
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 ﺩ.ﺇ 184 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.

Private & Remote, Enjoy Outdoors, Sleep in Luxury
Bit of a wonderland (57 Acres, 100+ 5-star reviews). A place you won't soon forget. Complimentary firewood, 1/2 hour from Boston, camp but sleep in luxury. This cabin is privately located on a retired Christmas tree farm, about a one-quarter mile off the public road. Listen to the water flow, and watch the sunset over the wetlands. This site is ideally suited for a couple looking for an outdoor experience retiring to the comfort and security of a luxury tiny house. Everything is solar-powered.
KitchenIndoor spacesTV

Cute & Cozy Groton apartment w/private patio
Cozy apartment with your own private patio; 5-min walk to downtown, shops, cafes, library & restaurants; hop on the Nashua River Rail trail where and walk/bike to neighboring towns. Enjoy all Groton has to offer, miles of hiking trails, rent a canoe or kayak, golf, horse riding, fishing, apple, pumpkin & berry picking; walk up to Bancroft Castle on Gibbet Hill where “Little Women" was filmed & enjoy the view. Don’t miss a visit to Groton Hill Music, our world class music performance venue 🎶
KitchenFamilyAmenities

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 spacesAccess

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!
Indoor spacesKitchenSleep quality

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.
FamilyIndoor spacesView

Winery Studio w/ Private Hot Tub & Wine Tasting
Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases
KitchenFamilyAccess

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.
FamilyIndoor spacesBackyard

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.
FamilyKitchenLocation

Historic Loft with bathroom & kitchenette
A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.
Indoor spacesFamilyComfort

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
KitchenFamilyValue

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
FamilyIndoor spacesAccuracy

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.
Indoor spacesFamilyCondition
Popular amenities for Chelmsford family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn
Indoor spacesFamilyBeach

Willow Falls Home ~Hot tub & Waterfront
FamilyKitchenHiking

Romantic Getaway w/private Jacuzzi• Fire Pit•
KitchenFamilyOutdoor spaces

Private Waterfront • Views, Hot Tub, King Bed
KitchenIndoor spacesCheckout

Private Suite with Hot Tub
FamilyIndoor spacesCondition

Lakeside apartment, patio, hot tub, outside shower
KitchenFamilyCheck-in

Little Lake House, the Bungalow
FamilyIndoor spacesAccuracy

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
KitchenFamilyBeach
Family- and pet-friendly home rentals

Newly Built En Suite
Indoor spacesKitchenDecor

The Solar Powered Dogtown Cabin at Applecart Farm
KitchenIndoor spacesOutdoor spaces

Salty Mermaid Cottage/Boat House
FamilyIndoor spacesTV

Spacious 4 bedroom home with large yard
Indoor spacesKitchenValue

Farm Living
FamilyKitchenAir conditioning

Just Renovated, Private & Quiet 2 Bedroom Condo
KitchenFamilyParks

White Pine Cottage – Cozy 3BR w/ Fireplace
FamilyKitchenParks

Across the Subway · TD Garden · Concerts · Games F
FamilyKitchenNearby
Family-friendly home rentals with a pool

The Murthy : Bright • Spotless • W/D
FamilyKitchenAmenities

Hopkinton Mass 3+ Bedrooms - Great location!
Indoor spacesFamilyValue

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace
Indoor spacesFamilyCleanliness

Cedar Ridge: House
FamilyKitchenOutdoor spaces

Spacious vacation unit in premium suburban town
KitchenFamilySleep quality

Country Cottage in the City
KitchenFamilyBathroom

Cozy Private Studio Unit w/ Laundry and Parking!
FamilyKitchenQuiet

Sunset Waterfront Retreat | Private Beach, Pool &
FamilyIndoor spacesAmenities
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 544 | ﺩ.ﺇ 547 | ﺩ.ﺇ 547 | ﺩ.ﺇ 547 | ﺩ.ﺇ 525 | ﺩ.ﺇ 650 | ﺩ.ﺇ 588 | ﺩ.ﺇ 588 | ﺩ.ﺇ 676 | ﺩ.ﺇ 591 | ﺩ.ﺇ 514 | ﺩ.ﺇ 551 |
| 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
- Harvard University
- Hampton Beach
- 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
- Boston College
- Pats Peak Ski Area
- Northeastern University
- MIT Museum
- North Hampton Beach
- Monadnock State Park
- Crane Beach
- Tufts University
- Quincy Market
- Harvard Square
- Jenness Beach





