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

Top guest favorite
A serene beach scene features soft, sandy shores framed by scattered patches of grass. Gentle waves can be seen lapping at the shoreline, under a sky adorned with fluffy clouds and scattered blue areas, creating a tranquil coastal atmosphere.
Home in Ipswich
5 out of 5 average rating, 22 reviews

Capeview Cottage

GillianRating, 5 stars5 months ago
This place had the most amazing view.
Guest favorite
Home in Ipswich
4.88 out of 5 average rating, 102 reviews

Hillside Ocean View 2BR with Private Beach Access

PatriciaRating, 5 stars2 weeks ago
Mark’s place was retro and quaint. It brought back special childhood memories of the house I was raised in back East. We loved our time here. This home is cozy and welcoming and has everything you could need to enjoy your stay. Mark provided homemade banana bread and coffee. That was very much appreciated since we didn’t arrive until 11 pm and there were no stores open. The views were very cool and a great place for birdwatching. It’s a short walk to two different beaches and a friendly neighborhood to walk through. Ipswich is a wonderful town with lots of things to see and do. We would definitely like to book this place again. Thanks Mark.
Top guest favorite
A spacious screened-in porch offers a long wooden dining table with multi-padded seating, providing views of the river and surrounding landscape. Lush greenery and distant boats are visible through large glass panels, ensuring a bright, inviting atmosphere.
Home in Gloucester
5 out of 5 average rating, 9 reviews

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

JessicaRating, 5 stars5 months ago
My family enjoyed staying here. It had a beautiful view from the back. Gorgeous in the morning! I loved it here and we felt at home. There was plenty of room for our family and it felt so cozy.
Top guest favorite
A fire pit is surrounded by colorful adirondack chairs in a grassy area, with bright yellow flowers adding a pop of color. The view in the background includes a landscape of greenery leading to the water, suggesting a peaceful outdoor space for gatherings.
Home in Ipswich
4.98 out of 5 average rating, 194 reviews

Stagehill Beach House

PaulaRating, 5 stars6 months ago
Loved this rental! Katie was so nice and very accommodating! This house was great! Pictures didn’t do it justice! Plenty of room and amazing views. My favorite room was the sitting room upstairs with views from every window! Lots of clean linens and super comfy beds! Check in and check out were a breeze. Easy to follow instructions on how to close up. Only complaint was on me! Wish we booked “in season” to take advantage of the beach! We will definitely be back! Thank you again, Katie! Your place and you, were top notch!
Top guest favorite
A welcoming living area features a comfortable couch and armchair, arranged around a central coffee table. Natural light floods in through the patio doors, which reveal views of the serene meadow outside. A modern fireplace and wall-mounted television are also visible.
Apartment in Brighton
4.99 out of 5 average rating, 81 reviews

New 3 bedroom, 2 bath unit, meadow view!

CiaraRating, 5 stars5 days ago
Simon elevates hosting to a whole new level and provides a tough act to follow. He pays attention to detail and has carefully considered and included all the things that will make you feel both welcomed and comfortable. The home is spotless, very modern and tastefully decorated. The linens are of a great quality and the beds are super comfortable. The master shower is wonderful, and Simon has so thoughtfully provided amenities in the bathrooms and the kitchen. The location of the home is great in a quiet neighborhood with parking spaces provided. The home has lovely natural light and even great views out of the windows. Both Simon and his home is a standout and so far, my best experience with Airbnb to date. Simon goes above and beyond to make your stay a luxurious one and by that, he makes it hard to leave but easy to want to return to.
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
4.86 out of 5 average rating, 84 reviews

★Modern Studio-Private Entrance,Washer+Dryer★

TerranceRating, 5 stars3 days ago
The apartment and location were perfect for my trip. I will definitely stay again if available.
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 stars4 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 stars6 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.

Quick stats about vacation rentals in Chelsea

  • Total rentals

    210 properties

  • Nightly prices starting at

    ïș©.ïș‡37 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 Condo Rentals in Chelsea?

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 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 house rentals in Chelsea?

    Experience the best of Chelsea with our house rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Chelsea have air conditioning?

    Absolutely! We offer over 40 house 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 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!

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