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

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN
Nice apartment for me and other two friends. Thanks for Jovan being patient to answer all my questions. But the disadvantage is that the location was too remote which you barely find transport reach to Boston downtown.

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!

3 BR Private Family Home, S. Boston/Seaport/BCEC
Loved our stay. Perfect for our extended family and way more reasonable than Boston hotels during graduation season. Spot on descriptions. Shelby was very responsive. Kind enough to offer access to pantry (e.g. sugar, honey, tea etc) and the garage parking is a HUGE bonus for Southie.

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!

Heights House - 93 Walkscore|Halloween|Grill
My wife and I had the pleasure of staying at Darryl’s place for our honeymoon, and it was absolutely perfect. Darryl was incredibly kind, welcoming, and a fantastic communicator throughout our stay. He provided us with amazing recommendations for local sights and restaurants, which really helped make our trip special. The space was clean, comfortable, and had everything we needed for a relaxing getaway. We couldn’t have asked for a better host or a better experience. Highly recommend!
Pet-friendly home rentals with a pool

Assembly Row
Great Location, Great Apartment with a beautiful view of Charles River. house looked exactly same as in photos and description. Hanky was very supportive in conversation.

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!

Cozy Stay Work or Vacation Spot
The place was super comfortable and exactly like the photos. What you see in the pictures is what you get warm, cozy, and very clean. There were water and drinks in the fridge, and the bathroom was spotless too. Check-in was smooth and easy. I felt really at home here. The host was also very nice and responded quickly whenever I had questions. I’d definitely stay here again next time!

Rustic Cabin in Campground
The check-in process was so smooth and finding the place was super easy! The house was absolutely gorgeous and accommodating for us to stay the night. We wished we could have stayed to enjoy the amenities that were part of the campground! The location was perfect for us to be able to go to our concert the night of check in! We will definitely be back in our future travels!

Cozy Private Suite halfway between Cape & Boston
My stay was comfortable and met my expectations. I’d come back the next time I’m in the area!

Modern Space With Pool Close To Singing Beach
We stayed for three nights to visit the surrounding Cape Ann area. Ian’s place was fabulous - private, spacious, and fully equipped with amenities including a BBQ stove by the pool. Space is larger than the pictures looked like and furnitures were of high qualities. Highly recommended for anyone travelling in the area!
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.

Cozy KING BED Suite in Greater Boston Area
The area was quiet and safe, very walkable, and reasonably close to the Red Line downtown. Hosts were communicative, accommodating, and generous. The complimentary snacks left for us were welcome after our long day of travel and late check-in when most restaurants were already closed.

New England Charm - Minutes From Boston
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!!!

The Day-Burrill-Wadsworth-La Voix House
Had a lovely stay in the cute town of Winthrop. The house was an old, but very newly renovate with all the quaintness you find in a well cared for historic home. The beds were comfortable. It was in a great location and there were so many nice ammenities that other places I’ve stayed did not have. The little extras like the laundry detergent, the Keurig and pods, a bottle of wine All meant so much. I was with my son and daughter in law and two granddaughters, and everybody felt immediately at home. Will definitely return.

(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.

Close to Boston and near airport w.free parking
beautiful house with great character, perfect location close to airport- comfortable beds!
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