Home Vacation Home Rentals By Owner In Vineyard Haven, MA

Showing 100 Of 228 Vacation Rentals
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$2064.83

/ Nightly
Private Vacation Home

Cozy Family Home in West Tisbury

West Tisbury, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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$2036.16

/ Nightly
Private Vacation Home

SIX BEDROOM COMPOUND W/CENTRAL AIR IN IDYLLIC SETTING

West Tisbury, Massachusetts, United States

Bed 6

Bed

Bath 3

Bath

Sleep 20

Sleeps
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$2023.13

/ Nightly
Private Vacation Home

East Chop Home - Walk to Town & Beach, WiFi/AC

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(13)

$2014.84

/ Nightly
Private Vacation Home

Spectacular Classic Waterfront Cottage

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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Exceptional(2)

$1940.23

/ Nightly
Private Vacation Home

Main House located on quiet cul-de-sac near town and walking trails to the water

Tisbury, Massachusetts, United States

Bed 5

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(9)

$1890.63

/ Nightly
Private Vacation Home

6bedroom, 4bath, chefs kitchen, central air, ping pong, walking distance to town

Tisbury, Massachusetts, United States

Bed 6

Bed

Bath 4

Bath

Sleep 13

Sleeps
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Exceptional(3)

$1380.98

/ Nightly
Private Vacation Home

Luxurious Contemporary Near The Lagoon

Vineyard Haven, Massachusetts, United States

Bed 5

Bed

Bath 4

Bath

Sleep 10

Sleeps
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$1504.86

/ Nightly
Private Vacation Home

Renovated MV Retreat

Tisbury, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps
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Exceptional(55)

$1489.48

/ Nightly
Private Vacation Home

Elegant, spacious Home - Walk to town

Tisbury, Massachusetts, United States

Bed 6

Bed

Bath 4

Bath

Sleep 13

Sleeps
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Exceptional(3)

$1430.88

/ Nightly
Private Vacation Home

Charming 4-bedroom family home with WiFi and AC in Vineyard Haven.

Tisbury, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps
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$1392.59

/ Nightly
Private Vacation Home

Charming home with walkable beach, large yard, deck, fire pit, and A/C

Oak Bluffs, Massachusetts, United States

Bed 5

Bed

Bath 2

Bath

Sleep 12

Sleeps
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Exceptional(75)

$1384.52

/ Nightly
Private Vacation Home

Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 3

Bath

Sleep 10

Sleeps
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Exceptional(9)

$1381.06

/ Nightly
Private Vacation Home

Victorian cottage overlooking downtown Oak Bluffs and the Harbor.

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 8

Sleeps
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$1361.9

/ Nightly
Private Vacation Home

OAK BLUFFS - INKWELL WATERVIEW Renovated Cottage with A/C, modern decor

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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$1305.45

/ Nightly
Private Vacation Home

4-bedroom house with pool and walking distance to Tisbury and Lake Tashmoo.

Tisbury, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 10

Sleeps
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$1307.63

/ Nightly
Private Vacation Home

Family Friendly Hidden Oaks Home

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(12)

$1354.18

/ Nightly
Private Vacation Home

Beloved 5-bedroom house with Beach Passes, AC, fenced in yard, and hot tub

West Tisbury, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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$1505.24

/ Nightly
Private Vacation Home

Fantastic Waterfront Private Beach & Dock on West Chop

Tisbury, Massachusetts, United States

Bed 4

Bed

Bath 4

Bath

Sleep 8

Sleeps
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Exceptional(5)

$1363.82

/ Nightly
Private Vacation Home

Vineyard Haven Family Beach, Fire Pit & Garden View

Tisbury, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 9

Sleeps
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Exceptional(10)

$1367.21

/ Nightly
Private Vacation Home

Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps
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Home Most popular vacation rentals in Vineyard Haven

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Exceptional(10)

$701.48

/ Nightly
Private vacation home

Close to town, beautifully updated

Oak Bluffs, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(10)

$733.55

/ Nightly
Private vacation home

Charming West Chop Retreat on Private, Tree-Lined Lot

Vineyard Haven, Massachusetts, United States

Bed 4

Bed

Bath 2

Bath

Sleep 8

Sleeps
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Exceptional(10)

$733.50

/ Nightly
Private vacation home

New 5BR Luxury Home Near Ferry – Huge Deck, Fire Pit, Sleeps 12

Tisbury, Massachusetts, United States

Bed 5

Bed

Bath 3

Bath

Sleep 12

Sleeps
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Exceptional(10)

$728.92

/ Nightly
Private vacation home

New 2 min from Circuit ave

Oak Bluffs, Massachusetts, United States

Bed 5

Bed

Bath 2

Bath

Sleep 10

Sleeps
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Exceptional(10)

$713.21

/ Nightly
Private vacation home

Downtown brand new construction 3 bed & 3 bath

Tisbury, Massachusetts, United States

Bed 3

Bed

Bath 3

Bath

Sleep 6

Sleeps
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Exceptional(10)

$702.04

/ Nightly
Condo

Short Walk to Town - Nice Comfortable -Reasonable

Tisbury, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(10)

$701.85

/ Nightly
Private vacation home

Oak Bluffs Family Retreat - Private Roundabout, Walk to the Beach & Downtown OB.

Oak Bluffs, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(10)

$701.76

/ Nightly
Cottage

Cozy New TimberFrame Vineyard Haven!

Tisbury, Massachusetts, United States

Bed 2

Bed

Bath 1

Bath

Sleep 5

Sleeps
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Exceptional(10)

$701.64

/ Nightly
Private vacation home

Beautiful home with pool in great location- close to everything!

Oak Bluffs, Massachusetts, United States

Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps
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Exceptional(10)

$665.73

/ Nightly
Private vacation home

Newly built house, Central A/C, Walk to ferry, beach, and town

Tisbury, Massachusetts, United States

Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

Most Popular Cities in Massachusetts