Chelsea Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Chelsea vacation rentals

Smart TV

Enjoyable 2-bedroom apartment near airport with washer and dryer

Enjoyable 2-bedroom apartment near airport with washer and dryer
Chelsea
The price is ￥24,945
￥42,017 total
includes taxes & fees
May 18 - May 19
Enjoyable 2-bedroom apartment near airport with washer and dryer
TV, offices

Unit 34 Stylish 1BR Apartment Long-term stays

Unit 34 Stylish 1BR Apartment Long-term stays
Downtown Chelsea
The price is ￥33,893
￥94,321 total
includes taxes & fees
Jun 9 - Jun 10
Unit 34 Stylish 1BR Apartment Long-term stays
Exterior detail

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.
Suite at House of L: Near Boston, Hospitals & Casino – Fast WiFi, Driveway
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, (104 reviews)
"host was so welcoming and we enjoyed they stay"
United States
Roshawn D.
The price is ￥57,017
￥109,154 total
includes taxes & fees
May 21 - May 22
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
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
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.
The price is ￥30,504
￥68,217 total
includes taxes & fees
May 18 - May 19
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Marina

"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.
The price is ￥54,166
￥101,224 total
includes taxes & fees
May 18 - May 19
"Travelers Choice Award" Spacious 2BD/2Bath Heat/AC 45 ft yacht Freedom Trail
Exterior

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
The price is ￥48,329
￥55,554 total
includes taxes & fees
May 31 - Jun 1
Marriott Vacation Club® at Custom House, Boston
1 bedroom, travel crib, free WiFi, bed sheets

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.
The price is ￥14,816
￥39,194 total
includes taxes & fees
May 17 - May 18
Re-listed: Adorable Condo Beverly - Salem - Halloween
Interior

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
The price is ￥17,130
￥31,872 total
includes taxes & fees
May 20 - May 21
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Terrace/patio

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,196 reviews)
"Excellent stay as always, my home away from home when traveling in the area."
United States
Sean
The price is ￥21,871
￥24,429 total
includes taxes & fees
May 31 - Jun 1
Crescent Suites Hotel
Interior

Salem Haunted Happenings Retreat

Salem Haunted Happenings Retreat
Salem
9.8 out of 10, Exceptional, (25 reviews)
"Great place!"
United States
Jeffrey
The price is ￥16,535
￥37,345 total
includes taxes & fees
May 17 - May 18
Salem Haunted Happenings Retreat
Fridge, microwave, oven, stovetop

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.
The price is ￥17,105
￥62,096 total
includes taxes & fees
May 17 - May 18
3BR2Bth TD Garden/BOS/MIT/Harvard/3 Parking Spaces
TV

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.
The price is ￥17,739
￥38,726 total
includes taxes & fees
May 20 - May 21
Central Salem Retreat 2bd W/ parking
Smart TV

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
The price is ￥17,823
￥49,098 total
includes taxes & fees
May 19 - May 20
Hocus Pocus Season is here! Don’t miss it!
1 bedroom, iron/ironing board, free WiFi, bed sheets

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
The price is ￥19,164
￥41,751 total
includes taxes & fees
May 20 - May 21
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Exterior

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
The price is ￥15,046
￥34,161 total
includes taxes & fees
May 18 - May 19
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Exterior detail

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.
The price is ￥26,133
￥58,558 total
includes taxes & fees
May 18 - May 19
3BR pet-friendly Quincy house w/parking — near Adams Park 383
Interior

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.
The price is ￥19,322
￥44,758 total
includes taxes & fees
May 20 - May 21
Casa de Los Clarey Boston Airport Beaches Off Street Parking Available
Deluxe Double Room, Shared Bathroom | Iron/ironing board, free WiFi, bed sheets

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
The price is ￥19,101
￥30,149 total
includes taxes & fees
May 17 - May 18
Premier Suites - Bay Village
Fridge, microwave, oven, stovetop

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.
The price is ￥21,486
￥63,452 total
includes taxes & fees
Jun 3 - Jun 4
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

Omni Parker House

Omni Parker House

10/10 Excellent
"The hotel was awesome. The room was clean, small very small but hey it's Boston. The bed was comfy. The room was quiet from hotel noise but could hear the street noise at times. That's okay we were in the city! The staff was friendly and i could always find someone working there whether I was looking for help or not. The onsite bar is fab- I love that there are two. This gave options with seats, views, vides and experiences"
Rebecca 2-night trip
Posted 1 hour ago
Omni Parker House

Find out more about Chelsea

Search for holiday rentals in Chelsea on Expedia! You can easily find your home rentals, villas, holiday apartments in Chelsea using one of the methods below:

  • View our selection of featured holiday rentals in Chelsea
  • Use the map to find apartments and other holiday homes in the Chelsea neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chelsea while they last

Look no further and take a look at our great range of rental properties in Chelsea!

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 Harbor. 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.