
Family-friendly vacation rentals in Lexington
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Lexington

Total vacation rentals
Explore 40 vacation rentals in Lexington

Nightly prices starting at
Lexington vacation rentals start at G$10,440 GYD per night before taxes and fees

Verified guest reviews
Over 2,500 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Lexington vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lexington rentals

4.8 Average rating
Lexington stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Lexington
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.
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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!
Indoor spacesFamilyGetting around

Dixie’s House, 1BD in Arlington
1 bedroom, family-friendly apartment in the quiet Morningside neighborhood of Arlington. Can sleep 5. Free driveway & off-street parking. King bed + queen sofa bed in living room + extra twin. 1 full bath, kitchenette with dishwasher (No Oven or Cooktop). NEW washer/dryer combo! 1 mile from the bike path and short drive to Alewife/Davis T stations. Young kids and dog live above (expect some noise). Bus route to Harvard Square nearby. Also close to Wright-Locke Farm with stunning fall hikes.
Indoor spacesFamilySleep quality

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.
Indoor spacesFamilyAmenities

Mid-Century Modern in Historic Lexington
Stylish mid-century house surrounded by conservation land. 6 bedrooms, 2.5 baths. Master bedroom has private bathroom. Sleeps up to 10 people. Sweeping ceilings and giant windows bring nature inside. Quiet. Discounts available for longer stays. The Turning Mill neighborhood in Lexington is famous for its Mid Century homes designed by modernist architect Walter Pierce of MIT. Academics, musicians, engineers etc., make this neighborhood their home for its serenity and unique style.
Indoor spacesFamilyCheckout

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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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)
Indoor spacesKitchenLocation

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
KitchenFamilyHiking

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
KitchenFamilyGetting around

The Brickhouz at Arlington !
Just a little bit of everything for everyone to have a spectacular time in Boston, perfect for family gathering ! A funky and quirky cozy 4-bedroom brickhouse smack right in the middle of Arlington Center. 10 mins to Harvard Square, 15 minutes to Boston and Logan airport. Sleeps 8 - 2 bathrooms. Short 1 minute walk to cafes and restaurants. Discounts available for longer stays. Strictly no parties or unapproved pets.
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Modern 2-Story Near Boston & Harvard
Large, stylish, two-floor home in East Arlington, minutes from Cambridge and Boston. Set on a quiet street near Mass Ave, with easy access to Harvard University, MIT, and Tufts University. Public transit via Red Line and 77 bus, plus convenient access to Gillette Stadium. Spacious, quiet, and perfect for families or groups seeking comfort near the city.
FamilyIndoor spacesAccess

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.
Indoor spacesKitchenSolo travel
Popular amenities for Lexington family-friendly rentals
Family-friendly home rentals with a hot tub

Lakeside apartment, patio, hot tub, outside shower
KitchenFamilyHiking

Romantic Getaway w/private Jacuzzi• Fire Pit•
Indoor spacesFamilyLocation

Nana-tucket Inn
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Winery Farmhouse w/ Private Hot Tub & Wine Tasting
FamilyIndoor spacesAccess

1790 Stone Manor Farm
Indoor spacesFamilyHeating

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views
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Hopkinton Mass 3+ Bedrooms - Great location!
KitchenIndoor spacesAir conditioning

The Estate Escape with Hottub
FamilyIndoor spacesCheck-in
Family- and pet-friendly home rentals

Absolutely Gorgeous 3 Bedroom Close to Boston
KitchenFamilySleep quality

Just Renovated, Private & Quiet 2 Bedroom Condo
Indoor spacesKitchenWalkability

Boston's Luxury Home: Pet-Friendly, 4BR, Sleeps 10
KitchenIndoor spacesTV

Newly Finished Guest Haven in Woburn
FamilyKitchenLocation

Cozy en suite w/ high ceilings
KitchenFamilyPets

Harvard House-The Gathering Place.
KitchenIndoor spacesGetting around

Modern Cozy 2 Bed Near Cambridge
Indoor spacesFamilyTV

White Pine Cottage – Cozy 3BR w/ Fireplace
FamilyIndoor spacesCheck-in
Family-friendly home rentals with a pool

Cozy Private Studio Unit w/ Laundry and Parking!
Indoor spacesFamilyBackyard

Amazing studio
FamilyKitchenAccess

Spacious vacation unit in premium suburban town
Indoor spacesKitchenTV

Pool Is Open in Sept! Steps from Harbor + Old Town
KitchenFamilyDecor

Farmhouse Guest Apartment
FamilyIndoor spacesCondition

Luxury Grand Oasis | Pool · Gym · Parking · 2BR
KitchenIndoor spacesCleanliness

Country Cottage in the City
FamilyIndoor spacesGrill

Gather, Cook & Unwind, 3BR, Fireplace
Indoor spacesKitchenSolo travel
When is the best time to visit Lexington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,342 GYD | G$39,463 GYD | G$41,342 GYD | G$45,101 GYD | G$49,277 GYD | G$54,914 GYD | G$41,969 GYD | G$42,178 GYD | G$41,969 GYD | G$44,266 GYD | G$41,134 GYD | G$42,595 GYD |
| 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 |
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- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Boston College
- Canobie Lake Park
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Tufts University
- Harvard Square
- Crane Beach
- Quincy Market
- Snhu Arena
- Saquish Beach





