
Family-friendly holiday 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.

Charming Downtown Gem ~ 2min to Salem ~ Workspace!
Step into the modern and comfortable 2BR 1Bath apartment nestled in the picturesque downtown of Beverly, MA. It offers a relaxing getaway near excellent restaurants, shops, attractions, landmarks, major hospitals, and colleges, making it ideal for leisure and business guests. Stylish design and a rich amenity list will satisfy your every need. ✔ Two Comfortable Bedrooms ✔ Fully Equipped Kitchen ✔ Smart TV ✔ Workspace ✔ High-Speed Wi-Fi ✔ Free parking but only on Street; No dedicated parking

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.

Charming 1 BR private entrance apt commuters dream
Newly renovated, spacious 1 B/R apartment. Featuring a private entrance, kitchen with all new stainless-steel appliances, eating/office area, living room and separate bedroom with a Queen-sized bed, streaming cable & WIFI connections, exclusive outdoor space and off-street-parking. Minutes to Rt 95, Rt 128, Rt 93. Easy drive to all major local business, hospitals, mass transportation , airport & commuter rail less than 2 miles. Minutes to Woburn center, Winchester center, shopping & dining.

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.

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 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.

Water front cabin-like guest suite on a quiet pond
Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)

Newly Built En Suite
Accommodations by Veteran Airbnb Hosts, we present An En suite in a new construction townhome. On the fringe of the suburbs, This special place is close to everything, making it easy to plan your visit. You have your own Entrance/exit into your space. 12 1/2 foot High cielings in your dedicated Level of the building gives this space a very West Coast feel. Walk out to your own Private patio for dining or relaxing as well as some shared greenspace to walk your fury friend.

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.

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

Winery Private House 2-Story w/ Wine Tasting
Escape to our 2-story Bungalow, perfect for couples, friends getaway, or professionals seeking a relaxing and exceptional retreat. The standalone building features a large living/kitchen area, full bathroom upstairs, and a spacious bedroom downstairs, with additional dining & sofa seating on the enclosed porch. Booking includes a wine tasting and 10% off all wine purchases, for an experience you'll always remember!
Popular amenities for Chelmsford family-friendly rentals
Family-friendly home rentals with a hot tub

Nana-tucket Inn

Hot Tub! Nothing beats it on a winter night!

Hopkinton Mass 3+ Bedrooms - Great location!

Your Cozy 1 BR Apt & Relaxing Retreat

Luxurious Oceanfront Property

Pond-Front Passive Solar Architectural House

Lakeside apartment, patio, hot tub, outside shower

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

White Pine Cottage – Cozy 3BR w/ Fireplace

Large, Comfortable & Conveniently located Home

Lovely 1st floor rental unit ingreat historic town

New Super Modern 2 bed in Waltham

Vaughn Hill Hideaway & Sauna

Need place to stay - it's here.

Dixie’s House, 1BD in Arlington

Quiet country apartment in farmland setting.
Family-friendly home rentals with a pool

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

The Haven at Doherty Homestead

Luxurious 2BR w/ Pool, Gym & W/D, nr Blue Line,

Spacious vacation unit in premium suburban town

Luxury suite with room divider near downtown

Country Cottage in the City

Antique Home - Steps from Harbor - Private Pool

In-law Apartment, Full Kitchen, Near Mt Wachusetts
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £112 | £114 | £110 | £115 | £117 | £117 | £118 | £118 | £136 | £119 | £104 | £111 |
| 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 |
Quick stats about holiday rentals that are family-friendly in Chelmsford

Total holiday rentals
Explore 20 holiday rentals in Chelmsford

Nightly prices starting at
Chelmsford holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 730 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Chelmsford holiday rentals include wifi 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
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- Family-friendly rentals United States
- Hampton Beach
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Pats Peak Ski Area
- New England Aquarium
- Freedom Trail
- MIT Museum
- Boston University
- Monadnock State Park
- Canobie Lake Park
- Boston Seaport
- Crane Beach
- Boston Convention and Exhibition Center
- Museum of Fine Arts
- Quincy Market
- Gillette Stadium
- North Hampton Beach
- Prudential Center
- Roxbury Crossing Station
- Boston Children's Museum
- Symphony Hall




