Pet-friendly holiday rentals in Chelmsford

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Chelmsford pet-friendly home rentals

Pet-friendly house rentals

Superhost
Home in Wakefield
4.96 out of 5 average rating, 263 reviews

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

EmilyRating, 5 stars4 weeks ago
We loved staying here! Plenty of space for our family of 6, including one little one. It was exactly as pictured and well-stocked with spices in the kitchen and shampoo etc in the bathroom! Beds were super comfy and we loved how close it was to the lake, restaurants, and a playground. Would definitely stay here again!!
Superhost
Home in Brookline Village
4.92 out of 5 average rating, 121 reviews

Pretzel Factory Loft w/Peloton

MarjorieRating, 5 stars1 week ago
This private home is lovely. It is appropriate if stairs are okay for your group 😊. Very clean, near plenty of coffee shops, easy to find, very safe area.
Superhost
Home in Epsom
4.96 out of 5 average rating, 111 reviews

Lakefront-Dock-Grill-Firepit-Wood Stove

JohnRating, 5 stars2 weeks ago
Darryl’s house was extremely enjoyable. It had everything we needed, and we had a very relaxing time at the lake. It felt private, amazing views, and was very comfortable.
Superhost
Home in Andover
4.93 out of 5 average rating, 29 reviews

Cozy 2 story guest house.

JenniferRating, 5 stars2 days ago
We were delighted to stay at Vanessa’s home, which is even lovelier than the photos depict. The area and home are beautiful and quiet, with all the amenities we needed. We had the opportunity to meet Vanessa, and she was exceptionally kind. Very highly recommend!
Superhost
Home in Dedham
4.98 out of 5 average rating, 240 reviews

Cozy, historic 3 bedroom home close to Boston!

ChristopherRating, 5 stars2 weeks ago
Marybeth’s home was exactly what me and my family wanted. We wanted a cozy place far enough from the city, but close enough to easily drive into Boston. Since I like to cook, I was immediately impressed with the kitchen and all its ammenities. I did not want for a single kitchen tool or appliance. Everyone commented on how the beds felt - warm and comfortable. Loved the back yard and the grill. Great communications. Easy check-in and easy check-out. Highly recommend Marybeth’s BnB.
Superhost
Home in Plymouth
4.9 out of 5 average rating, 120 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

EllieRating, 5 stars2 weeks ago
This house was spectacular. More amenities than I would have ever thought of. Gorgeous interior and exterior. The surrounding neighborhood is in need of regentrification but it’s extremely safe and quiet. Once in the home., it’s an oasis. Probably the best Airbnb I’ve stayed in (sample size about 10) Tony is extremely responsive and helpful. This was the perfect home for my daughter’s bridal party to get ready in and shoot pre wedding photos in. Also amazingly comfortable for my large family to stay in for the long weekend.
Superhost
Home in Medford
4.85 out of 5 average rating, 114 reviews

Queen Anne Victorian in Excellent Location

SaraRating, 5 stars1 month ago
Eric’s Queen Victorian was like a vacation within itself! The location was conveniently close Boston with tons of restaurants, shopping and entertainment. Overall my family and I had a wonderful stay and Eric was a great host!
Superhost
Home in Plymouth
4.96 out of 5 average rating, 159 reviews

1 of a Kind Pond-Front Home, Minutes from Downtown

AngelaRating, 5 stars1 week ago
The house is amazing! It has everything that you would need and is so comfortable. The property is peaceful, and it feels like you’re on your own little island while still being minutes from stores and restaurants. We had a perfect weekend celebrating some milestone birthdays in our family.

Pet-friendly home rentals with a pool

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 stars1 week 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 Norwood
4.95 out of 5 average rating, 42 reviews

the house of id; vintage shop, accessible space

KassiaRating, 5 stars1 week ago
We absolutely loved our stay at this home! It was extremely clean, cozy, and beautifully prepared — every detail made us feel so comfortable and welcome. You can truly feel the love and care the host put into the space. It felt like a warm home from the moment we arrived. We are already looking forward to coming back again. Thank you for such a special experience! 🙏✨💕☀️
Superhost
Home in Bedford
4.69 out of 5 average rating, 36 reviews

Bedford Retreat: pool, fenced yard.

LewRating, 5 stars1 week ago
Daniel and Monica were great hosts that responded to any questions or needs. They live right next to this guest house so we’re quick to respond. This house is a bit small but has enough space for up to three or maybe one more on the sun porch if using an available air mattress. It is comfortable and homey. The bedroom in the basement is fine but the rest of the basement is mostly unfinished. The pool would be a nice feature but it was too early in the season for a dip in the cold water. Plenty of stores and restaurants are within 5-10 minutes of here including a Market Basket, Whole Foods, Trader Joe’s, and big REI store among many others.
Guest favourite
Home in Keene
4.93 out of 5 average rating, 210 reviews

The Brick House on Washington Street

MariRating, 5 stars1 month ago
Beautiful, historic home in a lovely neighborhood close to downtown Keene. Charming and cozy inside and out. Comfortable beds and furniture. Wonderful artwork by Ruth throughout her home. Large bright kitchen with everything you’d need to stay. Enjoyed the architecture and restaurants in Keene. Highly recommend Ruth’s home to stay in this area!
Guest favourite
Cabin in Hubbardston
4.94 out of 5 average rating, 155 reviews

