
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

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN
Thanks Jo for the accommodation. This place was meeting our requirements, our stay was pretty comfortable. It was warm, clean and my 3 yr old enjoyed the backyard. Jo was approachable and friendly to talk. I would definitely recommend this place.

Welcoming 7-room house <15 miles to Boston & Salem
Karen was absolutely incredible. She was very responsive, respectful, and accommodating. We very much enjoyed our stay as my team and I were there on business. She was able to take care of us even on short notice. I really couldn’t be happier with her communication, the quality of their home, and the entire experience. Thank you so much Karen for inviting us into your home. This was truly a 12/10 experience. 😃😃

Mi Casa, es su Casa!
Enjoyable stay in Harvey's comfortable home for 3 nights with 2 adults and 2 dogs. We loved the layout and decor of the 2 bedrooms, eat-in kitchen with wonderful amenities, 2 sitting areas, nice bathroom with tub and shower and even a breezeway! The backyard was great for the dogs and will be blooming with trees and flowers once winter leaves New Hampshire. Highly recommend Harvey's property. He's most definitely a 5-Star innkeeper!

Charming South End Farmhouse - Near Northeastern!
What a lovely place! Perfectly decorated, incredibly well-maintained, tons of space, sparkling clean, and in a wonderful location. Five minute walk to Northeastern, super easy walk to Fenway, and less than a 30 minute very scenic walk to the Back Bay area (it was such a beautiful walk, we did it multiple times during our stay). The homes (including this one) are amazing, great places to eat nearby, etc. This is definitely one of my favorite places, and I would absolutely book it again. I've already recommended it to some friends who will be traveling to Boston over the summer! Thank you for the wonderful stay!

Cozy Boston Homestead : Sleeps 8, Pet Friendly
The house was good—comfortable enough for a short stay. It had all basics utilities in kitchen . The host was easy to communicate with and responsive, which made things simple. Overall, it was decent experience for us.

York River's Private Escape
We had a lovely weekend at Debbie's home! It was immaculate and very welcoming. The place is located right off the main road but is secluded. The weather wasn't great so we didn't get to enjoy the grill or outdoor setup but it looked very nice. The kitchen was amazing! All the equipment was in great condition and as a cook, was everything I wanted. Close to everything York has to offer! Great for families or a couple with a dog like us. Highly recommend!

Newly built Home fenced yard Pet & family friendly
Great space with big kitchen and living room. Comfy beds and couches. Okk a very busy road but a fenced back yard. Would stay again

Comfortable house w garden and parking, close to T
Great stay: - Easy check-in/access — we arrived very late at night and entry was well lit and straightforward - House was cozy with effective and responsive heating (we stayed during cold weather, so this was a big deal) - Clean house, comfy beds, variety of pillows (soft to v hard) - Easy check-out with zero weird instructions/requests - Host super communicative for basic Q&A I’d book again! Thanks!
Pet-friendly home rentals with a pool

Fantastic Kittery Home with Pool
The house was perfect for my family and I- plenty of open space for the kids to play and a great yard- even in December with cold weather the kids loved the play gym outside!! The location was amazing with lots of things to do within a few minutes and the food scene was great. Thanks to Ned for a spotless home and great amenities!! We can’t wait to come back in the summer to use the pool!!

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok
LOVED LOVED! My friends and I all agreed that this house looks just like the pictures for once! Very nice unexpected touches/surprises. House had everything you could really need! I believe the host could get away with charging more in my opinion! I hope to come back in the future.

Large Pool, Nature Trails, Redd's Pond, 4-Bed
Everything was as listed and very responsive and great host. The property was in a very nice and in a great town. We enjoyed our time there.

Bedford Retreat: pool, fenced yard.
Host was friendly and helpful. House is located in an area close to a great grocery store and lots of shopping. It,s also not far from the mountains for those who want to leaf peep in the fall. The house is cozy and has everything you could want, just have to bring yourselves.

Triggers Cabin
We have stayed at Carol’s other campers but this was our first time at Trigger’s cabin. Great rustic accommodations and a beautiful spot right on the pond. It is such a peaceful spot to disconnect and enjoy nature. Carol is a great host and we plan to be back again.

Coastal Home Heated Pool, Hot Tub, Outdoor Kitchen
The place was fantastic! Looked just as pictured/described. We were a group of 8 adults and 4 kids and were very comfortable. The pool and hot tub were great, clean, and heated as promised. It felt private even though there were other units on site. The space is large and winding - a kids hide and seek dream :) lots of gathering spaces to hang out. John was super responsive and helpful. Thanks!!

