
House holiday rentals in Chelmsford
Find and book unique houses on Airbnb
Top-rated house rentals in Chelmsford
Guests agree: these houses are highly rated for location, cleanliness and more.

Modern 2BR with A/C for your Business and Pleasure
Ideal location for business travelers or small families. Enjoy a comfortable experience at this centrally-located place. Don’t be fooled by the size of our 600SF home, it has everything you could need - fast WIFI, fully stocked kitchen, central AC, gas stove, insta hot water, fridge with ice & filtered water on the door, and a soaking tub. Conveniently located by Hanscom AFB, Hartwell Business Corridor, Wiggins Ave Technology District, MIT Lincoln Lab, Edge Sports Center & the Minuteman Bikeway.

Cozy en suite w/ high ceilings
 Relax in this peaceful private en suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston. 30 min. to Foxboro Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

Spacious Townhome* Deck, Yard, Great location!
Welcome to your Home Away from Home in Nashua, NH!. Are you ready to experience the perfect blend of comfort, convenience, and charm? Our beautiful 3-bedroom home is just minutes away from the heart of downtown Nashua. Our home offers the perfect blend of comfort, convenience, and style, making it the ideal destination for families, friends, and business travelers alike. Expect modern amenities such as high-speed Wi-Fi to stay connected, central air and on-site parking for your convenience.

Lovely & Peaceful Waterfront Vacation Retreat
Come enjoy this unique & beautiful retreat home, set on 50 acres of wooded land, with a breath-taking view over a 2 mile long, 190-acre body of water, & no houses in sight! Wonderful in any season. Peaceful, healing haven, & great get-away spot for a romantic weekend or family vacation. Perfect for swimming, boating, fishing, hiking, & cross-country skiing--or just relaxing in a hammock, on the deck, or in a bedroom overlooking the water. Youtube Video: Fred's Place, James Crowther

Quaint Little New Hampshire Lake House Getaway!
Imagine the peace and quiet of looking out a wall of glass seeing the tranquility of the lake while knowing 10 minutes away is shopping, restaurants entertainment and just about anything you could ask for to meet your needs. 10 minutes from the highway, 35 minutes from Boston, 35 minutes from the ocean and 1 1/2 hours from the mountains. We are a central point to anything you’re looking for. Newly renovated lake house with all the up to date amenities. Come and enjoy a night or week.

*Beachfront* Vintage Coastal Cottage - Relaxation
It's always about the view and this place will leave you feeling energized and calm. Situated on premium beachfront property, this single family home has luxurious amenities like super plush towels, organic cotton bedding and touches to make your getaway feel that much Take a virtual tour here once you book I can send you a link (per Airbnb’s rules) I’ve outfitted it with an extra monitor & a setup o WFH. Google home and Sonos systems bring this 100 year old beauty into this century.

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.

Private Waterfront • Views, Hot Tub, King Bed
Escape to a modern post-and-beam farmhouse set right on the water, with rustic charm and upscale comfort. Cook in the fully equipped kitchen, then unwind in the outdoor hot tub under the stars. Sleep soundly in the king bed after exploring the pond with kayaks, getting active in the private gym room, or lofted yoga room. Enjoy serene views and wildlife visits from deer, beavers, eagles and more. Great location close to hiking, skiing, waterfalls, and great local dining.

Charming Toe-Hold, A Short Walk to Town and Beach
Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

Large, Comfortable & Conveniently located Home
You will be close to everything when you stay at this centrally-located private, updated historical home. 4 bedrooms & 2 baths w/plenty of extra space for large families or groups. Fenced-in spacious patio with huge backyard. Sizable, private parking area. Near Routes 95 & 128. Only 25 mins to Boston. Perfect for trips to picturesque points, including Boston, Gloucester, Newburyport, Rockport, Cape Ann, historic Salem & Maine coastal towns and cities. Dog friendly.

Nashua Victorian
Two family Victorian in very quiet neighborhood. Just off of Main St, 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. Can engage with owners (next door) or not, your choice. Complimentary 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.

Charming House on 7 Acres in Rural New Hampshire
This magical place has been our home away from home for twenty years and we are excited to share it with you. We hope you'll experience the same time-out-of-time feeling we get when sitting out on the deck in the early morning or looking up on a moonless night as the Milky Way snakes its way across the dark sky. The house sits on seven mostly wooded acres that abut a scenic beaver pond. The property is located on a quiet unpaved road in rural New Hampshire.
Popular amenities for house rentals in Chelmsford
House rentals with a pool

Hopkinton Mass 3+ Bedrooms - Great location!

Bauhaus Retreat in Nature Preserve w/ Pool

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Cedar Ridge: House

the house of id; vintage shop, accessible space

Spacious vacation unit in premium suburban town

Sanctum by the Lake

Ocean Side, Amazing View, close to town/beach, Spa
Weekly house rentals

Northridge View

Willow Falls Home ~Hot tub & Waterfront

Charming upscale apartment

Lakefront House with breathtaking sunsets!

Stunning Sterling Sanctuary: Unwind on the Water!

Piscataquog Reservoir House - 26 Channel Ln

A Spacious Modern Elegant Ranch (whole house)

Big Island Pond Lake House Hampstead
Private house rentals

Modern Luxury in a Spectacular Natural Setting

Fabulous Lake house!

Luxurious Victorian Carriage House

Quiet Boston-Area Sanctuary, Elegant & Comfortable

Enchanting Romantic Riverfront (SNHU/Saint Anselm)

Divol Pond Cabin

The Elms - 3 Bedroom Ranch Style Near Town

Private studio apartment(in the basement)
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $85 SGD | $87 SGD | $83 SGD | $64 SGD | $75 SGD | $83 SGD | $83 SGD | $79 SGD | $71 SGD | $76 SGD | $87 SGD | $83 SGD |
| 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 house rentals in Chelmsford

Total holiday rentals
Explore 40 holiday rentals in Chelmsford

Nightly prices starting at
Chelmsford holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,580 verified reviews to help you choose

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Chelmsford holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chelmsford rentals

4.8 Average rating
Chelmsford stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Revere Beach
- Northeastern University
- Boston Seaport
- Boston University
- Freedom Trail
- Pats Peak Ski Area
- MIT Museum
- New England Aquarium
- Boston Convention and Exhibition Center
- Gillette Stadium
- Monadnock State Park
- Canobie Lake Park
- Crane Beach
- Quincy Market
- Museum of Fine Arts
- North Hampton Beach
- Roxbury Crossing Station
- Prudential Center
- Boston Children's Museum




