House vacation rentals in Chelmsford

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Popular amenities for Chelmsford house rentals

House rentals with a pool

Guest favorite
An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.
Home in Hopkinton
4.95 out of 5 average rating, 155 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

DeanneRating, 5 stars1 week ago
Brad was very friendly and helpful. Beautiful home!
Guest favorite
A clear blue pool reflects the surrounding area, framed by a patio with lounge chairs. A shaded seating area is visible next to the pool, enhancing outdoor relaxation options.
Home in Worcester
4.96 out of 5 average rating, 101 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

XufengRating, 5 stars3 weeks ago
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! 💛
Guest favorite
A serene swimming pool is surrounded by well-maintained greenery, with lounge chairs placed along the deck. Large blue umbrellas provide shade, enhancing the outdoor space suitable for relaxation. A stone wall borders the area, adding a natural touch.
Home in Woodstock
4.94 out of 5 average rating, 239 reviews

Cedar Ridge: House or House+Apartment

AlissaRating, 5 stars1 week ago
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
Top guest favorite
An inviting bedroom features wood-paneled ceilings and soft lighting. A spacious bed is situated near a window with light filtering through. A vintage-style chair and a wooden bench add to the room's charm, complemented by a decorative area rug underfoot.
Home in Norwood
4.95 out of 5 average rating, 44 reviews

the house of id; vintage shop, accessible space

JasonRating, 5 stars1 week ago
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!
Guest favorite
A Colonial home is positioned on a green lawn, showcasing a charming brick façade and a classic porch. Large trees provide shade, while an American flag is displayed proudly by the door. Nearby, a design studio is visible, highlighting the spacious front yard.
Home in Keene
4.93 out of 5 average rating, 212 reviews

The Brick House on Washington Street

CarolRating, 5 stars1 day ago
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 .
Guest favorite
The backyard features a shared pool surrounded by a brick patio, reflecting the greenery of nearby trees. The area is enclosed by a fence, providing a sense of privacy. A wooden bench is visible nearby, offering a spot to relax by the water.
Home in Weston
4.97 out of 5 average rating, 95 reviews

Spacious vacation unit in premium suburban town

LucyRating, 5 stars3 weeks ago
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!
Superhost
Home in Plymouth
4.89 out of 5 average rating, 121 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

EllieRating, 5 stars4 weeks ago
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.
Superhost
The serene lake is framed by trees, reflecting the soft colors of the sunset sky. Gentle ripples disturb the water's surface, creating a tranquil atmosphere. In the distance, the silhouettes of trees and properties are visible along the shore, enhancing the peaceful landscape.
Home in Derry
4.82 out of 5 average rating, 135 reviews

Beautiful Lakefront Vacation

BobRating, 5 stars9 months ago
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

Guest favorite
A modern ranch-style home is set against a backdrop of lush greenery, featuring a combination of wood and large glass windows. Solar panels are visible on the roof, with a stone wall and landscaped area framing the exterior. The property blends harmoniously with the surrounding nature.
Home in Amherst
4.97 out of 5 average rating, 70 reviews

Modern Luxury in a Spectacular Natural Setting

KyleRating, 5 stars1 month ago
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.
Top guest favorite
A modern home features a combination of dark siding and natural wood accents, positioned among tall trees. A welcoming porch extends from the entrance, complemented by an American flag. The surrounding area includes a gravel path and vibrant greenery, providing a serene atmosphere.
Home in Jaffrey
4.97 out of 5 average rating, 76 reviews

Willow Falls Home ~Hot tub & Waterfront

JoyRating, 5 stars2 weeks ago
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!
Superhost
A contemporary kitchen is showcased with a stainless steel 6-burner stove and a spacious island topped with dark granite. Warm wooden cabinetry and bar seating for six are featured, along with pendent lighting that illuminates the workspace. A natural stone fireplace is visible in the background.
Home in Littleton
5 out of 5 average rating, 8 reviews

Orchards retreat

TonyRating, 5 stars10 months ago
“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
Guest favorite
The kitchenette features wooden cabinets and a granite countertop, equipped with a sink, stove, microwave, and coffee maker. A small dining table is set with green plates and utensils. Bright lighting illuminates the space, enhancing functionality.
Home in Stoneham
4.94 out of 5 average rating, 54 reviews

Explore Stoneham

PeterRating, 5 stars6 months ago
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!
Superhost
A single-story house exterior features light-colored siding and a welcoming front porch with two chairs. Well-maintained landscaping showcases green grass leading up to the entrance. A driveway adjacent to the house provides convenient access.
Home in Billerica
4.63 out of 5 average rating, 57 reviews

