Airbnb, Vacation Rentals in Oak Bluffs, MA

Compare 5,980 available beachfront holiday vacation rentals, starts from $42

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ACCOMMODATION TYPES

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Airbnb, Vacation rentals and hotel deals in Oak Bluffs, MA

Peaceful Escape Beautiful Contemporary Perfect For Families Walk To Town
Peaceful Escape Beautiful Contemporary Perfect For Families Walk To Town
Peaceful Escape Beautiful Contemporary Perfect For Families Walk To Town
Peaceful Escape Beautiful Contemporary Perfect For Families Walk To Town
10 (36 reviews)
Peaceful Escape Beautiful Contemporary Perfect For Families Walk To Town
Holiday home · 2 Guests · 1 Bedroom
$450 /night*
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Lovely 4 BR House near center and Beaches
Lovely 4 BR House near center and Beaches
Lovely 4 BR House near center and Beaches
Lovely 4 BR House near center and Beaches
Lovely 4 BR House near center and Beaches
Holiday home · 2 Guests · 1 Bedroom
$750 /night
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Charming Oak Bluffs rental, 3 minutes from Eastville Beach & downtown Oak Bluffs
Charming Oak Bluffs rental, 3 minutes from Eastville Beach & downtown Oak Bluffs
Charming Oak Bluffs rental, 3 minutes from Eastville Beach & downtown Oak Bluffs
Charming Oak Bluffs rental, 3 minutes from Eastville Beach & downtown Oak Bluffs
Charming Oak Bluffs rental, 3 minutes from Eastville Beach & downtown Oak Bluffs
Holiday home · 2 Guests · 1 Bedroom
$467 /night*
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COZY 3 BR/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.
COZY 3 BR/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.
COZY 3 BR/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.
COZY 3 BR/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.
10 (4 reviews)
COZY 3 BR/2 BA CAPE COD IN QUIET NEIGHBORHOOD. CLOSE TO OB CENTER AND LAGOON.
Holiday home · 2 Guests · 1 Bedroom
$525 /night*
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Newly Renovated Apartment in the heart of Edgartown on the Bike Path!
Newly Renovated Apartment in the heart of Edgartown on the Bike Path!
Newly Renovated Apartment in the heart of Edgartown on the Bike Path!
Newly Renovated Apartment in the heart of Edgartown on the Bike Path!
9.0 (20 reviews)
Newly Renovated Apartment in the heart of Edgartown on the Bike Path!
Apartment · 2 Guests · 1 Bedroom
$362 /night*
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Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
9.4 (68 reviews)
Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View
Apartment · 2 Guests · 1 Bedroom
$450 /night*
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Edgartown Long Point Escape, Very Spacious Quite Private Location, Central A/C
Edgartown Long Point Escape, Very Spacious Quite Private Location, Central A/C
Edgartown Long Point Escape, Very Spacious Quite Private Location, Central A/C
Edgartown Long Point Escape, Very Spacious Quite Private Location, Central A/C
10 (36 reviews)
Edgartown Long Point Escape, Very Spacious Quite Private Location, Central A/C
Holiday home · 2 Guests · 1 Bedroom
$650 /night*
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Walking-distance to town, shops, restaurants & ferry!
Walking-distance to town, shops, restaurants & ferry!
Walking-distance to town, shops, restaurants & ferry!
Walking-distance to town, shops, restaurants & ferry!
10 (6 reviews)
Walking-distance to town, shops, restaurants & ferry!
Apartment · 2 Guests · 1 Bedroom
$799 /night*
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Fully renovated 3 bedroom duplex
Fully renovated 3 bedroom duplex
Fully renovated 3 bedroom duplex
Fully renovated 3 bedroom duplex
9.8 (20 reviews)
Fully renovated 3 bedroom duplex
Holiday home · 2 Guests · 1 Bedroom
$428 /night*
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Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
4.0 (2 reviews)
Dog-friendly home with beautiful deck & AC - close to 3 towns & great beaches
Holiday home · 2 Guests · 1 Bedroom
$345 /night*
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Sankofa in East Chop Oak Bluffs, Martha’s Vineyard
Sankofa in East Chop Oak Bluffs, Martha’s Vineyard
Sankofa in East Chop Oak Bluffs, Martha’s Vineyard
Sankofa in East Chop Oak Bluffs, Martha’s Vineyard
10 (33 reviews)
Sankofa in East Chop Oak Bluffs, Martha’s Vineyard
Holiday home · 2 Guests · 1 Bedroom
$750 /night*
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Oak Bluffs - Quiet neighborhood
Oak Bluffs - Quiet neighborhood
Oak Bluffs - Quiet neighborhood
Oak Bluffs - Quiet neighborhood
9.2 (34 reviews)
Oak Bluffs - Quiet neighborhood
Holiday home · 2 Guests · 1 Bedroom
$425 /night*
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The Franklin Hotel Martha's Vineyard
The Franklin Hotel Martha's Vineyard
The Franklin Hotel Martha's Vineyard
The Franklin Hotel Martha's Vineyard
9.0 (61 reviews)
The Franklin Hotel Martha's Vineyard
Hotel · 2 Guests · 1 Bedroom
$166 /night
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🚲Vineyard Haven Home🌼
🚲Vineyard Haven Home🌼
🚲Vineyard Haven Home🌼
🚲Vineyard Haven Home🌼
10 (38 reviews)
🚲Vineyard Haven Home🌼
Holiday home · 2 Guests · 1 Bedroom
$367 /night*
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NEWLY RENOVATED! 5-Star, Edgartown Colonial with Central AC
NEWLY RENOVATED! 5-Star, Edgartown Colonial with Central AC
NEWLY RENOVATED! 5-Star, Edgartown Colonial with Central AC
NEWLY RENOVATED! 5-Star, Edgartown Colonial with Central AC
10 (3 reviews)
NEWLY RENOVATED! 5-Star, Edgartown Colonial with Central AC
Holiday home · 2 Guests · 1 Bedroom
$750 /night*
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Charming Family Home in the Heart of Martha's Vineyard
Charming Family Home in the Heart of Martha's Vineyard
Charming Family Home in the Heart of Martha's Vineyard
Charming Family Home in the Heart of Martha's Vineyard
10 (13 reviews)
Charming Family Home in the Heart of Martha's Vineyard
Holiday home · 2 Guests · 1 Bedroom
$450 /night*
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Beautiful Edgartown Home--3 BR/2.5BA, Hot Tub, Gourmet Kitchen, Screened Porch
Beautiful Edgartown Home--3 BR/2.5BA, Hot Tub, Gourmet Kitchen, Screened Porch
Beautiful Edgartown Home--3 BR/2.5BA, Hot Tub, Gourmet Kitchen, Screened Porch
Beautiful Edgartown Home--3 BR/2.5BA, Hot Tub, Gourmet Kitchen, Screened Porch
10 (48 reviews)
Beautiful Edgartown Home--3 BR/2.5BA, Hot Tub, Gourmet Kitchen, Screened Porch
Holiday home · 2 Guests · 1 Bedroom
$367 /night*
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Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
9.8 (68 reviews)
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach
Holiday home · 2 Guests · 1 Bedroom
$315 /night*
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Edgartown New Construction Home with Heated Pool
Edgartown New Construction Home with Heated Pool
Edgartown New Construction Home with Heated Pool
Edgartown New Construction Home with Heated Pool
10 (7 reviews)
Edgartown New Construction Home with Heated Pool
Holiday home · 2 Guests · 1 Bedroom
$500 /night*
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Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
9.8 (88 reviews)
Perfect for Family, Friends, or a Romantic Getaway - Newly Renovated!
Holiday home · 2 Guests · 1 Bedroom
$267 /night*
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Vacation Destinations Near Oak Bluffs, MA

