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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Chelsea vacation rentals

A hotel room with a bunk bed, a single bed, and a large window with curtains.

1. 1BR for 6 | Parking + Full Kitchen

1BR for 6 | Parking + Full Kitchen
Chelsea
$480 nightly
The price is $549
Oct 18 - Oct 19
Total with taxes and fees
1BR for 6 | Parking + Full Kitchen
A modern living room with a sofa, coffee table, and a small table with books and a lamp. There is a kitchen area with cabinets, a refrigerator, and a microwave. A welcome sign is on the wall, and a basketball arcade game is visible.

2. 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, (6 reviews)
"It was good"
United States
Cooper D.
$408 nightly
The price is $455
Oct 21 - Oct 22
Total with taxes and fees
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
A bed with a headboard, a bedside table, and a wall-mounted light fixture.

3. 3 bdrm Apt next to Airport/2

3 bdrm Apt next to Airport/2
Chelsea
$236 nightly
The price is $238
Sep 30 - Oct 1
Total with taxes and fees
3 bdrm Apt next to Airport/2
A modern kitchen with wooden cabinets, a stove, a microwave, and a dining table with chairs.

4. 3bdrm Apt next to Airport/Downtown 7 min drive

3bdrm Apt next to Airport/Downtown 7 min drive
Chelsea
8.4 out of 10, Very good, (8 reviews)
"Clean room"
United States
Aslin
$378 nightly
The price is $381
Oct 4 - Oct 5
Total with taxes and fees
3bdrm Apt next to Airport/Downtown 7 min drive
A modern living room with a flat-screen TV on a white stand, a grey sofa, a wooden accent wall, and a hanging light fixture.

5. Modern Apt Near Airport 7 Min to Downtown

Modern Apt Near Airport 7 Min to Downtown
Chelsea
$331 nightly
The price is $333
Oct 7 - Oct 8
Total with taxes and fees
Modern Apt Near Airport 7 Min to Downtown
A spacious living area with a large sectional sofa, a glass dining table, and multiple windows providing natural light.

6. 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, (126 reviews)
"The dedicated parking spots was a huge plus."
United States
Ted W.
$578 nightly
The price is $646
Oct 4 - Oct 5
Total with taxes and fees
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
A living room with a grey sofa, a beige armchair, a world map pillow, a clock on the wall, and a door leading to another room.

7. Mezzanine Apt near Airport Private Parking

Mezzanine Apt near Airport Private Parking
Chelsea
$295 nightly
The price is $297
Oct 6 - Oct 7
Total with taxes and fees
Mezzanine Apt near Airport Private Parking
Room

8. Family-Friendly 1BR | Sleeps 6

Family-Friendly 1BR | Sleeps 6
Chelsea
$289 nightly
The price is $323
Oct 5 - Oct 6
Total with taxes and fees
Family-Friendly 1BR | Sleeps 6
A living room with two dark sofas, a wooden coffee table, a clock, and a plant.

9. Home for Families | Sleeps 11 | 5 min Downtown

Home for Families | Sleeps 11 | 5 min Downtown
Chelsea
$427 nightly
The price is $430
Oct 1 - Oct 2
Total with taxes and fees
Home for Families | Sleeps 11 | 5 min Downtown
A modern living room with a sofa, dining table, chairs, a coffee table, and a TV displaying streaming services.

10. 1BR for 6 | Parking + Easy Transit

1BR for 6 | Parking + Easy Transit
Chelsea
$287 nightly
The price is $321
Oct 7 - Oct 8
Total with taxes and fees
1BR for 6 | Parking + Easy Transit
A modern kitchen with a bar area, two bar stools, and a refrigerator.

11. Spacious 1BR | Sleeps 6 + Parking

Spacious 1BR | Sleeps 6 + Parking
Chelsea
$310 nightly
The price is $348
Oct 4 - Oct 5
Total with taxes and fees
Spacious 1BR | Sleeps 6 + Parking
A hotel room with a bed, a wall-mounted TV displaying streaming services, and a neatly made bed with a folded towel.

12. Comfortable 1BR | Fast WiFi + Parking

Comfortable 1BR | Fast WiFi + Parking
Chelsea
$309 nightly
The price is $347
Oct 22 - Oct 23
Total with taxes and fees
Comfortable 1BR | Fast WiFi + Parking
A modern kitchen with stainless steel appliances, granite countertops, and a built-in oven.

