A coastal village with houses, a lighthouse, and boats on the water.

Holiday Homes in Massachusetts

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Massachusetts Accommodation: Most Popular Cities to Stay

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.
Holiday HomesHoliday Homes

Boston

Boston

Our top choices for Massachusetts holiday homes

A modern kitchen with a central island, stainless steel appliances, and a dining area with a glass table and chairs.

1. Beautiful 4 Bedroom Home in the Heart of Historic Downtown Newburyport

Beautiful 4 Bedroom Home in the Heart of Historic Downtown Newburyport
Newburyport
9.8 out of 10, Exceptional, (147 reviews)
"We enjoyed our stay at this property. It was very clean and comfortable and exceeded our expectations. Newburyport is a beautiful town!"
United States
Jean G.
Beautiful 4 Bedroom Home in the Heart of Historic Downtown Newburyport
A cozy living room with a fireplace, wooden ceiling, and a dining area with a table and chairs.

2. Luxury Loft Historic Center Oak Bluffs

Luxury Loft Historic Center Oak Bluffs
Oak Bluffs
9.6 out of 10, Exceptional, (51 reviews)
"Wonderful stay!!"
United States
Erin B.
Luxury Loft Historic Center Oak Bluffs
A two-story house with a white picket fence, a front door, and a garage.

3. Cozy 4 bedroom cottage in town, with parking

Cozy 4 bedroom cottage in town, with parking
Nantucket Town
8.6 out of 10, Excellent, (35 reviews)
"Pictures are accurate and check in was smooth. The bathrooms are pretty outdated and both are on the 1st floor whereas 3 of the 4 bedrooms are on the 2nd floor, so that wasn’t ideal. Communal space and kitchen were lovely. Bedrooms were tight and beds pretty uncomfortable. All that said, you’re paying a super reasonable rate for proximity to town. We weren’t expecting a luxury experience and the space worked well for our two families - would definitely stay here again."
United States
Ashley D.
Cozy 4 bedroom cottage in town, with parking
A hallway with wooden flooring, white walls, and a bed in the background.

4. Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
"I really enjoyed the kitchen setup and how everything I needed was there. The beds were very comfortable and having a light nearby for reading was a plus. The walk to downtown was nice. We explored Shelburne Falls out days and it did have something for everyone. I would stay here again."
United States
maureen
The price is £329
includes taxes & fees
12 Oct - 13 Oct
Cozy private 2 bed apartment in Shelburne Falls
A spacious living room with a large window overlooking a scenic view, a wooden staircase, and a cozy seating area.

5. Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!

Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
Dennis
9.6 out of 10, Exceptional, (133 reviews)
"Amazing house and place. It was incredible. We had the best vacation ever. We will definitely be back."
United States
Kelli A.
Stunning Oceanfront Home With Amazing Views ~ Private Beach! Ocean Beach Vista!
A hotel room with two beds, a flat-screen TV, a fireplace, and a ceiling fan.

6. Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots
Salem
9.4 out of 10, Exceptional, (3 reviews)
"Clean ,friendly neighbors and a great community"
United States
Nia F.
The price is £1,148
includes taxes & fees
12 Oct - 13 Oct
Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots
A stone building with a central entrance, surrounded by lush greenery and flowering plants.

7. Beautiful House Minutes from Town, on Bike Path

Beautiful House Minutes from Town, on Bike Path
Nantucket Town
10.0 out of 10, Exceptional, (63 reviews)
"This property is located perfectly between town, the beaches , bike paths and shopping access.House is adorable!"
United States
Richard L.
Beautiful House Minutes from Town, on Bike Path
A beach with a sandy shore, a few scattered rocks, and a calm sea.

8. Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown

Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
Falmouth Heights
10.0 out of 10, Exceptional, (209 reviews)
"We had a great little weekend away and the house was perfect. "
United States
Katie S.
Falmouth Cape - Walk to Island Queen ferry to Martha's Vineyard, Beach, Downtown
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

9. Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
9.2 out of 10, Wonderful, (7 reviews)
"Great location near the Red Line, clean, and exactly what we were hoping for. Highly recommend!"
United States
Wynn
The price is £159
includes taxes & fees
22 Oct - 23 Oct
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
A two-story house with a front porch and a garden with purple flowers.

10. ✨Private Studio w/ Loft Center Historic Carlisle✨

✨Private Studio w/ Loft Center Historic Carlisle✨
Carlisle
9.2 out of 10, Wonderful, (37 reviews)
"Wonderful stay"
United States
Brent H.
The price is £138
includes taxes & fees
12 Oct - 13 Oct
✨Private Studio w/ Loft Center Historic Carlisle✨
A swimming pool with lounge chairs and a wooden fence in the background.

11. Expansive Cape Cod Family Retreat

Expansive Cape Cod Family Retreat
Osterville
9.4 out of 10, Exceptional, (13 reviews)
"House was amazing for our large group! Exactly as advertised and Edward was very communicative throughout our stay."
United States
Max J.
Expansive Cape Cod Family Retreat
A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.

12. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (60 reviews)
"Nice home with great kitchen and all the amenities."
United States
rick b.
The price is £271
includes taxes & fees
20 Oct - 21 Oct
Beach Life Bliss - steps to the beach
A dining area with a wooden table and chairs, a radiator, a window with curtains, and a door.

13. Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
South Medford
8.8 out of 10, Excellent, (16 reviews)
"Great place, friendly check-in"
United States
Anonymous traveller
The price is £279
includes taxes & fees
10 Nov - 11 Nov
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
A beach with a wooden fence, sand, and the ocean.

14. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
9.8 out of 10, Exceptional, (7 reviews)
"I booked a last minute stay for some time at the ocean. The booking/check in process was so easy with very detailed instructions sent the day of my arrival. The place was exactly as pictured, a well-appointed, clean cottage, with everything I needed. The host also left a welcome gift that was thoughtful and useful. I walked the few blocks to the ocean everyday, multiple times a day to walk for hours on the beaches. I got food from a nice little Italian restaurant (Capri) just a block away. The...
United States
Maura
The price is £299
includes taxes & fees
14 Oct - 15 Oct
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
A circular stone arrangement in a forested area with trees and greenery around.

15. Experience Three Sisters Sanctuary in Goshen, MA

Experience Three Sisters Sanctuary in Goshen, MA
Goshen
9.6 out of 10, Exceptional, (19 reviews)
"We had such a great time staying here as always. "
United States
David F.
Experience Three Sisters Sanctuary in Goshen, MA
An outdoor dining area with white chairs and umbrellas, overlooking the ocean.

16. 2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Dennis
10.0 out of 10, Exceptional, (207 reviews)
"Great location and great host!! We’ll be back!!!"
United States
Patrick T.
The price is £237
includes taxes & fees
14 Oct - 15 Oct
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
A modern kitchen with a wooden dining table, wicker chairs, a stainless steel refrigerator, and white cabinetry.

17. Beautifully Renovated Main Street Cottage- Great Location

Beautifully Renovated Main Street Cottage- Great Location
Nantucket Town
10.0 out of 10, Exceptional, (133 reviews)
"We had an excellent stay & Peter could not have been more helpful! The location is perfect, excellent communication with host, super clean & comfortable beds. Check-in and check-out were super smooth. Hope to book again next year. Highly recommend!"
United States
Lauren K.
Beautifully Renovated Main Street Cottage- Great Location
A beach with waves lapping onto the shore, a clear sky, and a sandy landscape.

18. Lovely Dog Friendly Beach Home Close to Everything. 5 and 6 day stay open July

Lovely Dog Friendly Beach Home Close to Everything. 5 and 6 day stay open July
Eastham
10.0 out of 10, Exceptional, (246 reviews)
"This house was great. Very clean, nicely decorated and well stocked with everything you could possibly need. Nice outdoor space too,and loved the outdoor shower. Great location too....quick drive to beaches and short walk to restaurants/icecream. Would definitely stay again"
United States
Jeanne B.
The price is £402
includes taxes & fees
24 Oct - 25 Oct
Lovely Dog Friendly Beach Home Close to Everything. 5 and 6 day stay open July
A staircase with a white railing leading to a landing with a bench and a shelf with books.

19. Beachy right near “Children’s” Beach, near town and walking distance from Ferry.

Beachy right near “Children’s” Beach, near town and walking distance from Ferry.
Nantucket Town
10.0 out of 10, Exceptional, (119 reviews)
"Comfortable stay for a family of 4 (2 adults, 2 kids) could fit a third family member if needed. The host was very communicative and responded within the day for most messages if not sooner."
United States
Stanford
The price is £765
includes taxes & fees
1 Nov - 2 Nov
Beachy right near “Children’s” Beach, near town and walking distance from Ferry.
A bright, well-lit room with a white sofa, a small round table, and a television mounted on the wall.

20. Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St
Nantucket Town
10.0 out of 10, Exceptional, (85 reviews)
"Convenient location, sweet property, well cared for."
United States
Barbara W.
The price is £726
includes taxes & fees
1 Nov - 2 Nov
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St
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.
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Top Massachusetts Hotel Reviews

citizenM Boston Back Bay

citizenM Boston Back Bay

10/10 Excellent
"We stay here every year and couldn’t recommend it more. Clean, great staff, and a wonderful location."
Alexandria 2-night trip
Posted 1 hour ago
citizenM Boston Back Bay

Find out more about Massachusetts

Massachusetts Holiday Homes: Find the Perfect Place


What is the best time to enjoy a holiday home in Massachusetts?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .


How many holiday homes are available for rent in Massachusetts?

Choose from 5999 beautiful holiday homes in Massachusetts for your getaway.


How much is a holiday home in Massachusetts?

You can find perfect holiday homes in Massachusetts for as low as £138 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.


How can I get the best deal on a holiday home in Massachusetts?

Find the best deals on Massachusetts holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.


Why should I book a holiday home in Massachusetts?

There’s no better way to spend your well-earned holiday than in a private, cosy Massachusetts holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Massachusetts.


What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Massachusetts holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.


Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Massachusetts—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Massachusetts car hire to your holiday property into a holiday package.


What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.

Massachusetts Holiday Homes information

Number of reviews
1,530
Accommodation
5999 Holiday Homes
Lowest Price
£138
Highest Price
£1,148

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