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Featured vacation rental destinations

Destination inspiration for your trip – find a vacation rental

Boston

179 vacation rentals

Eastham

64 vacation rentals

Chatham

62 vacation rentals

Brookline

49 vacation rentals

Orleans

49 vacation rentals

Provincetown

45 vacation rentals

Wellfleet

38 vacation rentals

East Sandwich

36 vacation rentals

Brewster

32 vacation rentals

Cambridge

27 vacation rentals

Yarmouth

27 vacation rentals

Harwich

25 vacation rentals

Oak Bluffs

23 vacation rentals

Dennis

21 vacation rentals

Harwich Port

21 vacation rentals

Mashpee

21 vacation rentals

The best vacation rentals in Massachusetts

Check out our selection of great vacation rentals in Massachusetts

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Star Rating
Review score

Vida Boutique Inn

Worcester

Vida Boutique Inn features air-conditioned accommodations in Worcester.

K
Karen
From
United States
Very cozy B&B. Our room was very clean and comfortable with a nice big bathroom. Breakfast was very good.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 264 reviews
Price from
$210
1 night, 2 adults

Shaker Mill Inn

West Stockbridge

Shaker Mill Inn offers accommodations in West Stockbridge, 6.9 miles from Cranwell Spa & Golf Club.

J
Jacob
From
France
Nice personal touches, great value, charming. Everything you need in your room. Spacious. Beautiful fireplace
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 106 reviews
Price from
$145
1 night, 2 adults

Clark Currier Inn

Newburyport

Housed in an historic building, this bed and breakfast is located in Newburyport, Massachuesttes, just 5 minutes’ walk from Waterfront Promenade Park on the Merrimack River.

N
Nicholas
From
China
Excellent setting, great accommodations, and wonderful hosts. The breakfast was fantastic too! Caitlin makes a delicious frittata.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 237 reviews
Price from
$201.25
1 night, 2 adults

Ellery Hotel Provincetown

Hotel in Provincetown

Relax in this adult-only Provincetown guest house and spa, which is located just half a mile from the beach. Carpe Diem Guest house & Spa features massage services and a daily homemade breakfast.

J
James
From
United Kingdom
Just a few minutes walk from the sea, the staff couldn’t have been friendlier and more welcoming.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 158 reviews
Price from
$156.09
1 night, 2 adults

Newbury Guest House

Hotel in Back Bay, Boston

This historic guest house is located in Boston's Back Bay district, only 2 minutes' walk from the Hynes Convention Center and various shops along Newbury Street.

P
Pipi
From
Chile
The location is excellent with the perfect mix of shops, restaurants and hotels, so you could spend a whole day just on that street. The hotel itself is very nice and the staff is very professional and friendly. The recommendations they give speak of the detailed knowledge of the city they have.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 534 reviews
Price from
$259
1 night, 2 adults

Silsbee's by Daniels House

Salem

Located in Salem, within a 18-minute walk of Dead Horse Beach and 300 yards of The House of the Seven Gables, Silsbee's by Daniels House has accommodations with a garden as well as free private...

A
Aline
From
United States
It was a beautiful place to stay, instructions were very clear and I thought the breakfast options were great.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 25 reviews
Price from
$228.85
1 night, 2 adults

Location+Comfort+Convenience

East Boston, Boston

Location+Comfort+Convenience is located in Boston, just 2.2 miles from Boston North Station and 2.2 miles from TD Garden.

F
Frank
From
United Arab Emirates
Both the location and the host were the best. Very friendly, very welcoming and so close to the airport and the subway. We could have not picked a better location or host. Great neighborhood with many shops or restaurants in walking distance.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 65 reviews
Price from
$427.90
1 night, 2 adults

Ocean Breeze-8min Walk to Beach

Gloucester

Ocean Breeze-8min Walk to Beach is located in Gloucester, just a 7-minute walk from Good Harbor Beach and 19 miles from Peabody Essex Museum. Guests can benefit from a patio and an outdoor fireplace.

T
Tim
From
United States
Great space. Nice and friendly communication from host. Would stay here again.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 37 reviews
Price from
$369
1 night, 2 adults

Retreat near Beaches

Gloucester

Retreat near Beaches offers accommodations in Gloucester, a 16-minute walk from Good Harbor Beach and 18 miles from Peabody Essex Museum. With quiet street views, this accommodation provides a...

D
Dominick
From
United States
The apartment was very cute and close to where we needed to be. Check in and check out super easy. Plenty of towels and everything we needed. We hope to stay again in the summer months.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 64 reviews
Price from
$401.15
1 night, 2 adults

Portside Tavern

Hyannis

Portside Tavern enjoys a location in Hyannis, 27 miles from Nauset Lighthouse and 28 miles from Wellfleet Bay Wildlife Sanctuary.

