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Apartment holiday rentals in Chelsea

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Popular amenities for Chelsea apartment rentals

Weekly apartment rentals

Guest favourite
Flat in Medford
4.99 out of 5 average rating, 74 reviews

Traveler’s Den in Medford

YingshanRating, 5 stars2 weeks ago
I am very happy with my stay at Marcela's place. The passcode lock made check-in so smooth. I got everything I needed. It is a quite neighborhood with good cafes and bakery. The unit is equipped with computer desk, fridge, microwave and aircon. I can hear sounds from my neighboring apartments but it was not a big deal.
Superhost
Flat in Somerville
5 out of 5 average rating, 3 reviews

2BR2Bth 2 Parking Spaces / TD Garden / MIT / Harvard / BOS

AleksandrRating, 5 stars1 week ago
This was my second stay with Marina and just like last time, everything was perfect. The beds are super comfortable, there are blackout blinds in every room, and the apartment is right in front of a park in a very quiet area, so we had an amazing sleep. The apartment is spotless, stylish, modern, and fully equipped. Can’t recommend her places enough!
Top guest favourite
Flat in Winthrop
5 out of 5 average rating, 29 reviews

Pleasant Place 1

KalebRating, 5 stars6 days ago
Great little place to stay right outside of the airport! Super clean and perfect for our needs!
Guest favourite
Flat in Arlington
4.95 out of 5 average rating, 22 reviews

Cute Accessible Studio: No stairs, W/D, Parking

AlyssaRating, 5 stars1 week ago
Great location close to Arlington Heights' downtown and public transportation. Loved listening to the nearby brook and visiting the little pocket park right next to the house. Beautiful neighborhood (especially this time of year). There was some construction happening near by that had us waking up to jackhammers one morning, but that was short lived and situational. It was great to be able to walk the Minuteman Bike/Walking trail and have so many amenities close by. Even though there are several units in the house, we were only minimally aware of the presence of other guests.
Top guest favourite
Flat in Malden
4.98 out of 5 average rating, 94 reviews

Modern 4-Bedroom, 2 bath near Boston, Cambridge

PaulRating, 5 stars1 month ago
Dong's place was great value. Kitchen was clean and furnished with everything you would want for a stay. The living room was comfy and the bedrooms and beds were clean and relaxing so that we all had restful nights. I would stay here again in a minute. Parking was great. Overall it was a excellent four days! A+
Guest favourite
Flat in Revere
4.94 out of 5 average rating, 33 reviews

New England Charm - Minutes From Boston

BeccaRating, 5 stars3 days ago
The space was just perfect for us! Walgreens across the street, bakery on the next block, and lots of restaurants close by. Comfy beds, lots of towels, well equipped kitchen and coffee provided!! Perfect hub for going to Boston, Salem and Provincetown. We would definitely stay again!!!
Top guest favourite
Flat in Salem
4.97 out of 5 average rating, 93 reviews

The 1870 Langmaid House Suite

KaciRating, 5 stars4 days ago
We went to Salem for 2 nights for a rehearsal dinner and wedding. This home was perfect for the multiple events we had to get ready for! The upstairs is completely private. The hosts truly thought of everything! They have everything we could have needed and then some: warm blankets, toiletries, wine glasses, hair dryer, etc! It was VERY clean. I do not think I saw a speck of dust in the entire place. The bed was comfy and we were able to rest between events. I unfortunately did not get to meet the hosts in person due to our crazy schedule for the trip, but they were incredibly kind and attentive through chat. Everything was walkable from their home. We even took some time to do a late night walk in the neighborhood and it was beautiful and quiet. Check in was easy and flexible. Would absolutely stay here again!
Superhost
Flat in East Boston
4.93 out of 5 average rating, 28 reviews

Modern Sunny Boston Skyline Apartment near Airport

DelaneyRating, 5 stars1 week ago
Natasha’s home was the perfect place to stay in Boston! It was a great location & super comfortable. We really enjoyed our stay here and can’t recommend it enough!!

