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Airbnbs in Oak Bluffs

Oak Bluffs
Anytime
Guests

Choose from a fantastic selection of airbnbs

Price per night
Up to $100
$100 - $199
From $200
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+
Bedrooms
Any
1 bedroom
2+ bedrooms
Show all 1,658 properties

Popular amenities for Airbnbs in Oak Bluffs

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Airbnbs with air conditioning

Airbnbs with air conditioning

Pet-Friendly Airbnbs

Pet-Friendly Airbnbs

Airbnbs with internet

Airbnbs with internet

Airbnbs with TV

Airbnbs with TV

Top-rated airbnbs in Oak Bluffs

Browse our top rated airbnbs offers

House Oak Bluffs
Feb 8 - Feb 15
-58%
$415
$175 per night
Airbnb ∙ 6 guests ∙ 4 bedrooms

House in Vineyard Haven with Patio, Grill & Yard

4.8
Outstanding (40 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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House Oak Bluffs
Nov 23 - Nov 30
$200 per night
Airbnb ∙ 6 guests ∙ 4 bedrooms

Nice Vacation Home in Vineyard Haven with Patio, Grill & Yard

5.0
Outstanding (37 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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House Oak Bluffs
Feb 8 - Feb 15
$1,500 per night
Airbnb ∙ 15 guests ∙ 5 bedrooms

Entire House in Edgartown with Yard, Grill & Patio

5.0
Outstanding (35 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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Best Deals and Discounts on Airbnbs

Save up to 71%

House Oak Bluffs
Mar 2 - Mar 9
-47%
$655
$350 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Oak Bluffs with Patio & Grill

Oak Bluffs, Dukes County, Massachusetts, United States
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House Oak Bluffs
Jun 15 - Jun 22
-40%
$829
$500 per night
Airbnb ∙ 9 guests ∙ 5 bedrooms

Vacation Home in Vineyard Haven with Yard, Patio & Grill

4.8
Outstanding (37 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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House Oak Bluffs
Feb 8 - Feb 15
-71%
$858
$250 per night
Airbnb ∙ 10 guests ∙ 6 bedrooms

House in Vineyard Haven with Grill, Patio & Yard

4.9
Outstanding (43 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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Airbnbs in Oak Bluffs: Top Accommodations

House Oak Bluffs
Feb 24 - Mar 2
-24%
$450
$343 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Oak Bluffs with Yard & Grill

4.6
Excellent (43 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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House Oak Bluffs
Aug 24 - Aug 31
$400 per night
Airbnb ∙ 7 guests ∙ 3 bedrooms

Charming House in Vineyard Haven with Patio & Grill

4.9
Outstanding (12 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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House Oak Bluffs
Feb 8 - Feb 15
$383 per night
Airbnb ∙ 10 guests ∙ 5 bedrooms

Vacation Home in West Tisbury with Patio, Yard & Grill

5.0
Outstanding (92 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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Cottage Oak Bluffs
Feb 24 - Mar 2
$592 per night
Airbnb ∙ 8 guests ∙ 5 bedrooms

Cottage in Oak Bluffs with Private Parking

5.0
Outstanding (32 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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Cottage Oak Bluffs
Apr 27 - May 4
-29%
$350
$250 per night
Airbnb ∙ 4 guests ∙ 2 bedrooms

Classic Cottage in Edgartown with Grill, Patio & Yard

4.9
Outstanding (25 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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House Oak Bluffs
Apr 27 - May 4
-18%
$236
$193 per night
Airbnb ∙ 5 guests ∙ 2 bedrooms

House in Oak Bluffs with Yard, Grill & Patio

4.8
Outstanding (42 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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House Oak Bluffs
Apr 6 - Apr 13
$720 per night
Airbnb ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Oak Bluffs with Patio, Yard & Grill + Ocean Views

4.8
Outstanding (41 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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Cottage Oak Bluffs
Nov 9 - Nov 16
$170 per night
Airbnb ∙ 4 guests ∙ 1 bedroom

Cottage in Oak Bluffs with Patio, Yard & Grill

4.9
Outstanding (156 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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Condo Oak Bluffs
Feb 24 - Mar 2
$379 per night
Airbnb ∙ 4 guests ∙ 2 bedrooms

Charming Condo in Oak Bluffs + Beach Views + Next to Beach

5.0
Outstanding (29 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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Budget-friendly airbnbs in Oak Bluffs

Our top value vacation rentals for airbnbs

House Oak Bluffs
Feb 8 - Feb 15
-58%
$532
$223 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

Rental Vacation Home in Vineyard Haven with Yard & Grill

5.0
Outstanding (2 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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House Oak Bluffs
Apr 6 - Apr 13
$720 per night
Airbnb ∙ 12 guests ∙ 5 bedrooms

Vacation Home in Oak Bluffs with Patio, Yard & Grill + Ocean Views

4.8
Outstanding (41 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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Cottage Oak Bluffs
Nov 9 - Nov 16
$170 per night
Airbnb ∙ 4 guests ∙ 1 bedroom

Cottage in Oak Bluffs with Patio, Yard & Grill

4.9
Outstanding (156 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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Airbnbs with kitchens