Winter Home near TreeHouse Brewery with King Beds
We got married at a venue about 15 minutes away so we stayed here with our bridal party and the size was perfect. Everyone slept comfortably, we still had plenty of space. The neighborhood is quiet and the location is still close enough for us to enjoy exploring Sturbridge. Michael was responsive and honest with any question I asked!

Modern Space With Pool Close To Singing Beach
This property was precisely as advertised, ideally located for my needs, and Ian was a very responsive host. I would recommend the property and the host without reservation.
Private, pet-friendly home rentals

Cambridge Studio Apartment
Needed a good home base while in town for the marathon. Easy to use the bus to connect to the redline and get everywhere I had to go! Balcony was beautiful and neighborhood felt quiet and safe!

Great for families, steps to beach, lots of space
This beautiful home is great for families. My family of 8 adults and 1 dog stayed for a weekend. The home is clean clean clean and has everything a family could need. Games galore! Although our stay was for a sad reason (laying sister to rest) the home brought us together as a family. Plenty of room and great location. I highly recommend. I will rent again during summer!

Family & Pet-Friendly Apartment | Backyard | Grill
We were in the area for a wedding and wanted a dog-friendly place to stay! The property looks like the photos, was clean, and was a great spot for us to stay with our dog, Penny. Hoang was very responsive and gave great information to make sure we didn't have any issues once we got to the property. We definitely enjoyed our stay :)

Plum Island Basin Cottage
I came down to visit family in Massachusetts over Thanksgiving and needed a place to stay that was equidistant to everyone, and the Newburyport area was a great fit. Steve's place is a lovely small beach home on a quiet side street. Perfect size for one person plus dogs. The dog friendly part, easy and safe walking, quiet neighborhood, and the kitchen were big selling points for me. Parking was easy. Water was hot, bathroom was spotless. Would stay again.

West Cambridge 2BR: Pet OK, A/C, backyard, lovely!
Accommodations were exactly as described. Lower level of a duplex with a young family upstairs. Host was very responsive and helpful. Kitchen was well equipped. Back deck was really peaceful and quiet.

2 BDR| Fenced in Yard| Hot Tub| Bring your pup
Actually rented both units A & B of this property for my wife's birthday to have some room for additional family (surprise). Unit A was awesome! 2 beds and a bath, BIG kitchen that had everything you would need, dog friendly with a fenced in yard which is always a plus, super comfortable living room/dining room combo that had plenty of room for everyone to gather, private courtyard (shared with unit B) with room for outdoor dining and a grill PLUS hot tub! I could go on but to summarize, it was perfect for our plans. The addition of unit B gave us the whole place and I couldn't be more pleased! Centrally located. Anywhere we wanted to explore, from Kennebunkport to Ogunquit and beyond, was never more than 20 - 30 minutes away. Even the neighbors were amazing (friendly)! 100% I would (and plan to) stay here again!

Coastal Cottage — 7 min walk to private beach
Cannot say enough good things about the stay and the hosts. The place was beautiful and clean, conveniently located and we loved the short walk to the beach. We spent each day exploring a different city, and we felt perfectly located to be in a comfortable, peaceful area away from everything but not too far from anywhere we wanted to go. Pups loved the yard, lots of room for them to run and play. The hosts were friendly and helpful. Couldn’t have picked a better place for the first vacation with our baby.

Antq. Farm Ell-Private deck/views/trails/Dog yard!
Great little spot. We were visiting family in town. Kids were a little nervous of the lofts at first, but warmed up to them quickly. Traveled with a 9 month old baby. Loved the baby toys, pack and play and there were other amenities we did not need on top of that. Thank you for sharing your land! The kids loved walking the trail and pretending someone lived in the woods. LOL 😂
Quick stats about holiday rentals that are pet-friendly in Chelmsford
Total rentals
20 properties
Nightly prices starting at
£38 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
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- Hampton Beach
- Boston Common
- Revere Beach
- TD Garden
- Fenway Park
- Lynn Beach
- Harvard University
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Pats Peak Ski Area
- Faneuil Hall Marketplace
- Prudential Center
- Freedom Trail
- Crane Beach
- Good Harbor Beach
- Symphony Hall
- Boston Public Library
- Water Park of New England
- Rye North Beach
- Aaronap Cellars
- Boston Children's Museum
- Isabella Stewart Gardner Museum
- John Hancock Tower