Chelsea Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Chelsea holiday rentals

Smart TV, computer monitors, printers

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

Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Chelsea
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 HK$1,583
HK$3,476 total
includes taxes & fees
7 Apr - 8 Apr
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Interior

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, (102 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 HK$2,822
HK$5,402 total
includes taxes & fees
7 Apr - 8 Apr
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Exterior

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, (201 reviews)
"Perfect host, perfect spot, WORTH EVERY PENNY "
Canada
Jennifer E.
The price is HK$1,176
HK$4,262 total
includes taxes & fees
15 Apr - 16 Apr
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Interior

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (89 reviews)
"Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend ~"
United States
Tracey
The price is HK$1,215
HK$4,009 total
includes taxes & fees
9 Apr - 10 Apr
Fun houseboat. Walk to Boston attractions WIFI
Fridge, oven, stovetop, dishwasher

Endless Summer: Oceanside Views

Endless Summer: Oceanside Views
Boston
10.0 out of 10, Exceptional, (41 reviews)
"Fun family adventure!"
United States
Jay
The price is HK$1,591
HK$3,079 total
includes taxes & fees
7 Apr - 8 Apr
Endless Summer: Oceanside Views
Exterior

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very good, (11 reviews)
"Amazing location for the price. Check-in was super easy with clear instructions. Free parking was such a great perk for Boston. As for the house, despite a few visual damages (and 2 lightbulbs for the lamps not working), there was not much to complain about. Would recommend "
United States
Mai
The price is HK$745
HK$1,709 total
includes taxes & fees
9 Apr - 10 Apr
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Desk, iron/ironing board, free WiFi, bed sheets

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (346 reviews)
"Wonderful stay， convenient location "
United States
Junhu
The price is HK$847
HK$1,469 total
includes taxes & fees
6 Apr - 7 Apr
Temple Place Suites
1 bedroom, iron/ironing board, WiFi, bed sheets

Perfect North End Studio

Perfect North End Studio
North End
9.6 out of 10, Exceptional, (50 reviews)
"Host was very helpful and accommodating throughout our whole trip. The place had everything we needed for the weekend. Great location and walking distance to lots of great restaurants and coffee shops."
United States
Matthew M.
The price is HK$1,019
HK$2,523 total
includes taxes & fees
6 Apr - 7 Apr
Perfect North End Studio
1 bedroom, travel cot, free WiFi, bed sheets

Re-listed: Adorable Condo Beverly - Salem - Halloween

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
9.8 out of 10, Exceptional, (19 reviews)
"Small, clean ,quiet , great location Work definitely rent again"
United States
Nick S.
The price is HK$733
HK$1,940 total
includes taxes & fees
5 Apr - 6 Apr
Re-listed: Adorable Condo Beverly - Salem - Halloween
Smart TV

Hocus Pocus Season is here! Don’t miss it!

Hocus Pocus Season is here! Don’t miss it!
Salem
10.0 out of 10, Exceptional, (8 reviews)
"Great property!!!"
United States
Heather
The price is HK$841
HK$2,278 total
includes taxes & fees
8 Apr - 9 Apr
Hocus Pocus Season is here! Don’t miss it!
1 bedroom, desk, iron/ironing board, Internet

Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
7.4 out of 10, Good, (10 reviews)
"Was clean and the location was perfect for my stay. "
United States
Laurie F.
The price is HK$572
HK$2,036 total
includes taxes & fees
6 Apr - 7 Apr
Cozy Studio Steps from Boston Common and Theaters
Marina

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marblehead Historic District
10.0 out of 10, Exceptional, (72 reviews)
"Super convenient location; quaint old building; spacious apartment with comfortable bed, seating, and well appointed kitchen and bath. Easy checkin, checkout, and access. Thanks for a great stay!"
United States
Barbara D.
The price is HK$706
HK$1,971 total
includes taxes & fees
15 Apr - 16 Apr
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Interior

1 Mi to Downtown: Salem Vacation Rental!

1 Mi to Downtown: Salem Vacation Rental!
3.0 star property
Salem
10.0 out of 10, Exceptional, (3 reviews)
"Great overall stay! "
United States
Tessa
The price is HK$909
HK$2,863 total
includes taxes & fees
5 Apr - 6 Apr
1 Mi to Downtown: Salem Vacation Rental!
Living area

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (29 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is HK$1,383
HK$2,986 total
includes taxes & fees
8 Apr - 9 Apr
The Chester Hotel
Front of property

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (341 reviews)
"Clean"
United States
Kristin
The price is HK$825
HK$1,715 total
includes taxes & fees
5 Apr - 6 Apr
Maverick Suites at 28 Fenway
Smart TV

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
Ward Two
9.8 out of 10, Exceptional, (20 reviews)
"Excellent place to stay! Close to the T Red line, shopping and food. Quiet accommodations with good Wi-Fi. Nice neighborhood for exploring."
United States
Eric D.
The price is HK$982
HK$2,603 total
includes taxes & fees
8 Apr - 9 Apr
Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
Smart TV, books

Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
10.0 out of 10, Exceptional, (21 reviews)
"Perfect place for a Boston get away. Hosts are extremely polite, very transparent about parking. Very conveniently located to be anywhere in the city quickly. Will be staying here again in the future"
United States
Blāk R.
The price is HK$874
HK$2,131 total
includes taxes & fees
15 Apr - 16 Apr
Bright 2BR by Boston Waterfront
Smart TV

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Salem
9.6 out of 10, Exceptional, (148 reviews)
"It was nice to rent a place for just one night. Great place. Spacious and clean. "
United States
Sue J.
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Living area

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is HK$1,052
HK$4,854 total
includes taxes & fees
7 Apr - 8 Apr
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Interior

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Billerica
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful place that made our vacation even better. There were so many hidden gems and the amenities were abundant. "
United States
Elizabeth
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
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

The Dagny Boston

The Dagny Boston

10/10 Excellent
"Rooms were very clean and beds were comfortable! "
Jordan 2-night trip
Posted 2 hours ago
The Dagny Boston

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
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  • 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!

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Frequently asked questions

Can I find holiday rentals in Chelsea?

Yes, we have holiday rentals where you'll be only 2.4 mi (3.9 km) from New England Aquarium, providing a more remote option if you want a quieter place 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 are some of the best holiday rentals that Chelsea has to offer?

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino: This highly rated holiday home rental in Chelsea 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books.

How many holiday rentals will I find in Chelsea?

Choose from 3 Expedia holiday rentals in Chelsea for a memorable holiday.

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 wider area, you’ll find popular places such as Fenway Park and Encore Boston Harbor.

What’s a holiday rental in Chelsea like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chelsea. Holiday rentals feature extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.