Chelsea Holiday Rentals

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Check prices for these dates

Our top choices for Chelsea holiday rentals

1. 1BR for 6 | Parking + Easy Transit

1BR for 6 | Parking + Easy Transit
Chelsea
1BR for 6 | Parking + Easy Transit

2. Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Chelsea
8.6 out of 10, Excellent, (10 reviews)
"It was close to Boston and the airport"
United States
Lewis
The price is NZ$660
includes taxes & fees
12 Nov - 13 Nov
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

3. Modern Apt Near Airport 7 Min to Downtown

Modern Apt Near Airport 7 Min to Downtown
Chelsea
The price is NZ$437
includes taxes & fees
23 Nov - 24 Nov
Modern Apt Near Airport 7 Min to Downtown

4. Mezzanine Apt near Airport Private Parking

Mezzanine Apt near Airport Private Parking
Chelsea
The price is NZ$388
includes taxes & fees
12 Dec - 13 Dec
Mezzanine Apt near Airport Private Parking

5. Home for Families | Sleeps 11 | 5 min Downtown

Home for Families | Sleeps 11 | 5 min Downtown
Chelsea
10.0 out of 10, Exceptional, (1 review)
The price is NZ$804
includes taxes & fees
23 Nov - 24 Nov
Home for Families | Sleeps 11 | 5 min Downtown

6. 3 bdrm Apt next to Airport/2

3 bdrm Apt next to Airport/2
Chelsea
The price is NZ$447
includes taxes & fees
12 Dec - 13 Dec
3 bdrm Apt next to Airport/2

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

3bdrm Apt next to Airport/Downtown 7 min drive
Chelsea
8.0 out of 10, Very good, (11 reviews)
"We stayed here overnight for a show at TD Garden. Great price and location for our needs."
United States
Nicole D.
The price is NZ$437
includes taxes & fees
30 Nov - 1 Dec
3bdrm Apt next to Airport/Downtown 7 min drive

8. Comfortable 1BR | Fast WiFi + Parking

Comfortable 1BR | Fast WiFi + Parking
Chelsea
The price is NZ$540
includes taxes & fees
23 Nov - 24 Nov
Comfortable 1BR | Fast WiFi + Parking

9. Modern 1BR | Sleeps 6 + Parking

Modern 1BR | Sleeps 6 + Parking
Chelsea
The price is NZ$562
includes taxes & fees
22 Nov - 23 Nov
Modern 1BR | Sleeps 6 + Parking

10. 1BR for 6 | Parking + Full Kitchen

1BR for 6 | Parking + Full Kitchen
Chelsea
The price is NZ$548
includes taxes & fees
22 Nov - 23 Nov
1BR for 6 | Parking + Full Kitchen

11. Family-Friendly 1BR | Sleeps 6

Family-Friendly 1BR | Sleeps 6
Chelsea
The price is NZ$540
includes taxes & fees
23 Nov - 24 Nov
Family-Friendly 1BR | Sleeps 6

12. 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, (129 reviews)
"Great stay for a couple of nights. Great location."
United States
Kevin C.
The price is NZ$1,200
includes taxes & fees
22 Nov - 23 Nov
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

13. Spacious 1BR | Sleeps 6 + Parking

Spacious 1BR | Sleeps 6 + Parking
Chelsea
Spacious 1BR | Sleeps 6 + Parking

14. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (774 reviews)
"Great room: new and spacious. The kitchenette has everything i needed and more."
United States
Yelitza
The price is NZ$417
includes taxes & fees
7 Dec - 8 Dec
Global Luxury Suites Downtown Boston

15. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.6 out of 10, Exceptional, (51 reviews)
"7 min from the airport, seamless check in and entry and a spotless, welcoming place- with coffee! Great rental- perfect if you’re coming/going from Logan"
United States
Bridget
The price is NZ$577
includes taxes & fees
30 Nov - 1 Dec
Bright 2BR by Boston Waterfront

16. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
8.0 out of 10, Very good, (167 reviews)
"great location near the commons. nice space for single traveler."
United States
Andrea
The price is NZ$309
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 40 Temple St

17. Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (120 reviews)
"The houseboat was great! Everyone was super friendly and helpful. Can’t wait for our next stay!"
United States
Frank M.
The price is NZ$942
includes taxes & fees
24 Nov - 25 Nov
Fun houseboat. Walk to Boston attractions WIFI

18. Maverick Suites at 28 Fenway

Maverick Suites at 28 Fenway
3.0 star property
Fenway–Kenmore
8.6 out of 10, Excellent, (477 reviews)
"Great location and the room was nicely decorated and clean!"
United States
Judy
The price is NZ$385
includes taxes & fees
6 Dec - 7 Dec
Maverick Suites at 28 Fenway

19. Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St
2.0 star property
Back Bay
8.4 out of 10, Very good, (219 reviews)
"Great location - plenty to do."
United States
Chloe
The price is NZ$345
includes taxes & fees
6 Dec - 7 Dec
Maverick Suites at 245 Newbury St

20. Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (399 reviews)
"Good place to stay."
United States
Jaetaek
The price is NZ$264
includes taxes & fees
23 Nov - 24 Nov
Premier Suites - Bay Village
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.

Find holiday rentals that suit your style

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 favorite 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 depends 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 NZ$301 per night. Entering your travel dates in the search wizard you might find 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, there are holiday rentals close to the most popular sights in Chelsea, or you can select a more secluded option if you're looking for a relaxing 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?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: This holiday home rental outside of Chelsea offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books.

How many holiday rentals will I find in Chelsea?

Choose from 5 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 USS Constitution Museum, or get outside and enjoy nature at Boston Common. In the wider area, you’ll find popular places such as Fenway Park and Encore Boston Harbor.

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.