Family-friendly holiday rentals in Woolwich

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Top-rated family-friendly rentals in Woolwich

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

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Superhost
A bright bedroom features a spacious bed with neutral bedding, complemented by a textured throw. A large window allows natural light to fill the room. A wall-mounted TV is positioned opposite a dedicated workspace with a sleek chair, creating a functional and inviting atmosphere.
Flat in Kitchener
4.86 out of 5 average rating, 130 reviews

Entire Bachelor Apartment With Free Parking

This apartment has everything you need for your KW stay! Located steps from the Grand River and Joe Thompson park, there is an abundance of nature to explore while you’re in town. A central point between Kitchener and Waterloo, it’s less than a minute away from Highway 85 and a 5 minute drive to either Uptown Waterloo or downtown kitchener. Grand river hospital, University of Waterloo and Laurier University are all also less than a 10 minute drive. An ideal base to explore what KW has to offer!

Top guest favourite
A welcoming porch features a blue exterior with white trim, adorned by potted plants and lush greenery. Rocking chairs are positioned on the porch, providing a comfortable space to relax. The pathway is lined with stones, leading from the driveway to the entrance.
Flat in Ariss
4.95 out of 5 average rating, 192 reviews

Rural Retreat, near to Elora

A peaceful , rural, retreat in Ariss. Hot tub, great bird watching. Well situated between Elora, Fergus, St Jacobs and Guelph. Visit Cox Creek Winery, Kissing Bridge, G2G & Cotton Tail hiking/biking trail, snowshoeing, snowmobile trails & Chicopee Ski Resort. Two dogs on the property. Walkout basement, king bed, portable crib (on request) shower, kitchenette, seating area, natural light. Large backyard, firepit, barbeque, outdoor eating area. Keyless, separate, private entry, free parking.

Top guest favourite
A scenic winter view captures the path leading to the Bunkie, framed by snow-covered ground and bare trees. A tranquil sunset paints the sky in shades of pink and orange, while a stone fire pit is visible beside a wooden bench and rustic fencing.
Tiny home in The Junction
4.99 out of 5 average rating, 195 reviews

Tranquil Tiny House Retreat 4-Season Radiant Floor

Take it easy at this unique cabin experience in the city. The Tiny House is a private 9’ x 12’, fully insulated, 4 season cabin with a couch, kitchenette with running water, queen bed, Loftnet hammock & outdoor shower. Enjoy the natural beauty of our half acre tree-filled backyard, yet still close to downtown Guelph. This is a glamping experience that requires appreciation for tiny house living. Guests have access to a separate portable washroom, by walking about 100ft to the back of the yard.

Top guest favourite
Flat in Waterloo
4.99 out of 5 average rating, 100 reviews

Charming Hideaway: 1-bedroom Apartment

Whether you’re in town for sports, work, or family, you'll love how the apartment is: Fully Furnished: from kitchen to bedroom, we’ve got you covered. Cozy: Gas fireplace and a queen air mattress for extra guests. Private Entrance: Your own smart lock access. Outdoor Space: Your own private deck with a BBQ. Heated Pool: SHARED pool available mid May to September. Entertainment: Stay connected with WIFI and enjoy Netflix, Prime, and Disney on the Smart Parking: No worries about finding a spot

Top guest favourite
The exterior of a stone carriage house is visible, featuring a welcoming white entrance door and a smaller gray door. A white chair is placed beside the entry, and a planter with flowers is positioned on the right. The adjacent gravel pathway extends to the surroundings.
Flat in Elora
4.95 out of 5 average rating, 294 reviews

Broken Silo

Built in 1867, our attached carriage house has been renovated into a studio apartment. It has a private bath, complete kitchen, sitting area, in-floor heat, coffee and tea. We are located 7 kms south of Elora, 10 kms west of Fergus and 15 kms north of Guelph in the hamlet of Ponsonby. The apartment has a king size bed and a smart TV. No Pets or Smoking. Longer term rentals are available at discounted prices. We have honey bees, chickens, pigeons and a dog named Penny on the property.

Guest favourite
A loft area is showcased with sloped ceilings and warm lighting. A comfortable sofa with decorative pillows is present alongside a small coffee table. A queen-sized bed is visible in the background, complemented by natural light entering through a skylight.
Loft in Auditorium
4.96 out of 5 average rating, 172 reviews

Beautiful Quiet Kitchener Loft

With a walk score of 79 and transit score of 60, this beautiful self contained apartment has all the convenience you could want in your home away from home - private entrance, fully equipped kitchen, full bathroom, fireplace, living room, comfortable bed, wifi and tv. Quiet, clean and convenient. Walking distance to the Aud, Centre in the Square, Kitchener Market and plenty of cafes, stores and restaurants. On main bus routes. PLEASE NOTE: SOME SPACES IN ATTIC AREA HAVE LOW HEAD ROOM

