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Family-friendly holiday rentals in Reading

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Reading

  • Total holiday rentals

    Explore 20 holiday rentals in Reading

  • Nightly prices starting at

    Reading holiday rentals start at €86 per night before taxes and fees

  • Verified guest reviews

    Over 190 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Reading holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Reading rentals

Top-rated family-friendly rentals in Reading

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

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Guest favourite
A comfortable living area is presented with a decorative tree adorned with lights. A faux fireplace sits beneath a flat-screen TV, complemented by a stylish coffee table. Light-colored furnishings and hardwood flooring enhance the inviting design, while a patterned area rug adds warmth.
Home in Wakefield

Beautiful home next to train to Boston, near Salem

Boston and Salem location, 3-story condo in two-unit building with its own entrance. Kitchen is brand-new, with a large bar area and all the appliances. One bedroom with a king-size bed is located on the main 2nd level. Two bedrooms upstairs, with one King bed and one Queen bed. It is located within walking distance to the Wakefield commuter rail with trains running into downtown Boston. Also, adjacent to a walkable park around a stunning lake, and a small downtown with stores and restaurants.

4.83 out of 5 average rating, 125 reviews
Top guest favourite
The exterior of the building features a light-colored facade, with red shutters accentuating the windows. A well-maintained garden area includes a small tree and seasonal decorations, including a pumpkin. A white garage door is visible to the left, and steps lead to the entrance.
Guest suite in Peabody

PRIVATE, LARGE COUNTRY STYLE SUITE

LARGE ground floor apartment with your own entrance. Master Bedroom has: . Half bath . Queen size bed. . Full size sofa bed . TV/Netflix . Cozy gas burning heating stove . Desk/chair . Water cooler . Coffee/Tea Kitchen includes . Sink . Big Refrigerator . Microwave . Induction stove tops . Toaster Oven Living Room . Queen Sofa Bed . 2 Recliners . 50" TV Laundry Room Full Bathroom Shopping plaza 2 miles down the road and just 5 minutes to I- 95 or Rt. 1 and only 20 minutes to Boston or Salem.

4.95 out of 5 average rating, 661 reviews
Top guest favourite
Flat 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!

4.94 out of 5 average rating, 253 reviews
Guest favourite
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

Large kitchen (w/s.s. appliances & all the amenities), sun room, dining room, flat screen smart TVs in the living room & finished basement, high speed wi-fi (1gig) & laundry. Lots of windows make it bright. French doors open to a 16x16 deck leading to large fenced in yard. House is good for couples, business travelers, families, friends and pets. Close to downtown, train is a 5 minute walk away, highways, Lake Quannapowitt, Breakheart, 9 miles to Encore Casino & <15 miles to Boston & Salem.

4.95 out of 5 average rating, 305 reviews
Guest favourite
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.
Flat 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!

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.
Flat 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.

4.88 out of 5 average rating, 234 reviews
Top guest favourite
An air hockey table is centered in a bright, modern room. The table's glossy surface features distinct markings for gameplay. To the side, a simple plant and a decorative white vase complement the clean aesthetic of the space.
Flat in Lynn

Modern & Cozy Apt close to Boston and Salem

New & Modern, Close to the beach , 15 minutes to the airport & BOSTON. Close to the beach, Salem, & Boston. minutes away from the commuter rail 5 People can comfortably stay here. minutes away from the commuter rail 10 minutes away from Salem 15 minutes to the Airport Several basic amenities included like snacks, water, mouthwash, toothbrushes, toothpastes, etc. Washing and Drying machine are included in the stay. Free Parking (Private Driveway) Smart TV with Netflix access included

4.93 out of 5 average rating, 224 reviews
Guest favourite
A spacious suite features a queen bed alongside a twin bed, separated by a folding screen for privacy. Neutral carpet covers the floor, while a cozy seating area includes a chair. Decorative wall elements are displayed above the queen bed, with a light source from an adjacent lamp.
Guest suite in Reading

Spacious Suite-Private Entrance-Near Boston/Salem

Spacious suite in quiet neighborhood with private entrance & access to entire ground level - private bath, living room, & bedroom - queen bed, 2 twin beds, couch & air bed if needed for children. Outdoor patio, washer/dryer, A/C (seasonal), coffee, microwave, fridge, Wi-Fi Keypad on door - come & go as you please. 3 minutes to I-95, I-93, & 20 min. to Boston. Train to downtown 1 mile away. 13 miles to Salem (abt 20 minutes w/o traffic). Accommodates up to 6 (4 adults max)

4.86 out of 5 average rating, 212 reviews
Top guest favourite
A spacious living area features a modern sectional couch and a grey accent chair, with an area rug adding warmth. Custom-made olive green bookshelves showcase a variety of decorative items. The open layout leads towards a staircase and kitchenette, enhancing the inviting atmosphere.
Flat in Peabody

Modern Apartment - Easy Commute to Salem/Boston

This modern, spacious and cozy home was completely renovated at the end of 2022, thoughtfully designed for our family and guests when they visit. It is conveniently located close to popular spots such as Salem, North Shore and Boston (right off route 1 and highway 95). Grocery store, pharmacy, dry cleaners and other amenities are just down the road. In a quiet and friendly neighborhood. We open it up for Airbnb guests seasonally. We look forward to hosting you!