Airbnb, Holiday Beachfront House with Air Conditioning in Oak Bluffs, MA

New! Brand New Beautiful house
New! Brand New Beautiful house
New! Brand New Beautiful house
New! Brand New Beautiful house
Air Conditioning
New! Brand New Beautiful house
Holiday home · 2 Guests · 1 Bedroom
$368 /night
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Beautiful House and Yard near Center and Beaches
Beautiful House and Yard near Center and Beaches
Beautiful House and Yard near Center and Beaches
Beautiful House and Yard near Center and Beaches
Air Conditioning
Beautiful House and Yard near Center and Beaches
Holiday home · 2 Guests · 1 Bedroom
$520 /night
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Lovely 4 BR House near center and Beaches
Lovely 4 BR House near center and Beaches
Lovely 4 BR House near center and Beaches
Lovely 4 BR House near center and Beaches
Air Conditioning
Lovely 4 BR House near center and Beaches
Holiday home · 2 Guests · 1 Bedroom
$750 /night
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What Are The Most Popular Amenities in Oak Bluffs, MA?
Best Amenities in Oak Bluffs, MA
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Check above for the most common and the least popular rental amenities in Oak Bluffs, and pick the one that fits your preference easily. In Oak Bluffs, 2905 rentals offer Internet or Wifi, 2872 rentals offer TV, 2740 rentals offer Parking Available. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Hot Tub, Pool.

What is the Best Time to Rent a Cheap Vacation Rental in Oak Bluffs, MA?

