
Pet-friendly holiday rentals in Chelmsford
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Chelmsford
Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chelmsford pet-friendly home rentals
Pet-friendly house rentals

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

Pretzel Factory Loft w/Peloton
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.

Lakefront-Dock-Grill-Firepit-Wood Stove
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.

Cozy 2 story guest house.
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!

Cozy, historic 3 bedroom home close to Boston!
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.

Seaview Summit | Ocean Views, Indoor Pool, Beach
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.
Queen Anne Victorian in Excellent Location
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!

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

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!

the house of id; vintage shop, accessible space
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! 🙏✨💕☀️

Bedford Retreat: pool, fenced yard.
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.

The Brick House on Washington Street
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!

Triggers Cabin
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.

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!

Modern Space With Pool Close To Singing Beach
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.

Lovely 2- bedroom serviced apartment with pool
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

Sweet Retreat and Yurt Farm
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!

Beautiful 1-Bed in Desired Location
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

Balcony | Fenced Yard | 2 Beds | Pet Friendly
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.

Charming Loft in Historic Lawrence
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.

Cozy Salem Studio Near Tuscan Village & Boston
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.

Ponder Point waterfront cottage at Cobbetts Pond
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!

Boston burbs 3 bedroom 2 bath with home gym
Great host and safe place

Huge 2500 SF 2 BR apt., Room for 6
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
- Boston Holiday rentals
- The Hamptons Holiday rentals
- Hudson Valley Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Montreal Holiday rentals
- Pocono Mountains Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Prudential Center
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Museum of Fine Arts, Boston
- Bunker Hill Monument
- Quincy Market
- Pats Peak Ski Area
- Bear Brook State Park
- Wentworth by the Sea Country Club