Chelsea Vacation Rentals

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Our top choices for Chelsea vacation rentals

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.
$376 nightly
The price is $420
Jan 1 - Jan 2, 2026
Total with taxes and fees
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
9.4 out of 10, Exceptional, (97)
"Great place for our family trip. Plenty of room and gathering spaces. Location was convenient for touring. "
United States
Penny R.
$488 nightly
The price is $545
Jan 5 - Jan 6, 2026
Total with taxes and fees
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Houseboat in Thompson Square - Bunker Hill

Charlestown Houseboat Walk to attractions Be rocked to sleep
9.6 out of 10, Exceptional, (99)
"Great location, pet friendly, "
United States
Karen W.
$371 nightly
The price is $426
Jan 3 - Jan 4, 2026
Total with taxes and fees
Charlestown Houseboat Walk to attractions Be rocked to sleep
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.
$411 nightly
The price is $472
Jan 3 - Jan 4, 2026
Total with taxes and fees
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
9.8 out of 10, Exceptional, (89)
"It was unique way to stay in the city"
United States
brian m.
$394 nightly
The price is $453
Jan 2 - Jan 3, 2026
Total with taxes and fees
Fun houseboat. Walk to Boston attractions WIFI

Aparthotel in Beacon Hill

Maverick Suites at 40 Temple St
2.0 star property
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
$194 nightly
The price is $223
Jan 4 - Jan 5, 2026
Total with taxes and fees
Maverick Suites at 40 Temple St

Aparthotel in Bay Village

Bay Village Suites
2.0 star property
6.6 out of 10, (252)
"Great location nice neighborhood "
United States
Jose
$145 nightly
The price is $167
Dec 31 - Jan 1, 2026
Total with taxes and fees
Bay Village Suites
4.0 star property
8.0 out of 10, Very Good, (637)
"Very clean, beautiful place. I would stay there again."
Canada
Liam
$128 nightly
The price is $147
Jan 4 - Jan 5, 2026
Total with taxes and fees
Global Luxury Suites Downtown Boston

Aparthotel in Back Bay

Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very Good, (155)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
$194 nightly
The price is $223
Jan 4 - Jan 5, 2026
Total with taxes and fees
Maverick Suites at 245 Newbury St
2.0 star property
7.2 out of 10, Good, (134)
"Good location, compact room with everything you need. Very convenient self-service token-operated washing machine and dryer. Worth the price. No elevators, and bed is a bit small."
United Kingdom
Fanny Pei Yee
$187 nightly
The price is $215
Jan 4 - Jan 5, 2026
Total with taxes and fees
Maverick Suites at 400 Columbus Ave

Aparthotel in Bay Village

Premier Suites - Bay Village
2.0 star property
6.4 out of 10, (252)
"Clean room, good location, check in check out easily!"
United States
HIEN T
$133 nightly
The price is $153
Jan 4 - Jan 5, 2026
Total with taxes and fees
Premier Suites - Bay Village

Apartment in Downtown Boston

Temple Place Suites
2.5 star property
7.0 out of 10, Good, (328)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
$155 nightly
The price is $178
Jan 1 - Jan 2, 2026
Total with taxes and fees
Temple Place Suites

Apartment in Fenway–Kenmore

Maverick Suites at 28 Fenway
3.0 star property
8.6 out of 10, Excellent, (331)
"Good place"
United States
Elijah
$190 nightly
The price is $218
Jan 5 - Jan 6, 2026
Total with taxes and fees
Maverick Suites at 28 Fenway
2.5 star property
8.4 out of 10, Very Good, (8)
"Great place. Very clean. Great communication."
United States
Michele
$252 nightly
The price is $282
Dec 31 - Jan 1, 2026
Total with taxes and fees
Furnished Apartments near Encore Boston
2.0 star property
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.
$356 nightly
The price is $409
Jan 7 - Jan 8, 2026
Total with taxes and fees
The Chester: Urban Chic Retreat In South End
8.6 out of 10, Excellent, (23)
"Excellent place to stay in the perfect location. "
United States
Travis
Small fully equipped Contemporary Studio near MGH

Aparthotel in Coolidge Corner South Side

Maverick Suites at 89 Marion
2.0 star property
8.2 out of 10, Very Good, (270)
"Had an amazing time. Loved the property and it's location in proximity to entertainment, transportation, dining and scenic entertainment. "
United States
Nicole
$182 nightly
The price is $203
Jan 4 - Jan 5, 2026
Total with taxes and fees
Maverick Suites at 89 Marion

Aparthotel in Fenway–Kenmore

Charlesgate Suites
3.5 star property
9.4 out of 10, Exceptional, (201)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
$302 nightly
The price is $347
Jan 1 - Jan 2, 2026
Total with taxes and fees
Charlesgate Suites

Apartment in North End

Perfetto North End 1brm
10.0 out of 10, Exceptional, (11)
"Close to good food and many of the sights. "
United States
Jo Anne A.
Perfetto North End 1brm

Aparthotel in South Side

Crescent Suites Hotel
3.0 star property
9.6 out of 10, Exceptional, (1145)
"Lovely, quiet place."
United States
Fatu
$140 nightly
The price is $157
Jan 3 - Jan 4, 2026
Total with taxes and fees
Crescent Suites Hotel
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chelsea vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chelsea in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $147 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chelsea rentals

At Expedia, we put the best Chelsea vacation 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 vacation.

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 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?

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi: This vacation home rental near Chelsea is located in the city center and offers a balcony, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 TD Garden and Fenway Park.

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.