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Holiday Rentals in Chelsea

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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)
"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 €370
includes taxes & fees
23 Aug - 24 Aug
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

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 €235
includes taxes & fees
23 Aug - 24 Aug
3bdrm Apt next to Airport/Downtown 7 min drive

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 €587
includes taxes & fees
23 Aug - 24 Aug
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

4. Mezzanine Apt near Airport Private Parking

Mezzanine Apt near Airport Private Parking
Chelsea
The price is €272
includes taxes & fees
19 Sept - 20 Sept
Mezzanine Apt near Airport Private Parking

5. 3 bdrm Apt next to Airport/2

3 bdrm Apt next to Airport/2
Chelsea
The price is €192
includes taxes & fees
23 Aug - 24 Aug
3 bdrm Apt next to Airport/2

6. Modern Apt Near Airport 7 Min to Downtown

Modern Apt Near Airport 7 Min to Downtown
Chelsea
The price is €233
includes taxes & fees
23 Aug - 24 Aug
Modern Apt Near Airport 7 Min to Downtown

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

Home for Families | Sleeps 11 | 5 min Downtown
Chelsea
The price is €447
includes taxes & fees
30 Aug - 31 Aug
Home for Families | Sleeps 11 | 5 min Downtown

8. 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, (208 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 €468
includes taxes & fees
24 Aug - 25 Aug
Houseboat in Boston Harbor Wifi A/C /Heat Be rocked to sleep

9. Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (106 reviews)
"Rustic boathouse in a great central location ."
United States
William M.
The price is €478
includes taxes & fees
27 Aug - 28 Aug
Fun houseboat. Walk to Boston attractions WIFI

10. 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, (69 reviews)
"Great location and the host was very helpful for everything. Definitely I’m gonna stay here again."
United States
Sandy M.
The price is €420
includes taxes & fees
22 Aug - 23 Aug
Unique Boston Harbor Houseboat Suite 2 - Experience near the Freedom Trail -AC

11. The Concord Hotel

The Concord Hotel
2.0 star property
South End
7.6 out of 10, Good, (15 reviews)
"Great room! Cool place to stay. We walked everywhere and stuff was close by. Woud stay here again"
United States
Cotie
The price is €274
includes taxes & fees
8 Sept - 9 Sept
The Concord Hotel

12. Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St
2.5 star property
Beacon Hill
7.8 out of 10, Good, (142 reviews)
"Worth the stay"
Canada
Akansha
The price is €217
includes taxes & fees
23 Aug - 24 Aug
Maverick Suites at 40 Temple St

13. Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.2 out of 10, Good, (446 reviews)
"Great location so close to everything"
United States
Hunter
The price is €150
includes taxes & fees
23 Aug - 24 Aug
Temple Place Suites

14. Modern North End Studio

Modern North End Studio
North End
9.4 out of 10, Exceptional, (19 reviews)
"Lovely flat in fantastic location."
United States
James
The price is €318
includes taxes & fees
27 Aug - 28 Aug
Modern North End Studio

15. 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 €307
includes taxes & fees
25 Aug - 26 Aug
Walk everywhere - Seaport, North End, Beacon Hill. Steps from MBTA public transit. Keyless Entry!

16. 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.
Primo North End Studio

17. 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.
Downtown Studio | Students Welcome | W/D in unit

18. 3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (18 reviews)
"Wonderful place and close to everything!"
United States
Erin A.
The price is €458
includes taxes & fees
31 Aug - 1 Sept
3BR3Bth Entire House/Steps to Downtown & TD Garden

19. Sleek Studio Apartment in the South End

Sleek Studio Apartment in the South End
Back Bay
9.6 out of 10, Exceptional, (5 reviews)
"Beautiful and clean property, responsive and professional host. I could bring food and cook. I liked my stay. Be aware if you are older or out of shape (me!) be aware that this studio does have stairs. Recommended!"
United States
Paul
The price is €250
includes taxes & fees
25 Aug - 26 Aug
Sleek Studio Apartment in the South End

20. Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.4 out of 10, Very good, (22 reviews)
"Very easy check in, great location to walk to the ballet. Tons of great bars around"
United States
Keith
The price is €226
includes taxes & fees
1 Sept - 2 Sept
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

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, apart-hotels, 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 €141 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, 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?

Boston's Best Vacation Home : This holiday home rental outside of Chelsea is equipped with a fireplace, air conditioning and laundry facilities to help you feel comfortable during your stay.

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 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.