4.95 out of 5 average rating, 145 reviews
Top guest favourite
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, 183 reviews
Top guest favourite
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

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

4.95 out of 5 average rating, 184 reviews
Top guest favourite
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.
Flat in Woburn

Newly Built 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.

4.97 out of 5 average rating, 124 reviews

Popular amenities for Reading family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Guest favourite
Farm stay in North Andover

Winery Farmhouse w/ Private Hot Tub & Wine Tasting

4.97 out of 5 average rating, 132 reviews
Top guest favourite
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.
Flat in Arlington

Lakeside apartment, patio, hot tub, outside shower

4.98 out of 5 average rating, 218 reviews
Guest favourite
Flat in Woburn

Romantic Getaway w/private Jacuzzi• Fire Pit•

4.92 out of 5 average rating, 236 reviews
Guest favourite
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.
Flat in Windham

The Estate Escape with Hottub

4.86 out of 5 average rating, 256 reviews
Top guest favourite
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
Top guest favourite
A spacious living room features a large sectional couch and an accent chair, both positioned on a patterned area rug. A wall-mounted TV is visible, with light streaming through the windows, highlighting the natural wood flooring and airy design.
Home in Derry

Sanctum by the Lake

4.93 out of 5 average rating, 282 reviews
Top guest favourite
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.
Flat in Winthrop

Oceanfront Pool. Close to Boston. Free Parking.

4.96 out of 5 average rating, 282 reviews
Top guest favourite
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, 179 reviews

Family- and pet-friendly home rentals

Top guest favourite
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 !

4.99 out of 5 average rating, 117 reviews
Guest favourite
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

4.95 out of 5 average rating, 145 reviews
Top guest favourite
A large tree with a broad canopy dominates the lush backyard, surrounded by greenery. The area features a stone border outlining a patch of grass, with glimpses of the landscape beyond, including wooded areas and a play structure in the distance.
Home in Danvers

Large, Comfortable & Conveniently located Home

4.99 out of 5 average rating, 135 reviews
Top guest favourite
A living area features hardwood floors and large windows allowing natural light. A vintage television stand hosts a flat-screen TV, while a green chair and brown armchair provide seating. A cream ottoman sits in front of a small coffee table, and a decorative fireplace adds character.
Flat in Danvers

Danvers 1800's Home Apartment

4.87 out of 5 average rating, 115 reviews
Guest favourite
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.
Guest house in Lexington

Unique Loft/ Studio Guesthouse (super convenient)

4.74 out of 5 average rating, 272 reviews
Guest favourite
Home in Malden

Across the Subway · TD Garden · Concerts · Games F

4.89 out of 5 average rating, 103 reviews
Top guest favourite
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, 259 reviews
Top guest favourite
Barn in Carlisle

Private Studio w/ Loft Center Historic Carlisle

4.89 out of 5 average rating, 483 reviews

Family-friendly home rentals with a pool

Guest favourite
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

4.88 out of 5 average rating, 206 reviews
Top guest favourite
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.
Guest house in Newton

Charming 2-story private Guesthouse

4.94 out of 5 average rating, 254 reviews
Top guest favourite
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.
Flat in Groton

Farmhouse Guest Apartment

5.0 out of 5 average rating, 108 reviews
Top guest favourite
Cottage in Marblehead

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

4.99 out of 5 average rating, 167 reviews
Top guest favourite
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.
Flat in Waltham

Cozy Private Studio Unit w/ Laundry and Parking!

4.97 out of 5 average rating, 445 reviews
Guest favourite
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.
Flat in Brighton

The Murthy : Bright • Spotless • W/D

4.96 out of 5 average rating, 159 reviews
Guest favourite
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.
Guest house in West Roxbury

Country Cottage in the City

4.95 out of 5 average rating, 217 reviews
Top guest favourite
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.
Flat in Winthrop

Private Suite• Pool • Sleeps 4 • Boston • Airport

4.97 out of 5 average rating, 345 reviews

Destinations to explore