Villa vacation rentals in Massachusetts
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Top-rated villa rentals in Massachusetts
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Massachusetts villa rentals
Private villa rentals
Villa in Barnstable
4.75 out of 5 average rating, 93 reviewsWalk to beaches & ferries ★ Snow's Creek Waterview
Villa in Gloucester
4.67 out of 5 average rating, 3 reviewsHelena House: European flair, close to Plum Cove
Villa in Cambridge
4.99 out of 5 average rating, 190 reviewsPhil's Harvard & MIT Home
Villa in Barnstable
4.87 out of 5 average rating, 138 reviewsSpacious Lake House w Stunning Scenery
Villa in Longmeadow
5.0 out of 5 average rating, 38 reviewsComfort and Luxury - 180 year Old Gothic Estate
Villa in Mashpee
5.0 out of 5 average rating, 33 reviewsHeated Indoor Pool & Spa - Golf Course View
Villa in Pittsfield
4.93 out of 5 average rating, 30 reviewsLuxurious Berkshire Mountain Retreat!!
Villa in Foxborough
5.0 out of 5 average rating, 27 reviewsA Lux Family Villa 6min to Gillette *Pool&Hot-Tub*
Luxury villa rentals
Villa in Stockbridge
4.83 out of 5 average rating, 46 reviewsThe Taggart House
Villa in Mashpee
5.0 out of 5 average rating, 18 reviewsBeautiful home in New Seabury Close to beach-
Villa in Nantucket
5.0 out of 5 average rating, 4 reviewsCenter located, spacious villa 1 mile to town
Villa in Rockport
4.67 out of 5 average rating, 3 reviewsPleasant House in Rockport: Old-world charm and
Villa in Gloucester
Over By Good Harbor: Phenomenal views and just
Villa in Gloucester
Perrywinkle: Waterfront on Gloucester’s Rocky Neck
Villa in Gloucester
Salt Island Views: Walking distance to both Good
Villa rentals with a pool
Villa in Cambridge
4.99 out of 5 average rating, 190 reviewsPhil's Harvard & MIT Home
Villa in Longmeadow
5.0 out of 5 average rating, 38 reviewsComfort and Luxury - 180 year Old Gothic Estate
Villa in Pittsfield
4.93 out of 5 average rating, 30 reviewsLuxurious Berkshire Mountain Retreat!!
Villa in Mashpee
5.0 out of 5 average rating, 33 reviewsHeated Indoor Pool & Spa - Golf Course View
Villa in Foxborough
5.0 out of 5 average rating, 27 reviewsA Lux Family Villa 6min to Gillette *Pool&Hot-Tub*
Villa in South Lee
4.67 out of 5 average rating, 33 reviewsVilla with Access to Various Amenities
Villa in Newton
4.91 out of 5 average rating, 47 reviewsExplore Boston in style! Dream home, pool, sauna.
Villa in Stockbridge
4.91 out of 5 average rating, 32 reviewsHistoric Stockbridge Villa on 25 acres sleeps 16
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