
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

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!

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!

Family Friendly City Oasis! Free Parking, King Bed
This house was as advertised! Jack/Heather were very responsive and generous hosts! If we make it back to Boston we would stay again. Beds were comfy, master shower was amazing after a ton of walking and it was tucked away off the street which made it quiet. We loved it!

Pretzel Factory Loft w/Peloton
Mike and Anna were wonderful hosts. Very responsive when we working to secure the home for our visit, and communicative throughout our entire stay. Worked towards solutions, showed flexibility with reasonable requests, and their willingness to ensure our stay was a positive experience was appreciated. It became "our home away from home". We loved our time in Brookline- quaint town, walkability to places -even Fenway Park- for our visit came with ease, as well as coffee, ice cream and good eats all close by! Public transportation easy to navigate (our NY kids did help :-) ). As for the trains and their natural noise...never a problem, just part of this Brookline home in Boston and its surrounding charm!

Cozy, well-equipped beach cottage, steps to beach!
I don't know who needs to hear this but....I don't even really want to say all this, I want to gate keep it sooo bad...but for the sake of a 5-star review on Airbnb, I'll do it. Scituate is probably the best kept secret I've ever stumbled on. Then there's this gorgeous beach cottage, (also found by shear luck I guess). I'm a sucker for a well designed home as it is, but this one. Oh, is it cute. Super Cozy in all the best ways, decor is to die for, absolutely every little thing you need already waiting for you. Super comfy beds!! Sleeping arrangements are well done and everyone has plenty of space to spread out. The living area is just on the other side of the den, so it's GREAT to split the kids off to their own space. Neighbors are fun and so kind! Walk to the beach!!!! Literally, you can see it from the driveway. Heather, your host, pretty much the best you can get. All her recommendations were legit!! Ok enough, shhhh, don't tell anyone else about this Scituate Gem!

Newly renovated, spacious, clean, 3 bedroom home.
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.

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!
Sunny home minutes from Boston. Free parking.
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
Pet-friendly home rentals with a pool

3BR 2BA Condo Spectacular Views in Every Direction
Great 3 bedroom/2 bathrooms apt in Assembly Row. Lots of great shopping & restaurants. Not quite the city but it was easy 15-25 mins by car to get into Boston. Enjoyed the view very much!!

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
Ian was a great host. He made sure we were take care of by checking in with us and asking us if we needed anything. He was a very helpful guide regarding local attractions and dining establishments.
Private, pet-friendly home rentals

Spacious & Pet-Friendly Modern Home in Charlestown
Great experience! Gracious and responsive host — wonderfully accommodating and hospitable. Fabulous location, easily within walking distance to Freedom Trail, yet also had a beautiful residential feel. House was bigger than expected. Helpful recommendations, and made us feel at home. Would definitely stay again. Thank you!

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.

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!!!

Beautiful Place to Stay In Salem
This was exceptional. Becky's AirBnB is absolutely STUNNING!!! I think, quite honestly, it was the most beautiful accommodation I've ever stayed in. Becky thought of EVERYTHING, from the delightful snacks and beverages, to the notebook of fabulous restaurant and activity recommendations, plus the elegant and soothing seaside decor! Some of the plusses include a cozy gas fireplace, a great gas range to cook on, and an outdoor grill! We cooked up and grilled up some fabulous feasts during our stay! But the real treasure here is Becky herself. Although she grew up in Salem, she says she inherited her mama's Southern hospitality, and it definitely shows! She is warm and joyful, and my daughters and I feel we have made fast friends with her. We truly look forward to visiting Becky 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.

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St
This is the perfect place for a trip to Boston! Easy walk to public transport & the quiet neighborhood makes you feel right at ease.

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
$93 AUD 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