Vacation rentals in Chelsea

Find and book unique accommodations on Airbnb

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Popular amenities for Chelsea vacation rentals

Stay near Chelsea's top sights

Bunker Hill Monument146 locals recommend
USS Constitution Museum118 locals recommend
Angela's Cafe Eagle Hill93 locals recommend
Rino's Place88 locals recommend
The Warren Tavern52 locals recommend
Night Shift Brewing - Everett47 locals recommend

Other great vacation rentals in Chelsea

Superhost
The entrance to the bungalow features a welcoming wooden door with a decorative glass panel. Soft lighting illuminates the path and entryway, surrounded by well-maintained plants. Stone steps lead up to the door, creating a charming approach to the home.
Home in Beverly
4.86 out of 5 average rating, 178 reviews

Beverly Beach House- Upper Deck

RachelRating, 5 stars4 months ago
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!
Guest favorite
Home in Wakefield
4.92 out of 5 average rating, 12 reviews

60 Jordan-New Construction Townhome

DanaRating, 5 stars3 months ago
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!
Superhost
A modern kitchen and dining area feature white cabinetry and stainless-steel appliances. A clean white table is surrounded by four chairs, while light hardwood floors create an open and airy feel. Windows allow natural light to illuminate the space.
Apartment in Revere
4.5 out of 5 average rating, 4 reviews

Charming 3B2B Condo II Near Beach

MarkRating, 5 stars2 months ago
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.
Top guest favorite
The kitchen features modern white cabinetry and a marble countertop. A stainless steel gas range and exhaust hood are prominently displayed. Natural light from a window illuminates a nearby sink, which is accompanied by a potted orchid and overlooks a serene view of the meadow.
Apartment in Brighton
4.99 out of 5 average rating, 79 reviews

New 3 bedroom, 2 bath unit, meadow view!

FionaRating, 5 stars2 weeks ago
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.
Guest favorite
A serene park scene is shown, with a sandy area leading to a calm body of water. People can be seen enjoying various activities under a partly cloudy sky, framed by lush greenery and large trees. A sign for Arlington Recreation is prominently displayed.
Guest suite in Arlington
4.85 out of 5 average rating, 82 reviews

★Modern Studio-Private Entrance,Washer+Dryer★

BrianRating, 5 stars4 months ago
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!
Top guest favorite
An aerial view captures the expansive layout of the farm retreat, showcasing the renovated apartment, large outdoor pool, and surrounding lush, green fields. The organized outdoor space features a fenced area with various structures, enhancing the rural charm of the setting.
Apartment in Ipswich
5 out of 5 average rating, 31 reviews

Dunover Farm. One bedroom apartment.

DianeRating, 5 stars3 months ago
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.
Top guest favorite
A full moon casts a golden glow over the water, illuminating the surface with shimmering reflections. In the background, two large houses with red roofs are visible, set against a twilight sky.
Apartment in Swampscott
4.98 out of 5 average rating, 40 reviews

Ocean View Apartment 2nd Floor

SherylRating, 5 stars5 months ago
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.
Superhost
Apartment in Cambridge
4.83 out of 5 average rating, 18 reviews

Elegant 3-Bed Oasis in Cambridge Near Harvard/MIT

JesseRating, 5 stars4 months ago
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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