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Kid-friendly vacation rentals in Middlesex County

Find and book unique kid-friendly rentals on Airbnb

Top-rated kid-friendly rentals in Middlesex County

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

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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, 166 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 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

A two-story grey house with white trim is visible, featuring large windows and a front porch. A white car is parked in the driveway, leading to a closed garage door. Lush trees provide greenery around the property.

Guest suite in Worcester

4.89 out of 5 average rating, 447 reviews

Private Suite with separate entrance in Worcester

The suite allows maximum of two pets per reservation for $50 per a pet. Our guests privacy starts from check in to check out with private entrance. The living room has mini library for guests, a 65 inch smart TV with high speed Internet and complimentary YouTubeTV local channels. The suite has a mini kitchen with mini refrigerator, freezer, microwave, air fryer, and coffee maker. It also has stocked cabinet utensils, cleaning supplies, linen closet and electric pump air mattress if necessary.

Top guest favorite

A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.

Place to stay in Sherborn

4.97 out of 5 average rating, 300 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

The kitchenette features white cabinetry and a dark countertop. A microwave, coffee maker, and a small refrigerator are included. Natural light flows in through the glass-paneled door, which leads to the outside. The area is designed for convenience with ample workspace.

Guest suite in Watertown

4.92 out of 5 average rating, 310 reviews

Private 1BR Pied-a-terre

Fully furnished suite with private entrance; walk in at ground level. Picture window view of, and use of, large back yard. Separate sitting and sleeping areas (full size bed), desk/workspace, bathroom with shower, kitchenette with small fridge, coffeemaker and microwave (no stove). Great take-out nearby. No pets, no smoking permitted. Car? There is off-street covered parkling. No car? 71 Bus to Harvard Square stops at our corner; short walk to other buses and public transportation.

A modern kitchen area is presented with wooden cabinetry and black appliances, including a refrigerator and microwave. A dining table with place settings is visible, alongside a cozy living area featuring a leather sofa and a ceiling fan overhead.

Home in Framingham

4.97 out of 5 average rating, 137 reviews

1BR Loft | 25 Mins to Boston | Quiet Neighborhood

Welcome to The Loft! 100% Private 1-Bedroom Place Queen Bed — Pillowtop Mattress Full Kitchen — Stove, Fridge, Dishwasher, Pots/Pans, Utensils & Cooking Essentials Dining Area — Table & Chairs Living Room — Leather Sofa 49" SmartTV — Netflix + Sling Live TV Bathroom — Shower, Plush Towels & Natural Bath Products Private 2nd Floor Entrance Your Own Driveway Quiet & Safe Neighborhood Deep Cleaned & Sanitized 2 Min Walk to Park 25 Mins to Boston Easy Access —Route 9 & 90-Mass Pike

A cozy living room is highlighted by a beige area rug featuring floral patterns. A wooden coffee table is centered, flanked by a futon adorned with pillows. Natural light filters through a large window dressed with sheer curtains, while a ceiling fan adds a touch of comfort.

Apartment in Maynard

4.91 out of 5 average rating, 511 reviews

Loft Apartment Suite in Downtown Maynard

Private apartment on top floor in downtown Maynard with full kitchen, living room and bedroom/office. A warm, cozy space with plenty of natural light! Free parking on site for 1 vehicle, and only 2 miles from the Fitchburg commuter rail line, which will bring you right into North Station in Boston! Walking distance to restaurants, cleaners, movie theater, gym, golf course, shopping... & lots more! Nearby there are lots of historical sites, ski areas, and areas for swimming!

A spacious loft area features a queen-sized bed with a cozy comforter and decorative pillows, alongside a daybed for seating or lounging. Wooden beams and a rustic brick hearth enhance the charm. Light enters through multiple windows, illuminating the inviting space.

Guest suite in Littleton

4.91 out of 5 average rating, 412 reviews

Historic Loft with bathroom & kitchenette

A beautiful 1840s barn loft steps away from miles of hiking trails. Fully separate and private entrance, bathroom, and kitchenette. Enjoy a serene, rustic cabin atmosphere with a historic brick hearth and exposed beams. Southeast facing windows overlook patio, garden and ruins. Off the beaten path but only 5 min. to Rte 2, Rte 495, and Boston commuter rail. Drive times w/o traffic: 45 min. Boston, 20 min. Lowell/ Rte 3, Burlington, Bedford, Nashua 30 min.

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

4.97 out of 5 average rating, 133 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

An open and spacious room is highlighted by natural light from large windows. A cozy leather settee and a small marble breakfast table with two chairs provide seating. The queen bed is dressed with a deep purple coverlet, and a decorative rug adds warmth to the wooden floor.

Apartment in Concord

4.93 out of 5 average rating, 402 reviews

Cottage Suite "A" - Walk to Shops, Train, History

This is a private unit with no shared areas. It is the front corner of our house and is completely separate. However, you will share walls like in an apartment. Kitchen includes: sink, microwave, fridge, Keurig, and water boiler. Private gated outside lawn and patio. History, nature, dining & shopping are very close by. Open and welcoming to ALL types of people. There is TV with internet (Prime & Netflix) but NO LIVE TV OR CABLE

A well-lit sleeping area features a spacious bed covered with a light-colored blanket. A desk and chair are positioned near a window with blinds. A decorative plant sits in a pot beside a wooden dresser, adding a touch of greenery to the neutral palette.

