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Villa holiday rentals in Massachusetts

Find and book unique villas on Airbnb

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Popular amenities for villa rentals in Massachusetts

Private villa rentals

Guest favourite
Villa in Stockbridge
4.94 out of 5 average rating, 47 reviews

Historic Stockbridge Villa on 25 acres sleeps 16

TracyRating, 5 stars1 month ago
This was a return visit of a group of medical professionals taking continuing education class in the area. Villa favorita is perfect for our large group. Lots of space for everyone to have their own bedroom but also to come together for group dinners and class discussion.
Superhost
Villa in South Lee
4.79 out of 5 average rating, 123 reviews

Villa with Access to Amazing Amenities!

PamelaRating, 5 stars6 months ago
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.
Superhost
Villa in South Lee
4.69 out of 5 average rating, 35 reviews

Villa with Access to Various Amenities

KrystaRating, 5 stars10 months ago
Fantastic communication. Easy in and out. No complaints at all!
Top guest favourite
Villa in Cambridge
4.99 out of 5 average rating, 249 reviews

Phil's Harvard & MIT Home

KirstenRating, 5 stars4 days ago
Fantastic location, walkable to Harvard Square, great for a family, parking pass especially helpful. We accidentally left some clothing behind and the host was great in communicating with us about getting the clothing returned.
Guest favourite
Villa
5 out of 5 average rating, 7 reviews

Center located, spacious villa 1 mile to town

JamesRating, 5 stars9 months ago
This was our first visit to Nantucket, and Robert‘s property was an absolutely wonderful place to stay. It was my husband and I and our three adult children, and we had plenty of room and everything that we needed, and more! We rented bikes and biked everywhere. It was also an easy walk into town as well. Thank you Robert for sharing your beautiful home with us. We will be back!
Top guest favourite
Villa in Longmeadow
5 out of 5 average rating, 52 reviews

Comfort and Luxury - 180 year Old Gothic Estate

EdRating, 5 stars5 months ago
Paul’s place had the style of grand old home but it didn’t feel old: everything worked as it should, the kitchen and baths were updated and gorgeous. Amazing. We visited with family over 3 days and it was a fantastic, comfortable place to be together. Paul was gracious and helpful. Furniture and beds were of high quality and comfy. The grand piano in the living room was an extraordinary instrument and very much in tune - it was played for hours. All the guests gushed about the place, several saying it felt like a classic movie set. Can’t say enough about how much we enjoyed it. We very highly recommend
Superhost
Villa in Charlton
4.78 out of 5 average rating, 67 reviews

Winter Home near TreeHouse Brewery with King Beds

CaraRating, 5 stars6 months ago
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!
Guest favourite
Villa in Newton
4.92 out of 5 average rating, 65 reviews

Explore Boston in style! Dream home, pool, sauna.

MichaelRating, 5 stars3 months ago
Beautiful well appointed home with lots of space for sleeping, bathing, and common spaces for gathering. Beautiful modern kitchen with everything we needed for our seven person group. Comfortable beds and overall surroundings, beautifully decorated in great condition. We stayed in the winter so we did not get use of the pool or hot tub, even though I believe the hot tub was ready to jump right in, but it was 25° out with wind chills in the teens. The master bathroom suite was probably our favorite thing about the home, heated floors and towel bar with a soaker tub and multi outlet shower as well as a heated toilet seat with modern bidet features. Didn’t use the fireplace or the sauna, but the massage chairs were a hit. We will definitely stay here again!

Villa rentals with a pool

Guest favourite
Villa in Stockbridge
4.94 out of 5 average rating, 47 reviews

Historic Stockbridge Villa on 25 acres sleeps 16

TracyRating, 5 stars1 month ago
This was a return visit of a group of medical professionals taking continuing education class in the area. Villa favorita is perfect for our large group. Lots of space for everyone to have their own bedroom but also to come together for group dinners and class discussion.
Superhost
Villa in South Lee
4.82 out of 5 average rating, 28 reviews

Spacious Villa with Access to Various Amenities!

EileenRating, 5 stars1 month ago
**Title: A Slice of Paradise at the Five-Star Serenity Resort** From the moment we arrived at the Five-Star Serenity Resort, we were enveloped in an atmosphere of luxury. **Accommodations:** Our suite was nothing short of spectacular. Spacious and elegantly designed, it featured breathtaking views, a private balcony, and a lavish bathroom complete with a soaking tub and rainfall shower. The attention to detail was impeccable, from the plush bedding to the locally sourced decor that added a unique touch to our experience.
Superhost
Villa in South Lee
4.79 out of 5 average rating, 123 reviews

Villa with Access to Amazing Amenities!

PamelaRating, 5 stars6 months ago
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.
Superhost
Villa in South Lee
4.69 out of 5 average rating, 35 reviews

Villa with Access to Various Amenities

KrystaRating, 5 stars10 months ago
Fantastic communication. Easy in and out. No complaints at all!
Top guest favourite
Villa in Longmeadow
5 out of 5 average rating, 52 reviews

Comfort and Luxury - 180 year Old Gothic Estate

EdRating, 5 stars5 months ago
Paul’s place had the style of grand old home but it didn’t feel old: everything worked as it should, the kitchen and baths were updated and gorgeous. Amazing. We visited with family over 3 days and it was a fantastic, comfortable place to be together. Paul was gracious and helpful. Furniture and beds were of high quality and comfy. The grand piano in the living room was an extraordinary instrument and very much in tune - it was played for hours. All the guests gushed about the place, several saying it felt like a classic movie set. Can’t say enough about how much we enjoyed it. We very highly recommend
Superhost
Villa in Charlton
4.78 out of 5 average rating, 67 reviews

Winter Home near TreeHouse Brewery with King Beds

CaraRating, 5 stars6 months ago
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!
Villa in Brewster
4.57 out of 5 average rating, 21 reviews

Ocean Edge, Presidential Bay Villa Two Bedroom

M ClaireRating, 5 stars23 months ago
Beautiful grounds and beach, lots of activities, and great food.
Guest favourite
Villa in Newton
4.92 out of 5 average rating, 65 reviews

Explore Boston in style! Dream home, pool, sauna.

MichaelRating, 5 stars3 months ago
Beautiful well appointed home with lots of space for sleeping, bathing, and common spaces for gathering. Beautiful modern kitchen with everything we needed for our seven person group. Comfortable beds and overall surroundings, beautifully decorated in great condition. We stayed in the winter so we did not get use of the pool or hot tub, even though I believe the hot tub was ready to jump right in, but it was 25° out with wind chills in the teens. The master bathroom suite was probably our favorite thing about the home, heated floors and towel bar with a soaker tub and multi outlet shower as well as a heated toilet seat with modern bidet features. Didn’t use the fireplace or the sauna, but the massage chairs were a hit. We will definitely stay here again!

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