Oak Bluffs Vacation Rentals - HomeToGo base64Hash Oak Bluffs Vacation Rentals - HomeToGo

Oak Bluffs Vacation Rentals

Find 1,536 available offers from 8 partners
Oak Bluffs
Anytime
Guests
Oak Bluffs
Anytime
Guests

Popular Filters to find the Perfect Rental in Oak Bluffs

2 Adults
1 Bedroom
4 Adults
Pets allowed
Pool
House
Internet

Vacation rentals and apartments with air conditioning

Keep cool during your trip to Oak Bluffs and book a vacation rental with air conditioning.

Apartment  Oak Bluffs
Sept 14 - Sept 21
-40%
$735
$438 per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment in Oak Bluffs with Outdoor Pool

4.1
Very good
Oak Bluffs, Dukes County, Massachusetts, United States
Free cancellation
Air conditioning
View deal
View deal
Bed and breakfast  Oak Bluffs
Sept 14 - Sept 21
-30%
$668
$468 per night
Bed and breakfast ∙ 2 guests ∙ 1 bedroom

Bed And Breakfast in Oak Bluffs

Oak Bluffs, Dukes County, Massachusetts, United States
Free cancellation
Air conditioning
View deal
View deal
Apartment  Oak Bluffs
Jun 29 - Jul 6
$436 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Rental Apartment in Oak Bluffs with Free Parking

4.2
Very good (10 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Air conditioning
View deal
View deal
See all offers

Vacation rentals with Wi-Fi

Stay connected while traveling and book a Oak Bluffs accommodation with high-speed internet.

House  Oak Bluffs
Oct 1 - Oct 8
-26%
$649
$483 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Oak Bluffs with Yard

Oak Bluffs, Dukes County, Massachusetts, United States
Free cancellation
Internet
View deal
View deal
House  Oak Bluffs
Jun 29 - Jul 6
$804 per night
House ∙ 5 guests ∙ 2 bedrooms

Wonderful House in Oak Bluffs with Grill & Patio

5.0
Outstanding (2 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Internet
View deal
View deal
House  Oak Bluffs
Jun 29 - Jul 6
$759 per night
House ∙ 8 guests ∙ 3 bedrooms

Whole Vacation Home in Vineyard Haven with Yard, Patio & Grill + Water Views

4.6
Excellent (10 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Internet
View deal
View deal
See all offers

Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Oak Bluffs rental with full kitchen.

House  Oak Bluffs
Jun 29 - Jul 6
$951 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in Vineyard Haven with Grill

Oak Bluffs, Dukes County, Massachusetts, United States
Kitchen
View deal
View deal
House  Oak Bluffs
Jun 29 - Jul 6
$422 per night
House ∙ 2 guests ∙ 1 bedroom

Lovely House in Vineyard Haven with Yard & Patio

4.7
Excellent (28 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Kitchen
View deal
View deal
House  Oak Bluffs
Jun 29 - Jul 6
$2,445 per night
House ∙ 5 guests ∙ 4 bedrooms

Wonderful Vacation Home in Edgartown with Grill & Yard

Oak Bluffs, Dukes County, Massachusetts, United States
Kitchen
View deal
View deal
See all offers

Best Vacation Home Deals in Oak Bluffs

Save up to 23%

Condo Oak Bluffs
Aug 5 - Aug 12
-23%
$1,171
$902 per night
Condo ∙ 6 guests ∙ 1 bedroom

Condo in Falmouth with Patio

5.0
Outstanding (6 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal

Search and compare the 1,536 vacation rentals listed in Oak Bluffs and discover a welcoming spot for your getaway. By comparing these vacation homes, HomeToGo highlights the lowest prices and the most popular properties in Oak Bluffs.

Recommended Vacation Rentals in Oak Bluffs

Find your perfect vacation rental in Oak Bluffs: from $24 per night

House Oak Bluffs
Jun 29 - Jul 6
$1,577 per night
House ∙ 12 guests ∙ 3 bedrooms

Vacation Home in Edgartown with Yard, Pool & Patio + Peaceful View

4.6
Excellent (18 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
House Oak Bluffs
Jun 29 - Jul 6
$759 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Vineyard Haven with Patio & Grill

5.0
Outstanding (4 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
House Oak Bluffs
Jun 29 - Jul 6
$2,451 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Oak Bluffs with Patio & Grill + Water View

5.0
Outstanding (27 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
House Oak Bluffs
Jun 29 - Jul 6
$1,072 per night
House ∙ 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
View deal
View deal
House Oak Bluffs
Jun 29 - Jul 6
$1,588 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Oak Bluffs with Patio & Grill

Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
House Oak Bluffs
Jun 29 - Jul 6
$786 per night
House ∙ 5 guests ∙ 2 bedrooms

House in Oak Bluffs with Patio, Yard & Grill

4.9
Outstanding (27 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
Condo Oak Bluffs
Aug 5 - Aug 12
$902 per night
Condo ∙ 6 guests ∙ 1 bedroom

Condo in Falmouth with Patio

5.0
Outstanding (6 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
House Oak Bluffs
Jun 29 - Jul 6
$945 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Edgartown with Grill, Yard & Patio

4.8
Outstanding (27 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
House Oak Bluffs
Aug 3 - Aug 10
$1,325 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Teaticket with Grill & Yard + Water Views

4.7
Excellent (28 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
See all offers

Budget-friendly Rentals in Oak Bluffs

Find Fantastic yet Inexpensive Rentals

House Oak Bluffs
Aug 3 - Aug 10
$1,570 per night
House ∙ 8 guests ∙ 5 bedrooms

House in Falmouth with Patio & Grill

5.0
Outstanding (47 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
House Oak Bluffs
$413 per night
House ∙ 7 guests ∙ 4 bedrooms

Beautiful Vacation Home in Oak Bluffs with Patio & Yard

3.9
Good (9 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
House Oak Bluffs
$487 per night
House ∙ 6 guests ∙ 3 bedrooms

Beautiful House in Oak Bluffs with Free Parking

4.3
Very good (39 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal

Top-Rated Offers and Accommodations in Oak Bluffs

Book Vacation Rentals with the Highest User Rating

Cottage Oak Bluffs
$790 per night
Cottage ∙ 7 guests ∙ 4 bedrooms

Cottage in Oak Bluffs with Grill, Patio & Yard + Sunset View

4.7
Excellent (6 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
Resort Oak Bluffs
Aug 9 - Aug 16
$541 per night
Resort ∙ 4 guests ∙ 1 bedroom

Resort in Falmouth with Patio, Sauna & Pool

4.5
Excellent (4 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal
House Oak Bluffs
$15 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Vineyard Haven with Grill, Yard & Patio

5.0
Outstanding (39 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
View deal
View deal

Popular Rental Amenities in Oak Bluffs

  • Air conditioning (1,406)
  • Pool (299)
  • WiFi (1,525)
  • Kitchen (1,164)
  • Pet-friendly (219)
  • TV (1,405)
  • Washing machine (1,000)
  • Parking (39)
  • Balcony/patio (807)
  • Grill (926)
  • Dishwasher (847)
  • Microwave (1,082)

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 need a crib for your baby as "Crib" and "Wheelchair accessible" are not very common amenities in Oak Bluffs.

The Weather in Oak Bluffs

max.
Min.

-3°
16 days 16
max.
Min.

-4°
15 days 15
max.
Min.

-2°
15 days 15
max.
Min.
13°
12 days 12
max.
Min.
19°
13 days 13
max.
Min.
23°
13°
11 days 11
max.
Min.
27°
18°
11 days 11
max.
Min.
26°
16°
9 days 9
max.
Min.
24°
12°
9 days 9
max.
Min.
18°
13 days 13
max.
Min.
12°
10 days 10
max.
Min.

16 days 16
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Above are the weather conditions for Oak Bluffs. In the next 6 months, July will have higher average temperatures. However, temperatures can go lower than -4° in Oak Bluffs in February. August is the driest month.

7-Day Weather Forecast in Oak Bluffs

Wed., 19 Jun.
24°
21°

0%

5 h

21 km/h

Thu., 20 Jun.
22°
21°

20%

2 h

19 km/h

Fri., 21 Jun.
23°
20°

15%

2 h

14 km/h

Sat., 22 Jun.
21°
20°

10%

3 h

15 km/h

Sun., 23 Jun.
23°
22°

5%

2 h

31 km/h

Mon., 24 Jun.
23°
23°

15%

1 h

24 km/h

Tue., 25 Jun.
25°
23°

0%

5 h

14 km/h

Information about vacation rentals in Oak Bluffs

🏡 Vacation rentals available 1,536 rentals
💳 Possible discounts up to 12%
🌙 Nightly prices starting at $24
⭐ Popular amenities Air conditioning, Pool and Internet
🐾 Pet friendly homes 219 homes
🏊 Vacation rentals with pools 295 homes

Frequently Asked Questions

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

We found 1,536 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 219 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 $24.

Top cities to visit

Show more

Vacation Destinations Near Oak Bluffs

Top Vacation Ideas

Explore More Vacation Ideas

Show more
image-tag