Pet-friendly holiday rentals in Chelsea

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Chelsea pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Wakefield
4.96 out of 5 average rating, 264 reviews

Welcoming 7-room house <15 miles to Boston & Salem

NancyRating, 5 stars2 weeks ago
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!
Superhost
Home in Somerville
4.89 out of 5 average rating, 126 reviews

Cozy Stylish 4br3ba 3mins to Somerville Subway

JonathanRating, 5 stars5 days ago
Great host! Super responsive and accommodating! Would definitely stay here again. Thank you, Venus!
Guest favourite
Home in Watertown
4.95 out of 5 average rating, 110 reviews

Absolutely Gorgeous 3 Bedroom Close to Boston

CarolRating, 5 stars1 week ago
We were very comfortable as a 3 generation family. Thoughtful details and clear instructions were very helpful and appreciated.
Top guest favourite
Home in North Chelmsford
5 out of 5 average rating, 201 reviews

Newly renovated, spacious, clean, 3 bedroom home.

CindyRating, 5 stars1 week ago
We really enjoyed staying in your beautiful home. It was decorated so nicely and so well appointed. The bathroom was so clean and bright. The neighborhood is so pretty and we enjoyed taking a walk with the dog when we arrived. The beds were comfortable. We would definitely stay there again.
Top guest favourite
Home in Dedham
4.98 out of 5 average rating, 242 reviews

Cozy, historic 3 bedroom home close to Boston!

KaitlynRating, 5 stars2 weeks ago
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!
Superhost
Home in Medford
4.85 out of 5 average rating, 142 reviews

Sunny home minutes from Boston. Free parking.

NanditaRating, 5 stars2 weeks ago
We really enjoyed our stay. Such a Warm and cozy home. Elizabeth was easily reachable whenever we had a question. Would highly recommend her cozy home. Thanks Elizabeth
Top guest favourite
Home in Salem
4.97 out of 5 average rating, 118 reviews

Heights House - 93 Walkscore|Halloween|Grill

DanielRating, 5 stars1 week ago
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!
Top guest favourite
Home in Cambridge
4.99 out of 5 average rating, 136 reviews

Cozy, Spacious Home in the Heart of Cambridge

LoriRating, 5 stars5 days ago
We have stayed at a lot of airbnbs but Shea was absolutely one of the best hosts we have ever had. Her place was very clean and was stocked with so many snack/food options. Shea was very quick to respond to any requests/questions. I highly recommend staying at her Airbnb if you are looking for a place while visiting Boston!

Pet-friendly home rentals with a pool

Superhost
Flat in Somerville
4.6 out of 5 average rating, 30 reviews

Assembly Row

SiddRating, 5 stars2 months ago
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.
Top guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 16 reviews

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

AlanaRating, 5 stars2 weeks ago
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!
Top guest favourite
Home in Arlington
4.94 out of 5 average rating, 34 reviews

Beautiful Spacious 4BRM House!

NicholasRating, 5 stars1 week ago
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 🙏👏🏽
Top guest favourite
Home in Norwood
4.95 out of 5 average rating, 44 reviews

the house of id; vintage shop, accessible space

JasonRating, 5 stars4 days ago
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!
Flat in Saugus
5 out of 5 average rating, 3 reviews

Cozy Stay Work or Vacation Spot

EmilyRating, 5 stars4 days ago
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!
Top guest favourite
Cabin in Bellingham
5 out of 5 average rating, 10 reviews

Rustic Cabin in Campground

KiahnaRating, 5 stars2 weeks ago
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!
Guest favourite
Guest suite in Rockland
4.89 out of 5 average rating, 80 reviews

Cozy Private Suite halfway between Cape & Boston

AnnRating, 5 stars1 week ago
My stay was comfortable and met my expectations. I’d come back the next time I’m in the area!
Guest favourite
Guest suite in Manchester-by-the-Sea
4.89 out of 5 average rating, 160 reviews

Modern Space With Pool Close To Singing Beach

YinRating, 5 stars6 days ago
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

Guest favourite
Home in Charlestown
4.98 out of 5 average rating, 51 reviews

Spacious & Pet-Friendly Modern Home in Charlestown

AndrewRating, 5 stars1 week ago
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!
Guest favourite
Guest suite in Lynn
4.86 out of 5 average rating, 28 reviews

In-law unit/Private guest quarters

SabrinaRating, 5 stars4 weeks ago
We felt right at home during our stay at Monica's place. Monica always responded quickly to any questions we had and was kind enough to share some recommendations for us to visit in Boston and Salem. We truly enjoyed our stay. Thank you for everything Monica!!
Top guest favourite
Home in Revere
4.94 out of 5 average rating, 35 reviews

Great, location

KenRating, 5 stars5 days ago
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.
Guest favourite
Flat in Reading
4.95 out of 5 average rating, 62 reviews

Beautiful 1-Bed in Desired Location

YomiRating, 5 stars3 weeks ago
Cody was a five star host. very responsive and everything was just as described. I would definitely be looking to stay here again. Thanks Cody
Guest favourite
Flat in Revere
4.94 out of 5 average rating, 31 reviews

New England Charm - Minutes From Boston

DanielleRating, 5 stars2 days ago
We stayed at Tanya’s place during our trip to Boston and Salem, and I highly recommend it. The home was spotless, charming, and located in a quiet, peaceful neighborhood. It was also pet-friendly, which was a huge plus for us. Tanya was incredibly responsive and helpful, offering great local restaurant recommendations and answering all of my questions quickly. The convenience of on-site parking made our stay much more relaxed and hassle-free. A wonderful stay overall!
Top guest favourite
Apartment in Winthrop
4.99 out of 5 average rating, 68 reviews

The Day-Burrill-Wadsworth-La Voix House

JoanneRating, 5 stars1 week ago
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.
Superhost
Flat in Back Bay
4.73 out of 5 average rating, 56 reviews

(3-ONE) Charming Studio in Back Bay Boston

JennineRating, 5 stars1 month ago
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.
Guest favourite
Home in Beachmont
4.83 out of 5 average rating, 12 reviews

Revere Beach House, Logan Airport, Bay Views

PriscillaRating, 5 stars1 week ago
Great house close to the beach. Clean, relaxing, and spacious. We’d stay here again. Host was super responsive and helpful.

Quick stats about holiday rentals that are pet-friendly in Chelsea

  • Total rentals

    50 properties

  • Nightly prices starting at

    ₹5,180 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

  • Wifi availability

    50 properties include access to wifi

Destinations to explore