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

Vacation Homes in Massachusetts

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Top Cities in Massachusetts

A historic building with "QUINCY MARKET" sign, surrounded by modern buildings and a clock tower.
Vacation HomesVacation 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, (148 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
8.8 out of 10, Excellent, (36 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 The bathrooms are pretty outdated and both are on the 1st floor whereas 3 of the 4 bedrooms are on the 2nd floor, so that wasn’t ideal.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 HK$1,648
HK$3,357 total
includes taxes & fees
29 Oct - 30 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, (134 reviews)
"Fantastic location on the beach! Was everything we hoped for. Perfect stay. It's also the first house on the coast, so there is no house/property to the right, which makes it feel very open."
United States
Jason M.
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 HK$6,992
HK$10,923 total
includes taxes & fees
19 Oct - 20 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, (210 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 HK$994
HK$1,620 total
includes taxes & fees
4 Nov - 5 Nov
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 HK$1,138
HK$1,783 total
includes taxes & fees
26 Oct - 27 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, (61 reviews)
"Nice home with great kitchen and all the amenities."
United States
rick b.
The price is HK$981
HK$2,761 total
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)
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, (8 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 HK$892
HK$3,319 total
includes taxes & fees
19 Oct - 20 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, (20 reviews)
"This is a magical stay!"
United States
Ryan B.
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, (209 reviews)
"The cottage was fantastic. Being able to walk to the beach was great and we were so close to family and resturants for a family party. We were so fortunate that you do weekend rentals and it was open for my son's engagement weekend! We had an amazing weekend!"
United States
Elayne F.
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, (135 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, (247 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 HK$3,139
HK$4,087 total
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 HK$2,746
HK$5,706 total
includes taxes & fees
18 Oct - 19 Oct
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, (86 reviews)
"Convenient location, sweet property, well cared for."
United States
Barbara W.
The price is HK$3,010
HK$6,448 total
includes taxes & fees
18 Oct - 19 Oct
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

Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

10/10 Excellent
"Close to TD Garden"
Francis 1-night trip
Posted 5 hours ago
Wyndham Boston Beacon Hill

Find out more about Massachusetts

Massachusetts Vacation Homes information

Number of reviews
1,542
Accommodation
6129 Vacation Homes
Lowest Price
HK$1,620
Highest Price
HK$10,923

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