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Featured Villas in Massachusetts

Smart TV, fireplace, printers
Cozy Valley View Post & Beam Villa!
10.0 out of 10, Exceptional, (1)
"This was a family reunion of young adults and their parents. Everyone loved the house. Very well equipped kitchen. If the weather had been better there are gorgeous views out the back."
Cozy Valley View Post & Beam Villa!
7 bedrooms, iron/ironing board, cribs/infant beds, travel crib
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Exterior
The Winthrop Estate - 12K SF 32 Acres
10.0 out of 10, Exceptional, (2)
"Absolutely stunning property - truly incredible stay. Recommend to anyone looking for a large group getaway. Fast WiFi, commercial grade kitchen and plentiful supplies make it easy for large groups. beautiful property and room for activities on a huge lawn. Highly recommend."
The Winthrop Estate - 12K SF 32 Acres
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Aerial view
Marriott Custom House One Bedroom Luxury Suite located in downtown Boston
10.0 out of 10, Exceptional, (7)
"We've visited Boston many times but we feel this is our favorite area. The condo is comfortable for 2 adults. And surprisingly quiet. The stars say it all. Would definitely recommend but we want it available next time we visit!"
Marriott Custom House One Bedroom Luxury Suite located in downtown Boston
Exterior
The Kemble- Built by a US Secretary of State in Lenox
10.0 out of 10, Exceptional, (15)
"We were a big group..16 adults and 7 children. The families with children were well situated with nearby or adjacent rooms. Everyone had comfortable rooms which afforded privacy and quiet times. Each room had its own beautiful newly renovated bathrooms ( with great water pressure). The living and dining rooms were large and comfortable. The dining table was a loooong table with benches all around which easily sat our crowd. The backyard was gorgeous with beautiful views of the distant mountains....
The Kemble- Built by a US Secretary of State in Lenox
Outdoor spa tub
★ A ★Lux Family Villa 6min to Gillette “Pool&Gym”★
10.0 out of 10, Exceptional, (1)
"Thank you for a wonderful stay! We were in Foxborough to see Taylor Swift at Gillette Stadium and the house was absolutely perfect in every way. It's big, beautiful, clean and so close to the stadium. Communication was amazing and we were even greeted when we arrived! If you're headed to Foxborough for any reason, I highly recommend this property - we loved it!"
★ A ★Lux Family Villa 6min to Gillette “Pool&Gym”★
Fridge, microwave, oven, stovetop
Serene Cape Escape: Cozy & Perfect for Star Gazing!
10.0 out of 10, Exceptional, (1)
"We had a wonderful stay at Feliz's home. The house was immaculate and very well maintained, and our host went above and beyond to accommodate our needs. The deck is a beautiful space, with seating and a large picnic table, and a great grill. The downstairs is cozy, one large space with the kitchen and living area all together. There is no indoor dining table, so for 7-8 people to eat dinner together, it has to be at the table outside. There is a nice counter in the kitchen for breakfasts and...
Serene Cape Escape: Cozy & Perfect for Star Gazing!
Exterior
Cape Cod Resort class on site group activities, Spa, Retreat, Vacation, Venue
10.0 out of 10, Exceptional, (3)
"Beautiful property."
The price is AU$1,438
includes taxes & fees
11 May - 12 May
Cape Cod Resort class on site group activities, Spa, Retreat, Vacation, Venue
Smart TV, video games, ping pong, books
Secluded 20 acre 10BR ultra contemporary retreat
10.0 out of 10, Exceptional, (2)
"We so appreciate our week in this lovely spot. The house accommodated our steadily growing group as we approached our son’s wedding day. It was a beautiful, flexible, spacious place to prepare and celebrate. Very clean and with comfortable beds!"
Secluded 20 acre 10BR ultra contemporary retreat
Property grounds
VILLA at Endicott Village GOLF PRIVILEGES AND VIEW Ocean Edge.LINENS PROVIDED
9.8 out of 10, Exceptional, (62)
"Property immaculate, well well-maintained. Great for families. Pool and restaurant a stone's throw away. Owner lovely and very responsive."
VILLA at Endicott Village GOLF PRIVILEGES AND VIEW Ocean Edge.LINENS PROVIDED
Property grounds
Newly built replica of our family's 1912 cottage.
8.8 out of 10, Excellent, (3)
"Beautiful home in a great neighborhood. Fred was extremely kind and communicative. Our only issue was that the internet did not work, but Fred did his best to help. It may have been caused by a recent storm that caused outages days before. Because of that, I have to find a local coffee shop to get work done. Otherwise, the home was big, well maintained and very comfortable for our group of 10 adults and 4 children."
Newly built replica of our family's 1912 cottage.
Property grounds
Bucolic Villa: Private Pool, Playground, King Beds
8.6 out of 10, Excellent, (15)
"We were in the area for a wedding and had grandparents, parents, and five kids (ages 6-16) in the house. It was a great size, ample sleeping space. Beautiful common rooms. Nice TVs and no trouble connecting to games. Pool table/ping pong table in the basement was fun. It poured so we weren't outside but there was a gorgeous porch and backyard as well as a swing set that I'm sure my kids would have enjoyed if we could be out. Nice washer/dryer on 2nd floor. Showers had great water pressure and...
The price is AU$1,279
includes taxes & fees
21 May - 22 May
Bucolic Villa: Private Pool, Playground, King Beds
Indoor pool, outdoor pool
7 nights in our 1 br, full kitchen villa. Only 110 per night
7 nights in our 1 br, full kitchen villa. Only 110 per night
Fridge, microwave, oven, stovetop
Waterfront HarborView Property w/ Private Sandy Beach
Waterfront HarborView Property w/ Private Sandy Beach
Property grounds
Luxe Scituate Vacation Rental w/ Private Hot Tub!
Luxe Scituate Vacation Rental w/ Private Hot Tub!
Terrace/patio
Heated Indoor Pool & Spa - Golf Course View
Heated Indoor Pool & Spa - Golf Course View
Exterior
Paradise at Ridgewood
Paradise at Ridgewood
Interior
Boston marathon deluxe one bedroom suite in Custom House
Boston marathon deluxe one bedroom suite in Custom House
Property grounds
Luxe Scituate Vacation Rental w/ Private Hot Tub!
3.0 star property
Luxe Scituate Vacation Rental w/ Private Hot Tub!
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See all available properties in Massachusetts
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do villas in Massachusetts cost?
Rates for villas in Massachusetts range between AU$1,279 and AU$1,438 per night. No matter your budget, you’re sure to find someplace that fits your needs on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Massachusetts?
Pick from 19 villas in Massachusetts. Whether you’re on a trip with the entire family or your besties, and wherever your travels take you, Expedia can help you secure your perfect fit.
What is there to do near my villa in Massachusetts?
Whether you’re a fan of arts, culture, shopping or dining, Massachusetts offers the lot, and then some! The major city of Boston is home to lots of attractions and activities, including New England Aquarium, Boston Museum of Fine Arts and Museum of Science. If you’re headed for Cambridge, Boston Museum of Fine Arts, Museum of Science and Isabella Stewart Gardner Museum have to be on your itinerary.