
Pet-friendly holiday rentals in Chelmsford
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Top-rated pet-friendly home rentals in Chelmsford
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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!

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.

Absolutely Gorgeous 3 Bedroom Close to Boston
We were very comfortable as a 3 generation family. Thoughtful details and clear instructions were very helpful and appreciated.

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!
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!

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 place is a great location and he’s a wonderful host!

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

Fantastic Kittery Home with Pool
This was our second time staying at Ned‘s place. Just as Beautiful as it was several years ago. He keeps the property very well maintained and takes pride in making sure we are comfortable and have everything we need for a pleasant stay. Felt right at home!!

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!

Amazing House, Party Barn & ATVs
Absolute blast! I would have a harder time finding parts about this property and my stay in general that I didn’t like. Checking in was extremely easy and once I did me and my party felt right at home. Perfect location, very remote and quiet so you don’t have to worry about possibly disturbing others nearby. The amenities were endless and it was impossible to not be having a good time all the time when you can take a dip in the pool/hot tub, use throwing axes, visiting the chickens,shooting hoops outside or using the garage and all of the mini games (ping pong, mini basketball, darts). There are endless spots to sleep in and the party barn was a great place to have conversations in. The garden was beautiful and a marvel to look at. The hosts were extremely welcoming and friendly. They responded to my questions almost instantly and even offered suggestions on nearby food for the night. This is only the surface of the endless positive things I have to say about my experience. 10/10

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!

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
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!

Luxe Serene 1BR 15 min from Boston with Gym & More
Love this apartment. We’ve stayed here several times. Highly recommend!
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!

Clean & Cozy 2BR Across from Quinsigamond Lake
John & Lina were great hosts! They were quick to respond to any communication & were very proactive in making sure that we had all the details prior to arrival. They were thoughtful & left water and snacks for us too! What you see in the pictures is exactly what you get, a clean, well cared for place to stay. Kitchen was supplied well with essentials; plates, pots, pans, glasses etc. Description in ad is very accurate. We didn't visit the lot across the street so I'm unable to comment on that but you can see the lake from the kitchen & living room windows. The area is nice; we felt comfortable & safe. There is a road in the front of the home that sees a fair amount of traffic but we didn't notice any noise issues. The apartment is on the 2nd floor. I will point out that if you are a very tall person that the rooms do have lower ceilings than you may be use to; it didn't bother us. My husband & son are both 5'11 & were fine. We loved this apartment & we would stay here again.

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

Large House- 16 mins to Boston + on site parking
This place was amazing to stay at. It was big enough to accommodate my friends for the Red Sox game we attended nearby. We appreciated the extra amenities and nice touches. The beds were comfy and overall was a great stay. Cannot wait to come back to enjoy again!!

Secluded Rustic Lakeside Cabin - Perfect Escape
Well-equipped and extremely quiet.

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.

Cozy Salem Studio Near Tuscan Village & Boston
I absolutely loved my stay. So peaceful and quiet. Gil was very responsive to messages, the description of the studio was accurate. Very comfortable. I’ll definitely be back. Thank you so much!

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
$77 AUD 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
Wi-Fi availability
20 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
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Good Harbor Beach
- Prudential Center
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument
- Bear Brook State Park
- Pats Peak Ski Area
- Wentworth by the Sea Country Club