
Holiday rentals in Lexington
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Quick stats about holiday rentals in Lexington

Total holiday rentals
Explore 140 holiday rentals in Lexington

Verified guest reviews
Over 7,120 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 60 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
140 of Lexington holiday rentals include wifi 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
Top-rated holiday rentals in Lexington
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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!

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.

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!

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.

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

2BR Suite - Bright - Modern - Central AC - Parking
Large guest unit in a quiet residential neighborhood in Arlington MA. Superb accommodation in a prime 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

Cheerful 1-bedroom home with free parking
Forget your worries in this spacious and serene space. Walking distance to stores and restaurants and MBTA busses 78,77 and 62 for easy access to Boston and Cambridge and Lexington. Quiet neighborhood that is close to the Minuteman bike trail and Arlington Reservoir. The apartment is a part of a two family home. You will have your own private entrance. I live in the other apartment. Unfortunately we do not allow pets.

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

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.

Private apartment with driveway parking in Woburn
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.

Unique Loft/ Studio Guesthouse (super convenient)
Unique, double-height loft / studio - with 1 queen bed, and one sleeping/pull-out couch; Super convenient to Lexington town center - 3 min walk to restaurants, Starbucks, all the historical attractions and buses to Alewife (last stop of subway to Boston). Minutes to Rt 2 and Hwy 95 for business travelers to get to other parts of metro Boston
Popular amenities for Lexington holiday rentals
Other great holiday rentals in Lexington

3 Bedroom 2nd Floor Unit - commute to Boston

Lakeview Oasis in Arlington

Winchester Apartment on Greenway

Charming Waterfront Cottage Near Cambridge/Boston

The Little House - a historic New England cottage.

Lexington Battle Green

3 Mi to Minute Man NHP: 'Summer St Retreat' + Deck

Spacious 4 bed 2 bath Single Family with Lush Yard
When is the best time to visit Lexington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €119 | €114 | €125 | €105 | €118 | €123 | €141 | €150 | €131 | €139 | €125 | €125 |
| Avg. temp | -2°C | -1°C | 3°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 6°C | 1°C |
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.
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- Hotel rooms Lexington
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Boston Common
- Boston Seaport
- Gillette Stadium
- Revere Beach
- Brown University
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- MIT Museum
- Duxbury Beach
- North Hampton Beach
- Crane Beach
- Boston College
- Northeastern University
- Quincy Market
- Tufts University
- Harvard Square
- Roger Williams Park Zoo





