A street lined with historic buildings, including the Union Oyster House and Yankee Publishing Building.

Boston Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Boston vacation homes

A modern living room with a flat-screen TV mounted on the wall, a grey sofa, a wooden coffee table with books and a decorative sculpture, and a window with a view of greenery.

1. Cambridge Designer Home / Harvard, MIT, Boston

Cambridge Designer Home / Harvard, MIT, Boston
Wellington-Harrington
The price is CA $229
CA $668 total
includes taxes & fees
Nov 15 - Nov 16
Cambridge Designer Home / Harvard, MIT, Boston
A modern kitchen with white cabinets, stainless steel appliances, and a glass dining table set for six.

2. 3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (22 reviews)
"Great location"
United States
David C.
The price is CA $402
CA $899 total
includes taxes & fees
Nov 10 - Nov 11
3BR3Bth Entire House/Steps to Downtown & TD Garden
A bedroom with a bed, a desk, a mirror, and a window with blinds.

3. Newly Renovated 2 Bedroom in Southie!

Newly Renovated 2 Bedroom in Southie!
South Boston
The price is CA $305
CA $521 total
includes taxes & fees
Nov 2 - Nov 3
Newly Renovated 2 Bedroom in Southie!
A spacious room with a wooden floor, a white door, and a large window with a view of a staircase.

4. The Harvard Room conveniently near BC & Harvard

The Harvard Room conveniently near BC & Harvard
Brighton
9.0 out of 10, Wonderful, (40 reviews)
"The stay here was perfect for my wife and me. It is close ( 0.5 miles) to the purple line, even closer (.2 miles) to a bus stop, and close to restaurants and a brewery (Notch).Note: Big Daddy's Pizza is very close.2 miles) and was superb!"
United States
Michael D.
The price is CA $289
CA $505 total
includes taxes & fees
Oct 26 - Oct 27
The Harvard Room conveniently near BC & Harvard
A living room with two sofas, a coffee table, and a patterned rug.

5. Centrally located in the heart of Boston near T

Centrally located in the heart of Boston near T
Dorchester
9.4 out of 10, Exceptional, (33 reviews)
"The location was super convenient- quick 10-15 min in/out of the city. The house was really clean! The host was very responsive."
United States
Erin D.
The price is CA $246
CA $648 total
includes taxes & fees
Nov 3 - Nov 4
Centrally located in the heart of Boston near T
A modern living room with a sofa, coffee table, and chairs, a flat-screen TV mounted on the wall, and large windows with curtains.

6. LUXE 4BDR/2BA Near Boston- T-Station & Encore Casino

LUXE 4BDR/2BA Near Boston- T-Station & Encore Casino
East Somerville
9.6 out of 10, Exceptional, (8 reviews)
"Very sweet place to stay. Located in a very nice area. Close to the "T" and very walkable "
United States
Tobakeion B.
The price is CA $249
CA $679 total
includes taxes & fees
Nov 3 - Nov 4
LUXE 4BDR/2BA Near Boston- T-Station & Encore Casino
A dining area with a wooden table and chairs, a radiator, a window with curtains, and a door.

7. 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
8.6 out of 10, Excellent, (17 reviews)
"Great place, friendly check-in"
United States
Anonymous traveller
The price is CA $145
CA $547 total
includes taxes & fees
Nov 10 - Nov 11
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

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

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
9.4 out of 10, Exceptional, (8 reviews)
"Great location near the Red Line, clean, and exactly what we were hoping for. Highly recommend!"
United States
Wynn
The price is CA $179
CA $291 total
includes taxes & fees
Nov 4 - Nov 5
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
A hotel room with a bed, two windows with blinds, a radiator, and a framed map on the wall.

9. FREE Parking • Chic 2BR North End Apartment. Prime Location.

FREE Parking • Chic 2BR North End Apartment. Prime Location.
North End
9.4 out of 10, Exceptional, (36 reviews)
"We loved our stay here. The city is at your fingertips. There location is absolutely perfect."
United States
Brittany B.
The price is CA $450
CA $927 total
includes taxes & fees
Oct 21 - Oct 22
FREE Parking • Chic 2BR North End Apartment. Prime Location.
A modern living room with a wooden staircase, a yellow sofa, and a flat-screen TV.

10. Quiet and peaceful house near Harvard/MIT with free parking

Quiet and peaceful house near Harvard/MIT with free parking
Riverside
9.2 out of 10, Wonderful, (9 reviews)
"Easy to get in and out of Boston and perfect place to lay our heads! "
United States
Michelle K.
The price is CA $398
CA $982 total
includes taxes & fees
Nov 3 - Nov 4
Quiet and peaceful house near Harvard/MIT with free parking
A modern living room with a sofa, armchair, coffee table, and a TV.

11. PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino
Everett
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful and clean. Very friendly and helpful host. If ever in the area would definitely choose this lovely home first!"
United States
Dawn B.
The price is CA $250
CA $468 total
includes taxes & fees
Oct 25 - Oct 26
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino
A spacious living area with a dining table, chairs, and a chandelier. There is a kitchen in the background with modern appliances.

