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
$574/night

Walk to Town, beach and amazing location 113A

2 beds
1.5 baths
4 guests
Average Price:  
$512
12% More
than normal
AirDNA Score: 85
$350/night

Quiet Hide Away

1 bed
1 bath
2 guests
Average Price:  
$349
0% Cheaper
than normal
AirDNA Score: 84
$1058/night

The Oak Bluffs House - Walk to Beach & Town

2 beds
2.5 baths
6 guests
Average Price:  
$1050
1% More
than normal
AirDNA Score: 74
$587/night

Beautiful private apartment walk to everything!

1 bed
1 bath
4 guests
Average Price:  
$462
27% More
than normal
AirDNA Score: 66
$499/night

Arrowsmith Cottage-Oak Bluffs near Eastville Beach

2 beds
1 bath
4 guests
Average Price:  
$429
16% More
than normal
AirDNA Score: 66
$1495/night

Historic 1800''s House In Town/Beach

3 beds
2 baths
8 guests
Average Price:  
$1402
7% More
than normal
AirDNA Score: 65
$753/night

Historic East Chop Beach House

4 beds
2 baths
7 guests
Average Price:  
$619
22% More
than normal
AirDNA Score: 64
$404/night

Cottage suite between the harbors: no minimum stay

2 beds
1 bath
5 guests
Average Price:  
$486
17% Cheaper
than normal
AirDNA Score: 64
$444/night

WATERFRONT PENTHOUSE OAK BLUFFS

studio
1 bath
2 guests
Average Price:  
$440
1% More
than normal
AirDNA Score: 61
$4000/night

Private Heated Pool, Wifi, AC, Grill & Firepit

5 beds
4.5 baths
10 guests
Average Price:  
$3429
17% More
than normal
AirDNA Score: 61
$412/night

Sea View Waterfront Beachfront Apartment

1 bed
1 bath
3 guests
Average Price:  
$436
6% Cheaper
than normal
AirDNA Score: 58
$1057/night

Newly Renovated Walk Town Oak Bluffs 4B/3b AC

4 beds
3 baths
9 guests
Average Price:  
$1099
4% Cheaper
than normal
AirDNA Score: 58
$625/night

Beautiful Home in Great Location

3 beds
2 baths
6 guests
Average Price:  
$709
12% Cheaper
than normal
AirDNA Score: 57
$295/night

Martha's Vineyard studio apartment

1 bed
1 bath
2 guests
Average Price:  
$274
8% More
than normal
AirDNA Score: 54
$711/night

Oak Bluffs near beaches & town, A/C,Jacuzzi,kayaks

4 beds
2.5 baths
10 guests
Average Price:  
$480
48% More
than normal
AirDNA Score: 52
$979/night

Oceanview Martha''s Vineyard

4 beds
4.5 baths
9 guests
Average Price:  
$1010
3% Cheaper
than normal
AirDNA Score: 52
$950/night

In Town Oak Bluffs Cottage - Walk to Everything!

5 beds
1.5 baths
10 guests
Average Price:  
$1091
13% Cheaper
than normal
AirDNA Score: 51
$622/night

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

2 beds
2 baths
4 guests
Average Price:  
$728
15% Cheaper
than normal
AirDNA Score: 50
$259/night

Sweet Summer Cottage

1 bed
1 bath
2 guests
Average Price:  
$279
7% Cheaper
than normal
AirDNA Score: 46
$1499/night

Newly renovated! Heated Pool! Firepit! Relax,Renew

4 beds
2.5 baths
9 guests
Average Price:  
$1547
3% Cheaper
than normal
AirDNA Score: 46
$406/night

Classic Oak Bluffs Home In-Town: Price reduced!

4 beds
1.5 baths
8 guests
Average Price:  
$589
31% Cheaper
than normal
AirDNA Score: 45
$395/night

Saltbox Cottage in Oak Bluffs

2 beds
1.5 baths
6 guests
Average Price:  
$505
22% Cheaper
than normal
AirDNA Score: 39
$950/night

Martha's Vineyard Waterfront- large home & yard

3 beds
2 baths
9 guests
Average Price:  
$982
3% Cheaper
than normal
AirDNA Score: 38
$497/night

Bright Modern Stylish House w/3 full bths!

