
Family-friendly vacation rentals in Chelmsford
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Chelmsford

Total vacation rentals
Explore 20 vacation rentals in Chelmsford

Nightly prices starting at
Chelmsford vacation rentals start at G$10,461 GYD per night before taxes and fees

Verified guest reviews
Over 760 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

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

4.5 Average rating
Chelmsford stays receive an average rating of 4.5 out of 5 from guests
Top-rated family-friendly rentals in Chelmsford
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Sunny, private and peaceful apartment!
Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.
4.99 out of 5 average rating, 319 reviews
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.
4.88 out of 5 average rating, 126 reviews
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.
4.95 out of 5 average rating, 123 reviews
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.
5.0 out of 5 average rating, 260 reviews
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.
5.0 out of 5 average rating, 109 reviews
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
4.92 out of 5 average rating, 105 reviews
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
4.97 out of 5 average rating, 188 reviews
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!
4.95 out of 5 average rating, 184 reviews
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.
4.77 out of 5 average rating, 105 reviews
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).
4.96 out of 5 average rating, 244 reviews
Nashua Victorian
Two family Victorian in very quiet neighborhood. Walking distance to grocery store, fast food, drug stores and sit down restaurants. 1/2 mile to Rivier University. Parking for 3 cars. Private entrance, Wifi . Home was built in the 1930's, beautiful woodwork and hard wood floors, yet updated with modern amenities. There is a $10/guest per night fee for each guest over 4.
4.92 out of 5 average rating, 330 reviews
Private Studio w/ Loft Center Historic Carlisle
Charming private studio in the heart of Carlisle, perfect for 2 adults (up to 4 guests). Completely separate with no shared spaces. Close to Routes 128, 495, 35min to Boston, 10 min to historic Concord. Outdoor lovers enjoy nearby hiking, biking, and Great Brook Farm State Park. Easy access to Lowell, Nashoba Valley Ski Area, shops, and restaurants.
4.89 out of 5 average rating, 485 reviewsPopular amenities for Chelmsford family-friendly rentals
Family-friendly home rentals with a hot tub

Winery Farmhouse w/ Private Hot Tub & Wine Tasting
4.97 out of 5 average rating, 135 reviews
The Estate Escape with Hottub
4.86 out of 5 average rating, 257 reviews
1790 Stone Manor Farm
4.96 out of 5 average rating, 166 reviews
Willow Falls Home ~Hot tub & Waterfront
4.98 out of 5 average rating, 108 reviews
Rustic Farmette Studio w/yearround Hot Tub
5.0 out of 5 average rating, 264 reviews
Lakeside apartment, patio, hot tub, outside shower
4.98 out of 5 average rating, 221 reviews
Romantic Getaway w/private Jacuzzi• Fire Pit•
4.91 out of 5 average rating, 242 reviews
Sanctum by the Lake
4.93 out of 5 average rating, 284 reviewsFamily- and pet-friendly home rentals

Quaint Little New Hampshire Lake House Getaway!
4.94 out of 5 average rating, 195 reviews
Unique Loft/ Studio Guesthouse (super convenient)
4.74 out of 5 average rating, 274 reviews
Flower Farm Getaway 2BR, 20 Min To Boston
5.0 out of 5 average rating, 211 reviews
Cozy en suite w/ high ceilings
4.98 out of 5 average rating, 141 reviews
Dixie’s House, 1BD in Arlington
4.88 out of 5 average rating, 234 reviews
Farm Living
4.95 out of 5 average rating, 424 reviews
The Brickhouz at Arlington !
4.99 out of 5 average rating, 118 reviews
Spacious 4 bedroom home with large yard
4.89 out of 5 average rating, 133 reviewsFamily-friendly home rentals with a pool

Curated Designer Retreat • Pool • Gym • Dining
4.96 out of 5 average rating, 116 reviews
Cozy Private Studio Unit w/ Laundry and Parking!
4.97 out of 5 average rating, 450 reviews
Charming 2-story private Guesthouse
4.94 out of 5 average rating, 255 reviews
Pool Is Open in Sept! Steps from Harbor + Old Town
4.99 out of 5 average rating, 167 reviews
Gather, Cook & Unwind, 3BR, Fireplace
4.97 out of 5 average rating, 132 reviews
Amazing studio
4.87 out of 5 average rating, 208 reviews
In-law Apartment, Full Kitchen, Near Mt Wachusetts
4.98 out of 5 average rating, 227 reviews
Spacious vacation unit in premium suburban town
4.97 out of 5 average rating, 120 reviewsWhen is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,965 GYD | G$31,174 GYD | G$31,174 GYD | G$31,174 GYD | G$29,919 GYD | G$37,032 GYD | G$33,475 GYD | G$33,475 GYD | G$38,497 GYD | G$33,685 GYD | G$29,291 GYD | G$31,383 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 |
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- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- Pats Peak Ski Area
- North Hampton Beach
- MIT Museum
- Harvard Square
- Tufts University
- Monadnock State Park
- Crane Beach
- Quincy Market
- Snhu Arena





