
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$10,462 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.
KitchenFamilyBreakfast
4.99 out of 5 average rating, 319 reviews
The Cozy Corner Apartment
Cozy up during your next trip to the southern New Hampshire area! The Cozy Corner is a combination of style and comfort in so many ways from the double windows and sliding glass doors that flood the space with light to the airy and peaceful design that makes it feel like home. The Cozy Corner is a short drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston and NH Seacoast, close to Lakes Region, White mountains, and great skiing spots. 10 minutes from major shopping centers!
KitchenIndoor spacesParking
4.89 out of 5 average rating, 375 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.
Indoor spacesKitchenLong stay
4.88 out of 5 average rating, 126 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.
Indoor spacesFamilyWalkability
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.
Indoor spacesFamilyValue
5.0 out of 5 average rating, 110 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
KitchenIndoor spacesLocation
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
FamilyKitchenHospitality
4.97 out of 5 average rating, 189 reviews
The Historic Bell House Hygge Retreat
Nestled in the picturesque New England town center of Andover, minutes from gourmet dining, coffee shops, a Whole Foods supermarket, the Addison Art Gallery, Merrimack College and Phillips Andover we present the new: Bell House "Hygge" Retreat. It's a 200 year old structure that was completely rebuilt and remodeled by a highly skilled design team. Interior Design: Nirma Raffi Raffi Design Lab Photography: Linda Holt Linda Holt Creative
FamilyKitchenGetting around
4.98 out of 5 average rating, 121 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!
KitchenIndoor spacesLaundry
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.
KitchenFamilyCheck-in
4.77 out of 5 average rating, 105 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.
KitchenFamilyCleanliness
4.89 out of 5 average rating, 485 reviews
Bee-Themed Retreat Near Boston - Unique Stay
Experience a one-of-a-kind stay at the Bee Hive in Billerica, a delightful apartment uniquely themed around honeybees. Located just 21 miles from vibrant Boston, enjoy close proximity to city attractions while relaxing in a charming, peaceful garden setting. Perfect for couples, families, or remote workers seeking inspiration and tranquility.
FamilyKitchenCondition
4.99 out of 5 average rating, 222 reviewsPopular amenities for Chelmsford family-friendly rentals
Family-friendly home rentals with a hot tub

Winery Farmhouse w/ Private Hot Tub & Wine Tasting
KitchenFamilyHot tub
4.97 out of 5 average rating, 135 reviews
1790 Stone Manor Farm
Indoor spacesKitchenValue
4.96 out of 5 average rating, 166 reviews
Willow Falls Home ~Hot tub & Waterfront
KitchenFamilyCleanliness
4.98 out of 5 average rating, 108 reviews
Lakeside apartment, patio, hot tub, outside shower
Indoor spacesKitchenCleanliness
4.98 out of 5 average rating, 221 reviews
Rustic Farmette Studio w/yearround Hot Tub
KitchenIndoor spacesSleep quality
5.0 out of 5 average rating, 264 reviews
Private Waterfront • Views, Hot Tub, King Bed
FamilyKitchenBathroom
4.95 out of 5 average rating, 239 reviews
Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
FamilyKitchenView
4.96 out of 5 average rating, 156 reviews
Romantic Getaway w/private Jacuzzi• Fire Pit•
Indoor spacesKitchenDecor
4.93 out of 5 average rating, 242 reviewsFamily- and pet-friendly home rentals

Unique Loft/ Studio Guesthouse (super convenient)
KitchenIndoor spacesNearby
4.74 out of 5 average rating, 275 reviews
Quaint Little New Hampshire Lake House Getaway!
Indoor spacesKitchenLong stay
4.94 out of 5 average rating, 196 reviews
Cozy en suite w/ high ceilings
KitchenFamilySleep quality
4.98 out of 5 average rating, 144 reviews
Farm Living
FamilyKitchenAmenities
4.95 out of 5 average rating, 425 reviews
Quiet country apartment in farmland setting.
FamilyKitchenGetting around
4.96 out of 5 average rating, 144 reviews
32 Nights tax free ! Getaway 4
KitchenFamilyParks
4.92 out of 5 average rating, 111 reviews
Spacious 4 bedroom home with large yard
Indoor spacesKitchenHospitality
4.89 out of 5 average rating, 133 reviews
White Pine Cottage – Cozy 3BR w/ Fireplace
KitchenIndoor spacesBackyard
4.97 out of 5 average rating, 253 reviewsFamily-friendly home rentals with a pool

In-law Apartment, Full Kitchen, Near Mt Wachusetts
KitchenFamilyCheck-in
4.98 out of 5 average rating, 228 reviews
Charming 2-story private Guesthouse
KitchenIndoor spacesDecor
4.94 out of 5 average rating, 257 reviews
Cozy Private Studio Unit w/ Laundry and Parking!
KitchenFamilyTV
4.97 out of 5 average rating, 450 reviews
Pool Is Open in Sept! Steps from Harbor + Old Town
FamilyKitchenNearby
4.99 out of 5 average rating, 169 reviews
Curated Designer Retreat • Pool • Gym • Dining
Indoor spacesKitchenView
4.96 out of 5 average rating, 116 reviews
Quiet Oasis In The City
KitchenIndoor spacesOutdoor spaces
4.83 out of 5 average rating, 121 reviews
Amazing studio
KitchenIndoor spacesNearby
4.87 out of 5 average rating, 209 reviews
Country Cottage in the City
FamilyIndoor spacesLong stay
4.95 out of 5 average rating, 218 reviewsWhen is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,967 GYD | G$31,177 GYD | G$31,177 GYD | G$31,177 GYD | G$29,921 GYD | G$37,035 GYD | G$33,478 GYD | G$33,478 GYD | G$38,500 GYD | G$33,687 GYD | G$29,293 GYD | G$31,386 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





