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

Nana-tucket Inn
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.

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
Very responsive hosts who helped us with restaurants. House was very clean, well appointed and had everything we needed. Great for families or a girls weekend!

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!

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!

Sanctum by the Lake
Great location with beautiful surroundings. The backyard had a pool and hot tub, perfect for relaxing. Steve was helpful and easy to communicate with. Would recommend!

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.
Weekly 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!

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!

Our Pondside Cabin
We had a great stay. It really is minutes away from hiking trails, as well as some restaurants. It was exactly what our large group needed. We were able to prepare meals in the kitchen and ate and played board games at the large dining table. The living room area was comfy and large enough for our group to all hang out in. The place was clean and as pictured in the listing. Kathleen was also very responsive to a few questions I had while there. I'd be happy to return.

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

Charming 4-Bedroom Colonial
Booked for my out of town family to stay for my wedding week. House was clean and beautiful inside and had plenty of space for 4 adults and a kiddo. Would book it again!

All New Private Country Setting (2 Level-No Share)
If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.

Big Island Pond Lake House Hampstead
Excellent and very quiet place to stay! Well kept!

A Charming Cozy Modern House
We were visiting the area for a high school graduation and this was the perfect house to accommodate our extended family. The 5 bedrooms and 4 full bathrooms allowed us to comfortably house 10 people. There are separate living spaces for smaller groups to hang out. Plus there is a beautiful fenced-in back yard. The house is one of the cleanest I have ever rented and looked exactly like the photos. It’s in a quiet, private neighborhood and definitely a gem. Nas made check-in and check-out super easy which was greatly appreciated with a larger group arriving and departing at different times.
Private house rentals

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

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.

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!!

Ski Sunapee or Pat’s Peak Look To The Mountain
Beautiful place with a mountain view like no other! Much needed peace and quiet.. Very affordable and Judith is a wonderful host. Very responsive to my messages. I will definitely be looking for availability next time I'm in town! Thanks for being so accommodating!

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)
This was a great spot to relax and recharge for a couple days. Prior to my visit, I stocked up on groceries and did not leave until checkout. It was peaceful to just sit on the deck in the warm weather and watch the ice begin to melt on the river. I would definitely return, even in the winter/early spring as it is a great place to enjoy some quiet and a good view.

18th Century Farm House in the Heart of Carlisle ❤
This was a great house to stay in with a beautiful garden. There was plenty of space for our group and the back deck was so peaceful. We also found the beds very comfortable. If we're ever back in the area, we'll see if Julie's place is available again.

Ipswich Riverfront Lodge|Sleeps 10|Kayak+Canoe
Rachel’s place is a one of a kind! I came with a group of 10, which had everything we needed. The place has its own private entrance, beautiful surroundings and views. It was very spacious as all of us slept comfortably. Rachel is a great host, always responsive and understanding. My love for Ipswich grew solely based off this place. Everything was in top shape and perfect, I’d recommend it to everyone!
Quick stats about house rentals in Chelmsford
Total rentals
30 properties
Nightly prices starting at
₹3,462 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
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