Vacation rentals in Chelmsford

4.99 out of 5 average rating, 286 reviews

A spacious home sits on a manicured lot, featuring a well-kept garden and an expansive driveway. The two-story structure boasts large windows and a welcoming entrance, with outdoor lighting enhancing its features during twilight. The attached garages are visible on the right.

Guest suite in Windham

Sunny, private and peaceful apartment!

Our home sit in a private and peaceful setting. It is perfect for the business travelers looking for a place to relax at the end of the day or anyone looking for a quiet place. Close to Castleton Banquet and Conference Center, Searles Castle, Canobie Lake Park, walking & biking trails, shopping and restaurant. Centrally located between Boston, beaches and mountain and lake region. Only 16 miles from Manchester Boston Regional Airport, 36 miles from downtown Boston, 3.5 miles from Interstate 93.

4.99 out of 5 average rating, 138 reviews

An inviting open-concept living area features a brown sectional sofa with a chaise, accented by throw pillows. A round coffee table sits in front, surrounded by a welcoming atmosphere of honeybee-themed decor, such as hexagon shelves on the wall. A workspace with a chair is positioned nearby.

Apartment in Billerica

Air "Bee-n-Bee"' Hive | Unique Themed Getaway

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.

Guest suite in Tyngsborough

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.

4.98 out of 5 average rating, 254 reviews

Lakefront Suite Two-Room, Comfy, Tranquil

Located on a lovely small lake with a panoramic view from the bedroom, private spa-like bathroom, cotton linens, a comfy bed, A/C and a living room-so not an 'entire' home but more than just a room! Quietly watch lake nature or boats going by, or choose to swim, kayak, or fish. Enjoy industrial history at Lowell's National Park mills, take a forest walk nearby, or drive 10 min. to Nashua for its many restaurants and tax-free shopping. 1 hr from Boston and near many New England highlights.

4.58 out of 5 average rating, 302 reviews

A cozy guest room features a spacious bed, a dedicated workspace with a chair, and a round mirror. Natural light enters through a window adorned with sheer curtains. A soft area rug adds texture, while a decorative map hangs on the wall.

Guest suite in Lowell

Cozy Private Bedroom and Private Bathroom

Privacy of a hotel room for half the price. This guest suite includes a private entrance with a private bedroom&bath, we are located in a good neighborhood about 7 mins away from Walmart/CVS/Market Basket. Keyless entry *Safe street parking around the area, will provide parking information before arrival* Room comes with WiFi and a smart TV with a free Netflix account so you can enjoy the latest shows/movies. Bathroom also has a nice overhead bluetooth speaker! No smoking- $200 fee

4.88 out of 5 average rating, 423 reviews

An open living area features a cozy striped sofa and a bright red pub table. A winding black staircase leads to the upper sleeping area. Natural light enters through a nearby door. A flat-screen TV is mounted on the wall, enhancing the space's functionality.

Barn in Carlisle

✨Private Studio w/ Loft Center Historic Carlisle✨

ENTIRE PLACE. This is a private charming studio completely separate with no shared areas located in the center of beautiful Carlisle. Close proximity to Routes 128, 495 and 3. Just 25 mins from Cambridge, Somerville, Boston. A pleasant 10 min to historic downtown Concord's lively events, shops and restaurants. 1.6 miles to Hiking/bike trails of Great Brook Farm State Park. Explore nearby hiking, conservation land and farms. *Only a 15 min drive to Lowell via the Lowell Connector*

5 out of 5 average rating, 16 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, 208 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.

5 out of 5 average rating, 87 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.

4.9 out of 5 average rating, 71 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

Guest suite in Tyngsborough

A spacious living area features a large, sectional couch arranged around a coffee table. Light-colored walls reflect the brightness from multiple recessed lights. In the background, a kitchenette with seating for eight is visible, creating an open and inviting space.

4.85 out of 5 average rating, 13 reviews

Althea’s Retreat

Located on the lower level of our home, you will find a spacious suite complete w/living room w/pullout couch, kitchenette w/lots of seating, mini fridge, microwave, dishwasher,2 TV’s,full bath, and a private bedroom with a full bed. Sliders access the private backyard overlooking the lake (fishing galore). We also have a pool table for your enjoyment. located near Nashua, NH home of “The Nash” casino, & Lowell, MA near UMass Lowell. 40 mins to Boston.

4.89 out of 5 average rating, 37 reviews

The exterior of a modern two-story house is highlighted, featuring large windows and a welcoming entrance with a wooden door. Solar panels are visible on the roof. Neatly trimmed bushes and a well-maintained lawn contribute to the home's inviting appearance.

Home in Lowell

Private studio apartment(in the basement)

This elegant basement facility falls into the category of a self-contained suite nested inside our main house. It has a luxury king-size mattress that sleeps two. It also features a sofa bed, extra furnishings along with WIFI, and a smart TV for streaming. An attached full bathroom has all the required supplies. The kitchenette also has all the amenities. You will find a thoughtful manual with all the information you need.

5 out of 5 average rating, 38 reviews

A charming guest house is shown with a welcoming wraparound porch, adorned with a striped awning. Lush green grass leads to the house, surrounded by trees and landscaped beds. A gravel path extends alongside, enhancing the outdoor space.

Barn in Acton

Hidden Gem

This memorable hidden gem in historical Acton, is anything but ordinary. With your own parking area and semi-private entrance this tastefully decorated guest house is close to many hot spots. The Bruce Freemen Rail Trail, Nara Park, Kimball’s farm in Westford and historical Concord just to name a few. Situated Thirty minutes west of Boston makes it easily accessible to all routes north, south, east and west.

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Popular amenities for Chelmsford vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Chelmsford

4.95 out of 5 average rating, 100 reviews

A private room features a spacious bed with a colorful patterned cover, complemented by a white towel neatly placed on top. Two windows allow natural light to fill the space, and a dresser and nightstand provide convenient storage options.

Private room in Lowell

Quiet Lowell Rm w/ Friendly Cat

Private room in Chelmsford

A well-lit private room features a spacious bed with a tufted headboard, accompanied by bedside tables and a stylish desk with a chair. Natural light pours in through a large window, and a decorative area rug enhances the cozy atmosphere. Wall art adds a touch of elegance.

4.91 out of 5 average rating, 11 reviews

C: modern room interms and professionals wParking

4.93 out of 5 average rating, 40 reviews

Private room in Lowell

Private Suite in Mysterious Lowell Neighborhood

Private room in Billerica

A cozy bedroom features a queen-size bed with patterned bedding, complemented by a bedside lamp. A desk is positioned by the window, and an air conditioning unit is visible above. Natural light enters through the window, illuminating the warm wooden floor.

4.84 out of 5 average rating, 97 reviews

Private Room | AC | Full Kitchen | WiFi | Parking

5 out of 5 average rating, 5 reviews

Private room in Lowell

Lovely Private Room in Victorian Mansion

A well-lit private bedroom showcases two spacious beds, each with light bedding. A bedside table holds a lamp, positioned between the beds. Natural light filters through large windows, and ceiling fan blades are visible above. A patterned area rug adds warmth to the wooden floor.

Private room in Billerica

4.71 out of 5 average rating, 58 reviews

Heaven behind the trees

Private room in Billerica

A cozy bedroom is furnished with a spacious bed covered in a blue blanket. A small desk with a chair sits beside the bed, and a bottle of water rests on the desk. Natural light filters through a nearby window, illuminating the warm tones of the walls.

4.85 out of 5 average rating, 26 reviews

Room B. Full bedroom - Cozy/Private/Fast Wi-Fi