Vacation Home Rentals By Owner In Vineyard Haven, MA

Showing 200 Of 228 Vacation Rentals

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

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Bath

Sleeps

$1392.59

/ Nightly

Private Vacation Home

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

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(3)

$1430.88

/ Nightly

Private Vacation Home

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

Tisbury, Massachusetts, United States

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Bath

Sleeps

Exceptional(54)

$1489.48

/ Nightly

Private Vacation Home

Elegant, spacious Home - Walk to town

Tisbury, Massachusetts, United States

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Bath

Sleeps

$1504.86

/ Nightly

Private Vacation Home

Renovated MV Retreat

Tisbury, Massachusetts, United States

Bed

Bath

Sleeps

$1505.24

/ Nightly

Private Vacation Home

Fantastic Waterfront Private Beach & Dock on West Chop

Tisbury, Massachusetts, United States

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Bath

Sleeps

Exceptional(24)

$1509.91

/ Nightly

Private Vacation Home

Spectacular 3BR Waterfront Home with Private Sandy Beach &180° Commanding Views!

Tisbury, Massachusetts, United States

Bed

Sleeps

Exceptional(27)

$1515.22

/ Nightly

Private Vacation Home

Cape Style Home in Oak Bluffs, Walk to Town, 4 Bedrooms/3 Full Baths A/C

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(5)

$1528.06

/ Nightly

Private Vacation Home

East Chop Beach House w/Pool

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(77)

$1530.85

/ Nightly

Private Vacation Home

Downtown Captain's Mansion- The Dexter- Family, event, and pet friendly

Tisbury, Massachusetts, United States

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Bath

Sleeps

Exceptional(77)

$1573.48

/ Nightly

Private Vacation Home

Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(5)

$1583.85

/ Nightly

Private Vacation Home

Mink Meadows Luxury Getaway With Pool

Vineyard Haven, Massachusetts, United States

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Bath

Sleeps

$1647.04

/ Nightly

Private Vacation Home

The Perfect Family Retreat - New Home in VH

Tisbury, Massachusetts, United States

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Bath

Sleeps

Exceptional(2)

$1712.64

/ Nightly

Private Vacation Home

Waterfront home in Vineyard Haven. Walking distance to shops and dining.

Tisbury, Massachusetts, United States

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Bath

Sleeps

Exceptional(13)

$1717.95

/ Nightly

Private Vacation Home

PRIVACY & RELAXATION ON MARTHA'S VINEYARD

Tisbury, Massachusetts, United States

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Bath

Sleeps

$1753.27

/ Nightly

Private Vacation Home

Oak Bluffs close to Town & Beach

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

$1757

/ Nightly

Private Vacation Home

Entire home in West Tisbury, Massachusetts minutes from Lambert's Cove

West Tisbury, Massachusetts, United States

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Bath

Sleeps

Exceptional(11)

$1793.9

/ Nightly

Private Vacation Home

Martha’s Vineyard 7 Bedroom Vintage Home! 15 min walk to beaches and Oak Bluffs!

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(1)

$1826.07

/ Nightly

Private Vacation Home

East Chop beach house, private beach with sunsets views.

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(7)

$1846.03

/ Nightly

Private Vacation Home

Modern Cottage Walk To Town & Beach

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Rent a place that suits your needs

Private vacation home

View 227 Private vacation home

Most popular vacation rentals in Vineyard Haven

Exceptional(7)

$701.48

/ Nightly

Private vacation home

Close to town, beautifully updated

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(7)

$733.55

/ Nightly

Private vacation home

Charming West Chop Retreat on Private, Tree-Lined Lot

Vineyard Haven, Massachusetts, United States

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Bath

Sleeps

Exceptional(7)

$733.50

/ Nightly

Private vacation home

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

Tisbury, Massachusetts, United States

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Bath

Sleeps

Exceptional(7)

$728.92

/ Nightly

Private vacation home

New 2 min from Circuit ave

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(7)

$713.21

/ Nightly

Private vacation home

Downtown brand new construction 3 bed & 3 bath

Tisbury, Massachusetts, United States

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Bath

Sleeps

Exceptional(7)

$702.04

/ Nightly

Condo

Short Walk to Town - Nice Comfortable -Reasonable

Tisbury, Massachusetts, United States

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Bath

Sleeps

Exceptional(7)

$701.85

/ Nightly

Private vacation home

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

Oak Bluffs, Massachusetts, United States

Bed

Bath

Sleeps

Exceptional(7)

$701.76

/ Nightly

Cottage

Cozy New TimberFrame Vineyard Haven!

Tisbury, Massachusetts, United States

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Bath

Sleeps

Exceptional(7)

$701.64

/ Nightly

Private vacation home

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

Oak Bluffs, Massachusetts, United States

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Bath

Sleeps

Exceptional(7)

$665.73

/ Nightly

Private vacation home

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

Tisbury, Massachusetts, United States

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Bath

Sleeps

Vacation Home Rentals By Owner In Vineyard Haven, MA

$1384.52

$1392.59

$1430.88

$1489.48

$1504.86

$1505.24

$1509.91

$1515.22

$1528.06

$1530.85

$1573.48

$1583.85

$1647.04

$1712.64

$1717.95

$1753.27

$1757

$1793.9

$1826.07

$1846.03

Rent a place that suits your needs

Most popular vacation rentals in Vineyard Haven

$701.48

$733.55

$733.50

$728.92

$713.21

$702.04

$701.85

$701.76

$701.64

$665.73

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