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
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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
Dec 10 – 17
Villa in Nantucket
5.0 out of 5 average rating, 4 reviewsCenter located, spacious villa 1 mile to town
Feb 7 – 14
Villa in Gloucester
4.67 out of 5 average rating, 3 reviewsHelena House: European flair, close to Plum Cove
Nov 26 – Dec 3
Villa in Cambridge
4.99 out of 5 average rating, 187 reviewsPhil's Harvard & MIT Home
Aug 18 – 25
Villa in Barnstable
4.87 out of 5 average rating, 134 reviewsSpacious Lake House w Stunning Scenery
Sep 8 – 15
Villa in Mashpee
5.0 out of 5 average rating, 33 reviewsHeated Indoor Pool & Spa - Golf Course View
Oct 2 – 9
Villa in Manchester-by-the-Sea
4.97 out of 5 average rating, 37 reviewsSecluded 20 Acre 10BR ultra contemporary Retreat
Feb 25 – Mar 4
Villa in Longmeadow
5.0 out of 5 average rating, 36 reviewsComfort and Luxury - 180 year Old Gothic Estate
Jan 17 – 24
Luxury villa rentals
Villa in Stockbridge
4.84 out of 5 average rating, 45 reviewsThe Taggart House
Mar 15 – 22
Villa in Mashpee
5.0 out of 5 average rating, 18 reviewsBeautiful home in New Seabury Close to beach-
May 29 – Jun 5
Villa in Somerset
5.0 out of 5 average rating, 6 reviewsHouse Private Access to Water
Mar 27 – Apr 3
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
Perrywinkle: Waterfront on Gloucester’s Rocky Neck
Villa in Gloucester
Over By Good Harbor: Phenomenal views and just
Jun 14 – 21
Villa in Gloucester
Salt Island Views: Walking distance to both Good
May 27 – Jun 3
Villa rentals with a pool
Villa in Cambridge
4.99 out of 5 average rating, 187 reviewsPhil's Harvard & MIT Home
Aug 18 – 25
Villa in South Lee
4.69 out of 5 average rating, 32 reviewsVilla with Access to Various Amenities
May 13 – 20
Villa in Pittsfield
4.93 out of 5 average rating, 30 reviewsLuxurious Berkshire Mountain Retreat!!
Jun 3 – 10
Villa in South Lee
4.81 out of 5 average rating, 21 reviewsSpacious Villa with Access to Various Amenities!
May 30 – Jun 6
Villa in Stockbridge
4.9 out of 5 average rating, 31 reviewsHistoric Stockbridge Villa on 25 acres sleeps 16
Jan 18 – 25
Villa in Mashpee
5.0 out of 5 average rating, 33 reviewsHeated Indoor Pool & Spa - Golf Course View
Oct 2 – 9
Villa in Longmeadow
5.0 out of 5 average rating, 36 reviewsComfort and Luxury - 180 year Old Gothic Estate
Jan 17 – 24
Villa in Plymouth
5.0 out of 5 average rating, 26 reviewsOcean View Luxury Villa with Inground Pool
Jun 10 – 17
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