Holiday rentals in Oak Bluffs - Casamundo base64Hash Holiday rentals in Oak Bluffs - Casamundo

Holiday rentals in Oak Bluffs

Anytime
Guests
Anytime
Guests
282 accommodations available

  • Price per night

    • Up to £100
    • £100 - £199
    • From £200

  • Accommodation types

    • House
    • Apartment
    • Farmhouse

  • Distance to centre

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • Popular amenities

    • Air conditioning
    • Pool
    • WiFi
    • Kitchen
    • TV
    • Washing machine
    • Parking
    • Balcony/patio
    • Dishwasher
    • Microwave
    • Garden
    • Fireplace
    • Hot tub
    • Cot

  • Other Services

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended holiday lettings in Oak Bluffs

Find your perfect holiday home, apartment or cottage in Oak Bluffs from just £196 per night!

House Oak Bluffs
93 m² house ∙ 8 guests ∙ 4 bedrooms

Fully equipped house with garden, terrace & BBQ

Oak Bluffs, Dukes County, Massachusetts, United States
A delightful house rental in Oak Bluffs, perfect for families or groups of up to 8, featuring a modern kitchen, spacious garden, and convenient parking. Book now for an u...
from £290
per night
Excellent(53 ratings)
from £290
per night
Check prices
House Oak Bluffs
167 m² house ∙ 7 guests ∙ 3 bedrooms

Fully equipped beautiful house with barbecue, garden & pool | Nature view | Perfect for remote work

Oak Bluffs, Dukes County, Massachusetts, United States
This stunning house rental in Vineyard Haven comfortably accommodates up to 7 guests and features a lovely garden, a refreshing pool, a fully equipped kitchen, and ample ...
from £196
per night
Outstanding(46 ratings)
from £196
per night
Check prices
House Oak Bluffs
93 m² house ∙ 6 guests ∙ 3 bedrooms

Fully equipped house with terrace, barbeque & garden

Oak Bluffs, Dukes County, Massachusetts, United States
Enjoy a delightful stay in Edgartown with this spacious house rental, perfect for six guests. Featuring a fully equipped kitchen, garden, and parking, it's an ideal getaw...
from £307
per night
Very good(39 ratings)
from £307
per night
Check prices
House Oak Bluffs
House ∙ 8 guests ∙ 3 bedrooms

House with barbecue, terrace & garden | City view

Oak Bluffs, Dukes County, Massachusetts, United States
Experience unforgettable moments in Vineyard Haven with this spacious house rental that accommodates up to 8 guests. Enjoy a family-friendly environment, a garden, and mo...
from £225
per night
Outstanding(64 ratings)
from £225
per night
Check prices
House Oak Bluffs
158 m² house ∙ 8 guests ∙ 5 bedrooms

Holiday home with garden & barbecue | City view | Good for workation

Oak Bluffs, Dukes County, Massachusetts, United States
This delightful house rental in Vineyard Haven accommodates up to 8 guests, featuring a garden, waterside views, a fireplace, and a family-friendly kitchen. Perfect for a...
from £316
per night
Outstanding(70 ratings)
from £316
per night
Check prices
House Oak Bluffs
House ∙ 10 guests ∙ 5 bedrooms

Children-friendly beautiful house with garden, barbeque & terrace | Suitable for remote work

Oak Bluffs, Dukes County, Massachusetts, United States
This spacious house rental in Vineyard Haven comfortably accommodates up to 10 guests, featuring a well-equipped kitchen, a family-friendly garden, and convenient parking...
from £441
per night
Outstanding(14 ratings)
from £441
per night
Check prices
House Oak Bluffs
232 m² house ∙ 14 guests ∙ 6 bedrooms

Family-friendly holiday home with garden, terrace & BBQ | Nature view

Oak Bluffs, Dukes County, Massachusetts, United States
This spacious house rental in Vineyard Haven comfortably accommodates up to 14 guests, featuring a welcoming fireplace, modern kitchen, family-friendly garden, balcony, a...
from £375
per night
Outstanding(46 ratings)
from £375
per night
Check prices
House Oak Bluffs
223 m² house ∙ 9 guests ∙ 5 bedrooms

House with garden, terrace & barbecue

Oak Bluffs, Dukes County, Massachusetts, United States
This fantastic house in Vineyard Haven offers a fully equipped kitchen, spacious garden, and family-friendly amenities, perfect for accommodating up to 9 guests. Enjoy co...
from £393
per night
Outstanding(41 ratings)
from £393
per night
Check prices
House Oak Bluffs
House ∙ 10 guests ∙ 5 bedrooms

Children-friendly holiday home with terrace & BBQ | Nature view | Close to the beach

Oak Bluffs, Dukes County, Massachusetts, United States
This spacious house rental in Oak Bluffs comfortably accommodates up to 10 guests, featuring a well-equipped kitchen, family-friendly amenities, a balcony, and convenient...
from £223
per night
Outstanding(28 ratings)
from £223
per night
Check prices
Cottage Oak Bluffs
51 m² cottage ∙ 3 guests ∙ 2 bedrooms

