Chelsea Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Chelsea vacation homes

1. Home for Families | Sleeps 11 | 5 min Downtown

Home for Families | Sleeps 11 | 5 min Downtown
Chelsea
10.0 out of 10, Exceptional, (1 review)
The price is CA $405
CA $443 total
includes taxes & fees
Nov 9 - Nov 10
Home for Families | Sleeps 11 | 5 min Downtown

2. Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Chelsea
9.4 out of 10, Exceptional, (129 reviews)
"Great stay for a couple of nights. Great location."
United States
Kevin C.
The price is CA $532
CA $968 total
includes taxes & fees
Nov 9 - Nov 10
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

3. Eagles Landing - Logan Airport

Eagles Landing - Logan Airport
East Boston
10.0 out of 10, Exceptional, (1 review)
The price is CA $150
CA $282 total
includes taxes & fees
Nov 9 - Nov 10
Eagles Landing - Logan Airport

4. 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 $232
CA $423 total
includes taxes & fees
Nov 9 - Nov 10
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

5. Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay

Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay
Everett
9.6 out of 10, Exceptional, (35 reviews)
"Everything was great for our 2-night stay with 3 adults/3 kids!"
United States
Scott
The price is CA $212
CA $530 total
includes taxes & fees
Nov 10 - Nov 11
Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay

6. 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, (19 reviews)
"Great place, friendly check-in"
United States
Anonymous traveller
The price is CA $129
CA $500 total
includes taxes & fees
Nov 10 - Nov 11
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

7. Steps from the ocean - minutes from Boston

Steps from the ocean - minutes from Boston
Winthrop
9.8 out of 10, Exceptional, (6 reviews)
The price is CA $203
CA $460 total
includes taxes & fees
Nov 9 - Nov 10
Steps from the ocean - minutes from Boston

8. 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 $199
CA $586 total
includes taxes & fees
Nov 17 - Nov 18
LUXE 4BDR/2BA Near Boston- T-Station & Encore Casino

9. Luxury 3BR • Free Parking • 10 Min to Logan

Luxury 3BR • Free Parking • 10 Min to Logan
Revere
10.0 out of 10, Exceptional, (1 review)
"Great property. New and clean"
United States
Nash B.
The price is CA $286
CA $646 total
includes taxes & fees
Nov 10 - Nov 11
Luxury 3BR • Free Parking • 10 Min to Logan

10. Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem

Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem
Everett
8.8 out of 10, Excellent, (50 reviews)
"great location with everything about 15 to 20 minutes away."
United States
jordan l.
The price is CA $248
CA $585 total
includes taxes & fees
Nov 9 - Nov 10
Cozy 3bdr Free parking/Wifi, 5 min to Encore Close to Boston,Cambridge ,Salem

11. Modern 2BR Getaway Near Revere Beach

Modern 2BR Getaway Near Revere Beach
Revere
10.0 out of 10, Exceptional, (1 review)
"Great home! Quiet neighborhood, great home, and excellent communication from the host. We had a great stay."
United States
Steve S.
The price is CA $311
CA $525 total
includes taxes & fees
Nov 9 - Nov 10
Modern 2BR Getaway Near Revere Beach

12. Recently Renovated Extremely Spacious Home For You

Recently Renovated Extremely Spacious Home For You
Medford
7.4 out of 10, Good, (6 reviews)
"The property was exactly as advertised. Spacious bedrooms, a well-stocked kitchen, and plenty of space for 8 people. There is a Target only 3 minutes away, and loads of small restaurants within walking distance. My family and I were very pleased with the house. Thank you for the positive experience!"
United States
Hak-Jai K.
The price is CA $219
CA $600 total
includes taxes & fees
Nov 10 - Nov 11
Recently Renovated Extremely Spacious Home For You