4 beds
3 baths
7 guests
Average Price:  
$407
22% More
than normal
AirDNA Score: 30
$316/night

Welcoming Studio Island Inn | Patio | Pool

studio
1 bath
4 guests
Average Price:  
$255
24% More
than normal
AirDNA Score: 29
$475/night

Charming 2+ BR Cottage on Brush Pond-

3 beds
1 bath
6 guests
Average Price:  
$525
10% Cheaper
than normal
AirDNA Score: 29
$588/night

Comfortable 2BR Island Inn | Pool | Deck

2 beds
2 baths
6 guests
Average Price:  
$400
47% More
than normal
AirDNA Score: 28
$450/night

Beach home just 0.8 miles to Farm Neck Golf Club!

3 beds
2 baths
6 guests
Average Price:  
$517
13% Cheaper
than normal
AirDNA Score: 25
$686/night

Charming 3BR | Deck | W/D | Near Pond/Boat Launch

3 beds
1.5 baths
7 guests
Average Price:  
$488
41% More
than normal
AirDNA Score: 25
$562/night

Lovely 2BR Island Inn | Pool | Deck | Firepit

2 beds
2 baths
6 guests
Average Price:  
$420
34% More
than normal
AirDNA Score: 24
$356/night

Walk to Beach 2BR | Deck | Washer/Dryer

2 beds
2 baths
4 guests
Average Price:  
$394
10% Cheaper
than normal
AirDNA Score: 23
$300/night

LovelyHmePrivate-2 bdrms 1.5 bths/kit/liv/din/Prkg

2 beds
1.5 baths
4 guests
Average Price:  
$364
18% Cheaper
than normal
AirDNA Score: 23
$465/night

Luxe 2BR Island Inn | Pool | Deck | Firepit

2 beds
2 baths
4 guests
Average Price:  
$391
19% More
than normal
AirDNA Score: 23
$495/night

Cozy 3BR | Furnished Deck | Central Location

3 beds
2 baths
6 guests
Average Price:  
$299
66% More
than normal
AirDNA Score: 22
$714/night

Great Rental on Martha''s Vineyard - Weekly

4 beds
2 baths
8 guests
Average Price:  
$731
2% Cheaper
than normal
AirDNA Score: 18
$1145/night

Classic MVY Cottage, private, in prime location

2 beds
1 bath
3 guests
Average Price:  
$1301
12% Cheaper
than normal
AirDNA Score: 16
$450/night

Martha’s Vineyard Peaceful Get Away

2 beds
1.5 baths
4 guests
Average Price:  
$503
11% Cheaper
than normal
AirDNA Score: 15
$350/night

Oak Bluffs Contemporary Summer Home

3 beds
2 baths
6 guests
Average Price:  
$338
4% More
than normal
AirDNA Score: 15
$250/night

Charming four bedroom house in historical district

4 beds
2.5 baths
4 guests
Average Price:  
$533
53% Cheaper
than normal
AirDNA Score: 15
$200/night

Garden floor with bath and multiple beds

1 bed
1 bath
4 guests
Average Price:  
$504
60% Cheaper
than normal
AirDNA Score: 15
$1000/night

Privacy and serenity. An ideal vacation spot

3 beds
2 baths
7 guests
Average Price:  
$1000
0% Cheaper
than normal
AirDNA Score: 14
$1300/night

Summer Vacation

4 beds
3 baths
8 guests
Average Price:  
$1078
21% More
than normal
AirDNA Score: 14
$1860/night

Waterfront Beach Vacation

3 beds
2.5 baths
9 guests
Average Price:  
$2031
8% Cheaper
than normal
AirDNA Score: 12
$630/night

Home Away From Home in Martha's Vineyard

3 beds
3 baths
8 guests
Average Price:  
$390
62% More
than normal