Choose from 25,643 vacation rentals located in Massachusetts, United States. Top filters in Massachusetts include Internet / Wifi, Air conditioner, and Kitchen / Kitchenette. Prices range from $39 to $20,000 per night. Our most popular vacation rental types near Massachusetts are House and Hotel.

Top vacation rentals in Massachusetts

KING SIZE  COMFY BED
4.9
Outstanding(237 Reviews)
House
 in Newport
CLOSE to everything/ Private Bath
2 guests · 1 bedroom · 1 bath
Kitchen / Kitchenette · Air conditioner · Internet / Wifi

Indulge in a peaceful retreat at CLOSE to everything/ Private Bath, our elegant House in Massachusetts. Enjoy amenities including Air conditioner, Internet / Wifi and Kitchen / Kitchenette, and more.

$$$$
vrbo logo
View deal
Property view
4.2
Excellent(570 Reviews)
Hotel
 in Boston
4star
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Pool · Kitchen / Kitchenette · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Massachusetts at DoubleTree Suites by Hilton Hotel Boston - Cambridge for $79 for your next trip.

$$$$
booking logo
View deal
Property view
4.1
Excellent(1,105 Reviews)
Hotel
 in Boston
4star
The Westin Boston Seaport District
Garden · Pool · Pets allowed

Business stays, family stays, couples stay, getaway vacation, and rental in Massachusetts at The Westin Boston Seaport District for $114 for your next trip.

$$$$
booking logo
View deal
Property view
Condo
 in Massachusetts
A Fine Catch
10 guests · 5 bedrooms · 3 baths
Beachfront / Waterfront · Family friendly

Nestled in Massachusetts, this Condo is perfect for your next vacation. Enjoy A Fine Catch's top-rated amenities, including Beachfront / Waterfront and Family friendly, and more.

$$$$
plumguide logo
View deal

Search by amenity

Vacation rentals with internet & wifi in Massachusetts

double french doors onto outdoor patio
5.0
Outstanding(194 Reviews)
Cottage
 in South Dennis
Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan
5 guests · 2 bedrooms · 1 bath
Garden · Pets allowed · Kitchen / Kitchenette

Enjoy the best of Massachusetts in our Cottage, Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan. A stunning property with amenities including Air conditioner, Dishwasher and Fireplace, and more.

$$$$
vrbo logo
View deal
Exterior
5.0
Outstanding(222 Reviews)
Cottage
 in Nantucket
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
4 guests · 1 bedroom · 1 bath
Garden · Pool · Pets allowed

Discover the beauty of Massachusetts with a stay at Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!, a top rated Cottage with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
vrbo logo
View deal
South Boston rental unit on top floor w/separate access, city views.
5.0
Outstanding(209 Reviews)
Condo
 in South Boston
Spacious, Immaculate, Great Location
5 guests · 2 bedrooms · 1 bath
Pets allowed · Kitchen / Kitchenette · Air conditioner

This inviting Condo in Massachusetts can fit your needs for many types of vacations, at $158 per night.

$$$$
vrbo logo
View deal
Property view
4.5
Excellent(179 Reviews)
Hotel
 in Boston
5star
Boston Harbor Hotel
Pool · Pets allowed · Air conditioner

Business stays, family stays, couples stay, getaway vacation, and rental in Massachusetts at Boston Harbor Hotel for $104 for your next trip.

$$$$
booking logo
View deal
city photo
Massachusetts

Massachusetts travel guide

Let us help you plan your perfect Massachusetts vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Massachusetts, and more.

Frequently asked questions

What are the top travel destinations in Massachusetts

Cape Cod, Boston, and Berkshires are the top three destinations to travel in Massachusetts.

What is the price range for rentals in Massachusetts?

Vacation rentals in Massachusetts have a price range between $39-$20,000. The average price for rentals in Massachusetts is $260 per night.

How many cities have available rentals in Massachusetts?

There are 202 destinations with available rentals in Massachusetts.

Travel inspiration

Keep exploring