Home Vacation Home Rentals By Owner In Oak Bluffs, MA

Showing 20 Of 171 Vacation Rentals
Slider Thumb
Exceptional(10)

$1148.28

/ Nightly
Private Vacation Home

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(9)

$1073.81

/ Nightly
Private Vacation Home

Charming 3-bedroom w/loft.New Construction home with AC,WiFi. Short walk to town

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(1)

$1079.29

/ Nightly
Private Vacation Home

Serene private home w/ large deck & yard on conservation land

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(3)

$1081.93

/ Nightly
Private Vacation Home

Newly renovated home in Oak Bluffs. Walk to private beach on the Lagoon.

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(10)

$1084.61

/ Nightly
Private Vacation Home

Large, Charming Vintage Cape Cod Cottage, 2 Blocks to Town and Beaches!

Oak Bluffs, Massachusetts, United States

Bed 5

Bed

Bath 1

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(2)

$1115.14

/ Nightly
Private Vacation Home

Modern Farmhouse in OB, walk to Beach and Restaurants

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(13)

$1118.11

/ Nightly
Private Vacation Home

Lovely waterfront home with private, sandy beach and mooring on Lagoon Pond

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(5)

$1119.05

/ Nightly
Private Vacation Home

Spacious home in central location with beautiful patio, pool table, W/D, & AC

Oak Bluffs, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(19)

$1122.59

/ Nightly
Private Vacation Home

The Island Collection MV: Experience a Luxury Getaway by the Lagoon

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(8)

$1123.06

/ Nightly
Private Vacation Home

Secluded Escape- Central AC & Wireless Internet Access.

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
Slider Thumb

$1144.03

/ Nightly
Private Vacation Home

Delightful 3-bedroom house with AC in Oak Bluffs

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$1240.54

/ Nightly
Private Vacation Home

Oak Bluffs retreat with direct pond access

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 9

Sleeps
Slider Thumb

$1325.4

/ Nightly
Private Vacation Home

Walk to town 3-bedroom Oak Bluffs- Pet friendly with fenced in yard

OAK BLUFFS, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(10)

$1283.71

/ Nightly
Private Vacation Home

Retreat to Martha's Vineyard with a Private Pool & Outdoor Living in Oak Bluffs

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
Slider Thumb
Exceptional(6)

$1282.32

/ Nightly
Private Vacation Home

Walking to the beach. Bars and Restaurants.

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb

$1248.73

/ Nightly
Private Vacation Home

East Chop Escape - Water Views, Roof Deck & Minutes to Oak Bluffs

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(4)

$1248.33

/ Nightly
Private Vacation Home

Welcome to The “SUMMER WIND” House! 5-Minutes to the Beach!

Oak Bluffs, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 10

Sleeps
Slider Thumb

$1207.48

/ Nightly
Private Vacation Home

The Cottage - Part of a waterfront compound in Oak Bluffs, Martha's Vineyard

Oak Bluffs, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(11)

$1167.27

/ Nightly
Private Vacation Home

AMENITIES GALORE IN OAK BLUFFS PRIVATE COMMUNITY, DOCK, TENNIS, CENTRAL AC

Oak Bluffs, Massachusetts, United States

Bed 5

Bed

Bath 2

Bath

Sleep 12

Sleeps
Slider Thumb
Exceptional(2)

$1175.9

/ Nightly
Private Vacation Home

Sengekontacket Contemporary With Water Views

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
map-loader

Home Rent a place that suits your needs

Private vacation home

Private vacation home

View 171 Private vacation home

Home Most popular vacation rentals in Oak Bluffs

Slider Thumb
Exceptional(2)

$720.24

/ Nightly
Private vacation home

Oak Bluffs Home with Renovated Screened-in Porch - Short Drive to Beach

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(2)

$798.94

/ Nightly
Apartment

In-Town Certified National Historic Oak Bluffs Property -

Oak Bluffs, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
Slider Thumb
Exceptional(2)

$769.99

/ Nightly
Private vacation home

Historic Home in East Chop

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
Slider Thumb
Exceptional(2)

$740.20

/ Nightly
Private vacation home

A \"Close to All\" Oak Bluffs Oasis!

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 10

Sleeps
Slider Thumb
Exceptional(2)

$740.02

/ Nightly
Private vacation home

Welcome to \"Suzy's Place\" Best Location! Walk Everywhere. Newly built in 2024.

Oak Bluffs, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 5

Sleeps
Slider Thumb
Exceptional(2)

$729.57

/ Nightly
Private vacation home

#CozyBluffs #OakBluffs #EastChop 1 BD, 1.5 bath home-Walk to Town-Ferries-Beach!

Oak Bluffs, Massachusetts, United States

Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps
Slider Thumb
Exceptional(2)

$711.53

/ Nightly
Cottage

The Island Collection MV: Charming Cottage Located In Heart Of Oak Bluffs

Oak Bluffs, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(2)

$686.15

/ Nightly
Condo

A BRILLANT WAY Central Location To Beach/Shops/Restaurants/Arcade/Family Bowling

Oak Bluffs, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 6

Sleeps
Slider Thumb
Exceptional(2)

$695.90

/ Nightly
Apartment

Downtown Oasis, Walk to Beach: Vineyard Vacation Houses Welcomes You!

Oak Bluffs, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 4

Sleeps
Slider Thumb
Exceptional(2)

$803.87

/ Nightly
Private vacation home

Hideaway At Meadow View Farm/Private Tennis Courts with Spacious Bedrooms

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

Most Popular Cities in Massachusetts