
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$8,365 GYD per night before taxes and fees

Verified guest reviews
Over 1,550 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.

All New Private Country Setting (2 Level-No Share)
We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Little Lake House, the Bungalow
Cozy up during your next trip to southern New Hampshire! The Little Lake house, situated right next to a serene lake, boasted luxury and spectacular water views. It's a perfect place for a peaceful escape or chance to experience the wide variety of seasonal New England activities from swimming and leaf peeping to ice fishing. The Little Lake house is a short drive to Canobie Lake Park and Manchester Airport, and about an hour to Boston, the NH Seacoast, NH Lakes Region and the White mountains.

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.

Linden Cottage - comfort, connection, convenience
Plenty of space at Linden Cottage. Built circa 1840. Restored and modernized in 2019-20. Home is a Greek Revival, New England style farmhouse with attached barn. Nestled in old Plaistow Village, in a safe, secure location near town hall and police station. Property has two connected, separate homes, and a large barn. Your accommodations are fully furnished. 4 bedrooms, 2 baths. 40 minutes to Boston. 20 minutes to Seacoast Beaches. A calming, spacious environment to unwind and be your best self.

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.

Quaint Little New Hampshire Lake House Getaway!
Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.

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.

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.

HotTub FirePit Games Huge Backyard Family Friendly
The ultimate experience for couples & families 5-10min from hiking trails & ski resorts A Mile from Gregg Lake Beach ALL YEAR PRIVATE/SECLUDED HOT TUB Grill, Hammock, Gym equipment XBox Series S, Life Size Janga, Yahtzee, Darts, Corn Hole, ping pong table, mini pool table Luxury KING PURPLE Brand Mattresses in every bedroom for the best nights rest with individual mini splits for optimal comfort Fully stocked kitchen High speed WiFi, house on 2 private acres
Queen Anne Victorian in Excellent Location
3BR/2FB Queen Anne Victorian in Medford Sq/Lawrence Estates. 3 fireplaces & hardwood throughout. Open kitchen, island w/hood, marble counters & SS chef’s kitchen appliances. Mahogany deck and professionally landscaped yard. Primary BR with fireplace, primary bath;marble flrs. Location location location. Steps away from Medford Square including the Chevalier Theater; Minutes away from downtown Boston, Tufts University, Davis Square and Cambridge.

Our Pondside Cabin
Charming log cabin retreat equipped with modern amenities and conveniences! Just 3 minutes from Wachusett skiing/hiking, 8 minutes to Great Wolf Lodge and 9 minutes to Harrington Farm. Whether you're planning a peaceful retreat or an active adventure, our cabin offers the best of both worlds. Book your stay today and experience the perfect blend of rustic charm and modern comforts. We can't wait to welcome you to our happy place!
Popular amenities for Chelmsford house rentals
House rentals with a pool

Hopkinton Mass 3+ Bedrooms - Great location!

Midcentury retreat at Zulip Farm

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Cedar Ridge: House

the house of id; vintage shop, accessible space

Theatre | Arcade | Pool w. Free 3 Car Parking

Spacious vacation unit in premium suburban town

Sanctum by the Lake
Weekly house rentals

Modern Luxury in a Spectacular Natural Setting

Garden Paradise Retreat in Marlboro

Hillside Hideaway – Relax & Recharge in Vanprasth

Spacious 4 bedroom home with large yard

Extra large 1 bedroom apartment

Large, Comfortable & Conveniently located Home

Cozy, historic 3 bedroom home close to Boston!

Beautiful & Historic New England Colonial c.1780
Private house rentals

Luxury Retreat | Theater | Game Room | Garden Spa

Stunning Sterling Sanctuary: Unwind on the Water!

Orchards retreat

Wellesley Spacious and Modern

Cozy 2 story guest house.

A Spacious Modern Elegant Ranch (whole house)

William Haskell House First Period Colonial Home

Lake Monomonac Cottage with Private Beach & Dock
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$13,594 GYD | G$13,803 GYD | G$13,594 GYD | G$12,130 GYD | G$14,221 GYD | G$14,639 GYD | G$13,594 GYD | G$12,966 GYD | G$11,712 GYD | G$12,548 GYD | G$14,221 GYD | G$13,594 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
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Portland Vacation rentals
- Mont-Tremblant Vacation rentals
- Atlantic City Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Gillette Stadium
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- Pats Peak Ski Area
- MIT Museum
- Boston College
- North Hampton Beach
- Northeastern University
- Crane Beach
- Monadnock State Park
- Quincy Market
- Tufts University
- Harvard Square
- Prudential Center