Cottage with garden, terrace & barbecue | City view

Oak Bluffs, Dukes County, Massachusetts, United States
This delightful cottage in Oak Bluffs offers a perfect family-friendly retreat, featuring a spacious garden, a well-equipped kitchen, and convenient parking for up to thr...
from £264
per night
Outstanding(73 ratings)
from £264
per night
Check prices
House Oak Bluffs
130 m² house ∙ 5 guests ∙ 2 bedrooms

Family-oriented house with terrace, garden & barbecue | Nature view

Oak Bluffs, Dukes County, Massachusetts, United States
This delightful house rental in Oak Bluffs accommodates up to 5 guests, featuring a welcoming fireplace, fully equipped kitchen, family-friendly garden, and convenient pa...
from £278
per night
Outstanding(31 ratings)
from £278
per night
Check prices
Condo Oak Bluffs
100 m² condo ∙ 5 guests ∙ 2 bedrooms

Family-oriented flat with terrace & barbecue | Beach nearby

Oak Bluffs, Dukes County, Massachusetts, United States
This inviting condo in Oak Bluffs accommodates up to five guests and features a well-equipped kitchen, family-friendly amenities, parking, and direct beach access by the ...
from £398
per night
Outstanding(83 ratings)
from £398
per night
Check prices
House Oak Bluffs
225 m² house ∙ 10 guests ∙ 3 bedrooms

Family-friendly beautiful holiday home with garden, terrace & BBQ | Suitable for remote work

Oak Bluffs, Dukes County, Massachusetts, United States
Perfect for family getaways, this spacious house in Oak Bluffs accommodates up to 10 guests and features a welcoming fireplace, a fully equipped kitchen, a garden, and co...
from £634
per night
Outstanding(8 ratings)
from £634
per night
Check prices
House Oak Bluffs
125 m² house ∙ 7 guests ∙ 3 bedrooms

Family-oriented wonderful house with barbecue, garden & terrace | Nature view | Pet-friendly

Oak Bluffs, Dukes County, Massachusetts, United States
This delightful house rental in Edgartown accommodates up to 7 guests and features a garden, family-friendly amenities, a fully equipped kitchen, parking, and welcomes pe...
from £370
per night
Outstanding(51 ratings)
from £370
per night
Check prices
Condo Oak Bluffs
65 m² condo ∙ 4 guests ∙ 2 bedrooms

Family-oriented condo | Beach nearby

Oak Bluffs, Dukes County, Massachusetts, United States
This delightful condo in Oak Bluffs offers a fully equipped kitchen, a spacious balcony, and family-friendly amenities, perfect for up to four guests. Enjoy convenient pa...
from £594
per night
Outstanding(31 ratings)
from £594
per night
Check prices

Holiday homes with a pool

Ready to dive in? Holiday homes with pools await in Oak Bluffs - reserve your rental!

House Oak Bluffs
from £892 per night
316 m² House ∙ 10 guests ∙ 4 bedrooms

House with garden, private pool & hot tub

Oak Bluffs, Dukes County, Massachusetts, United States
Pool
Check prices
House Oak Bluffs
from £930 per night
House ∙ 8 guests ∙ 4 bedrooms

House with heated pool & barbecue

5.0
Outstanding(16 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Pool
Check prices
House Oak Bluffs
from £934 per night
400 m² House ∙ 12 guests ∙ 6 bedrooms

House with private pool, hot tub & terrace

5.0
Outstanding(34 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Pool
Check prices
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Pet-Friendly Holiday Homes

Reserve a pet-friendly holiday rental in Oak Bluffs - plan your paw-fect getaway!

House Oak Bluffs
from £674 per night
204 m² House ∙ 12 guests ∙ 5 bedrooms

Family-friendly holiday home with garden, BBQ & jacuzzi | Perfect for remote work | Pet-friendly

4.9
Outstanding(15 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Pet-friendly
Check prices
House Oak Bluffs
from £254 per night
93 m² House ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful holiday home with barbecue & terrace | Pets allowed

3.1
(12 ratings)
Oak Bluffs, Dukes County, Massachusetts, United States
Pet-friendly
Check prices
House Oak Bluffs
from £290 per night
112 m² House ∙ 8 guests ∙ 3 bedrooms

Fully equipped house with terrace, garden & barbeque | Dogs allowed

Oak Bluffs, Dukes County, Massachusetts, United States
Pet-friendly
Check prices
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Frequently asked questions

What are the most popular accommodations in Oak Bluffs?

The most in-demand accommodations in Oak Bluffs are house rentals and apartment rental. With 282 offers in Oak Bluffs, we always find the perfect accommodation for you.

What does it cost to rent a holiday home in Oak Bluffs?

Prices start at just £196 per night. Most apartment rental in Oak Bluffs are 214 m² and house rentals are 217 m².

Do you also offer accommodations that are suitable for groups in Oak Bluffs ?

For your holiday in Oak Bluffs, we have a great selection of accommodations for groups. The typical house rentals has space for 8 guests.

Top cities to visit

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Most popular holiday destinations around Oak Bluffs

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