
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.

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.

Air Bee-n-Bee Hiveâ Unique Themed Creative Retreat
Plan a unique and memorable stay at the Hive, a bee-themed apartment in a Boston suburb 21.1 miles from the city. Delight in the charming honeybee-inspired dĂ©cor. Relax on the patio and enjoy the nearby chickens and geese â and especially their fresh eggs. Youâll love the entertainment options â 100s of free movies plus cable TV and access to streaming channels. Everything you need is here, from a full kitchen with a coffee bar to EV charger. Got work? A workspace and super-fast Wi-Fi await you.

Country Charm minutes from the Hub - 1st Floor Apt
Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

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.

New England Village Luxury Studio
Kick back and relax in this stylish studio! Our house is in a quiet neighborhood of older homes surrounded by woodlands yet conveniently located downtown, a half mile from our village green (Milford Oval). A short stroll over the river will take you to cafes, restaurants, pubs with live music, post office, library, shops & useful stores such as CVS. Whatever brings youâŠbusiness, skiing, hiking, antiques, a family celebration or a romantic weekend awayâŠwe are looking forward to hosting you!

Large One Bedroom Apartment
1,100 square feet, completely renovated, 1 bedroom with a walk-in closet. Large bathroom with two sinks and walk-in shower. Open concept living, dining and kitchen area with vaulted ceiling. Hardwood floors throughout. Central air. Apartment is connected to a main house but with no interior access between house and apartment whatsoever. (No interior connecting doors at all) It has its own private driveway and side yard. Reef tank will no longer be in the apartment after May 20th.

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 Americaâs 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.

Modern, All New 3BR Near UMASS
Welcome to our modern, fully renovated 3-bedroom apartment in Lowell! Just minutes from downtown, UMASS, top restaurants, cafes, and local attractions. Whether you're here for a weekend getaway, work trip, college visit, or extended stay, this space offers comfort and convenience. Enjoy a stocked kitchen, fast Wi-Fi, Smart TV, in-unit laundry, and a private balcony. Perfect for families, professionals, traveling nurses, and anyone looking for a clean, cozy place to call home.

Private Suite-Free Parking,near Boston Airp-Train
--> 7 miles N of Boston & a near subway, beaches, & airport (93, 95 & Rte 1), youâll find the quaint city of Melrose. During 11/25 - 3/26 longer stay are possible. Please inquire. The Melrosian Suite is nestled behind other houses. Wake up to the chirping birds instead of Bostonâs noise. 225 acres of ponds, trails & conservation lands are at top of street w/ distant views of Boston & the ocean. Before booking, check out info required when you book & house rules.

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.

Entire guest suite in Stoneham
Come enjoy this quiet and comfy home in the heart of Stonehamâyour perfect getaway just 20 minutes from the airport and the historic city of Boston. Conveniently located near shopping malls, restaurants, coffee shops, grocery stores, and the natural beauty of Middlesex Fells Reservation and Stone Zoo, this peaceful retreat is designed to make your trip relaxing, enjoyable, and stress-free.

Private guest house on beautiful country road
Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.
Popular amenities for Chelmsford family-friendly rentals
Family-friendly home rentals with a hot tub

Hopkinton Mass 3+ Bedrooms - Great location!

Your Cozy 1 BR Apt & Relaxing Retreat

Luxurious Oceanfront Property

Pond-Front Passive Solar Architectural House

Haven by the Lake

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

New Super Modern 3 Bed in Waltham

Cheerful 1-bedroom New England Ranch

White Pine Cottage â Cozy 3BR w/ Fireplace

Comfortable house w garden and parking, close to T

Danvers 1800's Home Apartment

Vaughn Hill Hideaway & Sauna

Winter 3BR Escape | Historic + Modern Mix

Ipswich Apartment
Family-friendly home rentals with a pool

Nana-tucket Inn

Spacious vacation unit in premium suburban town

Stylish and Cozy at Revere Beach

Modern Space With Pool Close To Singing Beach

Cozy Private Suite halfway between Cape & Boston

Country Cottage in the City

Private Suite with Hot Tub

Sunset Waterfront Privacy Beach
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 ïș©.ïș184 per night before taxes and fees

Verified guest reviews
Over 670 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

4.6 Average rating
Chelmsford stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
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- Bed and breakfasts Chelmsford
- Rentals with a washer and dryer Chelmsford
- House rentals Chelmsford
- Pet-friendly rentals Chelmsford
- Apartment rentals Chelmsford
- Rentals with a patio Chelmsford
- Family-friendly rentals Middlesex County
- Family-friendly rentals Massachusetts
- Family-friendly rentals United States
- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Lynn Beach
- MIT Museum
- New England Aquarium
- Monadnock State Park
- Freedom Trail
- Good Harbor Beach
- Canobie Lake Park
- Crane Beach
- Pats Peak Ski Area
- Museum of Fine Arts, Boston
- Jenness State Beach
- Quincy Market
- Rye North Beach
- Prudential Center
- North Hampton Beach
- Franklin Park Zoo
- Salem Willows Park
- Symphony Hall




