartment on Martha''s Vineyard
1 bed
1 bath
2 guests
Average Price:
$439
74% Cheaper
than normal
AirDNA Score: 71
$179/night
Walk to beach and all Downtown Oak Bluffs !111F
1 bed
1 bath
4 guests
Average Price:
$350
49% Cheaper
than normal
AirDNA Score: 71
$425/night
Spectacular beach & pool combo; beautiful sunsets!
4 beds
5.5 baths
10 guests
Average Price:
$833
49% Cheaper
than normal
AirDNA Score: 69
$300/night
Beautiful 3 bedroom in Oak Bluffs, walk to beach
3 beds
2.5 baths
8 guests
Average Price:
$390
23% Cheaper
than normal
AirDNA Score: 67
$245/night
Downtown Oak Bluffs, First Floor Harbor House.
1 bed
1 bath
3 guests
Average Price:
$514
52% Cheaper
than normal
AirDNA Score: 66
$530/night
AirDNA Score: 66
$1000/night
NEW 5-bd, 4.5-bth home! Minutes from downtown OB.
5 beds
4.5 baths
12 guests
Average Price:
$1552
36% Cheaper
than normal
AirDNA Score: 66
$790/night
Historic 1800''s House In Town/Beach
2 beds
2 baths
8 guests
Average Price:
$1477
47% Cheaper
than normal
AirDNA Score: 65
$350/night
Historic East Chop Beach House
4 beds
2 baths
7 guests
Average Price:
$521
33% Cheaper
than normal
AirDNA Score: 65
$749/night
Martha''s Vineyard Oak Bluffs Contemporary House
3 beds
2 baths
6 guests
Average Price:
$761
2% Cheaper
than normal
AirDNA Score: 64
$149/night
Central location for your vacation
2 beds
1 bath
6 guests
Average Price:
$301
50% Cheaper
than normal
AirDNA Score: 64
$295/night
Downtown Oak Bluffs, 2nd floor Harbor house.
2 beds
1 bath
4 guests
Average Price:
$538
45% Cheaper
than normal
AirDNA Score: 61
$350/night
AirDNA Score: 61
$1800/night
Private Heated Pool, Wifi, AC, Grill & Firepit
5 beds
4.5 baths
16 guests
Average Price:
$4083
56% Cheaper
than normal
AirDNA Score: 59
$500/night
Oak Bluffs apartment, walk to town and beach!
2 beds
1 bath
4 guests
Average Price:
$551
9% Cheaper
than normal
AirDNA Score: 59
$800/night
An Oak Bluffs cottage in town
4 beds
2 baths
8 guests
Average Price:
$923
13% Cheaper
than normal
AirDNA Score: 58
$700/night
Newly Renovated Walk Town Oak Bluffs 4B/3b AC
4 beds
3 baths
9 guests
Average Price:
$1042
33% Cheaper
than normal
AirDNA Score: 58
$999/night
CENTRAL AIR!! WALK EVERYWHERE!
5 beds
3 baths
8 guests
Average Price:
$830
20% More
than normal
AirDNA Score: 57
$190/night
Martha''s Vineyard studio apartment
1 bed
1 bath
2 guests
Average Price:
$238
20% Cheaper
than normal
AirDNA Score: 56
$375/night
Oak Bluffs Walk to Town
2 beds
2.5 baths
8 guests
Average Price:
$720
48% Cheaper
than normal
AirDNA Score: 55
$225/night
Mermaid Cottage with hot tub
1 bed
1 bath
4 guests
Average Price:
$301
25% Cheaper
than normal
AirDNA Score: 51
$150/night
Bright 2-Bedroom Apt near walking & biking trails
2 beds
1 bath
4 guests
Average Price:
$246
39% Cheaper
than normal
AirDNA Score: 51
$485/night
FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach
2 beds
2 baths
4 guests
Average Price:
$636
24% Cheaper
than normal
AirDNA Score: 51
$1200/night
NEW Modern Waterfront Beauty! "The Harper House"
4 beds
2.5 baths
8 guests
Average Price:
$1504
20% Cheaper
than normal
AirDNA Score: 50
$1575/night
Martha''s Vineyard Dream Beach House
5 beds
4 baths
10 guests
Average Price:
$1380
14% More
than normal
AirDNA Score: 48
$500/night
A quaint Martha''s Vineyard Island Retreat
3 beds
2 baths
6 guests
Average Price:
$543
8% Cheaper
than normal
AirDNA Score: 47
$1000/night
Oak Bluff''s Victorian Near Town & Beaches
4 beds
4.5 baths
11 guests
Average Price:
$1362
27% Cheaper
than normal
AirDNA Score: 47
$750/night
Now booking for Summer 2023! New kitchen & bath!
4 beds
4 baths
9 guests
Average Price:
$1049
29% Cheaper
than normal
AirDNA Score: 46
$10000/night
The Park Estate: Your Martha''s Vineyard Getaway!
