Chelsea Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for Chelsea vacation rentals

Smart TV, computer monitors, printers

Condo in Chelsea

Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
10.0 out of 10, Exceptional, (2 reviews)
"Very happy with our stay here! The place was clean, warm, and comfortable. I really appreciated the easy check in/out procedures. I loved that we weren’t expected to complete a long list of cleaning tasks before checking out. Crib, pack n play, and high chair were available which is awesome for traveling with a baby. "
United States
Amna S.
The price is ￥27,923
￥64,627 total
includes taxes & fees
Feb 28 - Mar 1
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Interior

Vacation Home in Chelsea

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
9.4 out of 10, Exceptional, (101 reviews)
"Great place for our family trip. Plenty of room and gathering spaces. Location was convenient for touring. "
United States
Penny R.
The price is ￥35,080
￥79,762 total
includes taxes & fees
Mar 1 - Mar 2
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Exterior

Houseboat in Charlestown

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
9.8 out of 10, Exceptional, (201 reviews)
"My husband and I had an excellent stay! It was very comfortable! I would highly recommend staying on The Blue Pearl and hope to stay there again. "
United States
Stacey W.
The price is ￥11,867
￥69,461 total
includes taxes & fees
Feb 27 - Feb 28
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Marina

Houseboat in Thompson Square - Bunker Hill

Charlestown Houseboat Walk to attractions Be rocked to sleep
9.6 out of 10, Exceptional, (100 reviews)
"Responsive host, amazing location, and refreshing change from a brick and mortar. "
United States
Larry N.
The price is ￥10,368
￥61,561 total
includes taxes & fees
Mar 2 - Mar 3
Charlestown Houseboat Walk to attractions Be rocked to sleep
Marina

Houseboat in Boston

Fun houseboat. Walk to Boston attractions WIFI
9.8 out of 10, Exceptional, (89 reviews)
"Our girls group enjoyed staying on this house boat. The marina is well situated to visit nearby attractions. Also, we had no trouble scheduling an Uber to pick us up from this location. The marina was safe as entry and exit was accomplished with a key fob. Also, we found the setting to be very peaceful and serene after a busy day in the city. "
United States
Wendy M.
The price is ￥15,614
￥62,715 total
includes taxes & fees
Feb 27 - Feb 28
Fun houseboat. Walk to Boston attractions WIFI
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up) | Desk, iron/ironing board, free WiFi, bed sheets

Apartment in Downtown Boston

Temple Place Suites
2.5 star property
7.0 out of 10, Good, (332 reviews)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is ￥14,053
￥26,025 total
includes taxes & fees
Feb 27 - Feb 28
Temple Place Suites
Exterior detail

Condo in Beacon Hill

Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!
9.6 out of 10, Exceptional, (4 reviews)
"Had a wonderful stay! Beautiful condo in a beautiful neighborhood that is walking distance to the commons."
United States
Grant T.
The price is ￥17,462
￥45,521 total
includes taxes & fees
Mar 2 - Mar 3
Charming & Private 1-bedroom Condo in Historic Boston - next to MGH hospital!
Premium Apartment | Living area | 24-inch Smart TV with digital channels

Aparthotel in South End

The Chester Hotel
4.0 star property
8.6 out of 10, Excellent, (28 reviews)
"Had a great stay. Super convenient to Northeastern and shopping/restaurants. "
United States
kelly
The price is ￥23,293
￥54,555 total
includes taxes & fees
Feb 28 - Mar 1
The Chester Hotel
1 bedroom, desk, iron/ironing board, WiFi

Apartment in Downtown Boston

Perfect One Bedroom Stay In Downtown Boston!
8.6 out of 10, Excellent, (18 reviews)
"Came to Boston to take a few college tours and this was a pretty central location. This property was also very close to several other places we were hoping to see while in town. Communication was great and check in was seamless. The property was clean and perfect for our stay. "
United States
elena d.
The price is ￥18,112
￥36,307 total
includes taxes & fees
Feb 27 - Feb 28
Perfect One Bedroom Stay In Downtown Boston!
Exterior

Apartment in Back Bay

Stylish Back Bay Retreat, Steps from Prudential
8.6 out of 10, Excellent, (7 reviews)
"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."
United States
JEANPAUL
The price is ￥19,021
￥46,456 total
includes taxes & fees
Mar 2 - Mar 3
Stylish Back Bay Retreat, Steps from Prudential
Smart TV, books

