A busy street with a large clock, brick buildings, and cars.

Chelsea Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Chelsea vacation rentals

A modern living room with a sofa, chairs, a coffee table, and a TV mounted on the wall.

1. Comfortable 1BR | Fast WiFi + Parking

Comfortable 1BR | Fast WiFi + Parking
Chelsea
The price is ￥18,506
￥41,352 total
includes taxes & fees
Nov 16 - Nov 17
Comfortable 1BR | Fast WiFi + Parking
A retro arcade machine with 'NBA JAM' branding, a 'welcome' sign above it, and a glass table with books and a remote control beside it.

2. Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Chelsea
8.6 out of 10, Excellent, (10 reviews)
"It was close to Boston and the airport"
United States
Lewis
The price is ￥27,177
￥61,053 total
includes taxes & fees
Nov 16 - Nov 17
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
A living room with a grey sofa, a beige armchair, a world map pillow, a clock on the wall, and a door leading to another room.

3. Mezzanine Apt near Airport Private Parking

Mezzanine Apt near Airport Private Parking
Chelsea
The price is ￥32,433
￥35,646 total
includes taxes & fees
Dec 1 - Dec 2
Mezzanine Apt near Airport Private Parking
A modern living room with a flat-screen TV on a white stand, a grey sofa, a wooden accent wall, and a hanging light fixture.

4. Modern Apt Near Airport 7 Min to Downtown

Modern Apt Near Airport 7 Min to Downtown
Chelsea
The price is ￥29,557
￥32,412 total
includes taxes & fees
Nov 30 - Dec 1
Modern Apt Near Airport 7 Min to Downtown
A modern living room with a sofa, dining table, chairs, a coffee table, and a TV displaying streaming services.

5. 1BR for 6 | Parking + Easy Transit

1BR for 6 | Parking + Easy Transit
Chelsea
The price is ￥23,886
￥47,923 total
includes taxes & fees
Nov 22 - Nov 23
1BR for 6 | Parking + Easy Transit
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

6. Family-Friendly 1BR | Sleeps 6

Family-Friendly 1BR | Sleeps 6
Chelsea
The price is ￥18,506
￥40,995 total
includes taxes & fees
Nov 15 - Nov 16
Family-Friendly 1BR | Sleeps 6
A modern living room with a flat-screen TV, a grey sofa, and a wooden accent wall.

7. 3 bdrm Apt next to Airport/2

3 bdrm Apt next to Airport/2
Chelsea
The price is ￥36,428
￥39,997 total
includes taxes & fees
Nov 30 - Dec 1
3 bdrm Apt next to Airport/2
A modern kitchen with white cabinetry, a black stove, and a microwave.

8. 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 ￥52,405
￥55,618 total
includes taxes & fees
Dec 13 - Dec 14
Home for Families | Sleeps 11 | 5 min Downtown
A dining area with a table and chairs, large windows with curtains, and a view of buildings and greenery outside.

9. Modern 1BR | Sleeps 6 + Parking

Modern 1BR | Sleeps 6 + Parking
Chelsea
The price is ￥18,506
￥41,352 total
includes taxes & fees
Nov 17 - Nov 18
Modern 1BR | Sleeps 6 + Parking
A dining area with a table and chairs, large windows with curtains, and a view of buildings and greenery outside.

10. Spacious 1BR | Sleeps 6 + Parking

Spacious 1BR | Sleeps 6 + Parking
Chelsea
The price is ￥23,927
￥48,327 total
includes taxes & fees
Nov 17 - Nov 18
Spacious 1BR | Sleeps 6 + Parking
A bedroom with a large bed, two chairs, a potted plant, and a bay window with blinds.

11. 3bdrm Apt next to Airport/Downtown 7 min drive

3bdrm Apt next to Airport/Downtown 7 min drive
Chelsea
8.0 out of 10, Very good, (11 reviews)
"We stayed here overnight for a show at TD Garden. Great price and location for our needs."
United States
Nicole D.
The price is ￥36,428
￥39,997 total
includes taxes & fees
Nov 30 - Dec 1
3bdrm Apt next to Airport/Downtown 7 min drive
A modern living room with a sofa, chairs, a coffee table, and a TV mounted on the wall.