Tips to Rent Vacation Rentals (Stay for a Week) for Cheapest Price in Oak Bluffs, MA

Low Season
December
Most affordable month to stay
$132
Average rate of the cheapest vacation rentals option in low season month
High Season
August
Peak month to stay
$400
Average rate of the cheapest stay option in high season month
$314
Jul
$400
Aug
$201
Sep
$163
Oct
$135
Nov
$132
Dec
$139
Jan
$134
Feb
$141
Mar
$139
Apr
$149
May
$171
Jun
$357
Sun
$400
Mon
$400
Tue
$400
Wed
$400
Thu
$400
Fri
$314
Sat
Cheapest day of week
Saturday
Vacation rentals price normally the lowest on this day
$314
is the cheapest nightly rate for vacation rentals on this day
Highest day of week
Monday
Most expansive day to book a vacation rentals
$400
is the highest nightly rate for vacation rentals on this day
How Does The Vacation Home Rental Price Look Like in Oak Bluffs, MA?
Vacation Rentals Price Information in Oak Bluffs, MA
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The graph shows the percentages of vacation homes in each price bucket. Oak Bluffs has the largest percentage (32.85%) of homes in $500+ price range.
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$50 to 100
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$100 to 150
$150 to 200
$150 to 200
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$200 to 250
$250 to 300
$250 to 300
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$300 to 350
$350 to 400
$350 to 400
$400 to 450
$400 to 450
$450 to 500
$450 to 500
$500 +
$500 +
What Are The Popular Property Types in Oak Bluffs, MA?
Most Picked Accommodations in Oak Bluffs, MA
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There are various types of homes in Oak Bluffs area. Depending on your group size, you can pick the one using filters accordingly. House is the most popular accommodation type, and the largest homes can accommodate 100 people.The least popular accommodation in Oak Bluffs is Hotel rentals
How Many Rental Accommodations Are Pets Friendly in Oak Bluffs, MA?
Percentage of Pet Friendly Vacation Rentals in Oak Bluffs, MA
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20.27% of vacation homes in Oak Bluffs are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Trail Recommendations in Oak Bluffs, MA Area?
Must Visit Trails In Oak Bluffs, MA
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The most visited trails here in Oak Bluffs are: Manuel F. Correllus Forest Trails, West Tisbury, A Walking Tour of Edgartown on Martha's Vineyard, Caroline Tuthill Preserve Loop Trail, Brine's Pond Cove Meadow Trail, Woodland Wonderland Trail, Trade Wind Fields and Farm Pond Preserves Loop Trail, Camp Meeting Grounds, Tisbury Meadow Preserve Loop, West Chop Woods.
Where Are The Campgrounds in Oak Bluffs, MA Area?
Campgrounds Recommendations In Oak Bluffs, MA
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The best RV campgrounds here in Oak Bluffs are: Old Chatham Road RV Campground, Scusset Beach State Reservation Campground, Bay View Campground, Bourne Scenic Park Campground, Sandy Pond Campground, Myles Standish Campground, Martha's Vineyard Family Campground, Carver Campground, Gateway To Cape Cod RV Campground, Horseneck Beach State Reservation Campground.
What are the Airports in Oak Bluffs, MA?
Airports Options in Oak Bluffs, MA
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Other Vacation Rentals Ideas

Airbnb, Holiday Beachfront House with Full Kitchen, and Other Rental Options in Oak Bluffs, MA

Charming Saltbox near Town/Beach - AC and Linens View calendar
Charming Saltbox near Town/Beach - AC and Linens View calendar
Charming Saltbox near Town/Beach - AC and Linens View calendar
Charming Saltbox near Town/Beach - AC and Linens View calendar
Full Kitchen
10 (5 reviews)
Charming Saltbox near Town/Beach - AC and Linens View calendar
Holiday home · 2 Guests · 1 Bedroom
$300 /night*
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Edgartown - Vacation Home In A Great Location!!!!
Edgartown - Vacation Home In A Great Location!!!!
Edgartown - Vacation Home In A Great Location!!!!
Edgartown - Vacation Home In A Great Location!!!!
Full Kitchen
9.8 (72 reviews)
Edgartown - Vacation Home In A Great Location!!!!
Holiday home · 2 Guests · 1 Bedroom
$300 /night*
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Modern 4 bed/3.5 bath Farmhouse with private HEATED POOL and AC on bike path
Modern 4 bed/3.5 bath Farmhouse with private HEATED POOL and AC on bike path
Modern 4 bed/3.5 bath Farmhouse with private HEATED POOL and AC on bike path
Modern 4 bed/3.5 bath Farmhouse with private HEATED POOL and AC on bike path
Full Kitchen
10 (57 reviews)
Modern 4 bed/3.5 bath Farmhouse with private HEATED POOL and AC on bike path
Holiday home · 2 Guests · 1 Bedroom
$1,200 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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