Apartment in East Boston

Bright 2BR by Boston Waterfront
9.8 out of 10, Exceptional, (15 reviews)
"Great location, clean and comfortable! Even though they were traveling overseas they were very responsive....would stay there again...."
United States
L
The price is ￥14,074
￥38,042 total
includes taxes & fees
Mar 2 - Mar 3
Bright 2BR by Boston Waterfront
Desk, laptop workspace, free WiFi, bed sheets

Aparthotel in Bay Village

Bay Village Suites
2.0 star property
6.6 out of 10, (254 reviews)
"Great location nice neighborhood "
United States
Jose
The price is ￥14,032
￥24,194 total
includes taxes & fees
Feb 27 - Feb 28
Bay Village Suites
Iron/ironing board, WiFi, bed sheets

Vacation Home in Dorchester

Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
The price is ￥13,120
￥24,043 total
includes taxes & fees
Mar 2 - Mar 3
Modern Boston Stay, Full-Sized Kitchen, Electric Sauna, Added Driveway Parking
Smart TV

Apartment in Beverly

Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
9.0 out of 10, Wonderful, (22 reviews)
"Cheerful decor, well-equipped kitchen, and clean. Good location in walking distance to restaurants. However, there was a musty smell throughout the building and rooms. "
United States
Julia
The price is ￥16,059
￥45,802 total
includes taxes & fees
Mar 1 - Mar 2
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
TV, offices

Apartment in Bay Village

Perfect location Sleeps 3
7.8 out of 10, Good, (12 reviews)
"Great location but the unit wasn't exactly what was pictured. Not has updated as the pictures, but it was clean and"
United States
Jaime M.
The price is ￥18,112
￥35,800 total
includes taxes & fees
Feb 27 - Feb 28
Perfect location Sleeps 3
TV

Apartment in Salem

Central Salem Retreat 2bd W/ parking
9.2 out of 10, Wonderful, (15 reviews)
"It was very clean, a great location, and the host was super responsive and helpful!"
United States
Kristen N.
The price is ￥11,711
￥31,530 total
includes taxes & fees
Mar 2 - Mar 3
Central Salem Retreat 2bd W/ parking
Exterior detail

Apartment in Dorchester

Pet-Friendly Boston Apt with Parking Near Red Line - 82
9.4 out of 10, Exceptional, (32 reviews)
"Very comfortable, lots of room, clean, well appointed.Great location. Appreciated off street parking."
United States
Sandra M.
The price is ￥18,288
￥52,746 total
includes taxes & fees
Mar 2 - Mar 3
Pet-Friendly Boston Apt with Parking Near Red Line - 82
Smart TV

Apartment in Salem

Hocus Pocus Season is here! Don’t miss it!
10.0 out of 10, Exceptional, (5 reviews)
"Great property!!!"
United States
Heather
The price is ￥16,065
￥44,414 total
includes taxes & fees
Mar 4 - Mar 5
Hocus Pocus Season is here! Don’t miss it!
Exterior detail

Vacation Home in Quincy

3BR pet-friendly Quincy house w/parking — near Adams Park
9.6 out of 10, Exceptional, (45 reviews)
"very clean. comfortable beds. Very nice stay."
Germany
Stefanie K.
The price is ￥22,264
￥51,689 total
includes taxes & fees
Mar 1 - Mar 2
3BR pet-friendly Quincy house w/parking — near Adams Park
Exterior

Aparthotel in South End

Maverick Suites at 402 Columbus Ave
2.5 star property
8.0 out of 10, Very Good, (69 reviews)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
United States
Isaiah Joel Santa
Maverick Suites at 402 Columbus Ave
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

Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District

10/10 Excellent
"Room spotless and staff was courteous "
Brandi 2-night trip
Posted 16 hours ago
Hyatt Place Boston/Seaport District

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 where you'll be only 2.4 mi (3.9 km) from New England Aquarium, offering you a more remote option if you'd like a quiet spot to stay. 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?

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino: This Chelsea vacation home rental is located on the waterfront and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 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 garden and a selection of books.

How many vacation rentals will I find in Chelsea?

Choose from 3 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 New England Aquarium, 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.