
Family-friendly vacation rentals in Chelmsford
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chelmsford
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Chelmsford family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn

Hopkinton Mass 3+ Bedrooms - Great location!

Your Cozy 1 BR Apt & Relaxing Retreat

Pond-Front Passive Solar Architectural House

Boulder House - Extraordinary Luxury in the Woods!

Winery Studio w/ Private Hot Tub,Fireplace,Tasting

Little Lake House, the Bungalow

Lakeside apartment, patio, hot tub, outside shower
Family- and pet-friendly home rentals

The Solar Powered Dogtown Cabin at Applecart Farm

Cheerful 1-bedroom New England Ranch

White Pine Cottage

Flower Farm Getaway 2BR, 20 Min To Boston

Private suite 1 BR, 1 BA, 1 LR, 1FLR

New Super Modern 2 bed in Waltham

Vaughn Hill Hideaway & Sauna

Dixie’s House, 1BD in Arlington
Family-friendly home rentals with a pool

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Spacious vacation unit in premium suburban town

Ideal for long stays | Spacious suite in Boston

Country Cottage in the City

Private Suite with Hot Tub

Cozy Private Studio Unit w/ Laundry and Parking!

House with Pool, 4 Houses from Harbor, Fort Sewall

In-law Apartment, Full Kitchen, Near Mt Wachusetts
Quick stats about vacation rentals that are family-friendly in Chelmsford
Total rentals
20 properties
Nightly prices starting at
$69 CAD before taxes and fees
Total number of reviews
610 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Mount Pocono Vacation rentals
- South Jersey Vacation rentals
- The Hamptons Vacation rentals
- Hampton Beach
- Fenway Park
- Boston Common
- TD Garden
- Revere Beach
- Harvard University
- Lynn Beach
- New England Aquarium
- Good Harbor Beach
- Canobie Lake Park
- Crane Beach
- Monadnock State Park
- Freedom Trail
- Faneuil Hall Marketplace
- MIT Museum
- Jenness State Beach
- North Hampton Beach
- Quincy Market
- Museum of Fine Arts, Boston
- Sawyers Beach
- Prudential Center
- Salem Willows Park
- Boston Children's Museum
- Bunker Hill Monument