Private apartment rentals

Guest favourite
Flat in Beachmont
4.97 out of 5 average rating, 129 reviews

Spacious 3 Bedroom Apartment with King Bed

PatriciaRating, 5 stars5 days ago
Shawn's place was conveniently located for us. We were looking for something with on-site free parking, close to the airport and easy city access. This unit checked all the boxes. Well equipped with plenty of linens and extra pillows, blankets and towels if you needed. There was a great coffee/tea selection complete with all sugar varieties and little coffee creamers. There were snacks on hand and also an array of welcome beverages (nice touch). Just around the corner is a small Italian bakery with delicious pastries, sandwiches, salads and coffees. Next door to that shop is a small Spanish bodega that offers a few necessary provisions (we bought items to make BLT's) like milk and sandwich bread. Thankfully it was not hot so we didn't have to use the AC, therefore I can't speak to this but there were fans in each bedroom. Overall, I would recommend, and I would stay again. Thanks for a lovely and comfortable stay!
Top guest favourite
Flat in Malden
4.98 out of 5 average rating, 427 reviews

Near Boston / Everett historic two-bedroom

KatieRating, 5 stars3 weeks ago
Mark was amazing and very helpful with our arrival! We had come down for Boston Calling and he was amazing and always answered our questions. The house is georgeous and I wish we had stayed for longer. We are excited to schedule another stay in the future!
Guest favourite
Flat in Coolidge Corner
4.95 out of 5 average rating, 253 reviews

Luxury 2B1B Apt. Amazing Location

HannahRating, 5 stars3 weeks ago
This worked really well for my family coming for graduation! Lovely place, easy and clear communication.
Top guest favourite
Flat in Cambridge
4.97 out of 5 average rating, 340 reviews

Picture-perfect Cambridge guest apartment, parking

JillRating, 5 stars1 week ago
Steve and Nancy were wonderful, gracious hosts. They allowed us to check-in early, gave great information about the area, and were awesome communicators from the time we booked until we checked out. The apartment was perfect for my nephew and me. It was a restful place to return after long days of sightseeing and lots of walking!
Guest favourite
Flat in Winthrop
4.94 out of 5 average rating, 139 reviews

Newly Renovated Ocean View 2 Bdrm Apt

KathrynRating, 5 stars2 days ago
We had a lovely stay at Anna & Milan’s place. The apartment had everything we needed and more. It is a short drive to Boston and right across from a beach. Would love to stay again. Thank you Anna & Milan.
Guest favourite
Flat in Watertown
4.87 out of 5 average rating, 418 reviews

Private studio close to Boston and Harvard square

DarcyRating, 5 stars2 weeks ago
This place was perfect for my weekend trip to my hometown. It was actually one block away from my old apartment! The location is close to two bus lines that run frequently and take you into Harvard Square, which provides easy access to the rest of the T. The apartment was clean and had everything we needed. You have to call the host for check-in and I prefer self check-in, but that is the only thing I didn't love. The host was responsive and friendly so it wasn't a big deal. The parking spot is awesome and a huge plus for the Boston area I would definitely stay here again.
Guest favourite
Flat in East Cambridge
4.97 out of 5 average rating, 263 reviews

Sunny & Spacious w/FREE parking near Kendall/MIT

SaraRating, 5 stars4 weeks ago
Kemi was a wonderful host and this place is superb! Everything exceeded our expectations. It was about a 10-minute walk to the train to get into Boston, which was perfect. And coming in from the rain to a welcoming, cozy home was the best. We hope to stay here whenever we may come to the area again! Thank you so much for the special touches and everything, Kemi!
Guest favourite
Flat in Malden
4.99 out of 5 average rating, 174 reviews

Clean | Renovated | Washer—Dryer—2BR—Free Parking

JessicaRating, 5 stars2 months ago
Very clean apartment with a clean bathroom that looked newly renovated with very hot water and good water pressure. Comfortable bed with high quality sheets, the kitchen had a coffee maker, water kettle, and toaster, in addition to the microwave and oven. In unit laundry was great and super useful. Wind was extremely responsive and very helpful. Great apartment in a quiet residential neighborhood that's just a 15-20 min walk to Malden Center which has some great restaurants. Highly recommended.

Apartment rentals with a hot tub

Guest favourite
Flat in Woburn
4.94 out of 5 average rating, 152 reviews

Your Cozy 1 BR Apt & Relaxing Retreat

VivianaRating, 5 stars2 weeks ago
We had a fantastic stay at this place! The house was spotless, with a fully stocked kitchen and bathroom that made everything super convenient. Thiago was incredibly helpful, attentive, and kind throughout our stay, which made the experience even better. We especially loved the jacuzzi area and the large, comfy couch in the living room. The entire place offered great privacy. Would definitely recommend it!
Guest favourite
Flat in Revere
4.85 out of 5 average rating, 13 reviews

Step Into Spacious Vintage Charm in West Revere

LindaRating, 5 stars6 days ago
Our stay was wonderful, everything was very clean and cozy. We had plenty of room for our group and was very convenient going to and from Boston for all of our activities. The host(s) were quick to respond to any questions or concerns we had. Thank you!
Top guest favourite
Flat in Winthrop
4.96 out of 5 average rating, 245 reviews

Oceanfront Pool. Close to Boston. Free Parking.

AngieRating, 5 stars3 days ago
Both John and Carol were very inviting and friendly—- Carol even came out to bid us farewell when we checked out. The view is just breathtaking…. Could not ask for more… except warmer weather so we could have enjoyed the pool. :). The apartment had everything we needed and more. The fridge was stocked with breakfast snacks and milk and half and half for morning coffee…. Very nice touch. Great restaurant choices nearby as well. Highly recommend the Arms Hotel. Great food, HUGE portions. I would definitely stay again!
Superhost
Flat in Cambridge
4.87 out of 5 average rating, 38 reviews

Central Square Upscale Penthouse near MIT/Harvard

MichaelRating, 5 stars3 weeks ago
The unit we rented ended up not being available at the last moment but Jonah was able to find and arrange comparable accommodation set away
Guest favourite
Flat in Arlington
4.98 out of 5 average rating, 196 reviews

Lakeside apartment, patio, hot tub, outside shower

PietroRating, 5 stars1 week ago
Everything was absolutely exceptional! My parents stayed here for two weeks and had a wonderful experience. The hosts were incredibly kind and responsive — they replied to our messages and requests immediately, which made everything so easy and stress-free. My parents left extremely happy and are already talking about coming back. Highly recommended!
Flat in Nahant
4.5 out of 5 average rating, 133 reviews

Beach Home with Jacuzzi and Direct Ocean Access

BobRating, 5 stars2 weeks ago
We felt right at home in this gorgeous place, watching the tide roll in and out over a beautiful bay. That magical night watching the lunar eclipse from a warm, jetted jacuzzi while the wind blew gently around us and the lights reflected off the water will never be forgotten. Thank you, Anthony, for a really memorable and beautiful experience.
Top guest favourite
Flat in North End
5 out of 5 average rating, 45 reviews

Amazing Location in Little Italy with Roof Deck

NancyRating, 5 stars1 month ago
Beautiful condo, perfect for 2 people! Everything you need was provided. Deck was lovely. The location can’t be beat. Highly recommend for a Fun Boston Experience!
Superhost
Flat in Cambridge
4.8 out of 5 average rating, 124 reviews

Studio Apt private bath+ Hot Tub, free parking

ChristopherRating, 5 stars1 week ago
Annique's place is a second floor flat in a quiet street not far from the "T" and grocery stores. The flat has a beautiful wooden floor and spacious bathroom. For me, the high point was having an office space with a standing desk - I loved it! The amenities Annique provides shows she is an extremely thoughtful host and is very responsive. Definitely an excellent place to stay..

Quick stats about flat rentals in Chelsea

  • Total rentals

    120 properties

  • Nightly prices starting at

    ₹2,597 before taxes and fees

  • Total number of reviews

    6.1K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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