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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$10,461 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.

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Top guest favorite
Apartment in Arlington

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.

4.98 out of 5 average rating, 221 reviews
Top guest favorite
Apartment in Woburn

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!

4.95 out of 5 average rating, 258 reviews
Superhost
The spacious living area features warm wooden flooring and a central table with seating. Natural light enters through a nearby door, complemented by modern pendant lighting. A kitchenette is visible with a stylish shelf displaying decorative items, creating a functional yet inviting environment.
Apartment in Arlington

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.

4.89 out of 5 average rating, 236 reviews
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

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.

4.94 out of 5 average rating, 465 reviews
Guest favorite
A mid-century house is positioned among lush greenery, showcasing a modern exterior in muted tones. A paved driveway leads up to the entrance, framed by a natural landscape of trees and grass, creating a serene and inviting outdoor environment.
Home in Lexington

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.

4.91 out of 5 average rating, 139 reviews
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

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)

4.98 out of 5 average rating, 153 reviews
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

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.

4.97 out of 5 average rating, 100 reviews
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

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

4.97 out of 5 average rating, 189 reviews
Guest favorite
Apartment in Woburn

Newly Finished Guest Haven in Woburn

Newly finished private 1BR guest suite in Woburn, conveniently located near Boston. Enjoy a comfortable king bed, bath, separate living room with kitchenette, private entrance, and free off-street parking. Relax in a quiet residential setting after exploring Boston or the surrounding area. Ideal for couples, solo travelers, business trips, or longer stays. Located on the lower level of our home, the suite offers a private and peaceful stay.

4.88 out of 5 average rating, 172 reviews
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

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

5.0 out of 5 average rating, 171 reviews
Top guest favorite
A stylish living room features a green sectional sofa complemented by colorful throw pillows. A round coffee table rests on a patterned area rug. Art pieces adorn the walls, and natural light enters through windows, illuminating the warm wooden flooring and brick fireplace.
Home in Arlington

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.

4.99 out of 5 average rating, 120 reviews
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

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.

4.97 out of 5 average rating, 192 reviews

Popular amenities for Lexington family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favorite
Apartment in Woburn

Romantic Getaway w/private Jacuzzi• Fire Pit•

4.93 out of 5 average rating, 242 reviews
Top guest favorite
A historic stone farmhouse is set on a spacious green lawn, complemented by a vibrant red barn in the background. Tall trees provide shade, and a carefully arranged stone border outlines the lush garden area, creating a tranquil outdoor setting.
Farm stay in Hopkinton

1790 Stone Manor Farm

4.96 out of 5 average rating, 166 reviews
Guest favorite
Farm stay in North Andover

Winery Farmhouse w/ Private Hot Tub & Wine Tasting

4.97 out of 5 average rating, 135 reviews
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

Nana-tucket Inn

4.95 out of 5 average rating, 184 reviews
Top guest favorite
Cottage in Mendon

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

4.96 out of 5 average rating, 158 reviews
Top guest favorite
An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.
Home in Hopkinton

Hopkinton Mass 3+ Bedrooms - Great location!

4.95 out of 5 average rating, 180 reviews
Top guest favorite
The historic carriage house is presented in a charming turquoise color, surrounded by lush greenery and flowering plants. Tall windows provide ample natural light. A spacious yard is visible, framed by a low stone wall and iron fence.
Guesthouse in Rockport

Historic Carriage House | Dog Friendly | Hot Tub

4.99 out of 5 average rating, 177 reviews
Guest favorite
A spacious bedroom is presented with a king-sized bed dressed in patterned bedding. A wooden bench sits at the foot of the bed, and a decorative cabinet is visible in the corner. Natural light filters through a nearby window covered by dark curtains.
Guest suite in Fitchburg

Private sanctuary in the city w/ patio & backyard

4.95 out of 5 average rating, 140 reviews

Family- and pet-friendly home rentals

Superhost
A spacious living area features two gray sofas with yellow accent pillows, arranged around a circular wooden coffee table. A gas fireplace is centered against a white mantel, complemented by large windows allowing natural light and views of greenery.
Townhouse in Waltham

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

4.93 out of 5 average rating, 162 reviews
Guest favorite
A modern living area is furnished with a sectional couch and a vibrant red chair. A large television is mounted on the wall above a dark wood entertainment unit, which holds decorative items. Wooden floors and recessed lighting contribute to a bright and welcoming environment.
Apartment in Watertown