Lake Access 4 Bed 3 Full Bath

FloreRating, 5 stars1 week ago
Great place, the house was clean. I definitely recommend it.
Guest favorite
Home in Milford
4.94 out of 5 average rating, 48 reviews

Private Lake ~ Beach ~ Family Getaway

ChristopherRating, 5 stars2 weeks ago
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.
Top guest favorite
The open concept kitchen and dining area features wood cabinetry and a large island with bar seating. Sunlight filters through the windows, highlighting the hardwood floors and decorative accents. A cozy dining space is positioned in the background for shared meals.
Home in Woburn
5 out of 5 average rating, 30 reviews

Large House- 16 mins to Boston + on site parking

HannahRating, 5 stars1 month ago
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!!
Top guest favorite
A cozy seating area features a soft gray sofa adorned with purple cushions. A colorful area rug lies beneath, complementing the space. A small round table holds a lantern, and a framed artwork adds a touch of elegance to the wall. Natural light filters through a window with striped shades.
Home in Andover
4.93 out of 5 average rating, 30 reviews

Cozy 2 story guest house.

JenniferRating, 5 stars2 weeks ago
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

Guest favorite
A bright living room features blue walls and hardwood flooring. A spacious sectional sofa faces a wooden coffee table, with two brown chairs nearby. A wood-burning stove is positioned in the corner, and a staircase leads to the upper level.
Home in Nashua
4.9 out of 5 average rating, 52 reviews

Charming Home with Hot Tub. Minutes to Downtown!

RebeccaRating, 5 stars2 weeks ago
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!
Guest favorite
A modern kitchen features white cabinets and sleek stainless-steel appliances. A central island with a wooden countertop provides seating for one. Natural light filters through a window covered with sheer curtains, illuminating the space with a refreshing ambiance.
Home in Salem
4.93 out of 5 average rating, 44 reviews

Great for Families Modern Farmhouse Near Shopping

KatieRating, 5 stars3 weeks ago
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!
Top guest favorite
The exterior of the house features a light yellow façade with white shutters. A covered front porch welcomes guests, complemented by neatly landscaped shrubs and a well-maintained driveway leading to a two-car garage. Surrounding greenery adds a natural touch to the property.
Home in Tewksbury
4.98 out of 5 average rating, 57 reviews

Tewksbury, MA --5 night minimum stay--4 beds, 2.5 baths, quiet street, 5 min drive to shops

StevenRating, 5 stars1 day ago
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
Guest favorite
The exterior of a charming log cabin retreat is displayed, featuring a welcoming porch with seating, surrounded by lush greenery. Warm light glows from the windows, highlighting the rustic stone chimney and sloped roof. A spacious driveway leads to the cabin, adding to its inviting presence.
Home in Westminster
4.96 out of 5 average rating, 72 reviews

Our Pondside Cabin

RoseRating, 5 stars1 day ago
A lovely home for a group of 9! Beautiful area and just what we needed for a weekend trip.
Top guest favorite
The exterior of a colonial-style house is presented, featuring a symmetrical façade with a front porch, white railing, and wide steps leading to the entrance. A well-manicured lawn and garden flank the pathway, which guides toward the door. The vibrant greenery complements the home.
Home in Haverhill
4.96 out of 5 average rating, 79 reviews

Charming 4-Bedroom Colonial

KristinRating, 5 stars1 day ago
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!
Top guest favorite
A stone path leads through a grassy area towards a serene lake, framed by lush trees. A small dock extends into the calm water, providing access for boats. Soft clouds drift across the blue sky, contributing to a peaceful outdoor setting.
Home in Goffstown
5 out of 5 average rating, 27 reviews

Piscataquog Reservoir House - 26 Channel Ln

ScotRating, 5 stars1 week ago
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.
Top guest favorite
The exterior of a spacious home is framed by lush greenery and a manicured lawn. A circular driveway leads to the entrance, which features an elegant arched doorway surrounded by meticulously landscaped shrubs and trees.
Home in North Andover
4.9 out of 5 average rating, 21 reviews

Luxurious Mansion Home.

VeronicaRating, 5 stars4 weeks ago
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!
Guest favorite
The serene river scene captures vibrant autumn foliage reflecting on the still water. A dock with a small boat is visible on the right, while trees with colorful leaves frame the picturesque view, creating a tranquil setting.
Home in Manchester
4.97 out of 5 average rating, 39 reviews

Enchanting Romantic Riverfront (SNHU/Saint Anselm)

RobRating, 5 stars2 months ago
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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