S
Silvana
From
United States
We loved our stay at Portside Tavern! The location was central to so much within walking distance!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 55 reviews
Price from
$260
1 night, 2 adults
All vacation rentals in Massachusetts

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Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 1,102 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 1,361 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 745 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 7.0
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Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 129 reviews

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Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 855 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 6.3
Pleasant - What previous guests thought, 368 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 7.3
Good - What previous guests thought, 485 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 362 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 495 reviews

FAQs about vacation rentals in Massachusetts

Vacation Rentals That Guests Love in Massachusetts

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Avg. price/night: $240.16
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 106 reviews
The inn is charming with a beautiful garden and lawn for sitting & relaxing. Being so close to the village of West Stockbridge, allows for easy strolling. The rooms are spacious and offer a homey feeling. The owner is friendly & helpful. We visited Williamstown & Lenox but were happy to return to this quiet inn. We would definitely stay here again.
Guest review byCarol
Young couple
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 413 reviews
Location is easily accessible by car and close to town center. Lots of parking on site. Units though slightly outdated feeling was clean and neat upon arrival. Some bugs, but nothing out of the ordinary for a vacation rental space by the beach. AC units worked great, and kitchen was fully equipped for making meals.
Guest review byElisa
Group
Avg. price/night: $159.23
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 1,361 reviews
An absolute find in the Berkshires! A lovely, quiet holiday village on top of a hill/mountain with lovely views and everything well managed. Free laundry facilities in each floor/house, lovely big apartment with a proper kitchen, lounge and bedroom. The bathroom was massive and immaculate and comes with a jacuzzi. The little patio was great, especially as we were facing the woods, not the car park. Great amenities on site, heated pool, barbecue areas, indoor pool and a games room. Great coffee in lounge. Perfect little family holiday.
Guest review byPiritta
Family with young children
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 169 reviews
What a wonderful place to find to in Cape Cod. The Village Inn is impressive and is situated ideally for exploring the Cape. Claire is such a caring host who looked after us incredibly well and provided so much information on where to visit and what to see. Her breakfasts were superb and her cookies delicious. The Inn is immaculate and our room was excellent with an extremely comfortable bed. The glass of wine every evening was a great thought after a day out. Am amazing visit and thanks must go to Claire, Robin and their team
Guest review byCharles
Young couple
Scored out of 10, guest rating 5.5
Fair - What previous guests thought, 2 reviews
Location was great - super close to the T. Right in Brookline Village, so plenty of restaurants and coffee shops. The apartment was very quiet, nicely decorated, big for its size, and indeed sunny (the view isnt great but having all those windows was really nice)!
Guest review byQue_Sera_Sera
Solo traveler
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 194 reviews
It was very clean and the decorations inside are better than the pictures advertised on the booking app. This property is definitely kin to upscale living and it’s perfect for family getaways. I’m truly impressed. The parking is also readily available; we had 2 vehicles to facilitate our family. I highly recommend this booking to anyone who is seeking a clean, safe neighborhood, and upscale vacation rental.
Guest review byAlejandro
Family with young children
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 64 reviews
Ideal set-up and generally well-stocked, including often forgotten items like toothbrush and razor. Clean and comfortable. Easy check-in. I liked having a bench in the bedroom. It was a handy place for our luggage. I also appreciated the lights, including lamps for reading and under-cabinet lights in the kitchen. And throw blankets to wrap up in when watching TV. Mirrors. These things set it above many vacation rentals.
Guest review byPeterson
Family with young children
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 59 reviews
Joe and Maureen were excellent hosts. The property is beautiful and very close to the village center (3 minutes by car). The cookies and fudge left for guests were wonderful and the breakfast was delicious!
Guest review byYania
Family with young children
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 5 reviews
Our stay at this Gloucester gem was nothing short of magical! From the cozy interiors to the breathtaking ocean views, every detail was perfection. The hosts' hospitality made us feel right at home, and the proximity to local attractions added an extra layer of convenience. If you're looking for a picturesque retreat, this vacation home is an absolute dream. Can't wait to come back and create more unforgettable memories!
Guest review byCourtney Mozingo
Family with young children
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 4 reviews
Superb holiday home . Lovely quiet location yet easy access to shops,restaurants and beaches.great base to explore Cape Cod. Home was clean,well equipped and plenty of space for our family of 4. Would highly recommend.
Guest review byLucy
Solo traveler