12. LUXE 3BR Near Boston, Airport, and Beach!

LUXE 3BR Near Boston, Airport, and Beach!
Revere
9.6 out of 10, Exceptional, (13 reviews)
"Loved the property! Would defiantly rent again! "
United States
Jessica C.
The price is CA $194
CA $517 total
includes taxes & fees
Nov 3 - Nov 4
LUXE 3BR Near Boston, Airport, and Beach!
A modern living room with a flat-screen TV, a white sofa, a coffee table, and decorative items.

13. Lorenzo Inn

Lorenzo Inn
Dorchester
9.4 out of 10, Exceptional, (13 reviews)
"Beautiful house. Very well furnished and equipped. Friendly host. Comfortable beds. Easy to quickly get town centre in an Uber. Highly recommend."
United Kingdom
patrick
The price is CA $367
CA $546 total
includes taxes & fees
Nov 1 - Nov 2
Lorenzo Inn
A modern living room with a sofa, coffee table, and dining area.

14. MODERN Spacious 4bed 2bath HARVARD MIT BOS Cambridge Somerville walk everywhere!

MODERN Spacious 4bed 2bath HARVARD MIT BOS Cambridge Somerville walk everywhere!
East Somerville
9.4 out of 10, Exceptional, (62 reviews)
"Excellent place to stay love the finish on the property, and is very clean. "
United States
hugo l.
The price is CA $374
CA $838 total
includes taxes & fees
Nov 15 - Nov 16
MODERN Spacious 4bed 2bath HARVARD MIT BOS Cambridge Somerville walk everywhere!
A bathroom with a white marble wall, gold-framed mirrors, a potted plant, a gold decorative piece, and a towel rack with a towel labeled "Makeup".

15. North End Entire House / Heart of Boston

North End Entire House / Heart of Boston
North End
The price is CA $864
CA $1,833 total
includes taxes & fees
Nov 10 - Nov 11
North End Entire House / Heart of Boston
A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

16. Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams

Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
Quincy
9.8 out of 10, Exceptional, (8 reviews)
"Perfect stay for the night. Communication was great and property was clean and had everything we needed."
United States
Ryan E.
The price is CA $233
CA $405 total
includes taxes & fees
Nov 1 - Nov 2
Charming 3-Beds In 2-bedrooms Apartment Near Quincy Adams
A hallway with a dark grey door, a large ornate mirror, and a light wooden floor.

17. Harvard Charm / Near Boston + New build

Harvard Charm / Near Boston + New build
Ward Two
The price is CA $411
CA $857 total
includes taxes & fees
Nov 8 - Nov 9
Harvard Charm / Near Boston + New build
A modern kitchen with white cabinetry, a built-in oven, a stainless steel range hood, and pendant lighting.

18. Designer Condo in Jamaica Plain | Steps to Forest Hills

Designer Condo in Jamaica Plain | Steps to Forest Hills
Roslindale
The price is CA $209
CA $931 total
includes taxes & fees
Nov 10 - Nov 11
Designer Condo in Jamaica Plain | Steps to Forest Hills
A modern kitchen with white cabinets, a stainless steel dishwasher, a gas stove, and a large window with blinds.

19. 2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino

2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino
Everett
10.0 out of 10, Exceptional, (17 reviews)
"Great neighborhood! House is beautiful and alot bigger then expected! If we ever get back to the area, this would be my first pick to stay. "
United States
Danielle s.
The price is CA $310
CA $630 total
includes taxes & fees
Oct 28 - Oct 29
2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino
A two-story white house with black shutters, a front porch, and a brick driveway.

20. Spacious Apt. 2 car free parking great location.

Spacious Apt. 2 car free parking great location.
The Port
8.4 out of 10, Very good, (42 reviews)
"Was a perfect fit for what we needed, and a great location. Thanks!! "
United States
Tyler S.
The price is CA $422
CA $810 total
includes taxes & fees
Nov 2 - Nov 3
Spacious Apt. 2 car free parking great location.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Boston Hotel Reviews

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Our stay was lovely. The room was great, the staff was accommodating, the location just around the corner from Quincy Market and Faneuil Hall can't be beat. I have only two suggestions: Put an obvious sign outside the entrance, it's not intuitive that guests should walk through an unmarked glass sliding door when there is a sign on a standard door right next to it that says "Harborside Inn." The Jacuzzi tub serves as the shower and it is high off the floor -- especially for older people who could easily slip. The inn provides a step tool with an assist bar but that won't help someone who's unsteady on their feet. Lastly, why is there a DVD player in the room? This is 2026, not 1996, and makes the inn look dated"
Thomas 1-night trip
Posted less than an hour ago
Harborside Inn Of Boston

Find out more about Boston

Boston Vacation Homes information

Number of reviews
236
Accommodation
569 Vacation Homes
Lowest Price
CA $291
Highest Price
CA $1,833

Explore a world of travel with Expedia