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

Chelsea Holiday Rentals

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Our top choices for Chelsea holiday 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)
"It was good"
United States
Cooper D.
The price is AU$632
includes taxes & fees
28 Sept - 29 Sept
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

2. 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, (126 reviews)
"The dedicated parking spots was a huge plus."
United States
Ted W.
The price is AU$946
includes taxes & fees
4 Oct - 5 Oct
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

3. 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 AU$434
includes taxes & fees
28 Sept - 29 Sept
3bdrm Apt next to Airport/Downtown 7 min drive

4. Spacious 1BR | Sleeps 6 + Parking

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

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

Home for Families | Sleeps 11 | 5 min Downtown
Chelsea
The price is AU$584
includes taxes & fees
23 Sept - 24 Sept
Home for Families | Sleeps 11 | 5 min Downtown

6. Mezzanine Apt near Airport Private Parking

Mezzanine Apt near Airport Private Parking
Chelsea
The price is AU$414
includes taxes & fees
24 Sept - 25 Sept
Mezzanine Apt near Airport Private Parking

7. Modern Apt Near Airport 7 Min to Downtown

Modern Apt Near Airport 7 Min to Downtown
Chelsea
The price is AU$381
includes taxes & fees
27 Sept - 28 Sept
Modern Apt Near Airport 7 Min to Downtown

8. 3 bdrm Apt next to Airport/2

3 bdrm Apt next to Airport/2
Chelsea
The price is AU$323
includes taxes & fees
23 Sept - 24 Sept
3 bdrm Apt next to Airport/2

9. Modern 1BR | Sleeps 6 + Parking

Modern 1BR | Sleeps 6 + Parking
Chelsea
The price is AU$492
includes taxes & fees
12 Oct - 13 Oct
Modern 1BR | Sleeps 6 + Parking

10. 1BR for 6 | Parking + Full Kitchen

1BR for 6 | Parking + Full Kitchen
Chelsea
The price is AU$407
includes taxes & fees
29 Sept - 30 Sept
1BR for 6 | Parking + Full Kitchen

11. Comfortable 1BR | Fast WiFi + Parking

Comfortable 1BR | Fast WiFi + Parking
Chelsea
The price is AU$467
includes taxes & fees
12 Oct - 13 Oct
Comfortable 1BR | Fast WiFi + Parking

12. 1BR for 6 | Parking + Easy Transit

1BR for 6 | Parking + Easy Transit
Chelsea
The price is AU$429
includes taxes & fees
7 Oct - 8 Oct
1BR for 6 | Parking + Easy Transit

13. Marriott Vacation Club® at Custom House, Boston

Marriott Vacation Club® at Custom House, Boston
3.5 star property
Downtown Boston
9.6 out of 10, Exceptional, (667 reviews)
"The hotel was beautiful and so unique. Staff was amazing and it was in a great location."
United States
Brittany
The price is AU$1,021
includes taxes & fees
8 Oct - 9 Oct
Marriott Vacation Club® at Custom House, Boston

14. Crescent Suites Hotel

Crescent Suites Hotel
3.0 star property
South Side
9.6 out of 10, Exceptional, (1,278 reviews)
"Great location, close to restaurants and stores. Beautiful rooms. Close enought to Boston without all the traffic. Close to Mass Pike."
United States
Mark
The price is AU$253
includes taxes & fees
4 Oct - 5 Oct
Crescent Suites Hotel

15. Boston Harbor Waterfront Yacht Escape near Freedom Trail 2B/2B sleeps 6 AC/Heat

Boston Harbor Waterfront Yacht Escape near Freedom Trail 2B/2B sleeps 6 AC/Heat
Boston
10.0 out of 10, Exceptional, (136 reviews)
"I reserved the Green Turtle for out-of-town guests over Memorial Day weekend and will do so again. They will thrilled to stay on the water their first time visiting Boston and found the boat comfortable and restful."
United States
Gale P.
The price is AU$860
includes taxes & fees
28 Sept - 29 Sept
Boston Harbor Waterfront Yacht Escape near Freedom Trail 2B/2B sleeps 6 AC/Heat

16. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (148 reviews)
"There only a few things I require from a hotel. Hotel Maverick Suites at 40 are clean, quiet and reasonably priced. I enjoyed my stay there immensely. A bonus was their convenient location."
United States
Jerrold
The price is AU$467
includes taxes & fees
21 Oct - 22 Oct
Maverick Suites at 40 Temple St

17. Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston
4.0 star property
Chinatown
8.0 out of 10, Very good, (746 reviews)
"This is my new favorite place to stay in Boston!! Nice location, nice space & amazing opportunities!!"
United States
Myah
The price is AU$664
includes taxes & fees
30 Sept - 1 Oct
Global Luxury Suites Downtown Boston

18. 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, (88 reviews)
"Fun and unique experience staying on a boat! Great host!"
United States
Jeremy H.
The price is AU$851
includes taxes & fees
30 Sept - 1 Oct
Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

19. Near Boston Historic two-bedroom with Modern Amenities

Near Boston Historic two-bedroom with Modern Amenities
Malden
10.0 out of 10, Exceptional, (327 reviews)
"Place was spotless and had everything you needed for a great stay."
United States
Jenn K.
The price is AU$405
includes taxes & fees
24 Sept - 25 Sept
Near Boston Historic two-bedroom with Modern Amenities

20. Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
9.8 out of 10, Exceptional, (44 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 AU$462
includes taxes & fees
28 Sept - 29 Sept
Bright 2BR by Boston Waterfront
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$253 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, 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.