Tisbury, Massachusetts

Vacation Rentals in Tisbury, Massachusetts

Discover 19 vacation rental properties in Tisbury. From 1 to 5 bedrooms. Average $551/night. 100% have pools.

19 verified listings Book securely on VRBO Prices updated March 2026

19 properties available

FABULOUS Makonikey OCEANFRONT With Private Beach !Wrap Around Deck, Pets Ok, A/C

FABULOUS Makonikey OCEANFRONT With Private Beach !Wrap Around Deck, Pets Ok, A/C

4 beds 1 bath
PoolA/CWiFiBalcony
$599/night
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Cozy New TimberFrame Vineyard Haven!

Cozy New TimberFrame Vineyard Haven!

2 beds 1 bath
PoolA/CWiFiBalcony
$456/night
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Lagoon Pond House with Beach Access - Kayaker Paradise

Lagoon Pond House with Beach Access - Kayaker Paradise

2 beds 2 baths
PoolA/CWiFiBalcony
$549/night
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Walk your way into Vineyard Haven from Walker Way!

Walk your way into Vineyard Haven from Walker Way!

3 beds 2 baths
PoolA/CWiFiBalcony
$276/night
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Walking-distance to town, shops, restaurants & ferry!

Walking-distance to town, shops, restaurants & ferry!

2 beds 1 bath
PoolA/CWiFiBalcony
$855/night
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LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

LOCATION & QUALITY! Right in town, freshly renovated, near everything u need!

2 beds 1 bath
PoolA/CWiFiBalcony
$800/night
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A View Fit for the Obamas!

A View Fit for the Obamas!

4 beds 2 baths
PoolA/CWiFiBalcony
$630/night
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In the Woods/Walk to Town: Shared house w/ 1 other guest room

In the Woods/Walk to Town: Shared house w/ 1 other guest room

1 bed 1 bath
PoolA/CWiFiBalcony
$204/night
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Newly Renovated 3BR/2BA - Walk to Restaurants

Newly Renovated 3BR/2BA - Walk to Restaurants

3 beds 2 baths
PoolA/CWiFiBalcony
$484/night
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Quiet/ Wooded/ Walk to town: Shared home w/ 1 other guest room.

Quiet/ Wooded/ Walk to town: Shared home w/ 1 other guest room.

1 bed 1 bath
PoolA/CWiFiBalcony
$226/night
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Family Friendly Townhouse with Central Air and Private Deck (No Pets Allowed)

Family Friendly Townhouse with Central Air and Private Deck (No Pets Allowed)

3 beds 2 baths
PoolA/CWiFiBalcony
$645/night
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Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

3 beds 1 bath
PoolA/CWiFiBalcony
$852/night
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The Vienyard Haven Hideaway Apt

The Vienyard Haven Hideaway Apt

2 beds 1 bath
PoolA/CWiFiBalcony
$338/night
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Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry

Family Friendly 5 Bedroom, Walk to Town, Beach & Ferry

5 beds 2 baths
PoolA/CWiFiBalcony
$653/night
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🚲Vineyard Haven Home🌼

🚲Vineyard Haven Home🌼

3 beds 1 bath
PoolA/CWiFiBalcony
$653/night
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Immaculate Couples Retreat

Immaculate Couples Retreat

2 beds 2 baths
PoolA/CWiFiBalcony
$348/night
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Classic Downtown Property

Classic Downtown Property

3 beds 2 baths
PoolA/CWiFiBalcony
$603/night
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New Listing:Modern Charming 4BR/3.5BA Retreat

New Listing:Modern Charming 4BR/3.5BA Retreat

4 beds 3 baths
PoolA/CWiFiBalcony
$596/night
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Beautiful Waterfront Home on Lake Tashmoo

Beautiful Waterfront Home on Lake Tashmoo

4 beds 2 baths
PoolA/CWiFiBalcony
$704/night
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