Become a host

Family-friendly vacation rentals in Woburn

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Woburn

  • Total vacation rentals

    Explore 40 vacation rentals in Woburn

  • Nightly prices starting at

    Woburn vacation rentals start at G$10,457 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,630 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Woburn vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woburn rentals

Top-rated family-friendly rentals in Woburn

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
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!

Indoor spacesFamilyTV

4.94 out of 5 average rating, 253 reviews
Top guest favorite
A comfortable living room is showcased with a blue sofa and two light-colored armchairs. A coffee table sits in the center, adorned with decorative items. Warm wood flooring complements the subtle hues of the walls, while soft lighting enhances the welcoming atmosphere.
Apartment in Woburn

Charming 1 BR private entrance apt commuters dream

Newly renovated, spacious 1 B/R apartment. Featuring a private entrance, kitchen with all new stainless-steel appliances, eating/office area, living room and separate bedroom with a Queen-sized bed, streaming cable & WIFI connections, exclusive outdoor space and off-street-parking. Minutes to Rt 95, Rt 128, Rt 93. Easy drive to all major local business, hospitals, mass transportation , airport & commuter rail less than 2 miles. Minutes to Woburn center, Winchester center, shopping & dining.

FamilyKitchenWalkability

4.99 out of 5 average rating, 192 reviews
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

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!

Indoor spacesKitchenValue

4.88 out of 5 average rating, 159 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.

Indoor spacesKitchenValue

4.88 out of 5 average rating, 234 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.

KitchenFamilyParks

4.94 out of 5 average rating, 462 reviews
Guest favorite
A modern kitchen showcases white cabinetry and a large island with seating. Stainless steel appliances include a dishwasher and a gas range. Natural light floods the space through a window, illuminating the countertop adorned with a vase of flowers.
Home in Arlington

Arlington Playhouse: 5BR/3BA w/ Elite Game Suite

**The Arlington Playhouse** is a premier 5BR/3BA retreat on quiet Washington St. Features a rare **main-floor bedroom & full bath**, an upstairs **King Primary Suite**, and a **crib** for families. Enjoy a massive chef’s kitchen with a dedicated cafe area. The dual-room game suite is built for fun with **Air Hockey, Shuffleboard, Foosball**, and a cinematic media lounge. Clean, modern, high-capacity luxury just minutes from Cambridge and Boston. Perfect for families and large groups!

FamilyKitchenHospitality

4.93 out of 5 average rating, 100 reviews
Top guest favorite
A dining area is presented with a rustic wooden table surrounded by white chairs. Lush green plants are displayed throughout the space, enhancing its natural light. A geometric pendant light hangs above, while large windows provide views of the bright, open living area beyond.
Home in Medford

Bright Family Oasis Near Boston w/ Parking

Bright, plant-filled oasis in a quiet Medford neighborhood just minutes from Boston, with easy access to transit and free parking. Guests return again and again for the spotless cleanliness, curated art, and true “home away from home” feel. Enjoy a fully equipped chef’s kitchen and private backyard. Perfect for exploring the city, then relaxing in a peaceful, beautifully designed space. Or working from home. Conveniently located for day trips to Salem, Cambridge and downtown Boston.

FamilyKitchenAccuracy

4.99 out of 5 average rating, 123 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

FamilyIndoor spacesLaundry

4.97 out of 5 average rating, 183 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.

KitchenIndoor spacesGrill

4.99 out of 5 average rating, 117 reviews
Top guest favorite
A spacious living area features modern appliances, including a stainless steel refrigerator and stove. Soft-toned cabinetry complements the kitchen space. Comfortable seating is provided by a sectional sofa with contrasting cushions, while natural light floods in through multiple windows.
Home in Woburn

Large 4Bed 2Bath Clean Alternative to Hotel Living

Large first floor unit, full-of-light, located near magnificent Woburn town center. Next to Public Library and historic First Church of Woburn. Amazing food scene. Beautiful Horn Pond nearby. Easy commute to Boston - high speed Boston Express bus. Central heating and air conditioning. Simple, stress-free layout. Newly sanded floors. In unit stacked free laundry. Cooktop with over the counter oven.

KitchenFamilyLocation

4.9 out of 5 average rating, 174 reviews
Top guest favorite
A bedside table with a wooden surface and black drawer is positioned next to a spacious bed. A lamp with a white shade and a black base features golden accents, providing a soft glow in the room. Neutral-colored bedding adds to the calming atmosphere.
Apartment in Woburn

New Construction En Suite

Discover a stylish en-suite apartment in Woburn, MA, managed by experienced hosts. This property features a private entrance, a spacious layout with high ceilings, and a private patio. Enjoy easy access to local attractions and the convenience of a well-equipped space. Perfect for a relaxing getaway with your furry friend, this apartment offers a blend of comfort and accessibility.

FamilyKitchenDecor

4.97 out of 5 average rating, 124 reviews
Guest favorite
Apartment in Everett

Curated Designer Retreat • Pool • Gym • Dining

Experience modern Everett living in this bright 2BR/2BA home! Enjoy a fully equipped kitchen with stainless steel appliances, in-unit laundry, and spacious sunlit living areas. Relax by the courtyard pool, stay active in the 24/7 fitness center, or unwind in the outdoor lounges and fire pits. Close to Encore, Assembly Row and major highways for easy access to Greater Boston.