13. Stylish 3BR Revere Home|Sleeps 8|Near Boston&Beach

Stylish 3BR Revere Home|Sleeps 8|Near Boston&Beach
Revere
10.0 out of 10, Exceptional, (6 reviews)
"The apartment is well set up for a group and served us really well!"
United States
Sarah T.
The price is CA $381
CA $603 total
includes taxes & fees
Nov 9 - Nov 10
Stylish 3BR Revere Home|Sleeps 8|Near Boston&Beach

14. Harvard Charm / Near Boston + New build

Harvard Charm / Near Boston + New build
Ward Two
The price is CA $215
CA $620 total
includes taxes & fees
Nov 10 - Nov 11
Harvard Charm / Near Boston + New build

15. The Everett House - Five Bedroom House, Sleeps 11

The Everett House - Five Bedroom House, Sleeps 11
Everett
10.0 out of 10, Exceptional, (3 reviews)
"We stayed here for my brother’s MIT graduation, and I cannot say enough good things about this stunning property. Finding a home that comfortably fits the whole family can be a challenge, but this place was absolutely perfect. The house is gorgeous, incredibly spacious, and felt like a true home away from home. Being so close to Cambridge made our commute to the commencement events stress-free. If you’re looking for a beautiful, high-end spot for a family gathering, look no further. Five stars...
United States
Meshullam
The price is CA $687
CA $990 total
includes taxes & fees
Nov 30 - Dec 1
The Everett House - Five Bedroom House, Sleeps 11

16. 3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful property, very clean and modern with the perfect location."
United States
Joel F.
The price is CA $298
CA $722 total
includes taxes & fees
Nov 10 - Nov 11
3BR3Bth Entire House/Steps to Downtown & TD Garden

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

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Dorchester
9.6 out of 10, Exceptional, (11 reviews)
"Amazing place and great host!"
United States
Harmoni C.
The price is CA $191
CA $291 total
includes taxes & fees
Nov 9 - Nov 10
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking

18. Stylish 6-Bedroom Home Near Boston – Dual Units, Yard & Parking Included!

Stylish 6-Bedroom Home Near Boston – Dual Units, Yard & Parking Included!
Everett
4.0 out of 10, (1 review)
"We were very excited to stay at this property with my mother and her 2 dogs. My husband is allergic, so the dual homes side by side seemed perfect - and with 2 medium-large dogs, 2 fenced backyard areas was perfect in the Boston area. Unfortunately, though the owner was aware we were bringing dogs, he failed to mention that "fenced" actually meant fenced just in 3 sides, not fully fenced. Moreover, the 2nd "yard" measures about 4x4 ft or so - also not fully enclosed. The photos were...
United States
Caitlin D.
Stylish 6-Bedroom Home Near Boston – Dual Units, Yard & Parking Included!

19. Cozy Davis SQ 4BDs/Free Parking/7 Min to Harvard & MIT/5 Min Walk-Train Station

Cozy Davis SQ 4BDs/Free Parking/7 Min to Harvard & MIT/5 Min Walk-Train Station
Davis Square
6.0 out of 10, (5 reviews)
"Great location. Host was communicative and easy to connect with. "
United States
Joe C.
The price is CA $243
CA $518 total
includes taxes & fees
Nov 16 - Nov 17
Cozy Davis SQ 4BDs/Free Parking/7 Min to Harvard & MIT/5 Min Walk-Train Station

20. Spacious & Convenient 1BR unit-20min to Boston

Spacious & Convenient 1BR unit-20min to Boston
Melrose
9.6 out of 10, Exceptional, (20 reviews)
"very pleased with our stay! "
United States
Patrick G.
The price is CA $253
CA $497 total
includes taxes & fees
Nov 12 - Nov 13
Spacious & Convenient 1BR unit-20min to Boston
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.

Learn more about Chelsea

Explore the vibrant waterfront where locals gather at the restored Mary O'Malley Park for skyline views and summer concerts. Just across the Tobin Bridge, you'll find authentic Latin American eateries and the surprising Chelsea Art Walk showcasing local talent.

A statue of a man in uniform holding a rifle in front of a brick building with a balcony.

Top reviews in Chelsea

Explore a world of travel with Expedia