Chelsea Vacation Rentals

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Our top choices for Chelsea vacation rentals

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, (1 review)
"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 CA $246
CA $565 total
includes taxes & fees
Feb 8 - Feb 9
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

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, (101 reviews)
"Great place for our family trip. Plenty of room and gathering spaces. Location was convenient for touring. "
United States
Penny R.
The price is CA $309
CA $706 total
includes taxes & fees
Feb 8 - Feb 9
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Charlestown Houseboat Walk to attractions Be rocked to sleep

Charlestown Houseboat Walk to attractions Be rocked to sleep
Thompson Square - Bunker Hill
9.6 out of 10, Exceptional, (99 reviews)
"Responsive host, amazing location, and refreshing change from a brick and mortar. "
United States
Larry N.
The price is CA $82
CA $530 total
includes taxes & fees
Feb 9 - Feb 10
Charlestown Houseboat Walk to attractions Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Charlestown
9.8 out of 10, Exceptional, (201 reviews)
"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.
The price is CA $130
CA $645 total
includes taxes & fees
Feb 8 - Feb 9
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (89 reviews)
"Such a unique experience.We loved the relaxing views after a long day of site seeing.Great access to sites and airport."
United States
Laura M.
The price is CA $144
CA $612 total
includes taxes & fees
Feb 9 - Feb 10
Fun houseboat. Walk to Boston attractions WIFI

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (656 reviews)
"Everything was great about this place! I will definitely be staying here again!"
United States
Amanda
The price is CA $115
CA $194 total
includes taxes & fees
Feb 18 - Feb 19
Global Luxury Suites Downtown Boston

Maverick Suites at 400 Columbus Ave

Maverick Suites at 400 Columbus Ave
2.0 star property
South End
7.2 out of 10, Good, (135 reviews)
"everything was great! only thing i’ll say is that the dots have some cracks where people can see in on the bathrooms and some rooms, but other than that i’d start here again!"
United States
Maelynn
The price is CA $130
CA $275 total
includes taxes & fees
Feb 8 - Feb 9
Maverick Suites at 400 Columbus Ave

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (103 reviews)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
Maverick Suites at 40 Temple St

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, (157 reviews)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
Maverick Suites at 245 Newbury St

Bay Village Suites

Bay Village Suites
2.0 star property
Bay Village
6.6 out of 10, (253 reviews)
"Great location nice neighborhood "
United States
Jose
Bay Village Suites

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (331 reviews)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
The price is CA $112
CA $216 total
includes taxes & fees
Feb 8 - Feb 9
Temple Place Suites

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (257 reviews)
"We stayed there for four days. The heaters were not working, I got almost sick. And the customer service was awful. I hope you will find better place to stay"
United States
Aziza
The price is CA $123
CA $213 total
includes taxes & fees
Feb 24 - Feb 25
Premier Suites - Bay Village

Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (337 reviews)
"Good place"
United States
Elijah
The price is CA $130
CA $283 total
includes taxes & fees
Feb 8 - Feb 9
Maverick Suites at 28 Fenway

Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,151 reviews)
"Everything about this facility was pleasing: clean, well-appointed, great kitchen, comfortable, well-located in the area. We were given a warm welcome when we arrived, provided with lots of information about Waltham. Located near shops and restaurants and on a walking trail along the Charles River. Highly recommend and would stay here again. "
Canada
Susan
Crescent Suites Hotel

Charlesgate Suites

Charlesgate Suites
3.5 star property
Fenway–Kenmore
9.4 out of 10, Exceptional, (201 reviews)
"New spot for us in South Bay. Convenient and easy with easy walk to Commonwealth and restaurants of Newbury"
United States
Brian
The price is CA $208
CA $476 total
includes taxes & fees
Feb 9 - Feb 10
Charlesgate Suites

Maverick Suites at 89 Marion

Maverick Suites at 89 Marion
2.0 star property
Coolidge Corner South Side
8.2 out of 10, Very good, (271 reviews)
"The room was very clean and perfectly sized for a solo traveler for several nights."
United States
Valeri
Maverick Suites at 89 Marion

Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave
2.5 star property
South End
8.0 out of 10, Very good, (69 reviews)
"Loved how cozy and clean it was. Location was great, near many points of interest. Parking at an extra fee, but plenty of street parking in the area. "
United States
Isaiah Joel Santa
Maverick Suites at 402 Columbus Ave

Spacious Private Entrance Master Bedroom/Bath

Spacious Private Entrance Master Bedroom/Bath
Wellesley
10.0 out of 10, Exceptional, (90 reviews)
"Great place to stay. "
United States
Alexa
The price is CA $119
CA $214 total
includes taxes & fees
Feb 16 - Feb 17
Spacious Private Entrance Master Bedroom/Bath

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
Studio Awaits Your Next Stay!

The Monty Boston

The Monty Boston
2.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (32 reviews)
"Amazing property, would stay again."
United States
Doug
The price is CA $699
CA $1,041 total
includes taxes & fees
Feb 9 - Feb 10
The Monty Boston
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chelsea. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino: This Chelsea vacation home rental is located on the waterfront and has a fireplace, a patio, and air-conditioning to put you at ease 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. Kick off your shoes and enjoy yourself with a garden and a selection of books.

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.