
House vacation rentals in Chelmsford
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Top-rated house rentals in Chelmsford
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Popular amenities for Chelmsford house rentals
House rentals with a pool

Hopkinton Mass 3+ Bedrooms - Great location!
Brad was very friendly and helpful. Beautiful home!

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
From the moment we arrived, we felt completely at home thanks to the incredibly warm and welcoming hosts, Tania and Glenn. They went above and beyond to make our stay comfortable, offering great local tips and always greeting us with a smile. Their hospitality truly made a difference. The home itself is absolutely stunning—beautifully designed, impeccably clean, and filled with thoughtful touches that made it feel extra special. Whether we were enjoying a quiet morning coffee or relaxing in the cozy living area after a day of exploring, everything was perfect. This was one of the best Airbnb experiences we've ever had. If you're lucky enough to find availability here—book it! You won't regret it. Thank you, Tania and Glenn, for a truly unforgettable stay! 💛

Cedar Ridge: House or House+Apartment
We LOVED: 1) The location! The driveway is long & sand/gravel but you could drive it in a sedan fine. 2) The amenities! The pack n play was a HUGE lifesaver! 3) This location is mostly child friendly. 4) The view is phenomenal! When we woke up & opened the curtains for the first time, we were in awe! 5) The host was extremely helpful. The hot water went out once, but she was over in 5 minutes to fix it. Some feedback: 1) The windows in the ceiling in the master bed! They're HUGE and BRIGHT. 2) The bugs. Ants. Spiders. It was a struggle. NOW I WILL SAY - I brought this up to the host on day 3 and they were more than willing to come help how they could. The house is located in the middle of the forest, but it was a lot. If it weren't for an m&m left under the nightstand in the bedroom by a previous guest, it probably wouldn't have been so bad. 3) the coffee maker was pretty rough when we got there.. a simple over site by the crew. Overall, I would definitely consider this location again

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!

The Brick House on Washington Street
My daughter and her husband with adult sitters stayed here to attend a wedding. Some of us stayed at the Downtown Marriott. They have three small children and enjoyed the pool. House was nice and in a great location to downtown .

Spacious vacation unit in premium suburban town
Scott was very easy to communicate with, and he was very nice. They were so thoughtful and even left us a dozen eggs from their backyard chickens! The place was spacious and peaceful. Check in and checkout process was very easy!

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.

Beautiful Lakefront Vacation
Donna is fantastic and if your looking for a charming New England spot this is it! We Are very satisfied with this home.
Weekly house rentals

Modern Luxury in a Spectacular Natural Setting
All instruction were very detailed and easy to follow. The location was beautiful and the property was prestige. Cooking in the kitchen was easy, everything was within arms reach and easy to find. The center of town was cute and had some nice local shops. There was planet of restaurants in the area and grocery stores were also close. 5-stars for sure for the property and the property managements My family and I will certainly look for this property again if we are staying the the Amherst area.

Willow Falls Home ~Hot tub & Waterfront
Such an amazing place to stay - easy to get to surrounding towns and local attractions but the physical location and the space lends itself to such a beautiful tranquility and peace we could feel ourselves relaxing the minute we got out of the car. Everything we could have wanted was provided, including a washer and dryer, the beds were so very comfortable, and being able to soak in the hot tub beneath the stars after a long day was just an added bonus. We were so grateful to be able to be in this space for about a week and hope to be able to rerun in the future!

Orchards retreat
“Expansive” is the word that describes Ala’s home, from the family room, dining room and kitchen, which are large enough to prepare a meal and entertain 20 people with ease. There are 2 master suites, the upper one with 2 balconies. It was a challenge to adequately enjoy the lower level attractions: pool table, gym, kitchen treats or tv lounge. Finally, we had breakfast on the side patio and evening cocktails on the front patio, both with views of the extensive grounds. The only downside, it was a struggle to leave the house for Boston sight-seeing and visiting with relatives. Sent from my iPhone

Explore Stoneham
Stayed here for 10 days in late November. My mom was transitioning from the hospital to rehab and then to her home. I worked all day everyday getting her place ready. John's Place came to be known as My Sanctuary at the end of the day. Very comfortable and very quiet. And John is a very nice, accommodating, compassionate guy. He asked about my mom everyday. I will definitely stay here for my next trip to the Boston area. Thanks for everything, John!

Lake Access 4 Bed 3 Full Bath
Great place, the house was clean. I definitely recommend it.

Private Lake ~ Beach ~ Family Getaway
The house itself is very private and lends itself to a great time with friends or family. I highly recommend this for anyone whom is looking. The beach is perfect for playing games with friends whether it be a game of toss, or corn hole. The quarry itself is relaxing and peaceful, definitely worth a quick paddle around at the minimum. The house was spacious, with areas to both gather as a large single group, but also there are places where those whom need it can recharge their social battery. 10/10 can recommend.

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!!

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!
Private house rentals

Charming Home with Hot Tub. Minutes to Downtown!
We were in town for my niece's high school graduation and wanted a place for a few family members to stay together. The house was in a nice neighborhood, quiet, and comfortable. The host was very responsive and we had no issues. The only thing I would note is that there are no bedrooms on the main level- either upstairs or downstairs- so if you have mobility impaired guests this could be an issue. Thoroughly enjoyed our stay!

Great for Families Modern Farmhouse Near Shopping
Gil’s place was perfect for us when we unexpectedly had to bring our 3 kids with us to a wedding in NH. It’s conveniently located off the highway, near plenty of food options and outdoor activities for the kids. Gil was super responsive and even DoorDashed a hair dryer when we couldn’t find one in the house. Definitely recommend the space for a family!

Tewksbury, MA --5 night minimum stay--4 beds, 2.5 baths, quiet street, 5 min drive to shops
Absolutely a perfect location and host. House was incredible and clean, well maintained, awesome, the best Airbnb we have stayed in, will definitely use again next summer for our Boston vacation, Thanks

Our Pondside Cabin
A lovely home for a group of 9! Beautiful area and just what we needed for a weekend trip.

Charming 4-Bedroom Colonial
We are more than happy with the stay at Jose’s. It was clean, quiet, and the house is beautiful inside and out. The beds are very comfy. I’m from a very very small town in Nebraska so it was nice to sit on the porch and watch the cars go by. If I could, I would give 10 stars. I will book again with Jose. It really does feel like home, so I appreciated our stay so much more. Thank you to Jose and Melissa. You are the best!

Piscataquog Reservoir House - 26 Channel Ln
My family had a great time. The location was perfect for us. Private, but close to everything we needed. We spent a day in Boston, about a 90 minute drive. About the same to Portland Maine for a day. Manchester/Boston airport was only 20 minutes away. Highly recommend Tuscan Village in Salem, NH about 30 minutes away. Great shopping, dining, and entertainment venue.

Luxurious Mansion Home.
Very beautiful house, so much space. Great place for family reunion because of how many bedrooms and available bathrooms! I just loved when I was exploring the house of how many things astonished me with the 2 stairs and so many different rooms. Big yard open concept kitchen and living room , just perfect!

Enchanting Romantic Riverfront (SNHU/Saint Anselm)
Had enjoyed our time at Lilly's - comfortable, quiet, convenient location to town. Missing that view of the water already.
Quick stats about house rentals in Chelmsford
Total rentals
30 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
1.1K reviews
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
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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