
House holiday rentals in Chelsea
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Top-rated house rentals in Chelsea
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Holiday rentals for every style
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Popular amenities for Chelsea house rentals
House rentals with a pool

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!

Quiet/Private Neighborhood
Hands down one of the best Airbnbs my family and I have stayed in! We didn't want to leave this place. To top it off, Michelle is a great host. 5/5 rating for sure!
Weekly house rentals

Spacious & Pet-Friendly Modern Home in Charlestown
Great experience! Gracious and responsive host — wonderfully accommodating and hospitable. Fabulous location, easily within walking distance to Freedom Trail, yet also had a beautiful residential feel. House was bigger than expected. Helpful recommendations, and made us feel at home. Would definitely stay again. Thank you!

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 ❤️
We loved the apartment, it was very clean and beautifully decorated. As a family of four we fit comfortably. It’s in a perfect location for getting around Massachusetts. The town was very cute with lots of delicious restaurants and so close to the beach. After a whole day of sightseeing and walking it was nice to come back to the home relax and watch tv in front of the fireplace. Thank you Carmen for the lovely stay.

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. 👍🏻👍🏻👍🏻

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St
This is the perfect place for a trip to Boston! Easy walk to public transport & the quiet neighborhood makes you feel right at ease.

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

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!

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.

Cozy & Modern 2 Bedroom House - Free Parking !
Belal was an amazing host, he replied to messages immediately and the house looked immaculate when we arrived. A great stay was had by all and we highly recommend staying at his adorable 2bdm house in Medford.

Ultra Modern Tiny House Cottage Near Beach &Boston
Easy to communicate with and perfect access to Boston area. Thanks!

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!

Stunning Home Near Boston Cambridge Tufts Salem
We stayed at Rick’s home over the weekend for a basketball tournament. It was exactly as pictured and worked perfectly for our family of 5. Thank you!

Heathman Manor
We were visiting Melrose for a family event and wanted a quiet haven for our time between big social gatherings. We chose Gene’s place because we love Victorian houses and decor - and it proved to be a beautiful example of the era, lovingly restored and comfortable. We had limited time to hang out in the cozy living room but enjoyed breakfasts from the well-equipped kitchen. The bedrooms were spacious and great for sleeping. The grounds are lovely and the whole area of Melrose Highlands is filled with gorgeous Victorian homes, as we discovered during morning walks. We highly recommend Gene’s place - and Gene himself, a friendly and responsive host - and we hope to return.
Quick stats about house rentals in Chelsea
Total rentals
50 properties
Nightly prices starting at
$15Â AUD 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
Wi-Fi availability
50 properties include access to Wi-Fi
Destinations to explore
- Boston Holiday rentals
- The Hamptons Holiday rentals
- Hudson Valley Holiday rentals
- Long Island Holiday rentals
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- Montreal Holiday rentals
- Philadelphia Holiday rentals
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- Condo rentals Chelsea
- Apartment rentals Chelsea
- Pet-friendly rentals Chelsea
- Family-friendly rentals Chelsea
- Rentals with outdoor seating Chelsea
- Rentals with a washing machine and dryer Chelsea
- Rentals with a patio Chelsea
- Rentals with a fireplace Chelsea
- Fitness-friendly rentals Chelsea
- House rentals Suffolk County
- House rentals Massachusetts
- House rentals United States
- Yurt Rentals United States
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- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
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- Farm Houses United States
- Farm Cottages United Kingdom
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- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
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- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- 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