
Holiday houses in Chelmsford
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Chelmsford

Total holiday rentals
Explore 110 holiday rentals in Chelmsford

Nightly prices starting at
Chelmsford holiday rentals start at $67 NZD per night before taxes and fees

Verified guest reviews
Over 3,110 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
110 of Chelmsford holiday rentals include Wi-Fi access

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

4.7 Average rating
Chelmsford stays receive an average rating of 4.7 out of 5 from guests
Top-rated holiday rentals in Chelmsford
Guests agree: these stays are highly rated for location, cleanliness and more.

Family Retreat | Huge Yard, Playground & 5BR Home
Welcome to our spacious 5BR home, perfect for families, groups, and extended stays. Enjoy a large private yard with playground, comfortable living areas, and plenty of space to relax. Conveniently located near Wilmington Station with easy access to Burlington, Chelmsford, and Lowell (Boston about 21 miles away), this home is ideal for relocations and visiting professionals. Driveway parking, fast WiFi, and a fully equipped kitchen provide everything needed for a comfortable, stress-free stay.

The Art Experience
The Art House at the Ellison Building was built in 1878. This unit was renovated in 2004 and 2022. It is walking distance to both Freeman lake beach and also a boat launch for the Merrimack River. It's situated between Lowell and Nashua NH. 40 minute drive to Boston or Manchester. This 2 bedroom condo was renovated by artist/architect Daniel Forcier. All of the artwork hanging is for sale and Daniel has his art studio on site where classes are available for the complete art experience.

Zen Den | Walk to UMass Lowell | Sleeps 6 | Boston
Welcome to Zen Den—a bright, private 2-bedroom apartment just a 1-minute walk to UMass Lowell South Campus. Comfortably sleeps 6 with a king bed, queen bed & sofa bed. Pet-friendly and ideal for families and traveling professionals. Enjoy a full kitchen, in-unit washer/dryer, free parking, and a thoughtfully designed space by LoCai Collective. With easy access to local restaurants, attractions, hospitals, Boston, and Nashua, this home is perfect for getaways, college visits & extended stays.

A Spacious Modern Elegant Ranch (whole house)
Bring the whole family to this spacious modern Ranch conveniently located in South Nashua close to the highway. All the amenities and comforts of home. Have the whole house (3 Bedrooms, Master with King Bed) to yourself including a large fully fenced private yard with patio, BBQ and fire pit. Has large updated kitchen and well light bathroom with huge walk-in shower. Has a Garage with internal access and off street parking for up to 4 cars. Just down the road from Haywards ice cream store.

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.

Farmhouse Guest Apartment
Welcome to our quiet private guest apartment! Our property, is surrounded by fields, woods, gardens, and a pond. You will enter through a shared entrance & stairway to the second floor in our home, but have an entire 725 sq. ft. guest apartment all to yourself that includes a living room, full kitchen, bathroom, and large bedroom with a desk. It has ample light with views of fields, stone walls, Christmas trees and our barn. Out back we have a pool, table & chairs you may use.

Furnished Cozy Apartment in quiet neighborhood
Come stay in this great place with nice cozy apartment features in a quiet neighborhood. Are you looking to getaway for a few days, relax, rejuvenate and get back to your everyday hustle? Are you looking for a perfect place to work remotely at shoe string budget? Conveniently located this place offer these and more including recreational activities all year long - NE beaches in summer, fishing, leaf peeping in Fall, skiing in winter etc Close to UMass Lowell

Exclusive Stay: Entire Unit by UMASS
A cozy, private entire unit perfect for couples or a small family. This standalone home offers a full kitchen, full bath, and a comfortable, secure stay in a central Lowell location. Conveniently close to Chelmsford, Dracut, Tewksbury, Billerica, and Andover, with restaurants, parks, coffee shops, and local attractions just minutes away Walk to UMASS Lowell, Tsongas center, Middlesex Community College, Stoklosa Middle School, and Lowell General Hospital.

Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests

Sleep Well, Walk Everywhere | Private & Spacious
Travelers welcome—just bring yourself. Settle into a thoughtfully designed space with a comfortable bed, quality linens, and a robe with slippers. Central AC keeps it cozy year-round. Located in historic North Chelmsford, you’re 2–5 minutes on foot from restaurants, the lake, parks, and the Merrimack River. Boston is 45 minutes away. Whether you’re here to explore or recharge, you’ll find comfort, convenience, and a peaceful place to land.

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.

Mema's Place --Lovely apartment in private home
This private apartment in a lovely home in historic Concord, Massachusetts features one bedroom with queen bed, living room, kitchen, bathroom, and porch. Your apartment is locked off from the rest of the home and you have your own entrance. We are within 4 miles of Concord Academy, Middlesex School, the North Bridge, Sleepy Hollow Cemetery (where Alcott, Thoreau, Emerson, and Hawthorne are buried).
Popular amenities for Chelmsford holiday rentals
Stay near Chelmsford's top sights
Other great holiday rentals in Chelmsford

Balsam Retreat

Entire private guest suite

Secluded Rustic Lakeside Cabin - Perfect Escape

The Cozy Den

Lake Access 4 Bed 3 Full Bath

Spacious 4BR Condo • 6 Beds • Parking • Near UMass

Peaceful one bedroom retreat

Downtown Groton | Hot Tub, King Beds, & Rail Trail
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $109 NZD | $109 NZD | $109 NZD | $98 NZD | $114 NZD | $118 NZD | $118 NZD | $109 NZD | $109 NZD | $113 NZD | $116 NZD | $114 NZD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Chelmsford?
Chelmsford has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Chelmsford?
Experience the best of Chelmsford with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chelmsford?
Four-legged friends are welcome in Chelmsford. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Chelmsford?
Yes! Work meets play with ease at over 80 vacation rentals in Chelmsford featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Chelmsford have air conditioning?
Absolutely! We offer over 20 apartment rentals with air conditioning in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Chelmsford have a kitchen?
Absolutely! We offer over 20 bed and breakfast rentals with a kitchen in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do hotel rentals in Chelmsford have wifi?
Absolutely! We offer over 10 hotel rentals with wifi in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do bed and breakfast rentals in Chelmsford have free parking?
Absolutely! We offer over 20 bed and breakfast rentals with free parking in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- Pats Peak Ski Area
- Boston College
- Northeastern University
- MIT Museum
- North Hampton Beach
- Monadnock State Park
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Jenness Beach





