Chelsea Vacation Rentals

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Our top choices for Chelsea vacation rentals

Enjoyable 2-bedroom apartment near airport with washer and dryer

Enjoyable 2-bedroom apartment near airport with washer and dryer
Chelsea
$238 nightly
The price is $265
May 18 - May 19
Total with taxes and fees
Enjoyable 2-bedroom apartment near airport with washer and dryer

Unit 34 Stylish 1BR Apartment Long-term stays

Unit 34 Stylish 1BR Apartment Long-term stays
Downtown Chelsea
$587 nightly
The price is $596
Jun 9 - Jun 10
Total with taxes and fees
Unit 34 Stylish 1BR Apartment Long-term stays

Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway

Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway
Chelsea
9.0 out of 10, Wonderful, (34 reviews)
"A lovely little place. There was a bit of a musty smell in the front room, but it was a cozy space."
United States
Lindsy B.
$363 nightly
The price is $415
Jun 10 - Jun 11
Total with taxes and fees
Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway

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, (104 reviews)
"host was so welcoming and we enjoyed they stay"
United States
Roshawn D.
$617 nightly
The price is $689
May 21 - May 22
Total with taxes and fees
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

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

Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Chelsea
10.0 out of 10, Exceptional, (3 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.
$386 nightly
The price is $431
May 18 - May 19
Total with taxes and fees
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail

"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
Boston
10.0 out of 10, Exceptional, (121 reviews)
"Overall our stay was good!"
United States
Yan B.
$556 nightly
The price is $639
May 18 - May 19
Total with taxes and fees
"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail

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, (631 reviews)
"Great location, Central to all main attractions and great restaurants, food, entertainment. Custom house is fantastic building rich in history. Great place to stay in Boston "
Australia
Antonios
$280 nightly
The price is $321
May 25 - May 26
Total with taxes and fees
Marriott Vacation Club® at Custom House, Boston

Re-listed: Adorable Condo Beverly - Salem - Halloween

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
9.8 out of 10, Exceptional, (20 reviews)
"Small, clean ,quiet , great location Work definitely rent again"
United States
Nick S.
$222 nightly
The price is $247
May 17 - May 18
Total with taxes and fees
Re-listed: Adorable Condo Beverly - Salem - Halloween

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Billerica
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful place that made our vacation even better. There were so many hidden gems and the amenities were abundant. "
United States
Elizabeth
$180 nightly
The price is $201
May 20 - May 21
Total with taxes and fees
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,197 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
$159 nightly
The price is $178
May 25 - May 26
Total with taxes and fees
Crescent Suites Hotel

Salem Haunted Happenings Retreat

Salem Haunted Happenings Retreat
Salem
9.8 out of 10, Exceptional, (25 reviews)
"Great place!"
United States
Jeffrey
$227 nightly
The price is $230
May 18 - May 19
Total with taxes and fees
Salem Haunted Happenings Retreat

3BR2Bth TD Garden/BOS/MIT/Harvard/3 Parking Spaces

3BR2Bth TD Garden/BOS/MIT/Harvard/3 Parking Spaces
East Somerville
10.0 out of 10, Exceptional, (25 reviews)
"One of the best spots we’ve stayed at. So close to the city but was so much more comfortable than being directly in the middle of everything!"
United States
Kyle M.
$351 nightly
The price is $392
May 17 - May 18
Total with taxes and fees
3BR2Bth TD Garden/BOS/MIT/Harvard/3 Parking Spaces

Central Salem Retreat 2bd W/ parking

Central Salem Retreat 2bd W/ parking
Salem
9.2 out of 10, Wonderful, (15 reviews)
"It was very clean, a great location, and the host was super responsive and helpful!"
United States
Kristen N.
$239 nightly
The price is $243
May 20 - May 21
Total with taxes and fees
Central Salem Retreat 2bd W/ parking

Hocus Pocus Season is here! Don’t miss it!

Hocus Pocus Season is here! Don’t miss it!
Salem
10.0 out of 10, Exceptional, (10 reviews)
"Great property!!!"
United States
Heather
$278 nightly
The price is $311
May 19 - May 20
Total with taxes and fees
Hocus Pocus Season is here! Don’t miss it!

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, (57 reviews)
"Owner accessible, and cleanliness and convenience was very good."
United States
Ian
$236 nightly
The price is $264
May 20 - May 21
Total with taxes and fees
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Free Parking at 1 Bed Basement Apt, Near BU & MIT

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.0 out of 10, Very Good, (14 reviews)
"Great location, check in and check out was easy. Clean space. Great value "
United States
David
$198 nightly
The price is $216
May 18 - May 19
Total with taxes and fees
Free Parking at 1 Bed Basement Apt, Near BU & MIT

3BR pet-friendly Quincy house w/parking — near Adams Park 383

3BR pet-friendly Quincy house w/parking — near Adams Park 383
Quincy
9.8 out of 10, Exceptional, (49 reviews)
"very clean. comfortable beds. Very nice stay."
Germany
Stefanie K.
$331 nightly
The price is $370
May 18 - May 19
Total with taxes and fees
3BR pet-friendly Quincy house w/parking — near Adams Park 383

Casa de Los Clarey Boston Airport Beaches Off Street Parking Available

Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Winthrop
10.0 out of 10, Exceptional, (54 reviews)
"Loved the character of the property. Very roomy. Great location"
United States
Jeffrey V.
$253 nightly
The price is $283
May 20 - May 21
Total with taxes and fees
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (280 reviews)
"Yes and clean"
United States
Sindy
$179 nightly
The price is $206
May 17 - May 18
Total with taxes and fees
Premier Suites - Bay Village

2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach
Marblehead Historic District
10.0 out of 10, Exceptional, (20 reviews)
"Location and amenities were great! Close to everything , yet private. Comfortable and clean . Host was most helpful.Will definitely try to stay again when traveling to the area ."
United States
George G.
$359 nightly
The price is $401
Jun 3 - Jun 4
Total with taxes and fees
2BR Historic Marblehead Home+Minutes to Beach
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 $178 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?

Centrally located in the heart of Boston near T: This vacation home 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 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.