Chelsea Holiday Rentals

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Holiday Rentals in Chelsea

Casa Castor • Private Room 3
7.0 out of 10, Good, (2)
"We stayed for one night, the room, sheets, bathroom were all clean and the host waa nice and had great communication. I was able to get a parking pass to help but we still ended up having to park a block away just because of limited parking in front of the building."
The price is AU$243
includes taxes & fees
23 Oct - 24 Oct
Casa Castor • Private Room 3
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
The price is AU$612
includes taxes & fees
12 Nov - 13 Nov
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Suite at House of L: near Boston, Hospitals, Encore Casino, Walk to Bus, Fast WiFi, Driveway
9.0 out of 10, Wonderful, (31)
"Mattress was too firm for my wife. Would have preferred bed pillows to be a medium thickness (something between the 2 provided)"
The price is AU$579
includes taxes & fees
27 Oct - 28 Oct
Suite at House of L: near Boston, Hospitals, Encore Casino, Walk to Bus, Fast WiFi, Driveway
CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!
2.0 star property
9.4 out of 10, Exceptional, (30)
"Even though we had a small issue arise, the management company did a good job of making things right. Very close to the city!"
The price is AU$839
includes taxes & fees
26 Oct - 27 Oct
CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!
Cityscape
2.0 star property
The price is AU$833
includes taxes & fees
26 Oct - 27 Oct
Cityscape
Casa Castor • Private Room 1
7.8 out of 10, Good, (7)
"Clean bathroom, Good location, Many groceries stores around the area."
The price is AU$243
includes taxes & fees
23 Oct - 24 Oct
Casa Castor • Private Room 1
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
9.6 out of 10, Exceptional, (90)
"Wonderful old house, be prepared for stairs, LOL. Loved the house, host communication was great, loved the neighborhood, would recommend, and would stay again"
The price is AU$1,150
includes taxes & fees
2 Nov - 3 Nov
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Casa Castor • Private Room 2
2.0 out of 10, (2)
"Check to see is the host you correspond with is the person you meet when you get there. This location is hosted by a man and has no parking "
The price is AU$243
includes taxes & fees
23 Oct - 24 Oct
Casa Castor • Private Room 2
Fun houseboat. Walk to Boston attractions WIFI
9.8 out of 10, Exceptional, (84)
"Great communication and location "
The price is AU$764
includes taxes & fees
11 Nov - 12 Nov
Fun houseboat. Walk to Boston attractions WIFI
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
9.8 out of 10, Exceptional, (197)
"We were there for our daughter's graduation and the location was perfect - short uber from Logan and quick trips to Cambridge. would defintely do it again."
The price is AU$814
includes taxes & fees
11 Nov - 12 Nov
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Travelers Choice Best of Boston Houseboat Suite 2!
9.8 out of 10, Exceptional, (50)
"Wonderful little houseboat in a great area! Easy check in and out! Will refer friends! "
The price is AU$592
includes taxes & fees
9 Nov - 10 Nov
Travelers Choice Best of Boston Houseboat Suite 2!
Bay Village Suites
2.0 star property
6.4 out of 10, (233)
"Great location nice neighborhood "
Bay Village Suites
Temple Place Suites
2.5 star property
7.0 out of 10, Good, (287)
"Very convenient place to stay, near transportation and waking distance to historic points and shopping. "
The price is AU$286
includes taxes & fees
6 Nov - 7 Nov
Temple Place Suites
Maverick Suites at 400 Columbus Ave
2.0 star property
7.2 out of 10, Good, (125)
"I thoroughly enjoyed my stay. Great property in a nice neighborhood in Back Bay. Bonus: it's also near the Logan Express bus stop for easy airport access. "
The price is AU$333
includes taxes & fees
16 Nov - 17 Nov
Maverick Suites at 400 Columbus Ave
Maverick Suites at 245 Newbury St
2.0 star property
8.2 out of 10, Very good, (149)
"Clean. Bed super comfortable, easy walk to Fenway, restaurants, subway, shops, library"
The price is AU$390
includes taxes & fees
9 Nov - 10 Nov
Maverick Suites at 245 Newbury St
The Chester Hotel
4.0 star property
8.6 out of 10, Excellent, (24)
"The property was spacious and clean. We enjoyed our stay!"
The price is AU$588
includes taxes & fees
5 Nov - 6 Nov
The Chester Hotel
Maverick Suites at 40 Temple St
2.0 star property
7.4 out of 10, Good, (97)
"Great location "
The price is AU$378
includes taxes & fees
16 Nov - 17 Nov
Maverick Suites at 40 Temple St
Premier Suites - Bay Village
2.0 star property
6.4 out of 10, (231)
"Clean room, good location, check in check out easily!"
The price is AU$346
includes taxes & fees
2 Nov - 3 Nov
Premier Suites - Bay Village
Prime Central 1brm in North End Boston
9.4 out of 10, Exceptional, (23)
"Great location near the Old North Church and the Freedom Trail. Only a couple of blocks from the harbor. The host is very responsive and accommodating. "
The price is AU$642
includes taxes & fees
15 Nov - 16 Nov
Prime Central 1brm in North End Boston
Best Location Studio In Downtown Boston
10.0 out of 10, Exceptional, (1)
"In town to celebrate a special event."
The price is AU$429
includes taxes & fees
11 Nov - 12 Nov
Best Location Studio 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

Everything you need to know about Chelsea holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chelsea holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Chelsea holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chelsea holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chelsea holiday rentals we have selected for you start as low as AU$243 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chelsea rentals

At Expedia, we put the best Chelsea holiday 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 holiday.

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 holiday rentals in Chelsea?

Yes, we have holiday rentals where you'll be only 2.4 mi (3.9 km) from New England Aquarium, providing a more remote option if you want a quieter place 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 are some of the best holiday rentals that Chelsea has to offer?

Casa Castor • Private Room 1: This highly rated holiday home rental in Chelsea has air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge to make your meal-planning easier. Some other top choices in Chelsea are Casa Castor • Private Room 3 and Casa Castor • Private Room 2.

How many holiday rentals will I find in Chelsea?

Choose from 6 Expedia holiday rentals in Chelsea for a memorable holiday.

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 wider area, you’ll find popular places such as TD Garden and Fenway Park.

What’s a holiday rental in Chelsea like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chelsea. Holiday rentals feature extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.