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Oak Bluffs Vacation Rentals

Find 2,154 available home rentals from 9 partners
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Top 15 Recommended vacation rentals in Oak Bluffs

Find your perfect vacation rental in Oak Bluffs from just $153 per night!

House Oak Bluffs
House ∙ 7 guests ∙ 3 bedrooms

195 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
from $607
per night
Outstanding(16 ratings)
from $607
per night
View deal
House Oak Bluffs
House ∙ 8 guests ∙ 4 bedrooms

167 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
from $527
per night
Outstanding(91 ratings)
from $527
per night
View deal
House Oak Bluffs
House ∙ 11 guests ∙ 6 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts, United States
from $1,015
per night
Outstanding(67 ratings)
from $1,015
per night
View deal
House Oak Bluffs
House ∙ 9 guests ∙ 4 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts, United States
from $1,010
per night
Outstanding(16 ratings)
from $1,010
per night
View deal
House Oak Bluffs
House ∙ 7 guests ∙ 4 bedrooms

186 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
from $1,177
per night
Outstanding(39 ratings)
from $1,177
per night
View deal
House Oak Bluffs
House ∙ 9 guests ∙ 3 bedrooms

242 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
from $458
per night
Outstanding(33 ratings)
from $458
per night
View deal
House Oak Bluffs
House ∙ 6 guests ∙ 4 bedrooms

167 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
from $356
per night
Outstanding(39 ratings)
from $356
per night
View deal
House Oak Bluffs
House ∙ 8 guests ∙ 3 bedrooms

167 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
from $485
per night
Outstanding(29 ratings)
from $485
per night
View deal
Cabin Oak Bluffs
Cabin ∙ 6 guests ∙ 3 bedrooms

Cabin

Oak Bluffs, Dukes County, Massachusetts, United States
from $562
per night
Outstanding(90 ratings)
from $562
per night
View deal
House Oak Bluffs
House ∙ 15 guests ∙ 5 bedrooms

390 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
from $1,513
per night
Outstanding(41 ratings)
from $1,513
per night
View deal
House Oak Bluffs
House ∙ 15 guests ∙ 6 bedrooms

232 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
from $759
per night
Outstanding(31 ratings)
from $759
per night
View deal
House Oak Bluffs
House ∙ 10 guests ∙ 4 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts, United States
from $587
per night
Outstanding(12 ratings)
from $587
per night
View deal
House Oak Bluffs
House ∙ 6 guests ∙ 3 bedrooms

158 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
from $521
per night
Excellent(44 ratings)
from $521
per night
View deal
House Oak Bluffs
House ∙ 12 guests ∙ 5 bedrooms

House

Oak Bluffs, Dukes County, Massachusetts, United States
from $846
per night
Outstanding(30 ratings)
from $846
per night
View deal
House Oak Bluffs
House ∙ 9 guests ∙ 4 bedrooms

149 m² House

Oak Bluffs, Dukes County, Massachusetts, United States
from $1,557
per night
Outstanding(24 ratings)
from $1,557
per night
View deal

Vacation rentals and apartments with air conditioning

House  Oak Bluffs
from $1,030 per night
House ∙ 8 guests ∙ 3 bedrooms

185 m² House

5.0
Outstanding(33 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Air conditioning
View deal
House  Oak Bluffs
from $1,244 per night
House ∙ 9 guests ∙ 4 bedrooms

204 m² House

4.9
Outstanding(30 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Air conditioning
View deal
House  Oak Bluffs
from $889 per night
House ∙ 13 guests ∙ 6 bedrooms

167 m² House

5.0
Outstanding(16 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Air conditioning
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Best vacation rentals with a balcony

House  Oak Bluffs
from $664 per night
6 guests ∙ 3 bedrooms

House

4.4
Very good(46 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Balcony
View deal
House  Oak Bluffs
from $524 per night
House ∙ 10 guests ∙ 6 bedrooms

316 m² House

4.9
Outstanding(49 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Balcony
View deal
House  Oak Bluffs
from $1,175 per night
House ∙ 12 guests ∙ 5 bedrooms

297 m² House

4.8
Outstanding(45 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Balcony
View deal
See all offers

Vacation rentals with a fireplace

House  Oak Bluffs
from $731 per night
House ∙ 6 guests ∙ 3 bedrooms

227 m² House

4.4
Very good(67 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Fireplace
View deal
House  Oak Bluffs
from $1,291 per night
House ∙ 10 guests ∙ 5 bedrooms

260 m² House

5.0
Outstanding(46 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Fireplace
View deal
House  Oak Bluffs
from $915 per night
House ∙ 6 guests ∙ 4 bedrooms

260 m² House

5.0
Outstanding(29 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Fireplace
View deal
See all offers

Budget-friendly Rentals in Oak Bluffs

Find Fantastic yet Inexpensive Rentals

House Oak Bluffs
from $739 per night
House ∙ 10 guests ∙ 4 bedrooms

279 m² House

4.9
Outstanding(44 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
House Oak Bluffs
from $642 per night
House ∙ 8 guests ∙ 4 bedrooms

93 m² House

4.6
Excellent(46 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
House Oak Bluffs
from $1,354 per night
10 guests ∙ 5 bedrooms

House

5.0
Outstanding(49 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal

Top-Rated Offers and Accommodations in Oak Bluffs

Book Vacation Rentals with the Highest User Rating

House Oak Bluffs
from $1,115 per night
House ∙ 13 guests ∙ 6 bedrooms

511 m² House

4.9
Outstanding(51 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
House Oak Bluffs
from $618 per night
House ∙ 12 guests ∙ 4 bedrooms

242 m² House

4.8
Outstanding(41 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
House Oak Bluffs
from $1,704 per night
House ∙ 9 guests ∙ 4 bedrooms

223 m² House

5.0
Outstanding(31 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal

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Popular Rental Amenities in Oak Bluffs

  • Air conditioning (1,762)
  • Pool (356)
  • WiFi (1,913)
  • Kitchen (1,588)
  • Pet-friendly (390)
  • TV (1,827)
  • Washing machine (1,359)
  • Parking (72)
  • Balcony/patio (723)
  • Grill (1,061)
  • Dishwasher (860)
  • Microwave (1,458)

Filters are available to help you personalize your search to find the ideal vacation home in Oak Bluffs. HomeToGo's data shows that "Air conditioning" and "Pool" turn out to be the most commonly provided amenities in Oak Bluffs. Not as many vacation homes in Oak Bluffs are available if you need a crib for your baby or if you want a rental providing a crib as "Crib" and "Wheelchair accessible" are not very common amenities in Oak Bluffs.

Information about vacation rentals in Oak Bluffs

🏡 Vacation rentals available 2,154 rentals
🌙 Nightly prices starting at $153
⭐ Popular amenities Air conditioning, Pool and Internet
🐾 Pet friendly homes 400 homes
🏊 Vacation rentals with pools 362 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Oak Bluffs?

We found 2,154 vacation homes in Oak Bluffs available for your next trip.

What are the most popular vacation home amenities in Oak Bluffs?

Many travellers are searching for Air conditioning, Pool, and Internet when booking a vacation home in Oak Bluffs.

Are there pet-friendly vacation rentals in Oak Bluffs?

Finding a vacation rental in Oak Bluffs that allows dogs is definitely possible, with 400 pet-friendly homes on offfer.

What's the best month to visit Oak Bluffs?

The warmest time of year in Oak Bluffs is July and August, with the nightly price of a vacation home starting at $153.

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