
Holiday rentals in Chelmsford
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Top-rated holiday rentals in Chelmsford
Guests agree: these stays 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.

Comfort Oasis with Private Garage | Steps from UML
Welcome to our Tulum-inspired 2-bed, 1-bath townhouse with a private garage in Lowell! Earthy tones and Tulum charm define this two-level retreat. Proximity to Umass Lowell, a 35 min drive to Boston makes it ideal for commuters. Hospitals like Lowell General and Lawrence General are nearby. Only 15 minutes from southern New Hampshire, our townhouse offers style, comfort, and accessibility for academics, healthcare, or a serene escape. Book now for a perfect blend of relaxation and convenience

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.

Lakefront Suite Two-Room, Comfy, Tranquil
Located on a lovely small lake, the upstairs suite has a panoramic view from the bedroom, a private spa-like bathroom, cotton linens, a comfy bed, A/C and a living room - it feels like an apartment, but no kitchen. Quietly watch lake nature or boats going by, or choose to swim, kayak, or fish. Enjoy industrial history at Lowell's National Park, take a forest walk nearby, or drive 10 min. to Nashua for its many restaurants, a casino, or tax-free shopping. We are one hour from Boston.

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.

The Cozy Den
Welcome to your home away from home! This cozy and stylish apartment is thoughtfully designed with families in mind, offering a peaceful retreat where you can truly relax. Soft, comfortable furnishings and a calm color palette create a welcoming atmosphere, perfect for unwinding after a day of exploring. Within a walking distance to the MBTA (the T) and close to UMASS Lowell and Tsongas Center. Not to mention close to restaurants, museums, grocery stores and gas stations.

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

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

Sleep Well, Walk Everywhere | Private & Spacious
Travelers welcome—just bring yourself. Settle into a thoughtfully designed space with a comfortable bed, quality linens, and a robe with slippers. Central AC keeps it cozy year-round. Located in historic North Chelmsford, you’re 2–5 minutes on foot from restaurants, the lake, parks, and the Merrimack River. Boston is 45 minutes away. Whether you’re here to explore or recharge, you’ll find comfort, convenience, and a peaceful place to land.

Cozy Lowell Home with Refreshed Yard & Fire Pit
This stylish and thoughtfully updated home is perfect for group getaways or family trips. Located just minutes from UMASS Lowell and other area attractions, it’s designed to feel like home—while you're away from home. Enjoy easy access to everything beautiful Lowell has to offer while staying in a fully private home with modern comforts, convenient amenities, and a charming outdoor space.

Private Studio w/ Loft Center Historic Carlisle
Charming private studio in the heart of Carlisle, perfect for 2 adults (up to 4 guests). Completely separate with no shared spaces. Close to Routes 128, 495, 35min to Boston, 10 min to historic Concord. Outdoor lovers enjoy nearby hiking, biking, and Great Brook Farm State Park. Easy access to Lowell, Nashoba Valley Ski Area, shops, and restaurants.

Private apartment with driveway parking in Woburn
Enjoy your private retreat in this spacious 1-bedroom lower-level apartment, comfortably accommodating up to 4 guests. Features a fully equipped kitchen, a cozy living room with a 65" Smart TV, and access to a beautiful, enclosed backyard. Located minutes from shops and restaurants, it's the perfect blend of comfort and convenience for your stay.
Popular amenities for Chelmsford holiday rentals
Other great holiday rentals in Chelmsford

Hillside Hideaway – Relax & Recharge in Vanprasth

* * Crooked_Spring_Colonial * *

Cozy Lake Cottage

Exclusive Stay: Entire Unit by UMASS

Family Retreat | Huge Yard, Playground & 5BR Home

Balsam Retreat

Peaceful one bedroom retreat

Private Apartment with 2 bedrooms
When is the best time to visit Chelmsford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £49 | £49 | £49 | £48 | £49 | £51 | £53 | £49 | £49 | £51 | £52 | £51 |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Chelmsford?
Chelmsford has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Chelmsford?
Experience the best of Chelmsford with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Chelmsford?
Four-legged friends are welcome in Chelmsford. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Chelmsford?
Yes! Work meets play with ease at over 80 vacation rentals in Chelmsford featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do hotel rentals in Chelmsford have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chelmsford have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chelmsford have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chelmsford have free parking?
Absolutely! We offer over 40 house rentals with free parking in Chelmsford. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Chelmsford

Total holiday rentals
Explore 110 holiday rentals in Chelmsford

Nightly prices starting at
Chelmsford holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 3,600 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
110 of Chelmsford holiday rentals include wifi access

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

4.7 Average rating
Chelmsford stays receive an average rating of 4.7 out of 5 from guests
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Pats Peak Ski Area
- MIT Museum
- Canobie Lake Park
- Crane Beach
- North Hampton Beach
- Monadnock State Park
- Boston College
- Roxbury Crossing Station
- Northeastern University
- Quincy Market
- Tufts University
- Museum of Fine Arts





