Vacation rentals in Carlisle

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Top-rated vacation rentals in Carlisle

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Billerica

Family Retreat | Huge Yard, Playground & 5BR Home

Welcome to our spacious 5BR home, perfect for families, groups, and extended stays. Enjoy a large private yard with playground, comfortable living areas, and plenty of space to relax. Conveniently located near Wilmington Station with easy access to Burlington, Chelmsford, and Lowell (Boston about 21 miles away), this home is ideal for relocations and visiting professionals. Driveway parking, fast WiFi, and a fully equipped kitchen provide everything needed for a comfortable, stress-free stay.

ValueFamilyCleanliness

4.97 out of 5 average rating, 73 reviews

Top guest favorite

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

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.

LocationFamilyAccess

5.0 out of 5 average rating, 263 reviews

Guest favorite

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

ValueLocationLayout

4.92 out of 5 average rating, 106 reviews

Top guest favorite

A cozy living area features a spacious sectional sofa adorned with patterned pillows. Natural light filters through large windows, illuminating the wooden floor. A coffee table sits at the center, complemented by a decorative area rug. A large wall-mounted TV and a wooden dresser are visible.

Apartment in Bedford

Entire private guest suite

Newly constructed, newly furnished private guest suite at the end of a dead-ended street in a quiet neighborhood. Family friendly for recreation or well suited for work. Easy access to Rt. 128 Technology corridor. Short walk to town center with shopping, library, playgrounds and restaurants. Few minutes drive to historic Lexington and Concord. Near popular Minuteman bike path leading to Cambridge. Easy access to Boston. 20+ colleges within 20 mile radius.

FamilyValueBathroom

4.97 out of 5 average rating, 100 reviews

Guest favorite

A living area features a light-colored curved couch paired with a round coffee table. A dining table with four chairs is situated nearby. The wooden flooring complements the bright, airy ambiance, with a decorative rug adding texture. Large windows provide natural light, and indoor plants are visible.

Apartment in Concord

Cottage Suite "B" - Walk to Shops, Train, History

Enjoy easy access to everything from this perfectly located home base. The bedroom is a converted musician and sound studio. It is also very quiet and excellent for writing or playing your guitar. There is a kitchenette/dining/living room area next to the bedroom, including table, chairs, tv, couch, coffee/microwave/kettle/sink/ refrigerator. There is a full bathroom with washer/dryer. Please check full pricing and cancellation policy before you book.

FamilyValueComfort

4.83 out of 5 average rating, 92 reviews

Top guest favorite

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

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

FamilyValueOutdoor spaces

4.97 out of 5 average rating, 189 reviews

Guest favorite

A comfortable living area features a soft sectional sofa, a round coffee table with a woven basket, and a reptilian-patterned rug. Natural light enters through two large windows adorned with light curtains. A potted plant, floor lamp, and stylish accent chairs create an inviting ambiance.

Guesthouse in Maynard

Cozy Maynard duplex: 3BR with Wood stove

Welcome to the most walkable town in Metro Boston, w/ movie theater, live performance venue, beer garden, galleries, shops, & 17 restaurants 1/2mi from our front door. Our 1910 mill town company house is a little oasis. This is a two-family house; two separate private residences side-by-side. My family occupies the other side and seasonally rents it. Between house & garage, the outside dining area and fire pit are for your private use.

FamilyValueNearby

4.98 out of 5 average rating, 57 reviews

Top guest favorite

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.

FamilyLocationBathroom

5.0 out of 5 average rating, 73 reviews

Guest favorite

The exterior of a modern two-story home is depicted, featuring light-colored siding and a welcoming front yard. A driveway leads to a two-car garage on the side, with a neatly maintained lawn and mature trees providing shade. A white picket fence borders the property.

Guest suite in Lexington

Modern Studio w/ Fire Pit, Play Area & Large Yard

Welcome to our cozy, modern suite in historic Lexington! Enjoy a peaceful stay with full private access, fast WiFi, Smart TV, home theater, kitchenette, and private gym with a Peloton bike. Relax by the fire pit or let the kids play outside. Just minutes from trails, Battle Green, and 20 minutes to Boston — a perfect home for families, groups, or business travelers. Certificate number: STML-24-5

ValueFamilyLong stay

4.91 out of 5 average rating, 74 reviews

Top guest favorite

Apartment in Littleton

Country Retreat

About this place: This is the ideal location to explore the joys of New England particularly during our nation’s 250th anniversary. Although in a rural area the apartment is conveniently positioned at the junction of interstate 495 (North and South) and route 2 (East and West). Historic Concord is 5 minutes away, Lexington 10 minutes and just 25 minutes to Boston (depending on traffic).

LocationFamilyBathroom

4.99 out of 5 average rating, 94 reviews

Top guest favorite

A bright dining area features a wooden table surrounded by four chairs. Large windows frame views of the surrounding trees, allowing natural light to fill the space. A plant stand with greenery adds a touch of nature to the room.

Home in Groton

Balsam Retreat

What once was a small summer lake house has been transformed into a newly remodeled retreat. Charming and private with amenities like a woodstove and laundry, this cozy retreat is only blocks from a lake and minutes from downtown Groton. This is a two family home, but you have your own entrance, parking spaces, and back deck located between the two homes.

FamilyValueHiking

4.98 out of 5 average rating, 85 reviews

Guest favorite

Barn in Carlisle

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.

LocationValueLong stay

4.89 out of 5 average rating, 485 reviews