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

Chelsea Holiday Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Chelsea holiday rentals

Smart TV, video games, computer monitors, printers

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 AU$619
includes taxes & fees
16 Aug - 17 Aug
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Smart TV, offices

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 AU$406
includes taxes & fees
9 Aug - 10 Aug
3bdrm Apt next to Airport/Downtown 7 min drive
Interior

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 AU$991
includes taxes & fees
10 Aug - 11 Aug
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Iron/ironing board, WiFi, bed sheets

4. 3 bdrm Apt next to Airport/2

3 bdrm Apt next to Airport/2
Chelsea
The price is AU$320
includes taxes & fees
16 Aug - 17 Aug
3 bdrm Apt next to Airport/2
Exterior

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 AU$812
includes taxes & fees
24 Aug - 25 Aug
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep
Interior

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 AU$791
includes taxes & fees
31 Aug - 1 Sept
Fun houseboat. Walk to Boston attractions WIFI
Outdoor dining

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 AU$676
includes taxes & fees
16 Aug - 17 Aug
Unique Boston Harbor Houseboat Suite 2 - Experience near the Freedom Trail -AC
Front of property

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 AU$360
includes taxes & fees
9 Aug - 10 Aug
Maverick Suites at 40 Temple St
Studio

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 AU$464
includes taxes & fees
16 Aug - 17 Aug
The Concord Hotel
1 Queen Bed with Sofa Bed (6th Floor - Elevator stops on 5th then stairs up)

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 AU$286
includes taxes & fees
7 Sept - 8 Sept
Temple Place Suites
1 bedroom, iron/ironing board, WiFi, bed sheets

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 AU$546
includes taxes & fees
10 Aug - 11 Aug
Primo North End Studio
Exterior

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 AU$511
includes taxes & fees
20 Aug - 21 Aug
Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!
Premium Apartment | Living area

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 AU$442
includes taxes & fees
9 Aug - 10 Aug
The Chester Hotel
Exterior

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 AU$375
includes taxes & fees
9 Aug - 10 Aug
Maverick Suites at 245 Newbury St
1 bedroom, desk, iron/ironing board, WiFi

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 AU$493
includes taxes & fees
18 Aug - 19 Aug
Downtown Studio | Students Welcome | W/D in unit
Smart TV

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 AU$567
includes taxes & fees
11 Aug - 12 Aug
Ideal North End 1brm Central To Everything
TV

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 AU$621
includes taxes & fees
2 Sept - 3 Sept
Boston Financial District 1BR | Walk to anything!
Exterior

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 AU$314
includes taxes & fees
10 Aug - 11 Aug
Free Parking at 1 Bed Basement Apt, Near BU & MIT
Deluxe Double Room, Shared Bathroom

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 AU$270
includes taxes & fees
18 Aug - 19 Aug
Premier Suites - Bay Village
1 bedroom, desk, iron/ironing board, WiFi

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 AU$410
includes taxes & fees
10 Aug - 11 Aug
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

Seaport Hotel Boston

Seaport Hotel Boston

10/10 Excellent
"Definitely worth the money & will stay there again anytime im in Boston"
Michael 1-night trip
Posted less than an hour ago
Seaport Hotel Boston

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$244 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?

Modern 2BR Home Close to Campus & 10 min Boston: This holiday home rental outside of Chelsea offers a selection of games, a BBQ 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 that you can cook with friends or family.

How many holiday rentals will I find in Chelsea?

Choose from 4 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.