House  Oak Bluffs
Feb 8 - Feb 15
$357 per night
Airbnb ∙ 6 guests ∙ 3 bedrooms

House in Oak Bluffs with Grill, Yard & Patio

3.8
Good (29 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Kitchen
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House  Oak Bluffs
Mar 23 - Mar 30
$405 per night
Airbnb ∙ 10 guests ∙ 4 bedrooms

House in Oak Bluffs with Patio & Yard

5.0
Outstanding (14 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Kitchen
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Apartment  Oak Bluffs
Feb 24 - Mar 2
-83%
$695
$118 per night
Airbnb ∙ 4 guests ∙ 1 bedroom

Rental Apartment in Oak Bluffs with Patio & Grill

4.9
Outstanding (39 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Kitchen
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Stay connected: Airbnbs with internet

Apartment  Oak Bluffs
Apr 20 - Apr 27
$203 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Rental Apartment in Oak Bluffs with Private Parking

4.7
Excellent (48 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Internet
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House  Oak Bluffs
Apr 6 - Apr 13
$810 per night
Airbnb ∙ 8 guests ∙ 4 bedrooms

Beautiful House in Oak Bluffs with Wood-Burning Fireplace + Water Views + Beach Nearby

4.7
Excellent (39 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Internet
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House  Oak Bluffs
Aug 24 - Aug 31
$900 per night
Airbnb ∙ 10 guests ∙ 5 bedrooms

House in Vineyard Haven with Patio, Yard & Grill

5.0
Outstanding (20 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Internet
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Stay Cool: Airbnbs with Air Conditioning

House  Oak Bluffs
Nov 23 - Nov 30
-36%
$385
$245 per night
Airbnb ∙ 8 guests ∙ 2 bedrooms

Vacation Home in Oak Bluffs with Grill & Patio

4.9
Outstanding (78 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Air conditioning
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House  Oak Bluffs
Apr 27 - May 4
-51%
$1,572
$772 per night
Airbnb ∙ 10 guests ∙ 5 bedrooms

House in Oak Bluffs with Patio, Grill & Yard + Great View

5.0
Outstanding (16 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Air conditioning
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Cottage  Oak Bluffs
Apr 27 - May 4
$523 per night
Airbnb ∙ 6 guests ∙ 2 bedrooms

Comfortable Cottage in Oak Bluffs with Yard & Grill

4.4
Very good (67 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Air conditioning
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Airbnbs with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

House Oak Bluffs
Jul 6 - Jul 13
$812 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Edgartown with Yard & Jacuzzi

5.0
Outstanding (2 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Free cancellation
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House Oak Bluffs
Jul 19 - Jul 26
$636 per night
Airbnb ∙ 8 guests ∙ 3 bedrooms

House in Edgartown with Jacuzzi, Grill & Patio

5.0
Outstanding (27 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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House Oak Bluffs
Jun 8 - Jun 15
$1,825 per night
Airbnb ∙ 10 guests ∙ 5 bedrooms

Nice Vacation Home in Edgartown with Gunite Pool

5.0
Outstanding (4 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
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Airbnbs in Oak Bluffs for Any Type of Traveler

Traveling with a group of eight or more people in Oak Bluffs?

January is the most affordable month to stay in Oak Bluffs with a large group, when nightly prices for Airbnbs will range from $455 to $1,185 per night. Book unique Airbnbs for big groups in Oak Bluffs, complete with private pool, large kitchen, and plenty of space to relax. HomeToGo features many Airbnbs in Oak Bluffs with 8+ bedrooms and eight or more bathrooms. Start searching our top Airbnbs for large groups and plan the perfect getaway!

Want to plan a large family getaway in Oak Bluffs?

You will find lots of Airbnbs in Oak Bluffs have family-friendly amenities, including private pools, game rooms, hot tubs, and many others. Oak Bluffs has tons of fun family-friendly activities to do, including swimming, hiking, biking, and many other outdoor activities. Take a look at HomeToGo's selection of large Airbnbs in Oak Bluffs, perfect for a big family with five or more beds and lots of bathrooms. Start browsing for family-friendly Airbnbs now! Many Airbnbs in Oak Bluffs will cost around $666 per day for a family of 6 people but there are many affordable options in Oak Bluffs to choose from.

Booking a private trip in Oak Bluffs with your loved one?

The cheapest time to book is January with prices starting at $118 per night. You can find tons of exciting things to try with your partner on your private trip, including hiking, swimming, biking, and many other outdoor activities. Book luxurious Airbnbs in Oak Bluffs for a couples getaway, equipped with hot tub, sauna, and a amazing view of Oak Bluffs's stunning scenery. Browse HomeToGo's best offers for romantic retreats in Oak Bluffs today!
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Information about Airbnbs in Oak Bluffs

📏 Average home size 209 m²
😎 Least busy month September
🛏️ Popular home types House rental and Cabin
🌡️ Hottest months July and August
❄️ Coldest months February and January
🌧️ Rainiest months January and December

Frequently Asked Questions

What kinds of vacation rentals are available for Airbnbs in Oak Bluffs?

We would advice checking out our selection of House rental and Cabin for Airbnbs in Oak Bluffs.

Airbnbs in Oak Bluffs: What is the cost of a stay?

The average rate for a vacation home in Oak Bluffs is usually between $455 and $1,185 per night.

Can I find a vacation home for a group for Airbnbs in Oak Bluffs?

House rental in Oak Bluffs usually fits 8 people.

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