House vacation rentals in Chelmsford

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Popular amenities for Chelmsford house rentals

House rentals with a pool

Top guest favorite
A private heated pool is surrounded by lush greenery, providing a tranquil setting. Loungers are positioned nearby, and a blue lane divider is visible across the pool. Sunlight reflects off the water, enhancing the serene atmosphere.
Home in Newton
5 out of 5 average rating, 19 reviews

Villa with private Pool in Boston's Elite Enclave

JonRating, 5 stars3 weeks ago
Great option when staying in Newton and right down the street from an incredible entrance to a hiking trail. Serge was a great host and kept us informed the entire trip.
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!
Superhost
An open area is framed by wooden fencing, leading to a natural landscape filled with trees transitioning from winter. The foreground features low shrubs and a rock arrangement, while the background displays a mix of evergreens and deciduous trees against a cloudy sky.
Home in Candia
5 out of 5 average rating, 3 reviews

Amazing House, Party Barn & ATVs

JonathanRating, 5 stars1 week ago
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
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, 102 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

ChristinaRating, 5 stars4 days ago
We were in town for my daughter’s wedding and I was looking for a place that had outdoor space to enjoy and this house did not disappoint. Everything was spectacular! It was lovely to have the pool, we enjoyed our coffee in the morning and wine at night surrounded by peaceful lighting. The kitchen is beautiful (exactly) like the pictures and so many extras. The host who lives downstairs was very helpful and thoughtful. We appreciated all the special touches and look forward to finding a reason to return.
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
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, 213 reviews

The Brick House on Washington Street

SamanthaRating, 5 stars1 week ago
We had such a wonderful stay at this historic home! Ruth was a great host and was easy to communicate with, even when I needed to message her late at night. The rooms were great and it was in a perfect location. We are looking forward to booking here again next year.
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.
Superhost
Home in Plymouth
4.89 out of 5 average rating, 121 reviews

Seaview Summit | Ocean Views, Indoor Pool, Beach

EllieRating, 5 stars1 month 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.

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.
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
4.91 out of 5 average rating, 53 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!
Top guest favorite
A spacious living area is furnished with a large brown leather sectional and matching armchairs. A flat-screen TV is mounted above a modern fireplace, while light-colored shelves display decorative plants. A dining area and kitchenette are visible in the background, creating an open, inviting space.
Home in Wellesley
5 out of 5 average rating, 41 reviews

Elegant Guest suite Wellesley

AndreaRating, 5 stars1 week ago
We had a great stay. This home has all the comforts of home and is conveniently located. The host is wonderful and gracious and communicates back almost instantly with answers to questions. The shower was fantastic and the espresso maker and pods were better than ours at home. Linens and everything about this home feels upscale and luxurious. There's a little traffic noise during the day but the high quality windows keep it pretty quiet and it's quiet at night. Lots of great shops and restaurants nearby and easy easy to get everywhere. So green and pretty too. We really enjoyed our stay.
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.
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 stars3 days 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 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
4.9 out of 5 average rating, 31 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!
Guest favorite
A bright dining room features a white oval table surrounded by six chairs, with large windows showcasing views of the outdoors. Two pendant lights hang from the ceiling, and a decorative vase with flowers sits center stage, complemented by fruit bowls on the table.
Home in North Andover
4.96 out of 5 average rating, 95 reviews

Winery Farmhouse w/ Private Hot Tub & Wine Tasting

GeoffreyRating, 5 stars3 days ago
Our wedding weekend was absolutely perfect at this place! There was plenty of space and parking for us to get ready on the big day. After the wedding, we found the place to be super relaxing and the wine was delicious. Our host was really attentive and responsive, and the place was clean and had everything we needed.
Top guest favorite
A bright living room features a large sectional couch adorned with soft pillows. A flat-screen TV is mounted on the wall, displaying colorful content. Natural light enters through adjacent doorways, enhancing the open layout and inviting ambiance of the space.
Home in Billerica
4.97 out of 5 average rating, 39 reviews

A Charming Cozy Modern House

JessicaRating, 5 stars3 days ago
Nas was excellent to work with from the time of booking through the end of our stay. He is very responsive and helpful with questions and gave local recommendations for restaurants to try. We booked this home with two other couples and their teenage daughters for a softball tournament in a nearby town. The number of bedrooms and bathrooms were ideal for our needs and everyone had hot showers! During our trip the temps outside were in the 90's and the home stayed cool and each person had the ability to adjust their rooms according to their personal preference. We would definitely stay here again if we were in the area! Thank you for making our trip so enjoyable Nas!!

Private house rentals

Superhost
A welcoming living room features exposed wooden beams and a cozy, warm ambiance. A yellow sectional sofa is adorned with patterned cushions, facing a rustic coffee table. Natural light enters through two windows, creating a comfortable space for relaxation and gathering.
Home in Salem
4.81 out of 5 average rating, 63 reviews

Charming 1825 Farmhouse Near Boston & Canobie Lake

JonathanRating, 5 stars2 months ago
We had an amazing stay for our family Easter celebration . The place was exactly as described—clean, cozy, and thoughtfully decorated. The location was perfect, close to everything. Tuscan Village which is 5 mins away is really cool . The hosts , Gil and Henry were incredibly welcoming and responsive, making check-in and communication a breeze. Henry in particular was amazing . He really helped us out with local ideas and things to do in Boston . I’d absolutely stay here again and highly recommend it to anyone visiting the area or looking for a place to anchor while visiting Boston .
Guest favorite
The kitchen features white cabinetry and stainless steel appliances, complementing the open layout. A central island with seating for three is present, along with a dining table set for six. Natural light fills the space through large windows, enhancing the warm wood flooring.
Home in Worcester
5 out of 5 average rating, 20 reviews

Central Location, 3 Bedroom Luxury Townhouse

KaitlynnRating, 5 stars1 month ago
This is the second time my colleague and I have stayed in this Airbnb- always a wonderful experience!
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!
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 stars3 days 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
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 two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.97 out of 5 average rating, 93 reviews

All New Private Country Setting (2 Level-No Share)

PatrickRating, 5 starstoday
This is one of the nicest Airbnbs we've stayed in and we've stay in 182 of them. This home is large, extremely well built with top quality furnishing. It is clean with great quiet HVAC and kitchen supplies. The beds are comfortable and the lighting is quite good. Outdoor seating is great and the home abuts a small forest. It is set back from the highway and road sound is minimal. There were no mosquitoes. The hosts are amazingly friendly and accommodating.
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, 31 reviews

Large House- 16 mins to Boston + on site parking

SusanRating, 5 stars3 days ago
We loved this place! Very convenient to everything “Boston” and a whole lot more. Fairly close to the T and super close to a grocery store. Chonden and Tenzin gave helpful advice on getting to Boston. House was super clean and beds very comfortable. My only dislike were the mosquitoes that kept us from using the back patio which was super private. They were very quick to respond to any questions. Rent this home. You won’t be disappointed!
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.

Quick stats about house rentals in Chelmsford

  • Total rentals

    30 properties

  • Nightly prices starting at

    R708 ZAR 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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