
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

Historic Stockbridge Villa on 25 acres sleeps 16
Lovely home for family and friends to stay together and enjoy puzzle time, meals and time away - easy access to many towns and restaurants etc. Great communication by host and property managers onsite.

Villa with Access to Amazing Amenities!
The place was great and wish i had more time there. We were just looking for a quick overnight with two bedrooms, which this was, but it seemed like a lovely place for a vacation.

Phil's Harvard & MIT Home
Wonderful experience! Phil and Joyce were amazing - highly recommend staying here if you are in the Cambridge area !

Comfort and Luxury - 180 year Old Gothic Estate
We’ve stayed in many places over the years (domestic & international)…this may be the best place we’ve stayed in. Paul was fantastic - super friendly, extremely responsive and very helpful. I can’t recommend this property enough - the house itself is beautiful and spacious…plenty of (comfortable) seating throughout the house…bedrooms are big with king size beds…just an awesome experience all around. We were there for a college graduation - this property was absolutely ideal for big family get-aways/celebrations.

Summer Home near TreeHouse Brewery | Private Pool
We got married at a venue about 15 minutes away so we stayed here with our bridal party and the size was perfect. Everyone slept comfortably, we still had plenty of space. The neighborhood is quiet and the location is still close enough for us to enjoy exploring Sturbridge. Michael was responsive and honest with any question I asked!

Explore Boston in style! Dream home, pool, sauna.
Great location, well stocked, and just as advertised. Would definitely stay again!

A Children’s Paradise
Stephanie was an excellent host, very responsive and friendly. The house was stunning, even better than the listing pictures and comfortably fit our group. It was well stocked with everything we needed for our 3 day stay. We would absolutely stay again!

Walk to beaches & ferries ★ Snow's Creek Waterview
House was exactly as described and Lloyd was a very responsive and accommodating host. The house was in an amazing location, walkable to downtown for shops and restaurants. Big driveway was great for all our cars! Would recommend 10/10 and will be back! Thanks Lloyd.
Luxury villa rentals

Perrywinkle: Waterfront on Gloucester’s Rocky Neck
Great area. Great place.

Pleasant House in Rockport: Old-world charm and
This house is gigantic! Four full bathrooms (two upstairs, two downstairs). One of the upstairs bathrooms has a shower/tub and the rest have shower stalls. The kitchen and the grill were well-equipped and everything was in working order. The decor has a lot of personality -- clearly someone really loves pop music. One thing worth mentioning, a few of the bedrooms have an unexpected step up or down when you leave the room, including the one bedroom that's on the ground floor. This might be an issue for people who are older or less confident on stairs? But it wasn't a problem for my family.

Plaisance: Enjoy the best of Gloucester living.
The house was beautiful. Just as we expected! Thanks for making our stay a great memory.

Over By Good Harbor: Phenomenal views and just
Simply beautiful! We had a couple of issues accessing the house because of a wrong code, and issues with hot water but the host was really quick to respond and was extremely accommodating. One thing I'd say is, the neighbouring houses are closer than they appear so it wasn't as private as we expected.

Salt Island Views: Walking distance to both Good
Villa rentals with a pool

A Children’s Paradise
Stephanie was an excellent host, very responsive and friendly. The house was stunning, even better than the listing pictures and comfortably fit our group. It was well stocked with everything we needed for our 3 day stay. We would absolutely stay again!

Historic Stockbridge Villa on 25 acres sleeps 16
Lovely home for family and friends to stay together and enjoy puzzle time, meals and time away - easy access to many towns and restaurants etc. Great communication by host and property managers onsite.

Spacious Villa with Access to Various Amenities!
Overall we had a wonderful stay. The weather wasn’t great but between the indoor pool and arcade there was enough to keep the kids busy!

Villa with Access to Amazing Amenities!
The place was great and wish i had more time there. We were just looking for a quick overnight with two bedrooms, which this was, but it seemed like a lovely place for a vacation.

Villa with Access to Various Amenities
Fantastic communication. Easy in and out. No complaints at all!

Comfort and Luxury - 180 year Old Gothic Estate
We’ve stayed in many places over the years (domestic & international)…this may be the best place we’ve stayed in. Paul was fantastic - super friendly, extremely responsive and very helpful. I can’t recommend this property enough - the house itself is beautiful and spacious…plenty of (comfortable) seating throughout the house…bedrooms are big with king size beds…just an awesome experience all around. We were there for a college graduation - this property was absolutely ideal for big family get-aways/celebrations.

Summer Home near TreeHouse Brewery | Private Pool
We got married at a venue about 15 minutes away so we stayed here with our bridal party and the size was perfect. Everyone slept comfortably, we still had plenty of space. The neighborhood is quiet and the location is still close enough for us to enjoy exploring Sturbridge. Michael was responsive and honest with any question I asked!

Explore Boston in style! Dream home, pool, sauna.
Great location, well stocked, and just as advertised. Would definitely stay again!
Destinations to explore
- House rentals Massachusetts
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