Vacation Homes in Massachusetts

Compare and save

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sep - 21 Sep

Top Cities in Massachusetts

Quincy Market showing a city, an administrative buidling and heritage architecture
Vacation HomesVacation Homes

Boston

Boston

Vacation Homes in Massachusetts

3 Mi to Beach: Historic Farmhouse on Cape Cod!
Fridge, microwave, stovetop, dishwasher

3 Mi to Beach: Historic Farmhouse on Cape Cod!

9.4 out of 10, Exceptional, (3)
"Wonderful Stay. Home was very clean, well stocked and convienient to shops and restaurants. Beds were comfortable and the home fit our family well."
3 Mi to Beach: Historic Farmhouse on Cape Cod!
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Fridge, microwave, oven, stovetop

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

10.0 out of 10, Exceptional, (14)
"We had a great time at Captains lookout. The pictures were accurate and we love the view from the roof. The host was very accommodating and helpful. "
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Property grounds

Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

9.0 out of 10, Wonderful, (57)
"It was a really nice and quiet stay. Lots of spiders to keep you company but lots of greenery in the backyard as well. "
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Interior

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

9.6 out of 10, Exceptional, (124)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is AED 731
AED 1,637 total
includes taxes & fees
4 Aug - 5 Aug
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Interior

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (166)
"So much better than staying at a hotel and separating our group of seven. Awesome stay, 10 out of 10 recommend"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Centrally located charmer with expansive patio, board games, & central AC
Fridge, microwave, oven, stovetop

Centrally located charmer with expansive patio, board games, & central AC

7.6 out of 10, Good, (8)
"Beautiful property"
Centrally located charmer with expansive patio, board games, & central AC
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Outdoor dining

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

10.0 out of 10, Exceptional, (157)
"Place was adorable perfect for what we needed. Perfect location, centralized for all your needs and wants"
The price is AED 496
AED 1,370 total
includes taxes & fees
3 Aug - 4 Aug
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Great Home Close to Craigville Beach
Fireplace

Great Home Close to Craigville Beach

10.0 out of 10, Exceptional, (2)
"My friends and I had an amazing stay! The house was clean and the check in process was extremely easy. Also located super close to the beach!"
Great Home Close to Craigville Beach
Hyannis Hideaway in Cape Cod
Paper towels

Hyannis Hideaway in Cape Cod

10.0 out of 10, Exceptional, (1)
"Awesome private property, close to Main Street and Craigsville beach. My friends and I stay in Hyannis every 4th of July and this home was super accommodating for groups and close to everything. Great stay would recommend. "
The price is AED 1,547
AED 2,578 total
includes taxes & fees
1 Aug - 2 Aug
Hyannis Hideaway in Cape Cod
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants
Dining

Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants

10.0 out of 10, Exceptional, (94)
"Loved our stay. Property is very clean and in a quiet neighborhood close to town and beaches. Host Bonnie was great. Would definitely rent again."
Chatham! 3BR house, large quiet yard, 5 min to beach, walk to shops, restaurants
Union Square House
Outdoor dining

Union Square House

9.6 out of 10, Exceptional, (75)
"Had a wonderful stay. Location great. House as described, clean, and comfortable. Would recommend for a stay. "
Union Square House
Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean
Interior

Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean

9.4 out of 10, Exceptional, (8)
The price is AED 2,204
AED 3,048 total
includes taxes & fees
4 Aug - 5 Aug
Spacious 6 bedroom 4.5 bath house in charming Marblehead & close to the ocean
2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything
Exterior detail

2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

8.8 out of 10, Excellent, (36)
"Great stay, communication was amazing "
The price is AED 674
AED 1,533 total
includes taxes & fees
27 Jul - 28 Jul
2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything
Charming house with WiFi and AC in superb Randolph
Terrace/patio

Charming house with WiFi and AC in superb Randolph

9.6 out of 10, Exceptional, (9)
"This was a lovely little home in a quiet neighborhood that allowed us easy access to the highway for our daily adventures. The host was fabulous! We would definitely choose to stay there again if we ever return to the Boston area."
Charming house with WiFi and AC in superb Randolph
Boston's Best Vacation Home
Exterior

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (54)
"Great location easy to get to all of Boston, clean and well maintained, large kitchen and living room. Enjoyed our stay"
Boston's Best Vacation Home
Spacious, New Renovation | Near T
Fridge, microwave, oven, stovetop

Spacious, New Renovation | Near T

10.0 out of 10, Exceptional, (7)
"The house was very nice, clean and comfortable. Had all the supplies we needed plus more included. Check-in and check-out were both super smooth. The host was very responsive. Overall great stay!"
Spacious, New Renovation | Near T
Maushop - 6 Hammock Pond Rd
Property grounds

Maushop - 6 Hammock Pond Rd

9.2 out of 10, Wonderful, (30)
"Very clean, comfortable furniture, close walk to beach. We had a great visit!"
Maushop - 6 Hammock Pond Rd
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Fridge, microwave, oven, stovetop

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

9.6 out of 10, Exceptional, (81)
"This property is perfect for 2 travelers or for a small family. Close to everything, very clean and easy to get to. Would 100% stay here again!"
The price is AED 547
AED 1,255 total
includes taxes & fees
3 Aug - 4 Aug
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Leslie's Retreat: Spacious home ideally located to everything
Interior

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (236)
"We loved staying here! If we ever come back to Salem this is our first choice!"
Leslie's Retreat: Spacious home ideally located to everything
Lakefront Cottage 2 Mi to Palladium in Worcester!
Fridge, microwave, stovetop, dishwasher

Lakefront Cottage 2 Mi to Palladium in Worcester!

10.0 out of 10, Exceptional, (2)
"The space was clean and welcoming, very comfortable. The location was excellent for my son's week at WPI. "
Lakefront Cottage 2 Mi to Palladium in Worcester!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Massachusetts Hotel Reviews

The Revolution Hotel

The Revolution Hotel

10/10 Excellent
"HIGHLY RECOMMEND. "
Jennifer 1-night trip
Posted 10 hours ago
The Revolution Hotel