
House holiday rentals in Chelmsford
Find and book unique houses on Airbnb
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 $67 NZD per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Chelmsford holiday rentals include Wi-Fi 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!
Top-rated house rentals in Chelmsford
Guests agree: These houses are highly rated for location, cleanliness and more.

Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. 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. Just 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Very safe walkable neighborhood

Sanctum by the Lake
Looking for a place to bring the family, or a get-a-away with friends? This is it! From the light and airy design that makes it feel like home to the large pool, hot tub, and lake access, The Sanctum by the Lake has everything you need for a great stay. It is a short 100 yard walk from the lake and a quick drive to Canobie Lake Park and Manchester Airport, 45 minutes to Boston or the NH Seacoast, close to the Lakes Region, White mountains, and great skiing spots as well as the famous NH Outlets.

All New Private Country Setting (2 Level-No Share)
We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

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.

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.

Willow Falls Home ~Hot tub & Waterfront
Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.

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.

A water view slice of heaven at Pepperrell Cove
Enjoy the peace and tranquility of staying in Kittery Point Maine’s exclusive Pepperrell Cove area. • Walk three minutes to dinner at one of three amazing waterfront restaurants • Enjoy a private chartered boat ride from across the street • Rent kayaks • Visit Fort McClary • Hike Cutts Island Trail • Visit Crescent and Seapoint beaches • Shop and dine in Kittery’s Wallingford Square, downtown Portsmouth, and the Kittery Outlets. Everything is within fifteen minutes away!

Spacious 4 bedroom home with large yard
Private and clean renovated 4 bedroom house in "Safest Town" in Massachusetts, 25 minutes from Boston. Perfect for families or travelers wanting extra space. Sleeps 8 comfortably in 4 bedrooms. Pets are completely welcome! Lots of walking trails nearby. Connected to another unit and shares the large backyard. Kids will enjoy the swingset. Lake Chochituate is near with canoe, kayak, and swimming. Close to MassPike, Rt.30 & 27, and many colleges and MetroWest office parks.

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.

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!

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.
Popular amenities for Chelmsford house rentals
House rentals with a pool

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

Spacious vacation unit in premium suburban town

Hopkinton Mass 3+ Bedrooms - Great location!

Cedar Ridge: House

The Stunning Melita Farms Geodesic Dome Farmhouse

Theatre | Arcade | Pool w. Free 3 Car Parking

Private/Quiet Single Family Home

Heated Pool Firepit Huge Screen Porch King bed
Weekly house rentals

The Brickhouz at Arlington !

Zen Den | Walk to UMass Lowell | Sleeps 6 | Boston

Balsam Retreat

Family Retreat | Huge Yard, Playground & 5BR Home

A Spacious Modern Elegant Ranch (whole house)

The Elms - 3 Bedroom Ranch Style Near Town

Stunning Sterling Sanctuary: Unwind on the Water!

Luxury Retreat | Theater | Game Room | Garden Spa
Private house rentals

Spacious 3BD Ranch With Fenced-In Yard

Wellesley Spacious and Modern

Spacious 3BR Home | Fast Wi-Fi | Parking.

Historical New England retreat

The Beach House, Crescent Beach

Cambridge Cottage Retreat Near Harvard

Oceanfront Dock Escape ~ Kayaks & Paddleboards

Stylish home next to train to Boston, near Salem
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $109 NZD | $110 NZD | $109 NZD | $97 NZD | $114 NZD | $117 NZD | $109 NZD | $104 NZD | $94 NZD | $100 NZD | $114 NZD | $109 NZD |
| 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 |
Destinations to explore
- New York Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Mont-Tremblant Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Providence Holiday rentals
- 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
- Crane Beach
- Monadnock State Park
- Tufts University
- Quincy Market
- Harvard Square
- Jenness Beach