FamilyKitchenCondition

4.95 out of 5 average rating, 108 reviews

Popular amenities for Woburn family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top 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

Lakeside apartment, patio, hot tub, outside shower

Indoor spacesKitchenHiking

4.98 out of 5 average rating, 218 reviews
Guest favorite
Farm stay in North Andover

Winery Farmhouse w/ Private Hot Tub & Wine Tasting

KitchenIndoor spacesOutdoor spaces

4.97 out of 5 average rating, 132 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

FamilyIndoor spacesDecor

4.95 out of 5 average rating, 184 reviews
Guest favorite
An open living area is presented, featuring a dark leather sofa facing a circular dining table with wooden chairs. A well-equipped kitchen, complete with modern appliances, is visible in the background. Natural light enters through large windows, illuminating the wood flooring.
Apartment in Windham

The Estate Escape with Hottub

KitchenIndoor spacesCheckout

4.86 out of 5 average rating, 256 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

KitchenIndoor spacesOutdoor spaces

4.96 out of 5 average rating, 166 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!

KitchenIndoor spacesOutdoor spaces

4.95 out of 5 average rating, 179 reviews
Top guest favorite
Cottage in Mendon

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Indoor spacesKitchenHot tub

4.95 out of 5 average rating, 154 reviews
Top guest favorite
A vibrant flower pot filled with colorful flowers is positioned near a sparkling saltwater pool. In the background, ocean views are visible, complemented by lounge chairs and a hot tub. Gentle water splashes from the pool add a lively touch to the serene setting.
Apartment in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

Indoor spacesKitchenCheckout

4.96 out of 5 average rating, 282 reviews

Family- and pet-friendly home rentals

Guest favorite
A well-equipped kitchen presents stainless steel appliances and an island with seating for four. Natural light floods the space through large windows, creating a bright and inviting atmosphere. The adjacent sunroom is visible through an open entryway, enhancing the home’s spacious feel.
Home in Wakefield

Home w/Yard+Parking & <15 Miles to Boston & Salem

KitchenFamilyWalkability

4.95 out of 5 average rating, 305 reviews
Guest favorite
The image displays a modern, two-story home with a brown exterior featuring horizontal siding. A unique sculpture is situated on the front lawn, surrounded by landscaped greenery. A stone pathway leads to the entrance, which is framed by tall trees and shrubs.
Guesthouse in Lexington

Unique Loft/ Studio Guesthouse (super convenient)

KitchenIndoor spacesDecor

4.74 out of 5 average rating, 272 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.

Indoor spacesKitchenValue

5.0 out of 5 average rating, 259 reviews
Guest favorite
The entrance features a spacious foyer with hardwood flooring. A console table with a lamp and decorative items is present, alongside a full-length mirror. Natural light enters through a window and the front door, enhancing the welcoming atmosphere of the space.
Home in Melrose

Upscale 5BR Family Home Near Boston

KitchenFamilyNearby

4.95 out of 5 average rating, 145 reviews
Top guest favorite
Barn in Carlisle

Private Studio w/ Loft Center Historic Carlisle

FamilyIndoor spacesHospitality

4.89 out of 5 average rating, 483 reviews
Guest favorite
The spacious living area showcases a comfortable grey sofa paired with a wooden coffee table. A well-equipped kitchen with wooden cabinetry and stainless steel appliances is visible in the background. Bright lighting enhances the inviting atmosphere, complemented by a Smart TV for streaming in the corner.
Apartment in Malden

3bed, 1 bath - Near Boston - Free parking

FamilyIndoor spacesGetting around

4.9 out of 5 average rating, 136 reviews
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

Flower Farm Getaway 2BR, 20 Min To Boston

FamilyKitchenLayout

5.0 out of 5 average rating, 209 reviews
Top guest favorite
Townhouse in Watertown

Beautiful, Bright, 3 BR Close to Boston w/Parking.

FamilyIndoor spacesLong stay

4.96 out of 5 average rating, 206 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!

FamilyIndoor spacesTV

4.97 out of 5 average rating, 445 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

FamilyKitchenView

5.0 out of 5 average rating, 108 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

Indoor spacesFamilyGrill

4.88 out of 5 average rating, 206 reviews
Top guest favorite
Cottage in Marblehead

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

FamilyKitchenValue

4.99 out of 5 average rating, 167 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

KitchenFamilyComfort

4.95 out of 5 average rating, 217 reviews
Top guest favorite
The backyard features a shared pool surrounded by a brick patio, reflecting the greenery of nearby trees. The area is enclosed by a fence, providing a sense of privacy. A wooden bench is visible nearby, offering a spot to relax by the water.
Home in Weston

Spacious vacation unit in premium suburban town

Indoor spacesKitchenAir conditioning

4.97 out of 5 average rating, 120 reviews
Guest favorite
A well-lit living area features a cozy white sectional sofa and a stylish floor lamp. Light from large windows illuminates the space, highlighting the warm wooden wall design. A round mirror complements the room, while a small table is adorned with decorative plants.
Apartment in Brighton

The Murthy : Bright • Spotless • W/D

KitchenIndoor spacesLaundry

4.96 out of 5 average rating, 159 reviews
Top guest favorite
The spacious bedroom features two queen beds with light green bedding, positioned beside a large window that allows natural light to fill the room. A modern bathroom is visible in the background, with neutral tones and elegant fixtures. Wooden benches provide additional seating.
Apartment in Winthrop

Private Suite• Pool • Sleeps 4 • Boston • Airport

KitchenIndoor spacesComfort

4.97 out of 5 average rating, 345 reviews

When is the best time to visit Woburn?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,418 GYDG$33,463 GYDG$33,463 GYDG$41,620 GYDG$42,875 GYDG$53,123 GYDG$42,248 GYDG$48,104 GYDG$44,757 GYDG$51,241 GYDG$38,483 GYDG$38,692 GYD
Avg. temp-2°C-1°C3°C9°C15°C20°C23°C22°C18°C11°C6°C1°C

Destinations to explore