
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$10,455 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.
KitchenFamilyWifi

Comfy-Spacious-private 1BR conveniently located
This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!
FamilyKitchenBathroom

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.
KitchenFamilyWifi

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 spacesKitchenQuiet

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 spacesKitchenComfort

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
FamilyIndoor spacesDecor

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
Indoor spacesKitchenAir conditioning

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 spacesBathroom

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.
FamilyIndoor spacesLocation

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).
Indoor spacesFamilyLaundry

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.
Indoor spacesFamilyLaundry

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.
FamilyIndoor spacesCheck-in
Popular amenities for Chelmsford family-friendly rentals
Family-friendly home rentals with a hot tub

Winery Farmhouse w/ Private Hot Tub & Wine Tasting
Indoor spacesFamilyNearby

The Estate Escape with Hottub
Indoor spacesFamilyLocation

Sanctum by the Lake
Indoor spacesFamilyLayout

1790 Stone Manor Farm
Indoor spacesFamilyAir conditioning

Willow Falls Home ~Hot tub & Waterfront
KitchenFamilyAmenities

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
Indoor spacesFamilyValue

Romantic Getaway w/private Jacuzzi• Fire Pit•
KitchenFamilyQuiet

Private Waterfront • Views, Hot Tub, King Bed
FamilyIndoor spacesGetting around
Family- and pet-friendly home rentals

Quaint Little New Hampshire Lake House Getaway!
KitchenFamilyHospitality

White Pine Cottage – Cozy 3BR w/ Fireplace
FamilyIndoor spacesCleanliness

Flower Farm Getaway 2BR, 20 Min To Boston
KitchenFamilyCheckout

Cozy en suite w/ high ceilings
Indoor spacesKitchenBreakfast

Unique Loft/ Studio Guesthouse (super convenient)
KitchenFamilyOutdoor spaces

Farm Living
KitchenFamilyAccuracy

Dixie’s House, 1BD in Arlington
KitchenFamilyWalkability

The Brickhouz at Arlington !
Indoor spacesKitchenParks
Family-friendly home rentals with a pool

Amazing studio
Indoor spacesKitchenHeating

Pool Is Open in Sept! Steps from Harbor + Old Town
Indoor spacesFamilyValue

In-law Apartment, Full Kitchen, Near Mt Wachusetts
Indoor spacesKitchenHeating

Curated Designer Retreat • Pool • Gym • Dining
FamilyIndoor spacesParking

Charming 2-story private Guesthouse
KitchenIndoor spacesPets

Gather, Cook & Unwind, 3BR, Fireplace
Indoor spacesFamilySolo travel

Cozy Private Studio Unit w/ Laundry and Parking!
Indoor spacesKitchenLayout

The Murthy : Bright • Spotless • W/D
FamilyIndoor spacesLaundry
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,948 GYD | G$31,157 GYD | G$31,157 GYD | G$31,157 GYD | G$29,902 GYD | G$37,012 GYD | G$33,457 GYD | G$33,457 GYD | G$38,475 GYD | G$33,666 GYD | G$29,275 GYD | G$31,366 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
- Canobie Lake Park
- Northeastern University
- Pats Peak Ski Area
- MIT Museum
- North Hampton Beach
- Monadnock State Park
- Tufts University
- Harvard Square
- Crane Beach
- Quincy Market
- Snhu Arena





