Chelsea Holiday Rentals

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Our top choices for Chelsea holiday rentals

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 AU$605
includes taxes & fees
22 Mar - 23 Mar
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
9.4 out of 10, Exceptional, (102 reviews)
"We had a great time in Boston. Location was convenient to airport and landmarks. Neighborhood was great and grocery store just down the street."
United States
Rachel S.
The price is AU$720
includes taxes & fees
22 Mar - 23 Mar
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
10.0 out of 10, Exceptional, (120 reviews)
"Overall our stay was good!"
United States
Yan B.
The price is AU$899
includes taxes & fees
22 Mar - 23 Mar
"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
3.5 star property
9.4 out of 10, Exceptional, (623 reviews)
"Hotel is in the perfect area to go to Faneuil hall as well as to the north end everything’s in walking distance multiple restaurants you can eat high-end or very inexpensive fun time for all"
United States
Cathy
The price is AU$451
includes taxes & fees
22 Mar - 23 Mar
Marriott Vacation Club® at Custom House, Boston

Apartment in South End

Furnished Apartment near BMC
3.0 star property
The price is AU$491
includes taxes & fees
19 Mar - 20 Mar
Furnished Apartment near BMC
4.0 star property
8.0 out of 10, Very good, (669 reviews)
"Everything was great about this place! I will definitely be staying here again!"
United States
Amanda
The price is AU$238
includes taxes & fees
22 Mar - 23 Mar
Global Luxury Suites Downtown Boston
2.5 star property
8.8 out of 10, Excellent, (13 reviews)
"The apartment was nice and very spacious. "
United States
Scott
The price is AU$390
includes taxes & fees
19 Mar - 20 Mar
Furnished Apartments near Encore Boston

Aparthotel in South Side

Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (1,158 reviews)
"Dana’s customer service was excellent and my stay was as well. I will definitely stay again in the future."
United States
Sean
Crescent Suites Hotel

Aparthotel in South End

The Chester Hotel
4.0 star property
8.8 out of 10, Excellent, (29 reviews)
"This was a perfect stay. Exactly how described. Highly recommend. "
United States
Yanmarie
The price is AU$503
includes taxes & fees
24 Mar - 25 Mar
The Chester Hotel

Aparthotel in Bay Village

Bay Village Suites
2.0 star property
6.6 out of 10, (257 reviews)
"This is a convenient property, close to the T and the Common. You will need to be able to walk up some narrow stairs, and adjust to sharing a common bathroom. I met the owner while he was shoveling snow after the nor'easter, and he could not have been nicer! Great value for the money, fairly quiet and I would stay again."
United States
Louise
The price is AU$224
includes taxes & fees
19 Mar - 20 Mar
Bay Village Suites

Apartment in North End

North End Entire House
10.0 out of 10, Exceptional, (18 reviews)
"Great location in the Northend!"
United States
Carol T.
The price is AU$712
includes taxes & fees
19 Mar - 20 Mar
North End Entire House

Aparthotel in Downtown Boston

The Monty Boston
2.5 star property
9.6 out of 10, Exceptional, (34 reviews)
"Amazing property, would stay again."
United States
Doug
The price is AU$1,101
includes taxes & fees
30 Mar - 31 Mar
The Monty Boston

Aparthotel in Back Bay

Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very good, (160 reviews)
"Great location, clean and great 😌 "
United States
Catherine
Maverick Suites at 245 Newbury St
10.0 out of 10, Exceptional, (6 reviews)
"This place is so cool! Was incredibly clean, updated and offered all the amenities you need for a weekend get away. The location is wonderful as well with lots of markets, bakeries and restaurants all within walking distance. This is a must stay! "
United States
mary j.
The price is AU$916
includes taxes & fees
22 Mar - 23 Mar
3BR3Bth Entire House/Steps to Downtown & TD Garden

Apartment in Fenway–Kenmore

Maverick Suites at 28 Fenway
3.0 star property
8.6 out of 10, Excellent, (338 reviews)
"Good place"
United States
Elijah
The price is AU$299
includes taxes & fees
29 Mar - 30 Mar
Maverick Suites at 28 Fenway
The price is AU$171
includes taxes & fees
22 Mar - 23 Mar
Enjoyable 2-bedroom lower level apartment in charming Lynn

Apartment in Beacon Hill

Central Boston Beacon Hill 2brm
9.2 out of 10, Wonderful, (21 reviews)
"Perfect location! Enjoyed our stay!"
United States
judith G.
The price is AU$615
includes taxes & fees
19 Mar - 20 Mar
Central Boston Beacon Hill 2brm

Apartment in Government Center

Luxury 1 bedroom downtown appartment
10.0 out of 10, Exceptional, (5 reviews)
"Gorgeous apartment with unmatched views. Dina is such a welcoming and gracious host and we had everything we needed. "
United States
Sarah D.
The price is AU$809
includes taxes & fees
10 Apr - 11 Apr
Luxury 1 bedroom downtown appartment
9.8 out of 10, Exceptional, (18 reviews)
"Overall comfortable stay"
United States
Jolly J.
The price is AU$287
includes taxes & fees
22 Mar - 23 Mar
Charming 2-bedroom apartment with WiFi, AC in superb Canton
3.0 star property
9.6 out of 10, Exceptional, (5 reviews)
"Studio was very nicely laid out and the owner of the property was friendly! Area the house was in was quiet but yet still walkable to downtown Salem. Bagel place across the street was amazing as well"
United States
chris
The price is AU$496
includes taxes & fees
30 Mar - 31 Mar
1 Mi to Downtown Salem: Studio w/ Fire Pit Access
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$224 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?

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.