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, (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 CA $263
CA $589 total
includes taxes & fees
May 13 - May 14
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

Unit 34 Stylish 1BR Apartment Long-term stays

Unit 34 Stylish 1BR Apartment Long-term stays
Downtown Chelsea
The price is CA $293
CA $808 total
includes taxes & fees
Jun 9 - Jun 10
Unit 34 Stylish 1BR Apartment Long-term stays

44 Large and Spacious 1BR Apartment

44 Large and Spacious 1BR Apartment
Downtown Chelsea
The price is CA $324
CA $852 total
includes taxes & fees
May 25 - May 26
44 Large and Spacious 1BR Apartment

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 CA $492
CA $930 total
includes taxes & fees
May 21 - May 22
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

Unit 22 Luxurious 1BR Apartment Long-term stays

Unit 22 Luxurious 1BR Apartment Long-term stays
Downtown Chelsea
The price is CA $403
CA $943 total
includes taxes & fees
May 11 - May 12
Unit 22 Luxurious 1BR Apartment Long-term stays

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)
"Perfect host, perfect spot, WORTH EVERY PENNY "
Canada
Jennifer E.
The price is CA $208
CA $741 total
includes taxes & fees
May 10 - May 11
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, (94 reviews)
"Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend ~"
United States
Tracey
The price is CA $208
CA $687 total
includes taxes & fees
May 10 - May 11
Fun houseboat. Walk to Boston attractions WIFI

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown
Thompson Square - Bunker Hill
9.8 out of 10, Exceptional, (73 reviews)
"Chad was a great host! We had a great time and this was a perfect location! Loved the yacht this was our first! "
United States
Kim H.
The price is CA $352
CA $640 total
includes taxes & fees
May 11 - May 12
Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.6 out of 10, Excellent, (10 reviews)
"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."
United States
JEANPAUL
The price is CA $167
CA $403 total
includes taxes & fees
May 10 - May 11
Stylish Back Bay Retreat, Steps from Prudential

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 CA $139
CA $486 total
includes taxes & fees
May 11 - May 12
2BR Historic Marblehead Home+Minutes to Beach

Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
8.0 out of 10, Very good, (12 reviews)
"Was clean and the location was perfect for my stay. "
United States
Laurie F.
The price is CA $138
CA $402 total
includes taxes & fees
May 10 - May 11
Cozy Studio Steps from Boston Common and Theaters

Prime Central 1brm in North End Boston

Prime Central 1brm in North End Boston
North End
9.6 out of 10, Exceptional, (25 reviews)
"Location was ideal and property was well-kept and organized. Definitely would recommend for future visits."
United States
Taye A.
The price is CA $233
CA $530 total
includes taxes & fees
May 25 - May 26
Prime Central 1brm in North End Boston

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, (9 reviews)
"Great property!!!"
United States
Heather
The price is CA $155
CA $423 total
includes taxes & fees
May 11 - May 12
Hocus Pocus Season is here! Don’t miss it!

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marblehead Historic District
9.8 out of 10, Exceptional, (73 reviews)
"Great location, clean and comfortable, responsive host. Overall, a terrific stay. "
United States
Tiffany F.
The price is CA $108
CA $322 total
includes taxes & fees
May 10 - May 11
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

Primo North End Studio

Primo North End Studio
North End
9.2 out of 10, Wonderful, (14 reviews)
"Great place, amazing location!"
United States
Christopher W.
The price is CA $253
CA $533 total
includes taxes & fees
May 10 - May 11
Primo North End Studio

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 CA $190
CA $376 total
includes taxes & fees
May 20 - May 21
Central Salem Retreat 2bd W/ parking

3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (10 reviews)
"This place is so cool! Was incredibly clean, updated and offered all the amenities you need for a weekend get away. The location is wonderful as well with lots of markets, bakeries and restaurants all within walking distance. This is a must stay! "
United States
mary j.
The price is CA $266
CA $701 total
includes taxes & fees
May 26 - May 27
3BR3Bth Entire House/Steps to Downtown & TD Garden

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 CA $225
CA $424 total
includes taxes & fees
May 20 - May 21
Free Parking at 1 Bed Basement Apt, Near BU & MIT

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 CA $148
CA $272 total
includes taxes & fees
May 21 - May 22
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.0 star property
Beacon Hill
7.6 out of 10, Good, (113 reviews)
"A phenomenal stay at maverick suites! The location was fantastic, the room was spotless and cozy, and the check-in/out process was a breeze. I’d happily stay here again and recommend to anyone taking a trip to Boston!"
United States
Kendra
The price is CA $172
CA $323 total
includes taxes & fees
May 10 - May 11
Maverick Suites at 40 Temple St
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?

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.