
House vacation rentals in Chelmsford
Find and book unique houses on Airbnb
Quick stats about house rentals in Chelmsford

Total vacation rentals
Explore 40 vacation rentals in Chelmsford

Nightly prices starting at
Chelmsford vacation rentals start at G$8,358 GYD per night before taxes and fees

Verified guest reviews
Over 1,600 verified reviews to help you choose

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Chelmsford vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chelmsford rentals

4.8 Average rating
Chelmsford stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Chelmsford
Guests agree: these houses are highly rated for location, cleanliness, and more.

Sanctum by the Lake
Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the large pool, hot tub, and lake access, The Sanctum by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

Modern 2BR with A/C for your Business and Pleasure
Ideal location for business travelers or small families. Enjoy a comfortable experience at this centrally-located place. Don’t be fooled by the size of our 600SF home, it has everything you could need - fast WIFI, fully stocked kitchen, central AC, gas stove, insta hot water, fridge with ice & filtered water on the door, and a soaking tub. Conveniently located by Hanscom AFB, Hartwell Business Corridor, Wiggins Ave Technology District, MIT Lincoln Lab, Edge Sports Center & the Minuteman Bikeway.

One Level 2 bedroom suite on private cul-de-sac
Welcome to The Sama's Airbnb. Windham was recently named the #1 town in the Granite State. Here, you will enjoy a complete newly renovated private one level 2 bedroom suite complete with full kitchen, cozy living room, 40 inch LED TV with all channels, wifi, washer and dryer, new tennis court, 1/2 basketball court and pickleball, beautifully landscaped grounds on a private cul de sac yet close to Boston, beaches, mountains, shopping, great restaurants, Searles Castle, Canobie, & Tuscan Village.

Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

Spacious Townhome* Deck, Yard, Great location!
Welcome to your Home Away from Home in Nashua, NH!. Are you ready to experience the perfect blend of comfort, convenience, and charm? Our beautiful 3-bedroom home is just minutes away from the heart of downtown Nashua. Our home offers the perfect blend of comfort, convenience, and style, making it the ideal destination for families, friends, and business travelers alike. Expect modern amenities such as high-speed Wi-Fi to stay connected, central air and on-site parking for your convenience.

Willow Falls Home ~Hot tub & Waterfront
Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.

Charming 4-Bedroom Colonial
Welcome to this charming colonial nestled within the tranquil suburban Bradford section of Haverhill, Massachusetts. This inviting four-bedroom, 2.5-bath residence offers a serene retreat for those seeking a comfortable and spacious accommodation. This home is perfect for you and your family looking to enjoy your time spent in the awesome private outdoor space near the fire-pit or indoors enjoying a wonderful home cook meal at the dining table gathered around by your love ones.

Newly renovated, spacious, clean, 3 bedroom home.
Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.

Spacious 4 bedroom home with large yard
Private and clean renovated 4 bedroom house in "Safest Town" in Massachusetts, 25 minutes from Boston. Perfect for families or travelers wanting extra space. Sleeps 8 comfortably in 4 bedrooms. Pets are completely welcome! Lots of walking trails nearby. Connected to another unit and shares the large backyard. Kids will enjoy the swingset. Lake Chochituate is near with canoe, kayak, and swimming. Close to MassPike, Rt.30 & 27, and many colleges and MetroWest office parks.

Nana-tucket Inn
Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

Lakefront House with breathtaking sunsets!
Enjoy a breathtaking view and sunsets by the water! This is a lovely ground-level cottage by Nabnasset Lake in a quiet neighborhood. Close to Route 40, Route 3, and Route 495. 15 minutes drive to Nashua NH, and 45 minutes from Boston/Logan Airport. Newly renovated. Brand wood floors, appliances, windows etc... Rental discounts are offered for 8+ weeks bookings and automatically calculated when you put in your dates.

Seacoast Escape with a View
Enjoy the peace and tranquility of staying in Kittery Maine’s exclusive waterfront area. • Walk to downtown Portsmouth • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away! See our other home and awesome reviews: airbnb.com/h/pepperrellparadise
Popular amenities for Chelmsford house rentals
House rentals with a pool

Private heated Pool *Easy Boston Access! STR-25-22

Hopkinton Mass 3+ Bedrooms - Great location!

Amazing House, Peaceful Shangri-La w/Pool &Hot-Tub

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Cedar Ridge: House

the house of id; vintage shop, accessible space

Spacious vacation unit in premium suburban town

Fifa 2026-Private Pool-1 Mi to Team France HQ
Weekly house rentals

Hillside Hideaway – Relax & Recharge in Vanprasth

* * Crooked_Spring_Colonial * *

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

Picturesque Dunbarton Waterfront Cottage

Private Waterfront • Views, Hot Tub, King Bed

Family Retreat | Huge Yard, Playground & 5BR Home

Balsam Retreat

The Brickhouz at Arlington !
Private house rentals

Modern Luxury in a Spectacular Natural Setting

Orchards retreat

Cozy 2 story guest house.

A Spacious Modern Elegant Ranch (whole house)

William Haskell House First Period Colonial Home

18th Century Farm House in the Heart of Carlisle ❤

Backyard Oasis | Gazebo, Pool table & Fire Table

Private studio apartment(in the basement)
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$13,581 GYD | G$13,790 GYD | G$13,581 GYD | G$10,447 GYD | G$12,328 GYD | G$13,581 GYD | G$13,581 GYD | G$12,954 GYD | G$11,701 GYD | G$12,537 GYD | G$14,208 GYD | G$13,581 GYD |
| Avg. temp | -2°C | -1°C | 3°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 6°C | 1°C |
Destinations to explore
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Pats Peak Ski Area
- MIT Museum
- Canobie Lake Park
- Crane Beach
- North Hampton Beach
- Monadnock State Park
- Boston College
- Roxbury Crossing Station
- Northeastern University
- Quincy Market
- Tufts University
- Museum of Fine Arts