Absolutely Gorgeous 3 Bedroom Close to Boston

4.95 out of 5 average rating, 161 reviews
Top guest favorite
A comfortable seating area is highlighted by two stylish armchairs and a soft sofa. Natural light filters through large windows that overlook the greenery outside. A modern rug is placed on the wooden floor, complementing the decor, while a lamp and coat rack add functional touches.
Home in Framingham

Cozy en suite w/ high ceilings

4.98 out of 5 average rating, 146 reviews
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

Just Renovated, Private & Quiet 2 Bedroom Condo

4.98 out of 5 average rating, 122 reviews
Guest favorite
Barn in Carlisle

Private Studio w/ Loft Center Historic Carlisle

4.89 out of 5 average rating, 485 reviews
Guest favorite
A contemporary living area is showcased with a large flat-screen TV positioned on a wooden console. A cozy armchair and a plush area rug complement the warm hardwood flooring, while a framed artwork decorates the wall above. A decorative item is displayed on the console.
Apartment in Belmont

Modern Cozy 2 Bed Near Cambridge

4.93 out of 5 average rating, 106 reviews
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

Newly renovated, spacious, clean, 3 bedroom home.

5.0 out of 5 average rating, 263 reviews
Top guest favorite
A spacious outdoor area features a dining table surrounded by chairs, complemented by loungers and a hot tub. An umbrella provides shade over the seating area, while lush greenery and well-maintained landscaping create a peaceful environment. The in-ground pool is visible in the foreground.
Guesthouse in Newton

Charming 2-story private Guesthouse

4.94 out of 5 average rating, 257 reviews

Family-friendly home rentals with a pool

Top guest favorite
A washing machine and dryer are positioned side by side against a wall. A small dining table with white chairs is situated near a window, while a desk and chair are also present in the space. Light-colored walls and a nautical-themed clock add to the room's design.
Apartment in Waltham

Cozy Private Studio Unit w/ Laundry and Parking!

4.97 out of 5 average rating, 451 reviews
Guest favorite
A bright bedroom features a spacious bed with a white coverlet and colorful pillows. Natural light filters through multiple windows, enhancing the wooden accents of the walls and furniture. A television is mounted on the wall above a wooden dresser, creating a comfortable and inviting space.
Guesthouse in West Roxbury

Country Cottage in the City

4.95 out of 5 average rating, 218 reviews
Guest favorite
Apartment in Everett

Curated Designer Retreat • Pool • Gym • Dining

4.96 out of 5 average rating, 119 reviews
Guest favorite
A cozy living area features a spacious daybed flanked by decorative pillows. Two armchairs are positioned across from a coffee table, enhancing the seating arrangement. A decorative vase adds charm beside the fireplace, while natural light filters through the window, illuminating the wood flooring.
Guest suite in Revere

Amazing studio

4.87 out of 5 average rating, 210 reviews
Top guest favorite
Cottage in Marblehead

Steps from Harbor + Walk to Old Town + Restaurants

4.99 out of 5 average rating, 169 reviews
Top guest favorite
A spacious exterior view showcases a two-story light gray house with a brick chimney, set against a backdrop of lush greenery and a mix of trees. A charming barn is visible in the distance, complementing the well-maintained gardens and open lawn.
Apartment in Groton

Farmhouse Guest Apartment

5.0 out of 5 average rating, 110 reviews
Top guest favorite
A spacious living area features hardwood flooring and large glass doors that provide natural light and views of the outdoors. Two comfortable sofas are positioned around a coffee table, with a dining area visible in the background. Wall sconces add soft illumination.
Home in Weston

Spacious vacation unit in premium suburban town

4.97 out of 5 average rating, 120 reviews
Superhost
A small seating area is presented with a pink loveseat adorned with patterned pillows, positioned beside a bedside table. A soft lamp is placed atop the table, and a tissue box is situated nearby. Light wood flooring complements the neutral color scheme.
Guest suite in Framingham

Exquisite 1 Bedroom Suite-Charming,W/Private Entry

4.78 out of 5 average rating, 104 reviews

When is the best time to visit Lexington?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$41,425 GYDG$39,542 GYDG$41,425 GYDG$45,191 GYDG$49,376 GYDG$55,025 GYDG$42,053 GYDG$42,262 GYDG$42,053 GYDG$44,354 GYDG$41,216 GYDG$42,681 GYD
Avg. temp-2°C-1°C3°C9°C15°C20°C23°C22°C18°C11°C6°C1°C

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