Chelsea Holiday Rentals

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Holiday Rentals in Chelsea

CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!
2.0 star property
9.4 out of 10, Exceptional, (31)
"This was a great space for our family of five. Lots of room, right on the bus line, and everything was brand new and upgraded. Plus it had space for parking and a washer and dryer which were a nice bonus. Highly recommend this place to anyone visiting the Boston area."
United States
Kim C.
The price is AU$818
includes taxes & fees
26 Oct - 27 Oct
CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
9.6 out of 10, Exceptional, (90)
"Wonderful old house, be prepared for stairs, LOL. Loved the house, host communication was great, loved the neighborhood, would recommend, and would stay again"
United States
Scott C.
The price is AU$1,149
includes taxes & fees
2 Nov - 3 Nov
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Suite at House of L: near Boston, Hospitals, Encore Casino, Walk to Bus, Fast WiFi, Driveway
9.0 out of 10, Wonderful, (32)
"Mattress was too firm for my wife. Would have preferred bed pillows to be a medium thickness (something between the 2 provided)"
United States
Mark
The price is AU$580
includes taxes & fees
27 Oct - 28 Oct
Suite at House of L: near Boston, Hospitals, Encore Casino, Walk to Bus, Fast WiFi, Driveway
Cityscape
2.0 star property
The price is AU$810
includes taxes & fees
26 Oct - 27 Oct
Cityscape
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
The price is AU$612
includes taxes & fees
12 Nov - 13 Nov
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (1111)
"The staff were friendly and the accommodation was good"
United States
Sudha
Crescent Suites Hotel
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy
4.0 star property
9.2 out of 10, Wonderful, (943)
"The property was awesome, well located, not far to jump on trains etc Close to MGM musical hall, which was the reason for our trip. Would 100% recommend this property if your looking for a nice peaceful area but close enough to all the popular touristy areas. Loved our stay, thank you "
United Kingdom
Lyndsey
The price is AU$308
includes taxes & fees
9 Nov - 10 Nov
No. 284 Back Bay Hotel, Sonder by Marriott Bonvoy
Charlesgate Suites
3.5 star property
9.4 out of 10, Exceptional, (194)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
The price is AU$670
includes taxes & fees
22 Oct - 23 Oct
Charlesgate Suites
Maverick Suites at 28 Fenway
3.0 star property
8.8 out of 10, Excellent, (303)
"great location"
United States
Mario
The price is AU$321
includes taxes & fees
18 Nov - 19 Nov
Maverick Suites at 28 Fenway
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very good, (613)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
United States
Lily
Global Luxury Suites Downtown Boston
Maverick Suites at 89 Marion
2.0 star property
8.4 out of 10, Very good, (261)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
The price is AU$335
includes taxes & fees
18 Nov - 19 Nov
Maverick Suites at 89 Marion
The Monty Boston
2.5 star property
9.4 out of 10, Exceptional, (25)
"Thos was agreat place to stay for my family. It is very spacious."
United States
David
The price is AU$1,343
includes taxes & fees
31 Oct - 1 Nov
The Monty Boston
Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very good, (150)
"Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library"
United States
Elizabeth rising
The price is AU$396
includes taxes & fees
18 Nov - 19 Nov
Maverick Suites at 245 Newbury St
Enchanting Hidden Door Escape
2.0 star property
10.0 out of 10, Exceptional, (22)
"Great house and location for what our family needed for our recent trip! "
United States
Jenifer H.
The price is AU$983
includes taxes & fees
22 Oct - 23 Oct
Enchanting Hidden Door Escape
Funky and cozy home ! A little bit of everything for everyone.
2.0 star property
10.0 out of 10, Exceptional, (16)
"We had a great time, and look forward to staying the next time we are in town."
United States
Alex J.
The price is AU$800
includes taxes & fees
23 Oct - 24 Oct
Funky and cozy home ! A little bit of everything for everyone.
NEW 2BR Historic Marblehead Home+Minutes to Beach
2.0 star property
10.0 out of 10, Exceptional, (16)
"We really enjoyed our stay! Rachel is a very attentive host and the house was adorable and clean. Cute bar with good food walking distance from the house. We would absolutely book again! "
United States
Shanti M.
The price is AU$602
includes taxes & fees
11 Nov - 12 Nov
NEW 2BR Historic Marblehead Home+Minutes to Beach
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway
4.0 star property
8.8 out of 10, Excellent, (273)
"Easy check in and clean property with in unit laundry"
United States
Sarah
The price is AU$340
includes taxes & fees
9 Nov - 10 Nov
Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway
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

Find out more about Chelsea

Everything you need to know about Chelsea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chelsea holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chelsea holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chelsea. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chelsea holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chelsea holiday rentals we have selected for you start as low as AU$286 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chelsea rentals

At Expedia, we put the best Chelsea holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chelsea rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chelsea holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chelsea. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Casa Castor • Private Room 1: This highly rated holiday home rental in Chelsea has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge to make your meal-planning easier. Our travellers also rate Casa Castor • Private Room 3 as a favourite home for rent in Chelsea.

How many holiday rentals will I find in Chelsea?

Choose from 6 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 TD Garden and Fenway Park.

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.