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Vacation rentals in Lexington

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Top-rated vacation rentals in Lexington

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

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Top guest favorite
The kitchen area showcases modern appliances including a black refrigerator and gas stove. A spacious countertop offers ample prep space. Light wood flooring complements the white cabinetry. Seating for four is available at the round table, illuminated by natural light from the adjacent windows.
Home in Bedford
4.92 out of 5 average rating, 171 reviews

Modern 2BR with A/C for your Business and Pleasure

Ideal location for business travelers or small families. Enjoy a comfortable experience at this centrally-located place. Don’t be fooled by the size of our 600SF home, it has everything you could need - fast WIFI, fully stocked kitchen, central AC, gas stove, insta hot water, fridge with ice & filtered water on the door, and a soaking tub. Conveniently located by Hanscom AFB, Hartwell Business Corridor, Wiggins Ave Technology District, MIT Lincoln Lab, Edge Sports Center & the Minuteman Bikeway.

Top guest favorite
A charming farmhouse stands amidst a lush garden, surrounded by vibrant purple irises. The white exterior of the house contrasts beautifully with the greenery, providing a serene atmosphere. Tall trees and a manicured lawn enhance the inviting landscape of the property.
Guest suite in Weston
4.99 out of 5 average rating, 194 reviews

Flower Farm Getaway 2BR, 20 Min To Boston

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 20-minute drive to Amtrak's "Route 128" station to NYC and points south.

Guest favorite
A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.
Apartment in Arlington
4.98 out of 5 average rating, 207 reviews

Lakeside apartment, patio, hot tub, outside shower

Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom. Private from public, patio and hot tub overlooks lake and conservation land. No stairs. Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit. $25 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

Top guest favorite
A living area features a comfortable sofa with cushions, a glass coffee table, and a flat-screen TV on a stand. A round dining table with wooden stools is visible, along with a large mirror reflecting the space. Sunlight enters through sheer curtains.
Apartment in Waltham
4.97 out of 5 average rating, 106 reviews

Just Renovated, Private & Quiet 2 Bedroom Condo

Keep it simple and comfortable at this peaceful, centrally located getaway. Set at the very end of a private, ultra-quiet dead-end road, the home feels tucked away This newly renovated 2-bedroom unit is an ideal home base for your Boston-area stay You’ll have easy access to public transportation, parks, dining, shopping, and major highways including I-95, I-90, and Route 2. Enjoy your own private outdoor deck, a spacious yard, in-unit laundry, central AC, and off-street parking for two cars

Top guest favorite
Apartment in Woburn
4.96 out of 5 average rating, 223 reviews

Comfy-Spacious-private 1BR conveniently located

This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!

Top guest favorite
A modern kitchenette is featured with stainless steel appliances, including an oven and refrigerator. A spacious gray sectional sofa is positioned on a geometric patterned area rug. Bright windows allow natural light to illuminate the room, complemented by decorative mirrors and a potted plant.
Apartment in Woburn
4.88 out of 5 average rating, 120 reviews

Newly Finished Guest Haven in Woburn

Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!

Top guest favorite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Condo in Salem
4.95 out of 5 average rating, 103 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

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, 447 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 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
5 out of 5 average rating, 245 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.

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
4.98 out of 5 average rating, 169 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 pathway lined with brick leads to a cozy cottage with maroon siding, framed by lush greenery. A seating area with chairs is positioned on a well-maintained lawn, inviting relaxation on a sunny day. Tall trees provide shade, enhancing the tranquil ambiance.
Barn in Nahant
5 out of 5 average rating, 165 reviews

Entire Beach-Town Cottage, Barn Charm, near Boston

A nicely renovated, old barn, fully furnished, where contemporary style meets barn-charm. Located in a quiet neighborhood with private yard and only minutes to the beach. Parking on premises. The ideal location for a short getaway with family or friends or to unwind after a long day at work. Only 25' from downtown Boston and other North Shore towns with restaurants and bars.

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
4.97 out of 5 average rating, 180 reviews

Private apartment with off street parking

Enjoy your private retreat in this spacious 1-bedroom lower-level apartment, comfortably accommodating up to 4 guests. Features a fully equipped kitchen, a cozy living room with a 65" Smart TV, and access to a beautiful, enclosed backyard. Located minutes from shops and restaurants, it's the perfect blend of comfort and convenience for your stay.

Popular amenities for Lexington vacation rentals

When is the best time to visit Lexington?

