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

Chelsea Vacation Rentals

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Our top choices for Chelsea vacation rentals

1. 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)
"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 $285
CA $622 total
includes taxes & fees
Aug 16 - Aug 17
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

2. 3bdrm Apt next to Airport/Downtown 7 min drive

3bdrm Apt next to Airport/Downtown 7 min drive
Chelsea
8.6 out of 10, Excellent, (7 reviews)
"Clean room"
United States
Aslin
The price is CA $347
CA $398 total
includes taxes & fees
Aug 9 - Aug 10
3bdrm Apt next to Airport/Downtown 7 min drive

3. 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, (119 reviews)
"The dedicated parking spots was a huge plus."
United States
Ted W.
The price is CA $502
CA $956 total
includes taxes & fees
Aug 12 - Aug 13
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

4. 3 bdrm Apt next to Airport/2

3 bdrm Apt next to Airport/2
Chelsea
The price is CA $273
CA $315 total
includes taxes & fees
Aug 16 - Aug 17
3 bdrm Apt next to Airport/2

5. 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, (206 reviews)
"Such a quaint and quiet location. We loved staying on the pier. The boat was clean and tidy!! We would definitely stay there again!!"
United States
Angela L.
The price is CA $251
CA $814 total
includes taxes & fees
Aug 27 - Aug 28
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

6. Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (103 reviews)
"This was a great experience and the check in process was excellent."
United States
Carole S.
The price is CA $280
CA $798 total
includes taxes & fees
Aug 31 - Sep 1
Fun houseboat. Walk to Boston attractions WIFI

7. 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, (67 reviews)
"Wonderful option to stay in Boston and we really enjoyed the marina setting and the boat feel. Excellent hosts! Will come again."
United States
Maureen H.
The price is CA $378
CA $679 total
includes taxes & fees
Aug 16 - Aug 17
Unique Boston Harbor Houseboat Suite 2 - Experience near the Freedom Trail -AC

8. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.8 out of 10, Good, (141 reviews)
"Worth the stay"
Canada
Akansha
The price is CA $196
CA $353 total
includes taxes & fees
Aug 9 - Aug 10
Maverick Suites at 40 Temple St

9. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.0 out of 10, Good, (10 reviews)
"Clean room and linens, great location and comfortable bed. Only complaint is the street noise and sounds from residents in upstairs apartment which was kind of loud. All things considered I’d stay again as it was a good value spot"
United States
Nancy
The price is CA $249
CA $463 total
includes taxes & fees
Aug 9 - Aug 10
The Concord Hotel

10. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (433 reviews)
"Great location so close to everything"
United States
Hunter
The price is CA $168
CA $281 total
includes taxes & fees
Aug 9 - Aug 10
Temple Place Suites

11. Primo North End Studio

Primo North End Studio
North End
9.4 out of 10, Exceptional, (19 reviews)
"Great place, amazing location!"
United States
Christopher W.
The price is CA $223
CA $500 total
includes taxes & fees
Aug 16 - Aug 17
Primo North End Studio

12. Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!

Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
Downtown Boston
9.0 out of 10, Wonderful, (2 reviews)
"Host was very communicative. The apartment was very clean and spacious and the location was fantastic! A lot of things in walking distance and train stop nearby for getting to other parts of the city was convenient. I would highly recommend this host and their space! Thank you for your hospitality! Would love to come back."
United States
Rachael M.
The price is CA $196
CA $504 total
includes taxes & fees
Aug 20 - Aug 21
Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!

13. The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.8 out of 10, Excellent, (36 reviews)
"It was in a great neighbourhood and beautiful decorated"
United Kingdom
Shanida
The price is CA $217
CA $425 total
includes taxes & fees
Aug 10 - Aug 11
The Chester Hotel

14. 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, (197 reviews)
"Location was perfect! The room was great and exactly what I needed for my business trip"
United States
Michael
The price is CA $218
CA $380 total
includes taxes & fees
Aug 10 - Aug 11
Maverick Suites at 245 Newbury St

15. Downtown Studio | Students Welcome | W/D in unit

Downtown Studio | Students Welcome | W/D in unit
Downtown Boston
9.4 out of 10, Exceptional, (3 reviews)
"Was worth the price all around"
United States
steven l.
The price is CA $183
CA $485 total
includes taxes & fees
Aug 18 - Aug 19
Downtown Studio | Students Welcome | W/D in unit

16. Ideal North End 1brm Central To Everything

Ideal North End 1brm Central To Everything
North End
9.6 out of 10, Exceptional, (47 reviews)
"Great well appointed place, close to everything Boston has to offer."
United States
Robert M.
The price is CA $259
CA $565 total
includes taxes & fees
Aug 11 - Aug 12
Ideal North End 1brm Central To Everything

17. Boston Financial District 1BR | Walk to anything!

Boston Financial District 1BR | Walk to anything!
Downtown Boston
10.0 out of 10, Exceptional, (1 review)
"The room was great, for what little time we spent in it, it was a really cozy place. The bed was huge, and really comfortable, I loved how much light the place got as well, with the windows. We were slightly off put by the pictures of the place with how incredibly beige the place looked, but I can assure you it looks way better in person lol. The location is great as well, I've never been to a city this walkable, so I'm glad we picked somewhere right in the middle of it, almost every direction...
United States
Kyle
The price is CA $277
CA $620 total
includes taxes & fees
Sep 2 - Sep 3
Boston Financial District 1BR | Walk to anything!

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

Free Parking at 1 Bed Basement Apt, Near BU & MIT
Fenway–Kenmore
8.4 out of 10, Very good, (29 reviews)
"Friendly hosts"
United States
Jan
The price is CA $132
CA $302 total
includes taxes & fees
Aug 12 - Aug 13
Free Parking at 1 Bed Basement Apt, Near BU & MIT

19. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (319 reviews)
"Lovely small property with thoughtful touches like cool water bottles & Nespresso available 24hrs. I had to take a last minute Zoom call and the front desk reserved the business center room for me. The rooms themselves are a bit small but very comfortable beds and linens."
United States
Theresa
The price is CA $167
CA $264 total
includes taxes & fees
Aug 10 - Aug 11
Premier Suites - Bay Village

20. Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.4 out of 10, Very good, (21 reviews)
"Very easy check in, great location to walk to the ballet. Tons of great bars around"
United States
Keith
The price is CA $219
CA $403 total
includes taxes & fees
Aug 12 - Aug 13
Perfect One Bedroom Stay In Downtown 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?

Modern 2BR Home Close to Campus & 10 min Boston: This vacation home near Chelsea offers a selection of games, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, 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.