Guest suite in Marlborough

4.86 out of 5 average rating, 288 reviews

Professional Accommodations!

Across from Lake Williams near 20 and 495, completely separate entrance and parking, all newly renovated, central air, high speed fios internet, 43 inch smart tv, desk, mini fridge, microwave in separate eating area, walk to Dunkin Donuts, Your completely private space! Walk to restaurant with indoor and outdoor seating. For your safety during Covid I keep 72 hours Between guests and have unit professionally cleaned!

A well-lit bedroom features a spacious bed adorned with patterned bedding. Natural light filters through two large windows with wooden blinds, illuminating the soft carpeted floor. A bedside lamp provides additional warmth, and a door is partially visible on the right.

Guest suite in Wellesley

4.81 out of 5 average rating, 315 reviews

Private suite 1 BR, 1 BA, 1 LR, 1FLR

Prime location in Wellesley Hills, MA. Garden level suite offers a living room and a bedroom with a private bath. It offers a full size bed in the bedroom and a queen size pullout sofa in the living room. Private entrance with smart lock entry. Easy access to commuter rail, restaurants, post office, bank, Babson College, Wellesley College and Olin College of Engineering and so much more.

An exterior view of the studio showcases bright orange and light yellow striped walls. A small window and a white door are present on the lower level, surrounded by greenery. A concrete path leads to the entrance, which is framed by steps that ascend to a higher level.

Guesthouse in Arlington

4.78 out of 5 average rating, 110 reviews

300 sqft studio

Discover the charm of our delightful 300 sqft studio, thoughtfully designed for your comfort. This cozy space features a well-equipped mini fridge, microwave, and kettle, ensuring your convenience during your stay. Rest soundly on the plush queen bed, and for extra accommodation, the sofa easily transforms into a second bed.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Middlesex County kid-friendly rentals

Free parking on premises

Air conditioning

Kid-friendly house rentals

A well-lit bedroom features a spacious bed covered with a dark blanket, positioned against a light-colored wall. A simple wooden desk with a chair is located to the side, providing a functional workspace. Soft, diffused light enters through large windows with blinds.

Private room in Southborough

4.89 out of 5 average rating, 123 reviews

Room with full bath, Queen bed

A modern two-story house is displayed, featuring a combination of dark siding and light exterior walls. Snow covers the ground and the wooden deck. Illuminated windows create a warm glow in contrast to the wintry surroundings. Decorative shrubs and a mailbox are visible in the foreground.

Home in Wellesley

5 out of 5 average rating, 3 reviews

Wellesley Spacious and Modern

A private bedroom showcases a spacious bed with crisp white linens. A wooden dresser and a small side table provide storage. Natural light enters through a large window, complementing the modern décor. A ceiling fan and a flat-screen TV offer additional conveniences.

Private room in Northborough

4.95 out of 5 average rating, 172 reviews

Swan Home with warm vibes - Guest BR & Pvt Bath

A cozy private room features a spacious bed with light gray bedding and decorative throw pillows. The bright yellow walls add vibrancy to the space, while natural light enters through a window adorned with simple blinds. A small nightstand is positioned beside the bed.

Private room in Melrose

4.85 out of 5 average rating, 131 reviews

D-Cozy/private parking/Walk toT&BUS/Airport/Boston

A narrow hallway is presented, featuring grey walls and light wooden flooring. White doors are positioned on both sides, leading to different areas. A small wooden table with a lamp is against one wall, providing illumination in the corridor.

Home in Concord

4.65 out of 5 average rating, 142 reviews

Hedy’s Lovely 2 bedroom family home in Concord, MA

A bright sitting area features large windows allowing natural light to fill the space. A small dark table is situated alongside a wooden armchair and a couch. Indoor plants and decorative art pieces enhance the ambiance, creating a tranquil environment with views of the outdoors.

Private room in Billerica

4.85 out of 5 average rating, 377 reviews

Bedroom and sitting room in Lakeside Home

A spacious, multi-story house with dark blue siding is shown with a large garden area. A covered deck with white railings is visible, offering access to the upper level. A green climbing structure stands on the lawn, surrounded by trees and neighboring houses.

Home in Arlington

5 out of 5 average rating, 6 reviews

Spacious single family house w/ parking

Top guest favorite

A bright dining area features a wooden table surrounded by four chairs. Large windows frame views of the surrounding trees, allowing natural light to fill the space. A plant stand with greenery adds a touch of nature to the room.

4.96 out of 5 average rating, 50 reviews

Balsam Retreat

Kid-friendly apartment rentals

Top guest favorite

A brick exterior is adorned with colorful foliage, including grapevines. A wooden bench is positioned near the entrance, surrounded by potted plants. A mailbox is visible, completing the welcoming look of the outdoor space.