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Avg. priceﺩ.ﺇ441ﺩ.ﺇ441ﺩ.ﺇ441ﺩ.ﺇ441ﺩ.ﺇ496ﺩ.ﺇ514ﺩ.ﺇ591ﺩ.ﺇ628ﺩ.ﺇ551ﺩ.ﺇ584ﺩ.ﺇ525ﺩ.ﺇ525
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Frequently Asked Questions

  • What are the best places to stay in Lexington?

    Many travelers look for accommodations around Lexington Center, which provides easy access to historic sites and local dining. Tree-lined neighborhoods and areas near green spaces are frequently suggested for a quieter experience.

  • What are the best things to do in Lexington with kids?

    Kids enjoy hands-on activities at the Lexington Historical Society museums, biking the Minute Man Bikeway, or exploring neighborhood playgrounds. Community parks provide space for games and outdoor fun.

  • What are some of the best things to do in Lexington?

    Explore key sites like the Lexington Battle Green, Buckman Tavern, and Hancock-Clarke House. Scenic walks, farmers markets, and local galleries are also often recommended for experiencing the area’s community spirit.

  • How is the weather in Lexington?

    Lexington has cold winters, with temperatures often near 18–37°F (-8–3°C) in January, and warm, humid summers peaking around 85°F (29°C) in July. Rainfall is spread throughout the year, and autumn brings colorful foliage.

  • When is the best time to visit Lexington?

    Late spring and early fall are frequently suggested for mild weather, blooming flowers, and scenic foliage. The town’s Patriots’ Day celebrations in April also attract many history enthusiasts.

  • What are the best places to visit in Lexington?

    Explore the Lexington Battle Green, step into history at Buckman Tavern, and enjoy peaceful moments in the Minute Man National Historical Park. The Lexington Depot and local museums also draw visitors interested in culture and heritage.

  • What are some hiking trails in Lexington?

    Lexington has serene forested paths at the Western Greenway and walking trails in the Minute Man National Historical Park. Local conservation areas like Whipple Hill also include woodland hikes and scenic viewpoints.

  • What are some family activities we can do in Lexington?

    Families can join interactive tours at historic homes, explore playgrounds in community parks, or participate in educational exhibits at local museums. Walking the Minute Man Bikeway is another engaging option for all ages.

  • What are some of the best day trip ideas from Lexington?

    Travelers frequently explore nearby cities known for arts and cultural sites, hike in forested state parks, or visit coastal villages for local seafood. Historic estates and nature preserves around the region also make engaging excursions.

  • Are there any pet friendly accommodations available in Lexington?

    Lexington has a range of pet-friendly vacation rentals and homes, especially in residential neighborhoods with access to parks and trails. Many hosts welcome pets, but it is helpful to confirm pet policies before booking.

  • What are some local tips for visiting Lexington?

    Start your day early at historic sites to enjoy quieter moments, especially around the Battle Green. Public greenways and neighborhood cafes give a deeper sense of Lexington’s friendly pace and local traditions.

  • What is Lexington known for?

    Lexington is known for its pivotal role at the start of the American Revolution, with landmarks like the Battle Green and preserved colonial-era sites. The community values green spaces, educational resources, and historical interpretation.

  • What are the best hidden gems to explore in Lexington?

    Visitors often enjoy the quiet beauty of the Lexington Community Farm and small local galleries. The Old Burying Ground reveals centuries of history amid shaded gravestones, inviting peaceful reflection.

  • What are the best foods to try in Lexington?

    Lexington’s dining scene includes New England classics like clam chowder and seasonal berry desserts, alongside internationally inspired dishes. Bakeries with fresh pastries and farm-to-table cafes are often recommended.

  • What should I bring for a trip to Lexington?

    Layered clothing is useful for Lexington’s shifting temperatures, and comfortable shoes help for exploring historic sites and trails. An umbrella or lightweight rain jacket is handy year-round due to periodic rain.

  • What is the nightlife in Lexington like?

    Lexington’s nightlife has a relaxed atmosphere, with neighborhood restaurants, wine bars, and occasional live music events. Evenings are often centered around local eateries and casual gathering spots.

  • What are the most popular events or festivals in Lexington?

    Lexington is known for commemorative Patriots’ Day events each April, including reenactments on the Battle Green and community parades. Seasonal farmers markets and local art fairs are also popular, drawing neighbors and visitors.

  • Are there family friendly vacation rentals in Lexington?

    Lexington has many family-friendly vacation rentals, with options in residential areas close to parks and playgrounds. Spacious homes and garden settings are frequently suggested for groups traveling with children.

Quick stats about vacation rentals in Lexington

  • Total vacation rentals

    Explore 130 vacation rentals in Lexington

  • Verified guest reviews

    Over 6,730 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    130 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