13. Modern 1BR | Sleeps 6 + Parking

Modern 1BR | Sleeps 6 + Parking
Chelsea
$323 nightly
The price is $363
Oct 26 - Oct 27
Total with taxes and fees
Modern 1BR | Sleeps 6 + Parking
A living room with a grey sofa, a black armchair, a coffee table, and a blue rug. There are two windows with blinds, a bookshelf, and a potted plant.

14. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.8 out of 10, Exceptional, (44 reviews)
"7 min from the airport, seamless check in and entry and a spotless, welcoming place- with coffee! Great rental- perfect if you’re coming/going from Logan"
United States
Bridget
$301 nightly
The price is $346
Oct 4 - Oct 5
Total with taxes and fees
Bright 2BR by Boston Waterfront
A waterfront cityscape with a prominent clock tower, a river with boats, and modern buildings.

15. Location+Comfort+Convenience

Location+Comfort+Convenience
East Boston
9.4 out of 10, Exceptional, (88 reviews)
"Fantastic location, easy access to Maverick station! Cozy space. Convenient to restaurants and the mattresses are excellent!"
United States
Elaine S.
$294 nightly
The price is $338
Oct 21 - Oct 22
Total with taxes and fees
Location+Comfort+Convenience
A stone house with a garden bed, a hose, and a brick pathway.

16. Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Medford
10.0 out of 10, Exceptional, (66 reviews)
"Excellent place to stay in Medford. Everything was great and we ended up only had two persons staying here, for which it was great!"
United States
Michael C.
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
A waterfront building with a sign reading "Turtle," featuring a dock with red chairs and potted plants.

17. Unique Boston Harbor Houseboat Suite 2 - Experience near the Freedom Trail -AC

Unique Boston Harbor Houseboat Suite 2 - Experience near the Freedom Trail -AC
Thompson Square - Bunker Hill
9.8 out of 10, Exceptional, (74 reviews)
"Great location and the host was very helpful for everything. Definitely I’m gonna stay here again."
United States
Sandy M.
$394 nightly
The price is $453
Oct 7 - Oct 8
Total with taxes and fees
Unique Boston Harbor Houseboat Suite 2 - Experience near the Freedom Trail -AC
A building with a sign reading "GREEN TURTLE" and a dock with red chairs.

18. Romantic Boston Harbor Houseboat Stay for 2 people. A/C. Close to Freedom Trail.

Romantic Boston Harbor Houseboat Stay for 2 people. A/C. Close to Freedom Trail.
Charlestown
10.0 out of 10, Exceptional, (258 reviews)
"Loved this experience!!! Would book this again! So convenient to see Boston! "
United States
Ellen Z.
$399 nightly
The price is $458
Oct 7 - Oct 8
Total with taxes and fees
Romantic Boston Harbor Houseboat Stay for 2 people. A/C. Close to Freedom Trail.
A row of brick townhouses with fire escapes, a brick sidewalk, and potted plants.

19. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (149 reviews)
"There only a few things I require from a hotel. Hotel Maverick Suites at 40 are clean, quiet and reasonably priced. I enjoyed my stay there immensely. A bonus was their convenient location."
United States
Jerrold
$317 nightly
The price is $365
Oct 4 - Oct 5
Total with taxes and fees
Maverick Suites at 40 Temple St
A spacious living room with a dining area, wooden columns, and a large window providing natural light.

20. Near Boston Historic two-bedroom with Modern Amenities

Near Boston Historic two-bedroom with Modern Amenities
Malden
10.0 out of 10, Exceptional, (329 reviews)
"Place was spotless and had everything you needed for a great stay."
United States
Jenn K.
$250 nightly
The price is $279
Sep 30 - Oct 1
Total with taxes and fees
Near Boston Historic two-bedroom with Modern Amenities
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

Arcadian Hotel

Arcadian Hotel

8/10 Good
"Staff was friendly and helpful. Lobby was highly utilized, but the breakfast was underwhelming. Plain bagels, dry cereal and bananas.."
Julie 3-night trip
Posted 3 hours ago
Arcadian Hotel

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 $166 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 near the most popular sights in Chelsea, or you can go with a secluded option if you're looking for relaxation. 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?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This vacation home rental near Chelsea offers a patio, a garden, and air-conditioning 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. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

How many vacation rentals will I find in Chelsea?

Choose from 5 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 USS Constitution Museum, or get outside and enjoy nature at Boston Common. In the larger area, you’ll find popular places like Fenway Park and Encore Boston Harbor.

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.