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

4.97 out of 5 average rating, 72 reviews

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.

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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

5.0 out of 5 average rating, 260 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.

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Top 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

4.92 out of 5 average rating, 105 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

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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

4.97 out of 5 average rating, 99 reviews

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.

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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

4.83 out of 5 average rating, 92 reviews

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.

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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

4.97 out of 5 average rating, 187 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

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Guest favorite

Home in Framingham

4.92 out of 5 average rating, 12 reviews

Retreat Near Boston | AC, BBQ, Deck, Pets OK

Welcome to your perfect home base just outside Boston—ideal for families, groups, and business travelers alike. This bright and spacious 4-bedroom home comfortably accommodates your group with 7 beds and plenty of room to relax. Enjoy a large, sun-filled living area, a bonus dining space with beautiful vaulted ceilings, and a fully equipped kitchen with modern stainless steel appliances—perfect for gathering and entertaining.

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Top guest favorite

A private backyard oasis is surrounded by lush greenery and blooming flowers. A swimming pool is featured in the foreground, reflecting blue skies. Outdoor seating areas are visible, providing space for relaxation and enjoyment.

Home in North Andover

4.95 out of 5 average rating, 185 reviews

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

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Top guest favorite

A serene lake view is captured at sunset, showcasing soft hues of orange and pink illuminating the sky. The frozen surface of the water reflects the colors, while distant houses are faintly visible along the shoreline, framed by tree branches in the foreground.

Home in Westford

4.77 out of 5 average rating, 105 reviews

Lakefront House with breathtaking sunsets!

Enjoy a breathtaking view and sunsets by the water! This is a lovely ground-level cottage by Nabnasset Lake in a quiet neighborhood. Close to Route 40, Route 3, and Route 495. 15 minutes drive to Nashua NH, and 45 minutes from Boston/Logan Airport. Newly renovated. Brand wood floors, appliances, windows etc... Rental discounts are offered for 8+ weeks bookings and automatically calculated when you put in your dates.

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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

5.0 out of 5 average rating, 72 reviews

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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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

4.9 out of 5 average rating, 73 reviews

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

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Top guest favorite

Apartment in Littleton

4.99 out of 5 average rating, 91 reviews

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).

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