Chelsea Holiday Rentals

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Holiday Rentals in Chelsea

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

Chelsea
10.0 out of 10, Exceptional, (1)
"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 NZ$762
includes taxes & fees
14 Dec - 15 Dec
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

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

Chelsea
9.4 out of 10, Exceptional, (93)
"Great house, convenient location, although the road noise is a bit much."
United States
Jaron H.
The price is NZ$943
includes taxes & fees
4 Dec - 5 Dec
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

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

Charlestown
9.8 out of 10, Exceptional, (200)
"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 NZ$811
includes taxes & fees
9 Dec - 10 Dec
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Fun houseboat. Walk to Boston attractions WIFI

Boston
9.8 out of 10, Exceptional, (89)
"Such a unique experience.We loved the relaxing views after a long day of site seeing.Great access to sites and airport."
United States
Laura M.
The price is NZ$733
includes taxes & fees
4 Dec - 5 Dec
Fun houseboat. Walk to Boston attractions WIFI

Best of Boston Houseboat Heat/AC in Boston Harbor Suite2 -Freedom Trail close by

Thompson Square - Bunker Hill
10.0 out of 10, Exceptional, (57)
"Great houseboat experience! The check in process was fairly easy and the small kitchenette gave us the option to make coffee and have a quick breakfast in the mornings. "
United States
Michael K.
The price is NZ$657
includes taxes & fees
4 Dec - 5 Dec
Best of Boston Houseboat Heat/AC in Boston Harbor Suite2 -Freedom Trail close by

Bay Village Suites

2.0 star property
Bay Village
6.4 out of 10, (248)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites

Temple Place Suites

2.5 star property
Downtown Boston
7.0 out of 10, Good, (322)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is NZ$282
includes taxes & fees
4 Dec - 5 Dec
Temple Place Suites

Maverick Suites at 245 Newbury St

2.0 star property
Back Bay
8.2 out of 10, Very good, (154)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
Maverick Suites at 245 Newbury St

Global Luxury Suites Downtown Boston

4.0 star property
Chinatown
8.0 out of 10, Very good, (626)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
United States
Lily
The price is NZ$322
includes taxes & fees
7 Dec - 8 Dec
Global Luxury Suites Downtown Boston

Maverick Suites at 400 Columbus Ave

2.0 star property
South End
7.2 out of 10, Good, (132)
"I thoroughly enjoyed my stay. Great property in a nice neighborhood in Back Bay. Bonus: it's also near the Logan Express bus stop for easy airport access. "
United States
Mark
Maverick Suites at 400 Columbus Ave

Premier Suites - Bay Village

2.0 star property
Bay Village
6.4 out of 10, (251)
"Clean room, good location, check in check out easily!"
United States
HIEN T
Premier Suites - Bay Village

North End Gem ★ Prime Location + Parking Included

North End
9.6 out of 10, Exceptional, (58)
"Had a very nice time close to everything walking distance to alot of fun and exciting things "
United States
Lynn W.
The price is NZ$530
includes taxes & fees
4 Dec - 5 Dec
North End Gem ★ Prime Location + Parking Included

The Chester: Urban Chic Retreat In South End

2.0 star property
South End
10.0 out of 10, Exceptional, (1)
"We had a great stay in Boston and the Chester was perfect for our trip. First time in Boston so we did a lot of the usual things, but this location was great to easily connect with bus and train options as we decided not to rent a vehicle. Space was comfortable for group of three - lots of shops and restaurants in the area. We were touring a lot, so didn’t spend a lot of time in the unit, but it was very comfortable and would definitely come back again!"
United States
Chad T.
The price is NZ$656
includes taxes & fees
17 Dec - 18 Dec
The Chester: Urban Chic Retreat In South End

Maverick Suites at 40 Temple St

2.0 star property
Beacon Hill
7.6 out of 10, Good, (102)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
Maverick Suites at 40 Temple St

Come Visit Boston and Stay In Our Homey Studio

Downtown Boston
8.8 out of 10, Excellent, (3)
"Great central location! Tiny but super !would come back . Great food , bars, brewery , breakfast at our doorstep. By the park too!"
United States
Dean and Courtenay M.
Come Visit Boston and Stay In Our Homey Studio

Studio Awaits Your Next Stay!

Bay Village
10.0 out of 10, Exceptional, (4)
"Would stay again"
United States
mark p.
The price is NZ$374
includes taxes & fees
16 Dec - 17 Dec
Studio Awaits Your Next Stay!

Modern North End Studio

North End
9.0 out of 10, Wonderful, (10)
"Convenient location. Great restaurants. Perfect apatment for a couple. "
United States
Holly V.
The price is NZ$542
includes taxes & fees
9 Dec - 10 Dec
Modern North End Studio

The Chester Hotel

4.0 star property
South End
8.6 out of 10, Excellent, (27)
"The property was spacious and clean. We enjoyed our stay!"
United States
Bryan
The price is NZ$738
includes taxes & fees
8 Dec - 9 Dec
The Chester Hotel

North End Entire House

North End
10.0 out of 10, Exceptional, (9)
"We stayed overnight to visit Snowport and then had a concert at TD garden. The location was perfect- a simple, quick walk to the venue! The house was extremely clean. The host was extremely communicative which made the trip even easier. . "
United States
Melissa
The price is NZ$896
includes taxes & fees
10 Dec - 11 Dec
North End Entire House

Perfect One Bedroom Stay In Downtown Boston!

Downtown Boston
8.6 out of 10, Excellent, (17)
"Temple Place Suites was a great place to stay for our few days in Boston. We loved being across from Boston Commons, near great bakerys and cafes. It was a comfortable apartment with great space and plenty of amenities. Staff was great at communicating about check in, building codes and check out. Wished there were dish towels and wash cloths. Otherwise, it was great!!"
United States
Christine
The price is NZ$380
includes taxes & fees
4 Dec - 5 Dec
Perfect One Bedroom Stay In Downtown 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.
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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 favorite 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 depends 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 NZ$282 per night. Entering your travel dates in the search wizard you might find 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?

Cozy Salem Getaway. Historic Home Near All the Sights: This holiday home rental outside of Chelsea offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 TD Garden.

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.