
Family-friendly holiday rentals in Reading
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Reading
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Family Friendly Green Oasis Minutes from Boston
Oasis filled with natural light, plants & art in a quiet neighborhood minutes from Downtown Boston. Perfect for sightseeing & enjoying the best of the city and neighboring towns. Walk to Wrights Pond for a swim & hike the Middlesex Fellsway Reservation. Fully equipped chefs kitchen. Private backyard surrounded by trees. Wake up to birds chirping and relax after a long day of exploring while you watch your favorite TV show. Enjoy a bath in the soak-in tub. 3 parking spaces, office setup & laundry

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.

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!

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.

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!

Marblehead Tiny House
This new 360 square foot tiny house sleeps four comfortably. A mile from old town, down town, and just steps from Salem Harbor for breathtaking sunsets. The house is located in private, wooded back yard of our home. Kitchen is outfitted with small refrigerator, instant pot, air fryer, hot plate with pots and pans, microwave oven, blender, toaster, coffee maker, and electric tea kettle, as well as glasses, plates, flatware, etc for eating in. Kitchen table and chairs comfortably seats four.

The Raven!
Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

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.

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)

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

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.

Steps from Harbor, Pool, Backyard Garden, Parking
HIGHLIGHTS: • Marblehead Harbor - 4 houses away • The Barnacle Restaurant - 4 houses away • Private backyard pool • 0.2 Miles to Fort Sewall • 0.3 Miles to Gas House beach • 0.4 Miles to Old Town Marblehead • 300 Feet to The Barnacle Restaurant • Walkable to restaurants and shopping • Beautiful private garden • 1 King, 2 Twin and 1 Sofa Bed • 2-car off-street tandem parking spaces
Popular amenities for Reading family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub! Nothing beats it on a cool spring nite!

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA

Sanctum by the Lake

Luxurious Spa Suite: Sauna, Jacuzzi, Steam Shower

Oceanfront Pool. Close to Boston. Free Parking.

Private Waterfront • Views, Hot Tub, King Bed

Heart of Southie - Hot Tub + Walk to Top Bars

Little Lake House, the Bungalow
Family- and pet-friendly home rentals

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Enjoy Stunning Sunrises&Sunsets Ocean Views 33

Absolutely Gorgeous 3 Bedroom Close to Boston

Large, Comfortable & Conveniently located Home

Cozy, historic 3 bedroom home close to Boston!

The Day-Burrill-Wadsworth-La Voix House

Danvers 1800's Home Apartment

Seaside Cottage
Family-friendly home rentals with a pool

Peaceful suite in Boston with city views

Hopkinton Mass 3+ Bedrooms - Great location!

Spacious vacation unit in premium suburban town

Stylish and Cozy at Revere Beach

Private Pool Retreat w/Fire Pit Near Singing Beach

Country Cottage in the City

Quiet/Private Neighborhood

Cozy Private Studio Unit w/ Laundry and Parking!
Quick stats about holiday rentals that are family-friendly in Reading

Total holiday rentals
Explore 10 holiday rentals in Reading

Nightly prices starting at
Reading holiday rentals start at $136 NZD per night before taxes and fees

Verified guest reviews
Over 170 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Reading holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Reading rentals
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- New England Aquarium
- Revere Beach
- Boston Seaport
- Northeastern University
- Boston University
- Gillette Stadium
- Freedom Trail
- Boston Convention and Exhibition Center
- MIT Museum
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Quincy Market
- York Harbor Beach
- Roxbury Crossing Station
- Museum of Fine Arts
- Good Harbor Beach
- North Hampton Beach
- Boston College





