Vacation rentals in Chelmsford

4.99 out of 5 average rating, 157 reviews

A cozy bedroom features a queen bed dressed in white bedding with honey-colored accent pillows. A wooden dresser is positioned against the wall, complemented by hexagonal decor and a charming light fixture. Soft lighting enhances the welcoming atmosphere, while a window provides natural light.

Apartment in Billerica

Air Bee-n-Bee Hive: Coffee Bar, Fresh Eggs & Charm

Plan a unique and memorable stay at the Hive, a bee-themed apartment in a Boston suburb 21.1 miles from the city. Delight in the charming honeybee-inspired décor. Relax on the patio and enjoy the nearby chickens and geese – and especially their fresh eggs. You’ll love the entertainment options – 100s of free movies plus cable TV and access to streaming channels. Everything you need is here, from a full kitchen with a coffee bar to EV charger. Got work? A workspace and super-fast Wi-Fi await you.

4.86 out of 5 average rating, 118 reviews

A stylish living area features a dark leather sofa positioned near a modern glass coffee table. A flat-screen television sits on a black media unit. Two windows provide natural light and a dining table is set for four, enhancing the open and functional layout.

Condo in Centralville

Cozy Entire Unit Condo close to UMASS Lowell

My place is close to restaurants, UMASS. Lowell, and almost anything you need. You’ll love my place because instead of having a spare room in someone's house, you get an entire condo and privacy available to you (owner lives in separate unit). The unit includes basic amenities included (toiletries, bedding etc). In addition, the unit comes with a PlayStation 4 for the kids (or the husband/boyfriend) to keep them busy :) My place is good for couples, solo adventurers, and business travelers.

4.99 out of 5 average rating, 201 reviews

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

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.

Condo in North Chelmsford

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.

4.88 out of 5 average rating, 96 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.

5 out of 5 average rating, 133 reviews

The studio features a spacious bed with white linens, accented by decorative throw pillows. A vibrant piece of art adorns the wall above the bed. A modern vanity area with a sink is visible, along with natural light filtering through windows that offer views of the surrounding woods.

Guest suite in Milford

New England Village Luxury Studio

Kick back and relax in this stylish studio! Our house is in a quiet neighborhood of older homes surrounded by woodlands yet conveniently located downtown, a half mile from our village green (Milford Oval). A short stroll over the river will take you to cafes, restaurants, pubs with live music, post office, library, shops & useful stores such as CVS. Whatever brings you…business, skiing, hiking, antiques, a family celebration or a romantic weekend away…we are looking forward to hosting you!

4.94 out of 5 average rating, 109 reviews

An open-concept living area is highlighted by hardwood floors and a vaulted ceiling. A maintenance-free reef tank with ambient lighting is displayed on the wall. Modern seating options include a sectional sofa and chairs arranged around a coffee table, with large windows providing natural light.

Apartment in Westford

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.

5 out of 5 average rating, 20 reviews

A spacious studio bedroom features a metal frame bed with floral bedding. A sleek desk chair is positioned near a window, allowing natural light to fill the room. A wooden nightstand and decorative wall art add character, while a soft rug lies on the floor.

Apartment in Westford

Westford Woods Retreat

Perfect for a couple or single traveler, Westford Woods Retreat is a cozy place to be on a winter day! This centrally-located studio apartment is the place to stay when visiting the snowy mountains of New England. Nashoba Valley Ski Area is just 15 minutes away! Guests also have access to two sets of adult snow shoes with multiple snowshoeing trails within 15 minutes of the Airbnb. With a private entry to the 2nd floor, it's the perfect place to relax after a day of adventuring.

5 out of 5 average rating, 221 reviews

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 North Chelmsford

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.

4.86 out of 5 average rating, 49 reviews

A serene bedroom features a full-size bed made with soft linens and pillows. A mirror reflects the space, while light curtains filter sunlight. A small rug adds texture to the wood floor, and additional blankets are neatly folded at the foot of the bed.

Townhouse in Lowell

Exclusive Stay: Entire Unit by UMASS

This charming small home is an ideal retreat for couples or a tiny family, offering a cozy and secure environment where everyone can feel at ease. Centrally located, you'll have easy access to everything you need during your stay. The home is within walking distance of: -UMASS Lowell (UML) -Middlesex Community College -Stoklosa Middle School -Lowell General Hospital Enjoy the convenience of nearby restaurants, parks, coffee shops, and more, all just a short stroll away.

5 out of 5 average rating, 91 reviews

A spacious exterior view showcases a two-story light gray house with a brick chimney, set against a backdrop of lush greenery and a mix of trees. A charming barn is visible in the distance, complementing the well-maintained gardens and open lawn.

Apartment in Groton

Farmhouse Guest Apartment

Welcome to our quiet private guest apartment! Our property, is surrounded by fields, woods, gardens, and a pond. You will enter through a shared entrance & stairway in our home, but have an entire 725 sq. ft. guest apartment all to yourself that includes a living room, full kitchen, bathroom, and large bedroom with a desk. It has ample light with views of fields, stone walls, Christmas trees and our barn. Out back we have a pool, BBQ, table & chairs you may use.

4.91 out of 5 average rating, 424 reviews

A spacious loft area features a queen-sized bed with a cozy comforter and decorative pillows, alongside a daybed for seating or lounging. Wooden beams and a rustic brick hearth enhance the charm. Light enters through multiple windows, illuminating the inviting space.

Guest suite in Littleton

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.

4.91 out of 5 average rating, 79 reviews

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.

Apartment in Westford

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

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Popular amenities for Chelmsford vacation rentals

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Free parking on premises

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Other great vacation rentals in Chelmsford

4.89 out of 5 average rating, 53 reviews

A charming home is framed by lush greenery and a variety of trees, including vibrant red and green foliage. A stone wall partially encircles the landscaped garden, enhancing the natural setting. Skylights are visible on the roof, allowing light to filter into the space.

Private room in Carlisle

Postmodern Pastoral Suite | 25min to Cambridge

Private room in Billerica

New place to stay

A cozy bedroom in a shared space WiFi, AC, Parking

Private room in Pepperell

5 out of 5 average rating, 54 reviews

Cozy loft overlooking pool at Slo Poke Farm

Private room in Belvidere

5 out of 5 average rating, 11 reviews

Stunning Suite in Victorian Mansion

4.76 out of 5 average rating, 121 reviews

A cozy sleeping area features a spacious bed, adorned with two neatly arranged towels and a decorative throw blanket. A coffee bar station with a microwave is situated next to a lamp on a small cart, providing convenience for guests. Light-colored walls add to the overall calm ambiance.

Private room in Nashua

Comfortable and cozy room with a private bathroom.

Private room in Marlborough

A simple bedroom features a wooden single bed with a light-colored coverlet, positioned next to a window with natural light filtering in. A bedside table holds a decorative lamp. The polished hardwood floor adds warmth, while an air conditioning unit is visible near the window.

4.81 out of 5 average rating, 88 reviews

Marlborough center 1 Bedroom #2 Twin bed

Private room in Arlington

4.76 out of 5 average rating, 54 reviews

Jo's Jasmine White in shared apt-ask abt parking