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Massachusetts Vacation Homes and Villas with Pools

Find Luxury Places to Stay Near Massachusetts with a Swimming Pool

Pool

Only stays with pool access are shown on this page

15 stays

a living room with a couch and a large window at Hyatus Luxury Residences Boston Everett Marquis Collection in Everett

From US $340

Hyatus Luxury Residences Boston Everett Marquis Collection Pool available

9.6 (11 Reviews) Apartment

The entire place is yours • 93 m² size • Free on-site parking

Everett Encore Boston Harbor

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an rendering of a hotel with a swimming pool at Hyatus Luxury Residences Boston Everett Signature Collection in Everett

From US $238

Hyatus Luxury Residences Boston Everett Signature Collection Pool available

10.0 (5 Reviews) Apartment

The entire place is yours • 55 m² size • Free on-site parking

Everett Encore Boston Harbor

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a living room with a couch and a tv at Hyatus Luxury Residences Boston Everett Premier Collection in Everett

From US $288

Hyatus Luxury Residences Boston Everett Premier Collection Pool available

10.0 (7 Reviews) Apartment

The entire place is yours • 93 m² size • Free on-site parking

Everett Encore Boston Harbor

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a swimming pool with chaise lounges at Condo with Wading Pool Dog Welcome in Provincetown

From US $619

Condo with Wading Pool Dog Welcome Pool available

7.2 (8 Reviews) Holiday_home

The entire place is yours • 46 m² size • Free on-site parking

Provincetown Town Center

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a large jacuzzi tub sitting on a porch next to the water at Weymouth Waterfront Getaway with Swim Spa and Hot Tub in Weymouth

From US $479

Weymouth Waterfront Getaway with Swim Spa and Hot Tub Pool available

9.6 (6 Reviews) Holiday_home

The entire place is yours • 144 m² size • On-site parking

Winthrop Town Boston Logan International Airport

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a swimming pool in a building with windows at Global Luxury Suites East Boston in Boston

From US $266

Global Luxury Suites East Boston Pool available

6.3 (232 Reviews) Apartment

Apartments • Private parking • Indoor swimming pool

Boston East Boston

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a living room with a couch and chairs and windows at Central Serene Condo King Bed by MIT Harvard GYM in Cambridge

From US $473

Central Serene Condo King Bed by MIT Harvard GYM Pool available

9.3 (11 Reviews) Apartment

The entire place is yours • 102 m² size • Swimming pool

Cambridge Massachusetts Institute of Technology

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a swimming pool in front of a house at Shared Hot Tub Historic Cottage, Walk to Elm Park in Worcester

From US $270

Shared Hot Tub Historic Cottage, Walk to Elm Park Pool available

9.0 (5 Reviews) Holiday_home

The entire place is yours • 111 m² size • On-site parking

Worcester Washington Square

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a bedroom with a large bed and a rug at Room in Fitchburg in Fitchburg

From US $74

Room in Fitchburg Pool available

8.6 (11 Reviews) Homestay

Free on-site parking • Outdoor swimming pool • Free WiFi

Fitchburg Great Wolf Lodge | New England

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a bedroom with a bed with a green and white mattress at Spacious 2 Bedroom 2 Bathroom Condo with Balcony Pool Gym and Parking in Cambridge in Cambridge

From US $515

Spacious 2 Bedroom 2 Bathroom Condo with Balcony Pool Gym and Parking in Cambridge Pool available

8.3 (3 Reviews) Apartment

The entire place is yours • 88 m² size • Private parking

Cambridge Museum of Science

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a wicker lamp sitting on a window sill at Luxury Apartment w King Bed Shared Pool & Rooftop in Cambridge

From US $1100

Luxury Apartment w King Bed Shared Pool & Rooftop Pool available

6.4 (6 Reviews) Apartment

The entire place is yours • 102 m² size • Swimming pool

Cambridge CambridgeSide

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a living room with white walls and a living room with blue chairs at Upscale Penthouse near MIT Harvard Central Square in Cambridge

From US $501

Upscale Penthouse near MIT Harvard Central Square Pool available

8.2 (7 Reviews) Apartment

The entire place is yours • 70 m² size • Free parking

Cambridge Massachusetts Institute of Technology

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a sign for a resort compound with a sign for a road at The Braemar Condominium in North Truro

From US $236

The Braemar Condominium Pool available

9.3 (4 Reviews) Apartment

Apartments • Private parking • Outdoor swimming pool

United States Massachusetts

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a wooden house in a field with a rock at Tuxbury Pond Camping Resort Tiny House Emerson in South Hampton

From US $169

Tuxbury Pond Camping Resort Tiny House Emerson Pool available

9.2 (8 Reviews) Camping

Free on-site parking • Outdoor swimming pool • Free WiFi

United States Massachusetts

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a wooden bench sitting next to a lake at Tuxbury Pond Camping Resort Tiny House Murphy in South Hampton

From US $158

Tuxbury Pond Camping Resort Tiny House Murphy Pool available

8.7 (3 Reviews) Camping

Free on-site parking • Outdoor swimming pool • Free WiFi

United States Massachusetts

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See More Vacation Rentals with Pools in Massachusetts

About Massachusetts Vacation Rentals with Pools on NearbyHoliday

Find Massachusetts Rentals, Hotels, and Resorts with Swimming Pools.

Discover 15 places to stay, including hotel waterparks, vacation homes, resorts, private villas, and condos in Massachusetts that feature indoor, outdoor, or private pools.

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Vacation Rentals with Pools: Explore Top Destinations

Stay Near Massachusetts's Top Attractions

NearbyHoliday can help you find hotels, resorts, and rentals near many of Massachusetts's top attractions, neighborhoods, and points of interest.

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Frequently Asked Questions About Vacation Rentals With Pools in Massachusetts

There are a lot of vacation rentals with pools in Massachusetts. If you plan on staying in the Massachusetts area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Massachusetts: