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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, 30 reviews

Pleasant Place 1

KalebRating, 5 stars1 week 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.
Guest favourite
Flat in Winthrop
4.89 out of 5 average rating, 76 reviews

Vibrant Winthrop Apartment - Close to Ocean!

EdmondRating, 5 stars3 weeks ago
We had a great stay! The place was cozy and comfortable, located conveniently close to both the airport and the city center. The backyard was a lovely bonus, perfect for relaxing. The host was very kind and responsive whenever we had questions. Would definitely recommend it to others!
Guest favourite
Flat in Medford
4.97 out of 5 average rating, 76 reviews

Cozy modern retreat near Tufts

RachelRating, 5 stars2 weeks ago
We really enjoyed our recent 4 night stay here! The rental was clean and tidy with easy instructions to reference while there. Check-in was a breeze, and using the parking pass for keeping our car on the street each night was also super easy. We dud find the bed was a bit soft but that's just a personal preference for a firmer bed for our old(er) backs. The neighborhood is indeed very walkable and we loved the recommendations and found a few of our own as well.
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+
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

Top guest favourite
Flat in Malden
4.98 out of 5 average rating, 427 reviews

Near Boston / Everett historic two-bedroom

KatieRating, 5 stars4 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!
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 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 Medford
4.99 out of 5 average rating, 226 reviews

Hipster Basecamp | views • fireplace • parking

Nicholas JRating, 5 stars1 week ago
Christin was a top tier host! I was extremely fortunate to find a place last minute and Christin made sure to set our group up for a fun filled weekend. She was very quick to respond and made check in and out a breeze. If you find yourself in Boston, definitely worth it to stay at Christin's place.
Guest favourite
Flat in Beachmont
4.95 out of 5 average rating, 103 reviews

2 Bedroom Apartment with Ocean Views

RachaelRating, 5 stars5 days ago
The hosts were wonderful!
Guest favourite
Flat in Lynn
4.91 out of 5 average rating, 129 reviews

Modern & Cozy close to Airport/Boston/Salem

CallieRating, 5 stars1 week ago
This is a great place close to the airport and Salem! It was a cute and cozy little spot, just right for us. It’s about an hour from the heart of Boston. There’s a fun playground near the beach that our daughter loved playing at. The hosts were super welcoming, kind and responsive!
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.
Superhost
Flat in South Boston
4.83 out of 5 average rating, 553 reviews

Private apartment /parking/cozy garden.

BobbyRating, 5 stars6 days ago
We really enjoyed our stay. Katarzyna was kind enough to allow us to drop our luggage off before check-in. The apartment is a short, safe walk from the subway, this was a huge help in navigating Boston. Apartment was very clean.

Apartment rentals with a hot tub

Flat in Fenway-Kenmore
4.73 out of 5 average rating, 83 reviews

Renovated 2Bed, 0.5 mile to Longwood Med Hospital

AmyRating, 5 stars1 month ago
This condo was perfect for what we needed. Just two bedrooms, a kitchen and living room, so we could relax in between walking adventures. I wish I had come across this back in the fall when my daughter was playing soccer for Northeastern because the soccer field is literally across the street. There is a nice walking trail about a quarter of a mile away. We really liked Coolidge Corners. Easy to get Ubers. The place was perfect and comfortable and easy to get in/out.
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 stars1 week 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, 246 reviews

Oceanfront Pool. Close to Boston. Free Parking.

LarissaRating, 5 starstoday
We had a great stay! The location was great, the pool and hot tub were both clean and enjoyable. The hosts were very nice and easy to communicate with!
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!

Quick stats about flat rentals in Chelsea

  • Total rentals

    120 properties

  • Nightly prices starting at

    ₹2,596 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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