
Vacation rentals in Chelsea
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Top-rated vacation rentals in Chelsea
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chelsea vacation rentals
Other great vacation rentals in Chelsea

Beverly Beach House- Upper Deck
We stayed here for a week, and fell in love with it! The house has so much charm and character. We thoroughly enjoyed our stay, and want to stay there again. It was within walking distance to many places, including a beach. A definite charm in Beverly! The host was amazing! She was very responsive to our questions, and checked in a few times to see if we needed anything, which I appreciated. You are missing out if you don’t stay here!

60 Jordan-New Construction Townhome
Ended up with this host for a last minute booking after another Airbnb host told us last minute there was no heat (in Mass in December?!). Very responsive and professional, this team has very nice locations and fabulous communication all the way through our stay. Would definitely book with them again!

Charming 3B2B Condo II Near Beach
A nice and clean apartment. We were walking distance to several great restaurants and bars. I would stay again next time I have shows to see in Boston.

New 3 bedroom, 2 bath unit, meadow view!
Simon’s place has everything you need and more. Fridge stocked with bottled water and sodas. Chocolates, oranges and bars for snacking. Bouquet of fresh flowers in the master bedroom. We felt very welcomed into this wonderful space. It is on the second floor of a 3 level house. Three apartments total in the building. Great to have off street parking. I highly recommend.

★Modern Studio-Private Entrance,Washer+Dryer★
Had a great stay at this place (this was our second time there). Our plane to the area was much delayed but our hosts were understanding and very helpful. Everything was as advertised and the place was convenient to our activities visiting family. Will definitely stay there again!

Dunover Farm. One bedroom apartment.
My husband and I really liked staying at Laurel’s apartment! Everything was clean, comfy and exactly what we needed to enjoy a visit with family nearby. I especially enjoyed meeting the horses! We would highly recommend this Air BNB if you are looking for a nice one-bedroom apartment in this area.

Ocean View Apartment 2nd Floor
We have had a lot of luck with AirBnB, but Valeri's place was the best so far. Literally across the street from beach access. A great restaurant next door with several others in easy walking distance. Minutes from Salem and Marblehead. The rental was fantastic. You could and picture it as being what you would want in a seaside vacation getaway or second home. Everything was clean, stocked, and organized. Beds were comfortable, and it was just a really all around relaxing environment. Loved the decor! Valeri was very nice and gave great local recommendations. I don't check to see if she's a "super" host, but she's number one for me. Loved our weekend getaway and would absolutely book again.

Elegant 3-Bed Oasis in Cambridge Near Harvard/MIT
Beautiful property and excellent location. Extremely convenient for our family to enjoy thanksgiving with family. Excellent communicators and very flexible with our travel schedule.
Quick stats about vacation rentals in Chelsea
Total rentals
210 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
15K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
10 properties have a pool
Frequently Asked Questions
What are the most popular amenities for House Rentals in Chelsea?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 10 homes with a bbq area, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Chelsea?
Four-legged friends are welcome in Chelsea. Choose from more than 50 vacation rentals for guests traveling with pets.
Do apartment rentals in Chelsea have wifi?
Absolutely! We offer over 120 apartment rentals with wifi in Chelsea. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Chelsea?
Experience the best of Chelsea with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Chelsea have air conditioning?
Absolutely! We offer over 120 apartment rentals with air conditioning in Chelsea. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Chelsea?
Yes! Work meets play with ease at over 110 vacation rentals in Chelsea featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Chelsea have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Chelsea. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chelsea have a gym?
Absolutely! We offer over 20 apartment rentals with a gym in Chelsea. Enjoy a tailored experience with all the comforts you desire.
Are there Chelsea vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Chelsea, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Chelsea?
Chelsea has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
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- Hampton Beach
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- North Hampton Beach
- Brown University
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Onset Beach
- Prudential Center
- Symphony Hall
- Roger Williams Park Zoo
- Boston Public Library
- Crane Beach
- Rye North Beach
- Pinehills Golf Club
- Aaronap Cellars
- John Hancock Tower
- Boston Children's Museum
- Quincy Market
- Pavilion Beach
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