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Vineyard Haven Vacation Rentals

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130 rentals in Vineyard Haven.
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Guest House in Converted Barn, vacation rental in Vineyard Haven
Guest House in Converted Barn, vacation rental in Vineyard Haven
Guest House in Converted Barn, vacation rental in Vineyard Haven

Guest House in Converted Barn

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Modern, Walk to Ferry & Beach, A/C, Screened Porch, Pets OK, Outdoor Shower WiFi, vacation rental in Vineyard Haven
Modern, Walk to Ferry & Beach, A/C, Screened Porch, Pets OK, Outdoor Shower WiFi, vacation rental in Vineyard Haven
Modern, Walk to Ferry & Beach, A/C, Screened Porch, Pets OK, Outdoor Shower WiFi, vacation rental in Vineyard Haven

Modern, Walk to Ferry & Beach, A/C, Screened Porch, Pets OK, Outdoor Shower WiFi

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Sparkling Waterfront Gem, Spectacular Views, Private Beach, Great for Kayaks, vacation rental in Vineyard Haven
Sparkling Waterfront Gem, Spectacular Views, Private Beach, Great for Kayaks, vacation rental in Vineyard Haven
Sparkling Waterfront Gem, Spectacular Views, Private Beach, Great for Kayaks, vacation rental in Vineyard Haven

Sparkling Waterfront Gem, Spectacular Views, Private Beach, Great for Kayaks

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vineyard Haven Beach House, vacation rental in Vineyard Haven
Vineyard Haven Beach House, vacation rental in Vineyard Haven
Vineyard Haven Beach House, vacation rental in Vineyard Haven

Vineyard Haven Beach House

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Light-filled Contemporary Year-Round Pet-friendly Retreat, vacation rental in Vineyard Haven
Light-filled Contemporary Year-Round Pet-friendly Retreat, vacation rental in Vineyard Haven
Light-filled Contemporary Year-Round Pet-friendly Retreat, vacation rental in Vineyard Haven

Light-filled Contemporary Year-Round Pet-friendly Retreat

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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�Vineyard Haven Paradise�
Walking Distance, vacation rental in Vineyard Haven
�Vineyard Haven Paradise�
Walking Distance, vacation rental in Vineyard Haven
�Vineyard Haven Paradise�
Walking Distance, vacation rental in Vineyard Haven

�Vineyard Haven Paradise� Walking Distance

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Downtown Captain's House With 9 Bedrooms And 6.5 Bathrooms, vacation rental in Vineyard Haven
Downtown Captain's House With 9 Bedrooms And 6.5 Bathrooms, vacation rental in Vineyard Haven
Downtown Captain's House With 9 Bedrooms And 6.5 Bathrooms, vacation rental in Vineyard Haven

Downtown Captain's House With 9 Bedrooms And 6.5 Bathrooms

Holiday Rental House
9 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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In-Town Vineyard Haven House with Central AC, Walking Distance to Boat, vacation rental in Vineyard Haven
In-Town Vineyard Haven House with Central AC, Walking Distance to Boat, vacation rental in Vineyard Haven
In-Town Vineyard Haven House with Central AC, Walking Distance to Boat, vacation rental in Vineyard Haven

In-Town Vineyard Haven House with Central AC, Walking Distance to Boat

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful Contemporary | Perfect For Families | Walk To Town | Close To Beaches, vacation rental in Vineyard Haven
Beautiful Contemporary | Perfect For Families | Walk To Town | Close To Beaches, vacation rental in Vineyard Haven
Beautiful Contemporary | Perfect For Families | Walk To Town | Close To Beaches, vacation rental in Vineyard Haven

Beautiful Contemporary | Perfect For Families | Walk To Town | Close To Beaches

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Classic Downtown Property, vacation rental in Vineyard Haven
Classic Downtown Property, vacation rental in Vineyard Haven
Classic Downtown Property, vacation rental in Vineyard Haven

Classic Downtown Property

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Save time - get the best Vineyard Haven rentals sent straight to your email!
Newly built house, Central A/C, Walk to ferry, beach, and town, vacation rental in Vineyard Haven
Newly built house, Central A/C, Walk to ferry, beach, and town, vacation rental in Vineyard Haven
Newly built house, Central A/C, Walk to ferry, beach, and town, vacation rental in Vineyard Haven

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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WATERFRONT In-town Cottage w/ Beach, vacation rental in Vineyard Haven
WATERFRONT In-town Cottage w/ Beach, vacation rental in Vineyard Haven
WATERFRONT In-town Cottage w/ Beach, vacation rental in Vineyard Haven

