Vacation rentals in Lexington

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Top-rated vacation rentals in Lexington

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Top guest favorite
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
4.99 out of 5 average rating, 166 reviews

Near Salem! Air Bee-n-Bee Hive

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 favorite
A glass-paned door allows a view into a hallway leading to a well-lit kitchen. The hardwood floor extends into the space, and light fixtures along the ceiling provide illumination. Soft ambient light is seen towards the back, suggesting a welcoming atmosphere.
Apartment in Winchester
4.93 out of 5 average rating, 30 reviews

Winchester Apartment on Greenway

Updated apartment with hardwood floors, full kitchen and washer/dryer, next to Davidson Park, Tri-Community Greenway and the Community sport complex. A wonderful short walk down the Greenway takes you to Leonard Pond for tennis, pickleball, soccer or frisbee. A 20-minute walk down the Greenway takes you to Winchester Center for restaurants, shops and train to Boston. Or walk four blocks east to explore the 2,000-acre Middlesex Fells Reservation. Route 93 access is less than a 5-minute drive.

Guest favorite
A spacious living area is presented with a comfortable sofa and an elegant armchair. A dark coffee table sits at the center, while a dining table is visible in the background. Natural light illuminates the room through the windows, enhancing the cozy atmosphere.
Apartment in Woburn
4.95 out of 5 average rating, 208 reviews

Comfy-Spacious-private 1BR conveniently located

This stylish, private place is perfect for a couple or a small family. Conveniently located minutes from Boston or the north shore whether you are traveling by car, Uber, or local train. Enjoy Boston adventures, north shore excursions, beaches, fall leaf peeping, skiing, historical visits to Massachusetts battle grounds, or some retail therapy at shops and malls nearby. An array of local and city restaurants and breweries provide a multitude of options for your pleasure. YMCA just steps away!

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
4.91 out of 5 average rating, 35 reviews

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

Welcome to our cozy, modern lower-level private suite in historic Lexington, MA. Perfect for families, groups, or business travelers, it offers full private access, a living area with 1 Gbps WiFi, Smart TV, home theater, kitchenette, and a private gym with a Peloton bike. Relax by the fire pit or let the kids enjoy the play area. Explore nearby trails, Battle Green, or Boston just 20 minutes away. Comfortably hosts up to 5 guests—your perfect getaway starts here! Certificate number: STML-24-5

Guest favorite
The exterior of a charming two-story home is showcased, featuring white siding and black shutters. Lush greenery surrounds the home, including well-maintained shrubbery. A clear blue sky adds to the inviting atmosphere, complemented by a neatly kept lawn.
Home in Lexington
4.88 out of 5 average rating, 16 reviews

Family Friendly Lexington Single House

This welcoming, family-friendly 4-bedroom, 2-bathroom home in historic Lexington blends charming 1920s character with modern comforts and spacious rooms, perfect for relaxation or gathering. It features all hardwood floors, fenced yard, big screen movie, lovely landscaping, mature grapevine trellis, beautify sun room and patio. Set in a safe, tranquil neighborhood, the location offers excellent access to highways and major Boston-area attractions, ideal for an unforgettable New England stay.

Top guest favorite
The open living and dining area features a light, airy design with high ceilings and skylights. A cozy sofa faces a glass coffee table, while a dining table with chairs is positioned beside a large window, inviting natural light into the space. A kitchenette is visible, enhancing functionality.
Guest suite in Arlington
5 out of 5 average rating, 147 reviews

2BR Suite - Bright - Modern - Central AC - Parking

Large guest unit on the top floor of a two-family house in a quiet residential neighborhood in Arlington MA. We offer superb accommodation in a great location with easy access to public transportation, easy drive to Cambridge and Boston, and just a short walk to restaurants, grocery stores, and beautiful recreation parks. + Self check-in + Private unit entrance +Central A/C+ High Ceiling + Large windows +Natural light + Comfortable beds + Free Netflix+ Strong Wi-Fi + Nespresso + Parking

Top guest favorite
A spacious living room area features hardwood floors and large windows allowing natural light. A dark wood cabinet holds a television, while a sofa and a colorful chair provide seating. An elegant kitchen island with seating is positioned in the background, showcasing warm wood cabinetry.
Apartment in Lexington
4.94 out of 5 average rating, 432 reviews

Warm home in Lexington, walk to town, nature trail

A newly built in-law apartment, located in the historical Lexington, is welcoming travelers home. Located in a safe and friendly community, the apartment is convenient to town center, Boston, restaurants, shops, tourist spots, and Lower Vine Brook forest trail (1 min walk)! The apartment follows enhanced cleaning protocol, with thorough ventilation and disinfecting. The HVAC system is private. Checkin and checkout are easy and no-contact. Registered with the town of Lexington: STML-21-2.

Top guest favorite
A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.
Place to stay in Sherborn
4.97 out of 5 average rating, 316 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Top guest favorite
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
4.98 out of 5 average rating, 167 reviews

Relaxing and Comfortable Home Away From Home

Privacy and comfort in complete lower level of this home. Private entrance and no shared space all within 5 minutes of shopping/restaurants and major highways. The space features a large kitchen w/dining area for 4pp, 1 bedroom with queen sized bed , living room with 65 inch tv with full cable. 1 full Bathroom with shower and tub. Washer and dryer are also included. Professionally maintained and enclosed backyard and patio area for outdoor seating.Full sized bed in the bonus room.

Top guest favorite
A tranquil kettle pond is depicted, reflecting the surrounding wooded landscape and soft hues of the sky. The calm water creates a mirrored surface, enhancing the serene atmosphere of the natural setting.
Guest suite in Concord
4.98 out of 5 average rating, 136 reviews

Water front cabin-like guest suite on a quiet pond

Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)

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, 148 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

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 out of 5 average rating, 49 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.

Popular amenities for Lexington vacation rentals

When is the best time to visit Lexington?

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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Lexington?

    Four-legged friends are welcome in Lexington. Choose from more than 40 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in condo rentals in Lexington?

    Experience the best of Lexington with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for Apartment Rentals in Lexington?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with free parking, over 20 homes with a kitchen, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Lexington?

    Yes! Work meets play with ease at over 80 vacation rentals in Lexington featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Lexington have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Lexington. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Lexington?

    Make yourself at home in Lexington by choosing from our most frequently booked neighborhoods. We have over 170 vacation rentals in Meriam Hill, over 110 vacation rentals in East Lexington, and over 1,990 vacation rentals in Arlington Heights.

  • Do apartment rentals in Lexington have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Lexington. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Lexington have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Lexington. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Lexington?

    Lexington has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there Lexington vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Lexington, available on Airbnb. Make a splash and soak up the sun in style!

Quick stats about vacation rentals in Lexington

  • Total vacation rentals

    Explore 120 vacation rentals in Lexington

  • Verified guest reviews

    Over 5,760 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wi-Fi availability

    120 of Lexington vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Lexington rentals

  • 4.7 Average rating

    Lexington stays receive an average rating of 4.7 out of 5 from guests