Chelsea Holiday Rentals

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Our top choices for Chelsea holiday rentals

46 Bright and Sunny Studio Long-term stays

46 Bright and Sunny Studio Long-term stays
Downtown Chelsea
The price is AU$675
includes taxes & fees
24 June - 25 June
46 Bright and Sunny Studio Long-term stays

Enjoyable 2-bedroom apartment near airport with washer and dryer

Enjoyable 2-bedroom apartment near airport with washer and dryer
Chelsea
The price is AU$735
includes taxes & fees
30 June - 1 July
Enjoyable 2-bedroom apartment near airport with washer and dryer

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, (5 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$635
includes taxes & fees
19 July - 20 July
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

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, (107 reviews)
"host was so welcoming and we enjoyed they stay"
United States
Roshawn D.
The price is AU$963
includes taxes & fees
1 July - 2 July
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

25 Cozy 1BR Apartment Long-term stays

25 Cozy 1BR Apartment Long-term stays
Downtown Chelsea
The price is AU$821
includes taxes & fees
28 June - 29 June
25 Cozy 1BR Apartment Long-term stays

5 min to Airport/ 7 min to Downtown - 3 bdrm Apt

5 min to Airport/ 7 min to Downtown - 3 bdrm Apt
Chelsea
The price is AU$563
includes taxes & fees
30 June - 1 July
5 min to Airport/ 7 min to Downtown - 3 bdrm Apt

Fun houseboat. Walk to Boston attractions WIFI

Fun houseboat. Walk to Boston attractions WIFI
Boston
9.8 out of 10, Exceptional, (96 reviews)
"Great location, very clean, very safe, beautiful view of the city when walking. Definitely would recommend ~"
United States
Tracey
Fun houseboat. Walk to Boston attractions WIFI

Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard

Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard
Charlestown
10.0 out of 10, Exceptional, (246 reviews)
"Loved this experience!!! Would book this again! So convenient to see Boston! "
United States
Ellen Z.
The price is AU$764
includes taxes & fees
19 July - 20 July
Best of Boston Houseboat Heat/AC in Boston Harbor Suite1 in Historic Navy Yard

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, (79 reviews)
"Overall very goodexperience..great neighborhood,views,very responsive owner..overall very good stay"
United States
jeff s.
The price is AU$764
includes taxes & fees
30 June - 1 July
Spacious & Comfy 2BR/2Bath Yacht -Toasty Heat- On Freedom Trail-Walk to Downtown

Temple Place Suites

Temple Place Suites
2.5 star property
Downtown Boston
7.0 out of 10, Good, (396 reviews)
"Wonderful stay at this property. Location was excellent, and the host is very quick and responsive to answer any questions you may have."
United States
Jennifer
The price is AU$288
includes taxes & fees
1 July - 2 July
Temple Place Suites

The Chester Hotel

The Chester Hotel
4.0 star property
South End
8.6 out of 10, Excellent, (33 reviews)
"Charming room, fresh towels, clean!! I would stay here again."
United States
Mary
The price is AU$443
includes taxes & fees
30 June - 1 July
The Chester Hotel

Light-filled Studio | Back Bay

Light-filled Studio | Back Bay
Back Bay
10.0 out of 10, Exceptional, (3 reviews)
"It was a great stay!"
United States
Adina S.
The price is AU$354
includes taxes & fees
6 July - 7 July
Light-filled Studio | Back Bay

The Concord Hotel

The Concord Hotel
2.0 star property
South End
10.0 out of 10, Exceptional, (1 review)
"Overall had a great experience here. Took just a couple minutes texting the host to get the check in information that was to be emailed- but they sent it pretty quickly when I said it wasn't sent yet. I didn't need anything else from the host. It was clean and overall pretty nice! The stairs you take to get up to the room are pretty loud, so I woke up one time when other people got home to other rooms during my stay, but that was it! Overall good. I was there for a holiday weekend so the price...
United States
Jessica
The price is AU$471
includes taxes & fees
1 July - 2 July
The Concord Hotel

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.4 out of 10, (294 reviews)
"Great location and well maintained"
United States
EDDIE
The price is AU$271
includes taxes & fees
30 June - 1 July
Premier Suites - Bay Village

Beautiful 1BR near Fenway Park + Kenmore!

Beautiful 1BR near Fenway Park + Kenmore!
Fenway–Kenmore
The price is AU$429
includes taxes & fees
24 June - 25 June
Beautiful 1BR near Fenway Park + Kenmore!

Awesome downtown location - walking distance to great restaurants, Boston Common, Southie + Seaport

Awesome downtown location - walking distance to great restaurants, Boston Common, Southie + Seaport
Downtown Boston
9.6 out of 10, Exceptional, (4 reviews)
"Location was awesome and central to the attractions. "
United States
Shelly B.
The price is AU$723
includes taxes & fees
14 July - 15 July
Awesome downtown location - walking distance to great restaurants, Boston Common, Southie + Seaport

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, (23 reviews)
"Friendly hosts"
United States
Jan
The price is AU$400
includes taxes & fees
30 June - 1 July
Free Parking at 1 Bed Basement Apt, Near BU & MIT

Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house
Beacon Hill
9.6 out of 10, Exceptional, (34 reviews)
"We had a great stay and host was welcoming and responsive. Thanks!"
United States
Eric M.
The price is AU$552
includes taxes & fees
20 July - 21 July
Gorgeous Beacon Hills Studio next to State house

Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
7.6 out of 10, Good, (14 reviews)
"Perfect location, terrible cleanliness."
United States
Cristina
The price is AU$396
includes taxes & fees
24 June - 25 June
Cozy Studio Steps from Boston Common and Theaters

Symple Live

Symple Live
4.5 star property
Fenway–Kenmore
9.0 out of 10, Wonderful, (4 reviews)
"The property was great, aside from very busy outside streets, which made it difficult to sleep, but was not the fault of the host."
United States
Nicholas
The price is AU$452
includes taxes & fees
2 July - 3 July
Symple Live
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$250 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?

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 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 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.