A busy street with a large clock, brick buildings, and cars.

Chelsea Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Chelsea vacation rentals

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, (110 reviews)
"host was so welcoming and we enjoyed they stay"
United States
Roshawn D.
$613 nightly
The price is $685
Jul 21 - Jul 22
Total with taxes and fees
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Living area

5 min to Airport/ 7 min to Downtown - 3 bdrm Apt

5 min to Airport/ 7 min to Downtown - 3 bdrm Apt
Chelsea
8.0 out of 10, Very Good, (1 review)
"Clean room"
United States
Aslin
$276 nightly
The price is $308
Jul 13 - Jul 14
Total with taxes and fees
5 min to Airport/ 7 min to Downtown - 3 bdrm Apt
Smart TV, video games, computer monitors, printers

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

Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Chelsea
8.8 out of 10, Excellent, (5 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.
$400 nightly
The price is $447
Aug 2 - Aug 3
Total with taxes and fees
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Fridge, microwave, oven, stovetop

Unit 21 Spacious 2BR Apartment Long-term Stay

Unit 21 Spacious 2BR Apartment Long-term Stay
Downtown Chelsea
$639 nightly
The price is $648
Jul 19 - Jul 20
Total with taxes and fees
Unit 21 Spacious 2BR Apartment Long-term Stay
TV

44 Large and Spacious 1BR Apartment

44 Large and Spacious 1BR Apartment
Downtown Chelsea
$609 nightly
The price is $617
Jul 13 - Jul 14
Total with taxes and fees
44 Large and Spacious 1BR Apartment
Marina

Stay Where Some Tall Ships Dock- July 12,13,15 open 45 foot yacht for up to 6ppl

Stay Where Some Tall Ships Dock- July 12,13,15 open 45 foot yacht for up to 6ppl
Boston
10.0 out of 10, Exceptional, (126 reviews)
"Overall our stay was good!"
United States
Yan B.
$618 nightly
The price is $653
Aug 11 - Aug 12
Total with taxes and fees
Stay Where Some Tall Ships Dock- July 12,13,15 open 45 foot yacht for up to 6ppl
Property grounds

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown
Thompson Square - Bunker Hill
9.8 out of 10, Exceptional, (81 reviews)
"Overall very goodexperience..great neighborhood,views,very responsive owner..overall very good stay"
United States
jeff s.
$430 nightly
The price is $495
Jul 13 - Jul 14
Total with taxes and fees
Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown
Terrace/patio

Experience Sail Boston from Your Marina-Front Suite 1 available 7/13

Experience Sail Boston from Your Marina-Front Suite 1 available 7/13
Charlestown
10.0 out of 10, Exceptional, (247 reviews)
"Loved this experience!!! Would book this again! So convenient to see Boston! "
United States
Ellen Z.
$408 nightly
The price is $469
Jul 13 - Jul 14
Total with taxes and fees
Experience Sail Boston from Your Marina-Front Suite 1 available 7/13
Rooftop terrace

Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (640 reviews)
"Best hotel for stay in Boston!"
United States
Frank
$339 nightly
The price is $390
Jul 26 - Jul 27
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston
Premium Apartment | Living area | 24-inch Smart TV with digital channels

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (34 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
$271 nightly
The price is $312
Jul 13 - Jul 14
Total with taxes and fees
The Chester Hotel
Exterior

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.2 out of 10, Very Good, (183 reviews)
"Great location and easy to get into. Appreciated the cheaper cost, as I really just need a place to sleep. It served it's purpose well and walking distance to many great locations."
United States
Jason
$252 nightly
The price is $290
Jul 13 - Jul 14
Total with taxes and fees
Maverick Suites at 245 Newbury St
Studio | Iron/ironing board, free WiFi

The Concord Hotel

The Concord Hotel
2.0 star property
South End
8.0 out of 10, Very Good, (2 reviews)
"There was very little loud construction outside the window as well as in the building before 8:30 am. The place was cute and relatively clean. Owners gave us a discount for the noise"
United States
Sara
$314 nightly
The price is $361
Jul 14 - Jul 15
Total with taxes and fees
The Concord Hotel
Front of property

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (128 reviews)
"Location Location Location"
United States
Rebecca
$293 nightly
The price is $336
Jul 14 - Jul 15
Total with taxes and fees
Maverick Suites at 40 Temple St
Terrace/patio

One-Bedroom Retreat in the South End

One-Bedroom Retreat in the South End
South End
$1,263 nightly
The price is $1,483
Jul 13 - Jul 14
Total with taxes and fees
One-Bedroom Retreat in the South End
Lobby

Family Fun in Boston: Rooftop Pool & City Views

Family Fun in Boston: Rooftop Pool & City Views
South End
$1,211 nightly
The price is $1,418
Jul 13 - Jul 14
Total with taxes and fees
Family Fun in Boston: Rooftop Pool & City Views
Interior

Boston Family Suite with Pool and Gym: Exquisite for Families

Boston Family Suite with Pool and Gym: Exquisite for Families
South End
$1,467 nightly
The price is $1,730
Jul 13 - Jul 14
Total with taxes and fees
Boston Family Suite with Pool and Gym: Exquisite for Families
Lobby lounge

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very Good, (717 reviews)
"Clean room, great staff and fantastic location for a reasonable price."
United States
April
$287 nightly
The price is $329
Jul 30 - Jul 31
Total with taxes and fees
Global Luxury Suites Downtown Boston
Terrace/patio

Boston Gem: 1BR Apartment with Pool

Boston Gem: 1BR Apartment with Pool
South End
$1,285 nightly
The price is $1,506
Jul 13 - Jul 14
Total with taxes and fees
Boston Gem: 1BR Apartment with Pool
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, (384 reviews)
"Everything was perfect"
United States
Catherine
$236 nightly
The price is $271
Jul 13 - Jul 14
Total with taxes and fees
Maverick Suites at 28 Fenway
Suite (Luxury 1BR w/ King Bed & City Views) | Egyptian cotton sheets, premium bedding, down comforters

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (6 reviews)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
$310 nightly
The price is $356
Aug 12 - Aug 13
Total with taxes and fees
Symple Live
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
"Very nice property centrally located very clean. Staff very friendly and cooperative. We were able to check in early and leave our car late. Restaurant for breakfast excellent food large portions."
arthur 1-night trip
Posted less than an hour ago
The Dagny Boston

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 $180 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.

Explore a world of travel with Expedia

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?

Centrally located in the heart of Boston near T: This vacation home rental near Chelsea has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 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 4 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.