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Featured vacation rental destinations

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Boston

172 vacation rentals

Chatham

64 vacation rentals

Eastham

64 vacation rentals

Provincetown

49 vacation rentals

Orleans

48 vacation rentals

East Sandwich

46 vacation rentals

Brookline

43 vacation rentals

Wellfleet

37 vacation rentals

Brewster

32 vacation rentals

Yarmouth

27 vacation rentals

Harwich

26 vacation rentals

Mashpee

24 vacation rentals

Oak Bluffs

23 vacation rentals

Dennis

22 vacation rentals

Harwich Port

22 vacation rentals

Sandwich

21 vacation rentals

The best vacation rentals in Massachusetts

Check out our selection of great vacation rentals in Massachusetts

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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 9.2
Wonderful - What previous guests thought, 269 reviews
Price from
$200
1 night, 2 adults

Granville House

Great Barrington

Granville House features air-conditioned accommodations in Great Barrington.

E
Elizabeth
From
United States
Cozy, cute property with very nice hosts. Parking is easy and free and check in was simple. The room was very comfortable and clean.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 130 reviews
Price from
$225
1 night, 2 adults

The Club at New Seabury

Mashpee

The Club at New Seabury features a sauna and free private parking, and is within a 19-minute walk of South Cape Beach and 16 miles of Sandwich Glass Museum.

L
LaDonna
From
United States
It was very clean and well appointed.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 178 reviews
Price from
$192.60
1 night, 2 adults

Palmer House Inn

Falmouth

Palmer House Inn provides air-conditioned rooms in Falmouth. There's a private entrance at the bed and breakfast for the convenience of those who stay.

M
Murphy
From
United States
It felt like we were at home the whole time.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 113 reviews
Price from
$214.80
1 night, 2 adults

Village Inn

Yarmouth

Located in a historic sea captain's home in Yarmouth, Cape Cod, Village Inn offers free WiFi.

M
Michael
From
Canada
Immaculate and beautiful property.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 160 reviews
Price from
$185
1 night, 2 adults

Delano Homestead Bed and Breakfast

Fairhaven

Featuring a garden, Delano Homestead Bed and Breakfast offers accommodations in Fairhaven.

R
RAUL
From
Puerto Rico
The property was beautiful and the history behind it makes it very special and interesting.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 203 reviews
Price from
$130
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 9.3
Wonderful - What previous guests thought, 257 reviews
Price from
$201.25
1 night, 2 adults

Anchor Inn

Nantucket

Featuring quiet street views, Anchor Inn in Nantucket provides accommodations and a shared lounge.

M
Michael
From
United States
All employees were incredibly cordial and available for anything we needed as were the Inn Keepers and owner. It is very clean and well kept. I felt as if I was a "Special" guest even though I was here on business..
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 147 reviews
Price from
$160.45
1 night, 2 adults

Seven Sea Street Inn

Nantucket

Located on a quiet street in the historic district of Nantucket, The Seven Sea Street Inn is a short walk to Harbor Beach and Main Street.

M
Mary
From
United States
The Seven Sea Street Inn was an excellent experience/stay my husband and I had. When we thought of a bed and breakfast in New England, this place met and exceeded our expectations. Eric and Claudia are lovely people and very welcoming. Everything Claudia made for breakfast was outstanding. We loved the garden we could sit in and eat breakfast and we spent evenings after a dinner our enjoying a glass of wine by the fire pit. We enjoyed it so much that we actually referred to it as our home away from home. Our first trip to Nantucket was magical and the Seven Sea Street Inn was part of that. We hope to visit Nantucket again soon.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 109 reviews
Price from
$671.42
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.

D
Deborah
From
United States
This location was excellent. close to food and shops. Highly recommend will stay again when in town. Parking was tricky to get to but very convient behind hotel. Staff was super friendly and accomodating
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 581 reviews
Price from
$259
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 8.7
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Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 1,450 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 8.1
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Scored out of 10, guest rating 7.9
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Scored out of 10, guest rating 6.9
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Scored out of 10, guest rating 7.8
Good - What previous guests thought, 745 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 18 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 581 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 268 reviews

Popular with guests booking vacation rentals in Massachusetts

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 543 reviews

FAQs about vacation rentals in Massachusetts

Vacation Rentals That Guests Love in Massachusetts

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Avg. price/night: $141.86
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 86 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 by
Carol
Young couple
Avg. price/night: $114.45
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 566 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 by
Elisa
Group
Avg. price/night: $140.58
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 1,450 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 by
Piritta
Family with young children
Avg. price/night: $211.73
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 160 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 by
Charles
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 by
Que_Sera_Sera
Solo traveler
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 176 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 by
Alejandro
Family with young children
Avg. price/night: $284.63
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 63 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 by
Peterson
Family with young children
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 45 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 by
Yania
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 by
Courtney Mozingo
Family with young children
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 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 by
Lucy
Solo traveler