Apartment in Cambridge

4.97 out of 5 average rating, 345 reviews

Picture-perfect Cambridge guest apartment, parking

A welcoming living area features a green sofa and a comfortable armchair. A wooden coffee table sits in the center, accompanied by a table lamp. Natural light enters through a window dressed with sheer curtains, while a decorative wall sign adds a friendly touch.

Apartment in Shrewsbury

4.85 out of 5 average rating, 349 reviews

One Bedroom Apartment with Separate Bunk Bed Area

A modern kitchenette features granite countertops and stainless steel appliances. Stools are positioned around a breakfast bar, while a sleek backsplash complements the cabinetry. Natural light floods in through a small window, creating an open atmosphere in this recently remodeled space.

Apartment in Watertown

4.94 out of 5 average rating, 361 reviews

Spacious, bright, modern, private.

Top guest favorite

A cozy living area is accompanied by a comfortable sofa with accent pillows. A television is placed on a side table. The kitchenette features a refrigerator, coffee maker, and essential cooking appliances, while sunlight filters through the window, illuminating the warm wood flooring.

Apartment in Groton

4.96 out of 5 average rating, 126 reviews

Cute & Cozy Groton apartment w/private patio

A modern living area features a gray sofa adorned with decorative pillows, paired with a simple coffee table atop a patterned area rug. Large glass doors open to a balcony, allowing natural light to enhance the atmosphere.

Apartment in Waltham

4.89 out of 5 average rating, 140 reviews

2bed/2bath Apt at Waltham Landing. Middle Unit

Top guest favorite

An inviting open-concept living area features a brown sectional sofa with a chaise, accented by throw pillows. A round coffee table sits in front, surrounded by a welcoming atmosphere of honeybee-themed decor, such as hexagon shelves on the wall. A workspace with a chair is positioned nearby.

Apartment in Billerica

4.99 out of 5 average rating, 140 reviews

Air "Bee-n-Bee"' Hive | Unique Themed Getaway

A charming two-story house is viewed from the front, showcasing a gray exterior with white window frames. A driveway is visible, accommodating a small red car. Lush greenery and vibrant flowers enhance the surrounding landscape, contributing to the inviting atmosphere of the property.

Apartment in Newton

4.86 out of 5 average rating, 147 reviews

Entire Apartment in Newton, Close to Boston!

A spacious studio apartment is equipped with a comfortable queen bed and a small dining area featuring a round table and two chairs. A kitchenette is visible, along with a couch and a coffee table. The decor includes a large abstract painting and ample lighting from ceiling fixtures.

Apartment in Boston

4.86 out of 5 average rating, 152 reviews

(T1) Cute & Cozy South End Studio

Kid-friendly condo rentals

A compact laundry area is visible, featuring stacked white washer and dryer units against a bold red wall. A set of shelves holds neatly folded white towels, while a fire extinguisher is positioned on the floor near the shelves.

Condo in Cambridge

4.9 out of 5 average rating, 144 reviews

#1A Harvard MIT Central location! in unit W/D

A spacious living area features tall ceilings and large bay windows allowing ample natural light. A comfortable sectional sofa is positioned around a glass coffee table, with two chairs nearby. A gas fireplace and modern entertainment system are highlighted, creating a welcoming environment.

Condo in Boston

4.93 out of 5 average rating, 194 reviews

South End 1800sqft 2BR Audiophile Paradise

A stylish living area features a dark leather sofa positioned near a modern glass coffee table. A flat-screen television sits on a black media unit. Two windows provide natural light and a dining table is set for four, enhancing the open and functional layout.

Condo in Dracut

4.85 out of 5 average rating, 117 reviews

Cozy Entire Unit Condo close to UMASS Lowell

A spacious bedroom features two neatly made beds, one larger and one smaller, adorned with white bedding. A bedside table holds a lamp, and a window with light curtains allows natural light to enter, complemented by warm LED ceiling lights.

Condo in Waltham

4.84 out of 5 average rating, 114 reviews

Lovely one bedroom apartment condo, with parking

A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.

Condo in Boston

4.88 out of 5 average rating, 546 reviews

Historic JP Brownstone with Parking. Pets Welcome!

An open living space features a modern gray sofa paired with a dark green accent chair. A round coffee table sits on a textured blue rug. Natural light enters through large windows, illuminating the dining area and kitchen with stainless steel appliances and wooden cabinets.

Condo in Waltham

4.92 out of 5 average rating, 181 reviews

New Super Modern 2 bed in Waltham

Top guest favorite

A well-lit bedroom featuring a spacious bed with blue accent pillows. The room is complemented by nightstands with lamps on either side. A closet is visible, along with a cozy seating area. Soft gray walls and blue curtains create a calming atmosphere.

Condo in Boston

4.96 out of 5 average rating, 189 reviews

Entire Apt near Bos Univ/Bos College Free Parking

The main bedroom features a spacious king-size mattress adorned with a patterned duvet and two contrasting pillows. A single bedside table with a decorative lamp sits next to the bed. Light streams through two large windows, illuminating the room decorated in soft lavender hues.

Condo in Somerville

4.86 out of 5 average rating, 123 reviews

Fairies Nest (full unit w/ desk & kitchen)

Destinations to explore