WATERFRONT In-town Cottage w/ Beach

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town, vacation rental in Vineyard Haven
Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town, vacation rental in Vineyard Haven
Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town, vacation rental in Vineyard Haven

Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Walk your way into Vineyard Haven from Walker Way!, vacation rental in Vineyard Haven
Walk your way into Vineyard Haven from Walker Way!, vacation rental in Vineyard Haven
Walk your way into Vineyard Haven from Walker Way!, vacation rental in Vineyard Haven

Walk your way into Vineyard Haven from Walker Way!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful, Updated, Well-Appointed Home ~ 3bdrm, 4bth in Ideal Private Location, vacation rental in Vineyard Haven
Beautiful, Updated, Well-Appointed Home ~ 3bdrm, 4bth in Ideal Private Location, vacation rental in Vineyard Haven
Beautiful, Updated, Well-Appointed Home ~ 3bdrm, 4bth in Ideal Private Location, vacation rental in Vineyard Haven

Beautiful, Updated, Well-Appointed Home ~ 3bdrm, 4bth in Ideal Private Location

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 5
Match: Sleeps
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Up-Island charm, in-town convenience, vacation rental in Vineyard Haven
Up-Island charm, in-town convenience, vacation rental in Vineyard Haven
Up-Island charm, in-town convenience, vacation rental in Vineyard Haven

Up-Island charm, in-town convenience

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus, vacation rental in Vineyard Haven
Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus, vacation rental in Vineyard Haven
Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus, vacation rental in Vineyard Haven

Vineyard Haven, Quiet Setting Just Minutes from Ferry and Bus

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Large third floor studio in-town VH, ferry, vacation rental in Vineyard Haven
Large third floor studio in-town VH, ferry, vacation rental in Vineyard Haven
Large third floor studio in-town VH, ferry, vacation rental in Vineyard Haven

Large third floor studio in-town VH, ferry

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charming, Clean And Well Maintained Home Walking Distance To Town And Beach, vacation rental in Vineyard Haven
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach, vacation rental in Vineyard Haven
Charming, Clean And Well Maintained Home Walking Distance To Town And Beach, vacation rental in Vineyard Haven

Charming, Clean And Well Maintained Home Walking Distance To Town And Beach

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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Ideal Location! Comfortable and Relaxing! Exclusive Beach Access!, vacation rental in Vineyard Haven
Ideal Location! Comfortable and Relaxing! Exclusive Beach Access!, vacation rental in Vineyard Haven
Ideal Location! Comfortable and Relaxing! Exclusive Beach Access!, vacation rental in Vineyard Haven

Ideal Location! Comfortable and Relaxing! Exclusive Beach Access!

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Newly Renovated Charming Modern Island Home For Your Relaxing Getaway, vacation rental in Vineyard Haven
Newly Renovated Charming Modern Island Home For Your Relaxing Getaway, vacation rental in Vineyard Haven
Newly Renovated Charming Modern Island Home For Your Relaxing Getaway, vacation rental in Vineyard Haven

Newly Renovated Charming Modern Island Home For Your Relaxing Getaway

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town, vacation rental in Vineyard Haven
Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town, vacation rental in Vineyard Haven
Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town, vacation rental in Vineyard Haven

Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Vineyard Haven, Close to town and Lake Tashmoo, vacation rental in Vineyard Haven
Vineyard Haven, Close to town and Lake Tashmoo, vacation rental in Vineyard Haven
Vineyard Haven, Close to town and Lake Tashmoo, vacation rental in Vineyard Haven

Vineyard Haven, Close to town and Lake Tashmoo

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Lagoon Pond House with Beach Access - Kayaker Paradise, vacation rental in Vineyard Haven
Lagoon Pond House with Beach Access - Kayaker Paradise, vacation rental in Vineyard Haven
Lagoon Pond House with Beach Access - Kayaker Paradise, vacation rental in Vineyard Haven

Lagoon Pond House with Beach Access - Kayaker Paradise

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lovely, Bright  2 Bedroom Apartment. Great location, vacation rental in Vineyard Haven
Lovely, Bright  2 Bedroom Apartment. Great location, vacation rental in Vineyard Haven
Lovely, Bright  2 Bedroom Apartment. Great location, vacation rental in Vineyard Haven

Lovely, Bright 2 Bedroom Apartment. Great location

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Family Home That Is Walking Distance To Town and Ferry, vacation rental in Vineyard Haven
Family Home That Is Walking Distance To Town and Ferry, vacation rental in Vineyard Haven
Family Home That Is Walking Distance To Town and Ferry, vacation rental in Vineyard Haven

