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.

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Top guest favourite
A quaint cabin is positioned among trees, softly lit at night. An illuminated entrance is framed by colorful pots and surrounded by a cozy seating area with an Adirondack chair. Flickering firelight adds warmth to the inviting outdoor space.
Cabin in Littleton
4.99 out of 5 average rating, 220 reviews

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.

Superhost
A comfortable living room features a large television mounted on a wooden panel. A light-colored area rug is positioned on the floor, while a wooden coffee table holds decorative items. Green armchairs complement the space, creating a relaxed atmosphere. A small bookshelf and plants add to the decor.
Townhouse in Lowell
4.89 out of 5 average rating, 57 reviews

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

Guest favourite
A wooden staircase leads to a blue front door, framed by two hanging planters filled with vibrant flowers. A large, decorative white pot sits at the base, featuring a lush green plant surrounded by smaller potted plants, enhancing the entrance's welcoming appearance.
Apartment in Chelmsford
4.87 out of 5 average rating, 113 reviews

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.

Top guest favourite
A serene lakeside view captures a vibrant sunset with the sun partially descending behind distant hills. A lone fisherman in a boat is visible on the water, while a wooden deck features seating arrangements surrounded by lush plants.
Guest suite in Tyngsborough
4.98 out of 5 average rating, 270 reviews

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.

Top guest favourite
A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.
Home in Chelmsford
5 out of 5 average rating, 250 reviews

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.

Superhost
Flat in Lowell
4.69 out of 5 average rating, 32 reviews

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.

Top guest favourite
A cozy living area features a red sofa and a round wooden table with two chairs. A small bedside table is positioned nearby. The kitchen is visible with wooden cabinets and appliances, and natural light highlights the space through a skylight.
Flat in Westford
4.93 out of 5 average rating, 97 reviews

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

Top guest favourite
A private entrance to the basement suite is framed by a modern railing and steps leading down. Lush greenery surrounding the entrance enhances the serene setting, while a light fixture is positioned above the door. A children's playset can be seen in the background.
Guest suite in Lexington
4.97 out of 5 average rating, 177 reviews

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

Guest favourite
Apartment in Chelmsford
4.88 out of 5 average rating, 40 reviews

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.

Guest favourite
Flat in Lowell
4.96 out of 5 average rating, 84 reviews

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.

Guest favourite
Barn in Carlisle
4.89 out of 5 average rating, 461 reviews

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.

Top guest favourite
A spacious living area features a comfortable sofa adorned with textured pillows and a cozy throw. A wooden coffee table holds magazines and a remote. Natural light enters through a nearby window, enhancing the soft, neutral decor.
Guest suite in Woburn
4.97 out of 5 average rating, 185 reviews

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

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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