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 Gloucester
4.67 out of 5 average rating, 3 reviewsHelena House: European flair, close to Plum Cove
Jun 15 – 22
Villa in Cambridge
4.99 out of 5 average rating, 188 reviewsPhil's Harvard & MIT Home
Oct 8 – 15
Villa in Barnstable
4.87 out of 5 average rating, 135 reviewsSpacious Lake House w Stunning Scenery
Nov 10 – 17
Villa in Longmeadow
5.0 out of 5 average rating, 37 reviewsComfort and Luxury - 180 year Old Gothic Estate
Oct 28 – Nov 4
Villa in Mashpee
5.0 out of 5 average rating, 33 reviewsHeated Indoor Pool & Spa - Golf Course View
May 10 – 17
Villa in Pittsfield
4.93 out of 5 average rating, 30 reviewsLuxurious Berkshire Mountain Retreat!!
Sep 26 – Oct 3
Villa in Chilmark
5.0 out of 5 average rating, 11 reviews3 Bedroom house w Guest Cottage off of Middle Road
Nov 19 – 26
Villa in Newton
4.91 out of 5 average rating, 45 reviewsExplore Boston in style! Dream home, pool, sauna.
Nov 13 – 20
Luxury villa rentals
Villa in Stockbridge
4.84 out of 5 average rating, 45 reviewsThe Taggart House
Feb 9 – 16
Villa in Mashpee
5.0 out of 5 average rating, 18 reviewsBeautiful home in New Seabury Close to beach-
Jun 8 – 15
Villa in Nantucket
5.0 out of 5 average rating, 4 reviewsCenter located, spacious villa 1 mile to town
Dec 24 – 31
Villa in Rockport
4.67 out of 5 average rating, 3 reviewsPleasant House in Rockport: Old-world charm and
Sep 5 – 12
Villa in Gloucester
Over By Good Harbor: Phenomenal views and just
Jan 9 – 16
Villa in Gloucester
Perrywinkle: Waterfront on Gloucester’s Rocky Neck
Villa in Gloucester
Salt Island Views: Walking distance to both Good
Oct 30 – Nov 6
Villa rentals with a pool
Villa in Cambridge
4.99 out of 5 average rating, 188 reviewsPhil's Harvard & MIT Home
Oct 8 – 15
Villa in South Lee
4.69 out of 5 average rating, 32 reviewsVilla with Access to Various Amenities
Feb 27 – Mar 6
Villa in Pittsfield
4.93 out of 5 average rating, 30 reviewsLuxurious Berkshire Mountain Retreat!!
Sep 26 – Oct 3
Villa in South Lee
4.81 out of 5 average rating, 21 reviewsSpacious Villa with Access to Various Amenities!
Oct 31 – Nov 7
Villa in Stockbridge
4.91 out of 5 average rating, 32 reviewsHistoric Stockbridge Villa on 25 acres sleeps 16
May 13 – 20
Villa in Longmeadow
5.0 out of 5 average rating, 37 reviewsComfort and Luxury - 180 year Old Gothic Estate
Oct 28 – Nov 4
Villa in Mashpee
5.0 out of 5 average rating, 33 reviewsHeated Indoor Pool & Spa - Golf Course View
May 10 – 17
Villa in Newton
4.91 out of 5 average rating, 45 reviewsExplore Boston in style! Dream home, pool, sauna.
Nov 13 – 20
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