Family Home That Is Walking Distance To Town and Ferry

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Mill Hill - Walking Distance From Town And Ferry With Ocean View, vacation rental in Vineyard Haven
Mill Hill - Walking Distance From Town And Ferry With Ocean View, vacation rental in Vineyard Haven
Mill Hill - Walking Distance From Town And Ferry With Ocean View, vacation rental in Vineyard Haven

Mill Hill - Walking Distance From Town And Ferry With Ocean View

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 11
Match: Sleeps
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A/C, Charming-Well Maintained Home-Walk to Town, Beach & Ferry - Family Friendly, vacation rental in Vineyard Haven
A/C, Charming-Well Maintained Home-Walk to Town, Beach & Ferry - Family Friendly, vacation rental in Vineyard Haven
A/C, Charming-Well Maintained Home-Walk to Town, Beach & Ferry - Family Friendly, vacation rental in Vineyard Haven

A/C, Charming-Well Maintained Home-Walk to Town, Beach & Ferry - Family Friendly

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Charming Remodeled  Cape, vacation rental in Vineyard Haven
Charming Remodeled  Cape, vacation rental in Vineyard Haven
Charming Remodeled  Cape, vacation rental in Vineyard Haven

Charming Remodeled Cape

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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West Chop Area/Private Setting ... Access to Two Private Beaches, vacation rental in Vineyard Haven
West Chop Area/Private Setting ... Access to Two Private Beaches, vacation rental in Vineyard Haven
West Chop Area/Private Setting ... Access to Two Private Beaches, vacation rental in Vineyard Haven

West Chop Area/Private Setting ... Access to Two Private Beaches

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry, vacation rental in Vineyard Haven
Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry, vacation rental in Vineyard Haven
Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry, vacation rental in Vineyard Haven

Stunning, Classic Renovated Greek Revival - few mins Walk to Main St & VH Ferry

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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LOCATION  & QUALITY! Right in town, freshly renovated, near everything u need!, vacation rental in Vineyard Haven
LOCATION  & QUALITY! Right in town, freshly renovated, near everything u need!, vacation rental in Vineyard Haven
LOCATION  & QUALITY! Right in town, freshly renovated, near everything u need!, vacation rental in Vineyard Haven

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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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A Vineyard Home Perfect For Family Gatherings.e, vacation rental in Vineyard Haven
A Vineyard Home Perfect For Family Gatherings.e, vacation rental in Vineyard Haven
A Vineyard Home Perfect For Family Gatherings.e, vacation rental in Vineyard Haven

A Vineyard Home Perfect For Family Gatherings.e

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 30+ 5-STAR REVIEWS, vacation rental in Vineyard Haven
Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 30+ 5-STAR REVIEWS, vacation rental in Vineyard Haven
Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 30+ 5-STAR REVIEWS, vacation rental in Vineyard Haven

Your Summer Home - Close to Beach, Shops, Cafes, & Ferry! 30+ 5-STAR REVIEWS

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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2023 Martha's Vineyard Vacation Home - Weekly, vacation rental in Vineyard Haven
2023 Martha's Vineyard Vacation Home - Weekly, vacation rental in Vineyard Haven
2023 Martha's Vineyard Vacation Home - Weekly, vacation rental in Vineyard Haven

2023 Martha's Vineyard Vacation Home - Weekly

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Immaculate Couples Retreat, vacation rental in Vineyard Haven
Immaculate Couples Retreat, vacation rental in Vineyard Haven
Immaculate Couples Retreat, vacation rental in Vineyard Haven

Immaculate Couples Retreat

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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New secondary suite w/ grill & shared deck - walk to town, the ferry & beaches!, vacation rental in Vineyard Haven
New secondary suite w/ grill & shared deck - walk to town, the ferry & beaches!, vacation rental in Vineyard Haven
New secondary suite w/ grill & shared deck - walk to town, the ferry & beaches!, vacation rental in Vineyard Haven

New secondary suite w/ grill & shared deck - walk to town, the ferry & beaches!

Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Historic Waterfront Home in Downtown Vineyard Haven, vacation rental in Vineyard Haven
Historic Waterfront Home in Downtown Vineyard Haven, vacation rental in Vineyard Haven
Historic Waterfront Home in Downtown Vineyard Haven, vacation rental in Vineyard Haven

Historic Waterfront Home in Downtown Vineyard Haven

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Charming In-town Greek Revival- Captain William West House, vacation rental in Vineyard Haven
Charming In-town Greek Revival- Captain William West House, vacation rental in Vineyard Haven
Charming In-town Greek Revival- Captain William West House, vacation rental in Vineyard Haven

Charming In-town Greek Revival- Captain William West House

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Irie By The Lake, vacation rental in Vineyard Haven
Irie By The Lake, vacation rental in Vineyard Haven
Irie By The Lake, vacation rental in Vineyard Haven

Irie By The Lake

Condo/Apartment
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Brand new! Lovely apartment-Vineyard Haven, vacation rental in Vineyard Haven
Brand new! Lovely apartment-Vineyard Haven, vacation rental in Vineyard Haven
Brand new! Lovely apartment-Vineyard Haven, vacation rental in Vineyard Haven

Brand new! Lovely apartment-Vineyard Haven

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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New Construction Luxe 4 Bed/4 Ensuite Bath, A/C In-Town Vineyard Haven, vacation rental in Vineyard Haven
New Construction Luxe 4 Bed/4 Ensuite Bath, A/C In-Town Vineyard Haven, vacation rental in Vineyard Haven
New Construction Luxe 4 Bed/4 Ensuite Bath, A/C In-Town Vineyard Haven, vacation rental in Vineyard Haven

New Construction Luxe 4 Bed/4 Ensuite Bath, A/C In-Town Vineyard Haven

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Martha's Vineyard waterfront available winter monthly & summer weeks, vacation rental in Vineyard Haven
Martha's Vineyard waterfront available winter monthly & summer weeks, vacation rental in Vineyard Haven
Martha's Vineyard waterfront available winter monthly & summer weeks, vacation rental in Vineyard Haven

Martha's Vineyard waterfront available winter monthly & summer weeks

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family Friendly Townhouse with Central Air and Private Deck (No Pets Allowed), vacation rental in Vineyard Haven
Family Friendly Townhouse with Central Air and Private Deck (No Pets Allowed), vacation rental in Vineyard Haven
Family Friendly Townhouse with Central Air and Private Deck (No Pets Allowed), vacation rental in Vineyard Haven

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Steps to the beach - Vineyard Summer home, vacation rental in Vineyard Haven
Steps to the beach - Vineyard Summer home, vacation rental in Vineyard Haven
Steps to the beach - Vineyard Summer home, vacation rental in Vineyard Haven

Steps to the beach - Vineyard Summer home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Updated Martha's Vineyard home with jetted tub, fireplace - close to ferry, vacation rental in Vineyard Haven
Updated Martha's Vineyard home with jetted tub, fireplace - close to ferry, vacation rental in Vineyard Haven
Updated Martha's Vineyard home with jetted tub, fireplace - close to ferry, vacation rental in Vineyard Haven

Updated Martha's Vineyard home with jetted tub, fireplace - close to ferry

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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In-town Jewel -- Vineyard Haven, MV, vacation rental in Vineyard Haven
In-town Jewel -- Vineyard Haven, MV, vacation rental in Vineyard Haven
In-town Jewel -- Vineyard Haven, MV, vacation rental in Vineyard Haven

In-town Jewel -- Vineyard Haven, MV

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quiet/ Wooded/ Walk to town:  Shared home w/ 1 other guest room., vacation rental in Vineyard Haven
Quiet/ Wooded/ Walk to town:  Shared home w/ 1 other guest room., vacation rental in Vineyard Haven
Quiet/ Wooded/ Walk to town:  Shared home w/ 1 other guest room., vacation rental in Vineyard Haven

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

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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*IN-TOWN-WALK TO EVERYTHING! * Adorable & Affordable! Cozy Cape Style Home!, vacation rental in Vineyard Haven
*IN-TOWN-WALK TO EVERYTHING! * Adorable & Affordable! Cozy Cape Style Home!, vacation rental in Vineyard Haven
*IN-TOWN-WALK TO EVERYTHING! * Adorable & Affordable! Cozy Cape Style Home!, vacation rental in Vineyard Haven

*IN-TOWN-WALK TO EVERYTHING! * Adorable & Affordable! Cozy Cape Style Home!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
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*Fabulous Makonikey  WATER VIEW Victorian with wrap around porch *WALK TO BEACH!, vacation rental in Vineyard Haven
*Fabulous Makonikey  WATER VIEW Victorian with wrap around porch *WALK TO BEACH!, vacation rental in Vineyard Haven
*Fabulous Makonikey  WATER VIEW Victorian with wrap around porch *WALK TO BEACH!, vacation rental in Vineyard Haven

*Fabulous Makonikey WATER VIEW Victorian with wrap around porch *WALK TO BEACH!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Frequently Asked Questions about Vineyard Haven