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Family-friendly holiday rentals in Walpole

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Walpole

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

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Guest favourite
An outdoor dining area is set on a spacious deck, featuring a sturdy table surrounded by six comfortable chairs. A large green umbrella provides shade, while a small flower arrangement adds a touch of color amidst a backdrop of lush, green trees.
Home in Foxborough
4.89 out of 5 average rating, 109 reviews

3 bdrm 2 bath home Walk to the Gillette Stadium

Welcome to a perfect getaway just 1 mile from Gillette Stadium! This updated 3-bedroom, 2-bath duplex home is ideal for Patriot games, Concerts, & weekend escapes. Walk to Gillette & avoid parking costs & traffic. Ask about early arrivals, featuring an oversized deck-gas fireplace, grill & firepit. On a quiet wooded acre, this home offers both convenience and relaxation. 1 hr to Beaches/ Mountains. Situated between Boston & Providence Major Events: - World Cup Soccer 2026 - Patriot games

Top Guest favourite
The dining area features a wooden table with six chairs, complemented by a striped table runner. A stylish vase with dried stems is placed at the center. A cozy couch, adorned in rich upholstery, is located beside the table, with a cityscape wall art piece above a dark cabinet.
Home in Hyde Park
4.86 out of 5 average rating, 331 reviews

~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Relax in the Bostonian, a stylish, pet-friendly apartment on the semi-basement level of a charming multi-family house. The apartment is air conditioned & overlooks a beautiful patio and backyard. Located in quiet Hyde Park neighborhood, a 30 minute drive into downtown Boston. Plenty of free streetside parking. Private in unit laundry. Professionally cleaned. Room 1: Queen size bed Room 2: Queen size bed Room 3: Living room couch, TV, electric fireplace Dining room: includes two wall arcades

Top Guest favourite
A serene bedroom suite features a spacious bed with a light blue quilt, flanked by two windows allowing natural light. A cozy sitting area includes a comfortable couch with patterned pillows, and decorative rugs are placed on the hardwood floor, enhancing the inviting ambiance.
Guest suite in Dover
4.97 out of 5 average rating, 306 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

Top Guest favourite
The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.
Apartment in Newtonville
4.87 out of 5 average rating, 560 reviews

Country Charm minutes from the Hub - 1st Floor Apt

Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Top Guest favourite
A fully equipped kitchen is shown, featuring stainless steel appliances including a refrigerator, microwave, and dishwasher. Granite countertops provide ample workspace, while natural light filters through the two windows above the sink. A coffee maker sits on the counter, adding to the amenities.
Home in Framingham
4.9 out of 5 average rating, 255 reviews

1BR—Bright & Cozy 2-Level Place — 25 Min to Boston

800ft² 1-Bedroom, 2-Level Apartment Private Rental @ our 3-Rental Property 1st Floor: —Fully Equipped Granite Kitchen w/Dishwasher + Essentials & Cookware —Living Room w/Queen Sofa Bed + Dining Table 2nd Floor: —Bedroom - Memory Foam Queen Bed —Full Length Mirror —Desk & Chair + Dresser —Bathroom - Shower/Tub Backyard Patio Laundry Room (Basement) Driveway Parking 25 min to Boston 15 min walk to Train 5 min walk to Jack’s Abby Brewery 3 min walk to Park/Playground Deep Cleaned & Sanitized

Top Guest favourite
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
4.98 out of 5 average rating, 331 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!

Guest favourite
A spacious studio room is highlighted by a plush bed adorned with crisp white linens. A television is positioned on a wooden dresser across from a wooden desk and chair. Natural light filters through a window, complementing the clean tile flooring.
Guest suite in Brighton
4.75 out of 5 average rating, 363 reviews

Sleek Private Suite near BC & Harvard | Parking

Discover a modern escape in this high-end garden suite. Perfectly curated for privacy, the space features elegant Spanish tile and a top-tier gel memory foam mattress with crisp linens. It’s a quiet, tech-friendly retreat featuring a large Smart TV and fast WiFi for your downtime. Just a 5-minute walk to Boston Landing, you have the city’s best—from Fenway to Copley—right at your fingertips. Enjoy a polished, professional stay that prioritizes tranquility and effortless city access.

Guest favourite
A renovated antique house is displayed, featuring a three-story structure with a green and cream exterior. Large, multi-pane windows are positioned prominently on the front, and a distinctive red trim highlights the architectural details. A small front garden area is visible.
Apartment in Federal Hill
4.82 out of 5 average rating, 644 reviews

Clean Studio Apt. #5 on Federal Hill, Providence

Charming small, self contained studio apartment on the 3rd floor of newly renovated antique house. Warm in Winter, cool in Summer. Fast internet and TV with Netflix. Fully equipped kitchen, full bath/in-bath shower. Quiet neighborhood with coffee shops, restaurants and bus stop literally around the corner. Easy, 15min walk to downtown/Convention Center /Bus/Train stations/Mall. 10mins walk to the famous Atwells Avenue and all it's wonderful restaurants.

Top Guest favourite
A spacious living room is displayed, featuring a large sectional sofa with accent pillows. A coffee table sits atop a textured area rug. A modern fireplace is framed by brick, and a wall-mounted TV offers entertainment options. Natural light is provided through large windows.
Guesthouse in Foxborough
4.97 out of 5 average rating, 190 reviews

Bates Boutique ☆ Home Away From Home

Stay at a recently renovated Bates Boutique specifically for your enjoyment. Highlights: - Fully redesigned kitchen & dining area - Relax in the living room with a 65" Smart TV (live channels, Netflix, Disney+, Hulu, Apple+, HBO Max, and others included) - Cozy bedrooms with heavenly bedding - 3 workspaces to ensure you can get work and play done - Outdoor patio & grill for fun inside & out

Top Guest favourite
A leather recliner sofa is positioned in a light-filled living area, complemented by a large painting of a serene landscape. A full-size refrigerator and a TV stand are visible, providing essential amenities. An entryway is seen in the background, leading to additional rooms.
Guesthouse in Framingham
4.97 out of 5 average rating, 318 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

Top Guest favourite
The cottage features a white exterior with blue shutters and a sloped gray roof. A gravel pathway leads to the entrance, bordered by well-maintained shrubs. In the background, a barn is visible among the trees, and grassy areas surround the home.
Cottage in Millis
4.99 out of 5 average rating, 138 reviews

Windy Knob Farm Cottage - stay on a working farm

A former caretaker's cottage located on a 92-acre historic farm just 40 minutes from Boston. Home to abundant wildlife and farm animals, spectacular sunsets, lush pastures, rolling hills and meadows, woodlands, a pond and bogs. Walking trails nearby on property, and farmstand produce/eggs are produced onsite. Come stay to enjoy a change of scenery!

Guest favourite
Condo in Norwood
4.81 out of 5 average rating, 111 reviews

The Plant Haus

A peaceful oasis with easy access to Rt 1, Rt 128, and walking distance from Norwood Center and the Norwood Depot commuter rail stop that goes to South Station. 30 mins from Providence and Boston and less than 20 mins to Gillette Stadium. My place is located in a quiet community. I am just a phone call or text away should you need me!

Popular amenities for Walpole family-friendly rentals