12. 1BR for 6 | Parking + Full Kitchen

1BR for 6 | Parking + Full Kitchen
Chelsea
The price is ￥25,379
￥49,568 total
includes taxes & fees
Nov 22 - Nov 23
1BR for 6 | Parking + Full Kitchen
A large brick building with a central entrance, steps leading up to it, and a well-maintained lawn.

13. 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 ￥60,105
￥109,789 total
includes taxes & fees
Nov 16 - Nov 17
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
A multi-story hotel with a classic architectural style, featuring arched windows and a central entrance.

14. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (775 reviews)
"Great room: new and spacious. The kitchenette has everything i needed and more."
United States
Yelitza
The price is ￥15,936
￥37,162 total
includes taxes & fees
Dec 7 - Dec 8
Global Luxury Suites Downtown Boston
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

15. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
8.0 out of 10, Very good, (169 reviews)
"great location near the commons. nice space for single traveler."
United States
Andrea
The price is ￥11,296
￥27,679 total
includes taxes & fees
Dec 1 - Dec 2
Maverick Suites at 40 Temple St
A waterfront building with a round tower, a dock with boats, and a calm water body reflecting the structure.

16. Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (120 reviews)
"The houseboat was great! Everyone was super friendly and helpful. Can’t wait for our next stay!"
United States
Frank M.
The price is ￥20,491
￥76,080 total
includes taxes & fees
Dec 7 - Dec 8
Fun houseboat. Walk to Boston attractions WIFI
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, an oven, and a toaster.

17. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.6 out of 10, Exceptional, (51 reviews)
"7 min from the airport, seamless check in and entry and a spotless, welcoming place- with coffee! Great rental- perfect if you’re coming/going from Logan"
United States
Bridget
The price is ￥15,515
￥45,935 total
includes taxes & fees
Nov 15 - Nov 16
Bright 2BR by Boston Waterfront
A row of brick buildings with storefronts, including a bakery and a liquor store.

18. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.4 out of 10, Very good, (219 reviews)
"Great location - plenty to do."
United States
Chloe
The price is ￥13,645
￥30,379 total
includes taxes & fees
Nov 19 - Nov 20
Maverick Suites at 245 Newbury St
A waterfront building with a round tower, a dock with boats, and a calm water body reflecting the structure.

19. Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Charlestown
9.8 out of 10, Exceptional, (213 reviews)
"Wonderful brief stay!"
United States
Marie T.
The price is ￥20,770
￥82,646 total
includes taxes & fees
Dec 7 - Dec 8
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
A modern bedroom with a large bed, a fireplace, and two windows with blinds.

20. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (401 reviews)
"Good place to stay."
United States
Jaetaek
The price is ￥13,516
￥23,802 total
includes taxes & fees
Nov 23 - Nov 24
Premier Suites - Bay Village
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 Chelsea Hotel Reviews

citizenM Boston Back Bay

citizenM Boston Back Bay

8/10 Good
"Very nice view and room but VERY small."
Samantha 3-night trip
Posted 1 hour ago
citizenM Boston Back Bay

Find out more about Chelsea

Search for holiday rentals in Chelsea on Expedia! You can easily find your home rentals, villas, holiday apartments in Chelsea using one of the methods below:

  • View our selection of featured holiday rentals in Chelsea
  • Use the map to find apartments and other holiday homes in the Chelsea neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chelsea while they last

Look no further and take a look at our great range of rental properties in Chelsea!

Frequently asked questions

Can I find vacation rentals in Chelsea?

Yes, we give you a choice of vacation rentals near the most popular sights in Chelsea, or you can go with a secluded option if you're looking for relaxation. Visitors like the top-notch restaurants and shops in Chelsea. While you're here, grab a bite or have a drink at the bars.

What's the top vacation rental that Chelsea has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This vacation home rental near Chelsea offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

How many vacation rentals will I find in Chelsea?

Choose from 5 Expedia vacation rentals in Chelsea for a memorable vacation.

What’s there to see and do in Chelsea?

While exploring the area, visit family-friendly sights like USS Constitution Museum, or get outside and enjoy nature at Boston Common. In the larger area, you’ll find popular places like Fenway Park and Encore Boston Harbor.

What’s a vacation rental in Chelsea like?

A vacation rental is a private property you can book for a long or short time in Chelsea. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for family trips.