Triggers Cabin

AshleyRating, 5 stars1 day ago
Triggers cabin was what we needed…little to no cell reception but it was so nice being able to disconnect especially for the kids. My husband has a great time fishing in the pond, the kids were able to run around, seeing all the wildlife especially the otter playing in the pond (so amazing!!). If you are looking for a relaxing getaway…this is by far the spot to go! Carol was friendly and showed us to where the cabin was. She was responsive when we needed her.
Top guest favourite
Cabin in Bellingham
5 out of 5 average rating, 10 reviews

Rustic Cabin in Campground

KiahnaRating, 5 stars1 week 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 Manchester-by-the-Sea
4.9 out of 5 average rating, 158 reviews

Modern Space With Pool Close To Singing Beach

SusanRating, 5 stars1 week ago
The accommodations were attractive and comfortable--just as described and pictured in the listing. It was perfect for our family in terms of location and space. The grounds are quiet and peaceful with a beautiful pool that was very inviting but unfortunately the weather was still a little cool for a swim. Ian was great with communication and a warm and welcoming host. We were very pleased with our stay.
Superhost
Flat in Assembly Square
4.82 out of 5 average rating, 44 reviews

Lovely 2- bedroom serviced apartment with pool

AshleyRating, 5 stars2 weeks ago
Hanky’s place was great! Awesome location with lots of things to do and places to eat. The apartment was clean and had all of the necessities. Extra bonus was the lunch we had waiting for us when we checked in. Only down side was how expensive parking was but that’s out of anyone’s control.

Private, pet-friendly home rentals

Top guest favourite
Yurt in Mason
4.98 out of 5 average rating, 55 reviews

Sweet Retreat and Yurt Farm

AshlynRating, 5 stars2 days ago
The yurt was so nice! Exactly what is pictured. We stayed the weekend for our anniversary and had a great time! We loved meeting and feeding the goats!! You don’t have to bring anything the yurt has it all!! Thank you for a great weekend!
Guest favourite
Flat in Reading
4.95 out of 5 average rating, 62 reviews

Beautiful 1-Bed in Desired Location

YomiRating, 5 stars2 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 Nashua
4.9 out of 5 average rating, 20 reviews

Balcony | Fenced Yard | 2 Beds | Pet Friendly

RayRating, 5 stars5 months ago
This facility fit our needs perfectly while visiting relatives in Nashua. The access was easy, the location very quiet and a restaurant was very close with great food. We look forward to staying here on our next visit.
Guest favourite
Flat in Lawrence
5 out of 5 average rating, 48 reviews

Charming Loft in Historic Lawrence

FreddieRating, 5 stars3 days ago
The place was clean, tidy, and felt fresh when I got there. Check-in was simple and hassle-free. It actually had more space than I expected from the photos, which was a nice surprise. Christian was responsive and even helped me figure out how close the spot was to an event I had before I booked—that extra help made the decision easy. Overall, a great stay.
Superhost
Flat in Salem
4.86 out of 5 average rating, 96 reviews

Cozy Salem Studio Near Tuscan Village & Boston

ITEightRating, 5 stars1 month ago
We booked this property for our employees during a work assignment in the area. The host was professional, responsive, and made the process very easy. The team found the space clean, comfortable, and well-equipped for their needs. We would definitely book again for future projects.
Top guest favourite
Cottage in Windham
5 out of 5 average rating, 21 reviews

Ponder Point waterfront cottage at Cobbetts Pond

HeatherRating, 5 stars4 weeks ago
This is just a lovely Airbnb. I took my mother for a Mother's Day weekend, and this was a great getaway. It is an easy drive to lots of hotspots in Boston or Salem, but just enough off the beaten path to offer a real lakeside retreat. Ana was incredibly helpful and responsive, and left a lovely welcome gift that Mom really appreciated. The cottage is so pretty, and the views and total relaxation factor are exceptional. Even the dog gives it four paws up!
Guest favourite
Home in Wilmington
4.89 out of 5 average rating, 57 reviews

Boston burbs 3 bedroom 2 bath with home gym

MisalRating, 5 stars2 weeks ago
Great host and safe place
Top guest favourite
Apartment in Nashua
4.95 out of 5 average rating, 39 reviews

Huge 2500 SF 2 BR apt., Room for 6

DanRating, 5 stars3 weeks ago
We loved our stay at 14 Chelsea CT! The pictures don’t do justice how big the space is…its sprawling. (and really cool with the architecture, and finish work). The location is great as you are minutes from rt 3 and downtown Nashua. Everything was clean, comfortable and in good shape. The kitchen is well apportioned, and the cooking/coffee machine/etc all worked really well. The two beds were comfortable and all linens and towels are new and fluffy. Having a washer and dryer in the unit was a huge plus for us as well. The hosts are super responsive, and made us feel welcomed and comfortable. Our two dogs loved the stay, and give it two paws up!

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

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹4,282 before taxes and fees

  • Total number of reviews

    600 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

Destinations to explore