
House holiday rentals in Chelsea
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Top-rated house rentals in Chelsea
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Chelsea
House rentals with a pool

Mansion in Gloucester with Pool
My family and I were fortunate enough to spend the thanksgiving holiday here. It was the perfect space for a group gathering. Would highly recommend!

Nana-tucket Inn
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.

Villa with private Pool in Boston's Elite Enclave
Great option when staying in Newton and right down the street from an incredible entrance to a hiking trail. Serge was a great host and kept us informed the entire trip.

Large Pool, Nature Trails, Redd's Pond, 4-Bed
Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!

Beautiful Spacious 4BRM House!
I loved everything Maxine said and how she helped navigate around every even in the house, everything was so clean, very quite place good for professional working, everything was just beyond, amazing & lovely place you feel right at home with so much space to move around the house. Being free having your privacy. Thank you Maxine 🙏👏🏽

the house of id; vintage shop, accessible space
Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!

Spacious vacation unit in premium suburban town
Scott was very easy to communicate with, and he was very nice. They were so thoughtful and even left us a dozen eggs from their backyard chickens! The place was spacious and peaceful. Check in and checkout process was very easy!

Hidden Gem near Boston w/ Private lake access
Absolutely incredible stay. The host was very helpful. The house is absolutely beautiful, and the lake is stunning. The basement was so so fun- darts, ping pong, billiards, and more games. We miss the house already!
Weekly house rentals

Modern Studio Near Airport & Downtown - w/Parking!
Very quaint. Literally felt like my own apartment. Small yet big. Nice spacious open floor plan. The private parking was definitely a huge plus. The perfect distance from just about anything you want to do in the city.

Explore Stoneham
Stayed here for 10 days in late November. My mom was transitioning from the hospital to rehab and then to her home. I worked all day everyday getting her place ready. John's Place came to be known as My Sanctuary at the end of the day. Very comfortable and very quiet. And John is a very nice, accommodating, compassionate guy. He asked about my mom everyday. I will definitely stay here for my next trip to the Boston area. Thanks for everything, John!

Great, location
Greg was very nice to set up a welcome message for us and leave some candles on the counter for my kids. It has a lot of space, 3 bedrooms 1 big living room and kitchen, lots of furnitures and storage too. We were also given the permission to enjoy their lovely backyard, swing and the slides.

Entire Home | Boston Skyline | Airport | Downtown
My family and I loved staying at Rojan's house. A great home from home as we explored Boston. The house had everything we needed with plenty of space. It was really easy to get into central Boston with a great bus route nearby and so easy to get out of the city and explore the surrounding area. Would definitely recommend!

Cozy & Modern Entire Residential Home ❤️
Carmen was a wonderful host! The location is perfect to walk everywhere to get a bite to eat or get needed items. Ferry not far away if you want to take it back and forth to Boston. The place was very clean, beds were extremely comfortable, and we had everything we needed.

Spacious | Clean | W/D | Free Parking
We thoroughly enjoyed our week’s stay at this home. It was very clean. Wind was a great host quickly responding whenever we had questions. Would highly recommend renting from this host again. 👍🏻👍🏻👍🏻

Beautiful appartement - quiet location - downtown
Lionel’s place was spotless and was in the perfect location! The easy parking was a huge plus too. Lionel was incredibly accommodating and responsive, and we will absolutely be staying here again next time we go to Boston!

Spacious townhouse Near Airport and Beach
The place suited our needs very well. Hosts were easy to communicate with. Great space for a large group visiting Boston.
Private house rentals

Skyline house
Thank you so much for the wonderful stay! The place was beautiful and the beds were very comfortable. Such a nice touch to include a balloon and wine for our special celebration! The house is full of character and has great common spaces and spacious bedrooms.

Stunning 2 bed apt in Revere 15 mins to Boston
This airbnb was really beautiful and well-stocked. For a family of 4 adults, it served us well. Flavia was very friendly and responsive. The location is perfect as it's just about 10-15 mins from BOS. You can also walk to a shopping centre right across the street. The neighborhood is calm and peaceful. Note that this is a half basement style space. My dad is 6 feet 1 inch and the height of the place was not favorable for him.

Charming 4R Boston home w/parking, 5 min to Casino
We had a wonderful stay at this clean and comfortable home! It had everything we needed and was exactly as described. Check-in was smooth, and communication with the host was easy and prompt. Highly recommend this place to anyone looking for a hassle-free stay!

All New Private Country Setting (2 Level-No Share)
If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.

Beautiful furnished 3 bedroom Apt up to 5 adults
Very great host and stay. Smooth check in and out. Alice responds fast and clear, which is really helpful for travelers.

Cozy/Spacious & Sunny Apt/ Downtown,Airport Nearby
Great spot! Perfect for a one night getaway we needed. Very clean, appears as advertised! Sonam is a very responsive and friendly host as well, which was so helpful.

Bright 2BR Near Davis Sq 6mins walk to T with AC
We really enjoyed our stay at the home, which made our trip for my daughter’s graduation a wonderful event. The owners were very responsive and the home was very clean. Highly recommend!

Revere Beach House, Logan Airport, Bay Views
Great house close to the beach. Clean, relaxing, and spacious. We’d stay here again. Host was super responsive and helpful.
Quick stats about house rentals in Chelsea
Total rentals
50 properties
Nightly prices starting at
₹868 before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Destinations to explore
- Boston Holiday rentals
- The Hamptons Holiday rentals
- Hudson Valley Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Jersey Shore Holiday rentals
- Pocono Mountains Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pet-friendly rentals Chelsea
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- Apartment rentals Chelsea
- Rentals with a fireplace Chelsea
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- Flat rentals Chelsea
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument