Search holiday rentals in Massachusetts

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Featured holiday rental destinations

Destination inspiration for your trip – find a holiday rental

Boston

163 holiday rentals

Chatham

66 holiday rentals

Eastham

63 holiday rentals

Brookline

52 holiday rentals

Provincetown

50 holiday rentals

Orleans

48 holiday rentals

East Sandwich

45 holiday rentals

Wellfleet

37 holiday rentals

Brewster

32 holiday rentals

Yarmouth

29 holiday rentals

Harwich

28 holiday rentals

Dennis

24 holiday rentals

Mashpee

24 holiday rentals

Oak Bluffs

23 holiday rentals

Harwich Port

22 holiday rentals

Sandwich

21 holiday rentals

The best holiday rentals in Massachusetts

Check out our pick of great holiday rentals in Massachusetts

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Vida Boutique Inn

Worcester

Situated within 2.5 km of Dcu Center Arena & Convention Center and 1.8 km of Fitton Football Stadium, Vida Boutique Inn features rooms with air conditioning and a private bathroom in Worcester.

D
David
From
United States
Breakfast was excellent. Staff was very friendly
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 271 reviews
Price from
US$208
1 night, 2 adults

Granville House

Great Barrington

Situated within 10 km of Norman Rockwell Museum and 17 km of Tanglewood Musical Center, Granville House features rooms with air conditioning and a private bathroom in Great Barrington.

R
Richard
From
Australia
Wonderfully comfortable and cosy stay.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 133 reviews
Price from
US$275
1 night, 2 adults

Palmer House Inn

Falmouth

Located just 1.9 km from Surf Drive Beach, Palmer House Inn provides accommodation in Falmouth with access to a garden, a terrace, as well as a housekeeping service.

R
Retired Traveller
From
Spain
Fantastic Hosts and accomodation. . All amazing value fpr money. Perfect location.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 116 reviews
Price from
US$358.80
1 night, 2 adults

Village Inn

Yarmouth

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

A
Andrew
From
Australia
Jennifer was an outstanding host. It felt like staying at a family home by the way she made us feel welcome. The property was incredible, from the history to the comfort. Would highly recommended staying here.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 161 reviews
Price from
US$275
1 night, 2 adults

Delano Homestead Bed and Breakfast

Fairhaven

Situated in Fairhaven, 1.6 km from Fort Phoenix State Reservation Beach, Delano Homestead Bed and Breakfast has a garden, parking on-site and rooms with free WiFi access.

G
Gerry (Dublin)
From
Ireland
Lovely historic house in a quiet residential area. A 15 minute walk to the bridge across to New Bedford.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 202 reviews
Price from
US$220
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
Nishimoto
From
Japan
The house is very cute. Feel like home.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 258 reviews
Price from
US$250
1 night, 2 adults

Sesuit Harbor House

East Dennis

Sesuit Harbor House features a seasonal outdoor swimming pool, garden, a shared lounge and terrace in East Dennis.

A
Anthony
From
United Kingdom
General location, helpful and friendly staff, really nice pool which was spotlessly clean.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 160 reviews
Price from
US$245.15
1 night, 2 adults

The Cornell Inn, Lenox & The Berkshires

Lenox

Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped with cable TV, high-speed internet, and coffee...

G
Gabrielle
From
Australia
Our welcome was amazing and friendly, bonus drink to settle in with, and great local knowledge. Breakfast was delicious, served in a beautifully ambient room, and our room was gorgeous, bed comfy.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 552 reviews
Price from
US$166.88
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.

i
ian
From
United Kingdom
Loved out stay. Staff wonderful. Bedroom lovely. Breakfast amazing. Soooo peaceful, but in the heart of town.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 110 reviews
Price from
US$683.22
1 night, 2 adults

Cozy Get Away Somerville

Somerville

Set 3.9 km from Central Square, 3.9 km from Peabody Museum and 4.5 km from Massachusetts Institute of Technology, Cozy Get Away Somerville features accommodation located in Somerville.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 12 reviews
Price from
US$599
1 night, 2 adults
All holiday rentals in Massachusetts

Most booked holiday rentals in Massachusetts this month

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Popular with guests booking holiday rentals in Massachusetts

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,460 reviews

Popular with guests booking holiday rentals in Massachusetts

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 801 reviews

Popular with guests booking holiday rentals in Massachusetts

Scored out of 10, guest rating 7.9
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Popular with guests booking holiday rentals in Massachusetts

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 591 reviews

Popular with guests booking holiday rentals in Massachusetts

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 544 reviews

Popular with guests booking holiday rentals in Massachusetts

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 946 reviews

Popular with guests booking holiday rentals in Massachusetts

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 1,121 reviews

Popular with guests booking holiday rentals in Massachusetts

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 432 reviews

Popular with guests booking holiday rentals in Massachusetts

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 724 reviews

Popular with guests booking holiday rentals in Massachusetts

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 552 reviews

FAQs about holiday rentals in Massachusetts

Holiday rentals that guests love in Massachusetts

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Avg. price/night: US$146.33
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 82 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: US$120.17
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 575 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: US$121.93
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,460 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: US$193.42
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 161 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
Passable - 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 traveller
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 177 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: US$354.42
Scored out of 10, guest rating 9.1
Superb - 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
Superb - 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 traveller