6 beds
5 baths
16 guests
Average Price:
$8043
24% More
than normal
AirDNA Score: 46
$750/night
Newly renovated, New Pool 2022! Rest, Relax, Renew
4 beds
2.5 baths
8 guests
Average Price:
$1393
46% Cheaper
than normal
AirDNA Score: 46
$475/night
Classic Vineyard Home In-Town: Best Location Ever!
4 beds
1.5 baths
8 guests
Average Price:
$533
11% Cheaper
than normal
AirDNA Score: 45
$395/night
Saltbox Cottage in Oak Bluffs
2 beds
1.5 baths
6 guests
Average Price:
$546
28% Cheaper
than normal
AirDNA Score: 45
$500/night
Martha''s Vineyard Oak Bluffs June July Only
4 beds
2 baths
7 guests
Average Price:
$589
15% Cheaper
than normal
AirDNA Score: 43
$395/night
Vineyard Social
5 beds
4.5 baths
14 guests
Average Price:
$722
45% Cheaper
than normal
AirDNA Score: 43
$349/night
AirDNA Score: 41
$212/night
Martha''s Vineyard house near Lagoon Pond Beach
2 beds
2 baths
4 guests
Average Price:
$443
52% Cheaper
than normal
AirDNA Score: 40
$500/night
Beautiful home in private setting: Sat to Sat only
3 beds
2.5 baths
6 guests
Average Price:
$465
8% More
than normal
AirDNA Score: 40
$425/night
Cozy, Clean, Bikes, Kayaks, Lagoon
3 beds
1 bath
7 guests
Average Price:
$452
6% Cheaper
than normal
AirDNA Score: 39
$880/night
AirDNA Score: 39
$240/night
Cozy Vacation Getaway On Bike Path
3 beds
1 bath
6 guests
Average Price:
$379
37% Cheaper
than normal
AirDNA Score: 38
$300/night
One Bed Apartment 0.8 miles to Farm Neck Golf!!
1 bed
1 bath
4 guests
Average Price:
$445
33% Cheaper
than normal
AirDNA Score: 38
$350/night
The Beach Hive
3 beds
2.5 baths
8 guests
Average Price:
$520
33% Cheaper
than normal
AirDNA Score: 37
$200/night
AirDNA Score: 37
$513/night
Spectacular Martha''s Vineyard Island Home!
3 beds
2.5 baths
10 guests
Average Price:
$612
16% Cheaper
than normal
AirDNA Score: 32
$263/night
Cute condo with WiFi, pool & tennis - close to golf & the beach
2 beds
1 bath
6 guests
Average Price:
$297
11% Cheaper
than normal
AirDNA Score: 29
$325/night
Charming 2 BR Cottage on Brush Pond
2 beds
1 bath
5 guests
Average Price:
$462
30% Cheaper
than normal
AirDNA Score: 29
$277/night
Comfortable, dog-friendly condo with pool & tennis - perfect location
2 beds
1 bath
4 guests
Average Price:
$306
9% Cheaper
than normal
AirDNA Score: 28
$450/night
Family home just 0.8 miles to Farm Neck Golf Club!
3 beds
2 baths
6 guests
Average Price:
$511
12% Cheaper
than normal
AirDNA Score: 27
$200/night
Sweet Second Floor Apartment on Circuit Ave!
1 bed
1 bath
3 guests
Average Price:
$533
62% Cheaper
than normal
AirDNA Score: 22
$714/night
Great Rental on Martha''s Vineyard - Weekly
4 beds
2 baths
8 guests
Average Price:
$558
28% More
than normal
AirDNA Score: 22
$1000/night
Harthaven house 2 acres, 3 br 2 ba plus xtra space
3 beds
2 baths
7 guests
Average Price:
$1011
1% Cheaper
than normal
AirDNA Score: 21
$556/night
Classic, private estate with a large lot, a stone patio & a fireplace!
4 beds
4 baths
8 guests
Average Price:
$1045
47% Cheaper
than normal
AirDNA Score: 18
$1050/night
Warm, cozy, storybook Cottage near shops & dining
2 beds
1 bath
3 guests
Average Price:
$1108
5% Cheaper
than normal
AirDNA Score: 16
$450/night
Martha’s Vineyard Peaceful Get Away
2 beds
1.5 baths
4 guests
Average Price:
$504
11% Cheaper
than normal
AirDNA Score: 15
$320/night
Oak Bluffs Contemporary Summer Home
3 beds
2 baths
6 guests
Average Price:
$299
7% More
than normal
AirDNA Score: 15
$250/night
Charming four bedroom house in historical district
4 beds
2.5 baths
8 guests
Average Price:
$516
52% Cheaper
than normal
AirDNA Score: 14
$800/night
Sweet Summer House
4 beds
3 baths
8 guests
Average Price:
$1495
46% Cheaper
than normal
AirDNA Score: 14
$1500/night
Waterfront Beach Vacation
3 beds
2.5 baths
9 guests
Average Price:
$1637
8% Cheaper
than normal