
Pet-friendly holiday rentals in Chelsea
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Top-rated pet-friendly home rentals in Chelsea
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Popular amenities for Chelsea pet-friendly home rentals
Pet-friendly house rentals

Welcoming 7-room house <15 miles to Boston & Salem
We enjoyed staying at Karen’s! It was a super clean space which we really, really appreciated. The neighborhood is peaceful and quiet. Super easy to check-in and check-out. Karen is also super responsive and proactive which was great! Only bump in the road was that we unfortunately had to deal with a water leak issue which was stressful but Karen did what she could to be as helpful as possible. It was fixed shortly after reporting. We appreciated that Karen coordinated maintenance so quickly in a way that was accommodating to our schedule. Overall we are very pleased and would definitely recommend!

Cozy Stylish 4br3ba 3mins to Somerville Subway
We really enjoyed this place. It gave us plenty of room to spread out. The absolute best part was also the location to the green line. So easy to get to and therefore we could easily get everywhere in the city. Would stay here again and recommend to others.

Charming South End Farmhouse - Near Northeastern!
Holly’s home in Boston was lovely for our family in town for a wedding. The space has tons of charm and was very inviting and clean. Thoughtful touches throughout and really appreciated Holly’s prompt responses and flexibility with our travel itineraries. Neighborhood is super cute too. Highly recommended!

Pretzel Factory Loft w/Peloton
We had a fantastic stay and loved the local neighborhood. It is super easy to walk a few minutes to the T to get into Boston. We had all adults, so it was great to have lots of space to spread out and each have our own bathroom. Bedrooms are all upstairs. Be aware that there are lots of stairs, if mobility is an issue. There is a train that runs directly behind the house. It is loudest in the basement bedroom. This wasn’t an issue for us, as we are used to noise at home, but if you are sensitive to sound, bring earplugs for sleeping. The kitchen was well-equipped and there are so many fun toys if you have little ones. The area is very safe and easy to walk to restaurants and cute little shops. Mike and Anna are great hosts and very responsive to any needs or questions. Beds were comfy and everything we needed was at hand. The neighbors were also very friendly when we were out strolling. The home is very homey and well-decorated—not like the usual cookie-cutter-style of most rentals.

Cozy, historic 3 bedroom home close to Boston!
We had a great stay—perfect for our quick family trip! The home was incredibly clean, cozy, and well-stocked with everything we needed, from a pack ’n play to extra towels, bed linens, and kitchen essentials. Marybeth was wonderful to communicate with and shared some great local dining recommendations. We were very happy with our accommodations and would absolutely stay again!

Upscale 5BR Family Home Near Boston
The home was in a very nice and quiet area of town with groceries, gas and restaurants a short walk or drive away even in during busy hours of Boston traffic. The home was actually larger than expected with two full bathrooms, one on each floor. Everything was clean and ready for us with a well equipped kitchen and filtered water. There was a nice booth area to eat as well as counter seating and a dining room. We only had three in our party, but you could comfortably house a much larger family in the rental. We have a few more trips planned to Boston this year and will book this first if it is available, would like to stay again.

Seaside Cottage
Perfect hidden little gem in a quiet tucked away neighborhood of Marblehead. Visited this town a few times and this is the 2nd place we've stayed in. Both were great - in completely different neighborhoods. It was nice having our own parking space directly in front of the house. The house is pretty inside, bright and clean - very modern and updated. We loved having the TV's in both the LR and the BR. Not a thing I would change. It was nice having the private backyard for our dog - although she wasn't taking to the artificial turf for some reason! So we opted for walks around the lovely little neighborhood. Would definitely stay again! Hayley was a FAB host!

Single family home near Tufts,DT Boston,w/ parking
Everything was as advertised. Simple check in and check out. Did not have a laundry list of unnecessary rules. Start to finish was simple.
Pet-friendly home rentals with a pool

Stunning Victorian Estate with Lap Pool & Gardens

Assembly Row

Large Pool, Nature Trails, Redd's Pond, 4-Bed

Beautiful Spacious 4BRM House!

the house of id; vintage shop, accessible space

Cozy Stay Work or Vacation Spot

Rustic Cabin in Campground

Cozy Private Suite halfway between Cape & Boston
Private, pet-friendly home rentals

Spacious & Pet-Friendly Modern Home in Charlestown
We had a fantastic stay at Johnny’s place. The house is great - comfortably enough space for a family of 4 and well configured, well-located 5 mins walk from great coffee shops and restaurants in Charlestown and only 20 mins walk from the North End and central Boston. Johnny was extremely accommodating. Highly recommend!

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

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.

(3-ONE) Charming Studio in Back Bay Boston
We enjoyed our stay at Paige’s place for the weekend! It was the perfect space for two and close to many bars and restaurants.

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.

Across From Subway MBTA short ride to TDGarden!
Great home and location. 15 min drive to downtown or walk over to the T for even easier commuting. Quiet and safe neighborhood. From Salem to the Cape, nothing is to terribly far.

Whole House Privacy, Yard/Parking, 5min to Boston
We had a fantastic stay and would recommend this place to anyone looking to stay in this area. Note there are no tv’s in the upstairs bedrooms, but otherwise it’s a great spot with a great backyard perfect for hanging out!!!

Boston Luxury 3BR/Near Airport/Beach
We had a wonderful time in this lovely home. Hosts were very courteous. I would highly recommend this home for folks visiting Boston.
Quick stats about holiday rentals that are pet-friendly in Chelsea
Total rentals
50 properties
Nightly prices starting at
$100 NZD before taxes and fees
Total number of reviews
2.8K 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
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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