Guest favourite
A charming entrance is highlighted by a covered porch with two bright green chairs. Hanging flower pots and well-maintained plants enhance the welcoming appearance. The brick exterior features a gabled roof, and large windows allow for ample natural light.
Guest suite in St. Jacobs
4.86 out of 5 average rating, 613 reviews

St.Jacob's Village Private Suite #1

Welcome to Your Private Village Retreat. Experience the charm of our historic St. Jacobs Village with a stay in your own private, self-contained suite. Each suite feature a living area, kitchenette, 4 pc bath, queen bed, cozy décor and dedicated parking, giving you all the comforts of home while being steps from historic shops, restaurants, and two nearby wedding venues. Whether you’re here for a peaceful getaway, attending a wedding, our suites offer privacy, convenience, and comfort.

Top guest favourite
The modern tiny home features a black exterior and a large glass front, allowing natural light to illuminate the interior. A simple outdoor seating area with two chairs is visible, surrounded by lush greenery and trees, creating a connection with the serene natural surroundings.
Tiny home in Arthur
4.97 out of 5 average rating, 363 reviews

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Top guest favourite
The exterior of The Farm Shed features a rustic wooden façade, complemented by a metal roof. French doors invite guests inside, surrounded by lush greenery and flowering shrubs. A gravel pathway leads up to the entrance, enhancing the welcoming atmosphere of the farm stay.
Barn in Guelph
4.97 out of 5 average rating, 116 reviews

The Farm Shed - Guelph, Elora, Fergus

The Farm Shed is a quaint, rustic, and newly renovated guest accommodation on our working, 130-acre, family farm. Once used for machinery storage, a farm mechanics workshop, housing pigs, a farm store, and a farm office, now a retreat for guests to enjoy a quiet farm stay. Please know that we live & work on the farm. The Farm Shed has air-conditioning and a natural gas fireplace for heating, supplemented by an electric heater wall unit that makes it comfortable all year round.

Guest favourite
A private porch features two modern white chairs with soft blue cushions, positioned beside a small glass table. A potted plant adds a touch of greenery. The warm sunlight highlights the textured brick wall, creating a serene outdoor seating area.
Flat in Auditorium
4.88 out of 5 average rating, 175 reviews

Bright, Beautiful and Welcoming Downtown Apartment

A quiet private apartment in a beautiful downtown Kitchener heritage home. Enjoy a full 1 bdrm main floor apartment all to yourself. Bask in the sun on the private porch. Filled with windows, this space is clean, cozy and inviting. All the charm of an older home is here with the crisp, clean feeling of a more contemporary accommodation. Great access to all downtown Kitchener amenities like the Tech Hub, public transit, festivals, nightlife, & restaurants! (Free parking too!)

Superhost
A modern living area features a comfortable gray sofa adorned with pink and patterned pillows. A wooden side table with a candle sits nearby, while a workspace with a desk and chair is positioned against the wall. Natural light enters through the window, accompanied by warm orange curtains.
Guest suite in Kitchener
4.88 out of 5 average rating, 114 reviews

Modern apartment 5 mins to GO, Goog|e, downtown

A cozy stay at the downstairs unit of a century home. The space is full of character & has been recently updated with many stylish and modern features. Enjoy convenience and comfort, whether you are travelling for work or pleasure. Situated on the outskirts of downtown Kitchener, we are a 5 minute walk to the GO train station, bars & restaurants, Goo/gle offices and LRT. The neighbourhood is mature & quiet, home to many wonderful families who have lived here for decades.

Top guest favourite
A modern kitchen features sleek white cabinetry and dark countertops. Appliance details include a microwave and a stove. Various utensils and kitchenware are organized neatly, and a small coffee station with a coffee maker is visible on the side. Soft lighting enhances the welcoming ambiance.
Flat in Waterloo
4.97 out of 5 average rating, 154 reviews

Barb's Place

LARGE 20% DISCOUNT FOR MONTHLY STAYS Newly renovated ground level Studio apartment decorated with comfort and style in mind. The space includes a fully equipped kitchen and 3 piece bath. The apartment is located in a quiet neighbourhood close to St Jacobs farmers market, St Jacobs playhouse, two Universities, shopping, arenas, library and recreation centres. Within 8 kms of Centre in the Square. The host will be there to greet you and answer any questions you may have.

Popular amenities for Woolwich family-friendly rentals

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

  • Total holiday rentals

    Explore 340 holiday rentals in Woolwich

  • Nightly prices starting at

    Woolwich holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 14,650 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 80 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wifi availability

    340 of Woolwich holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woolwich rentals

  • 4.8 Average rating

    Woolwich stays are highly rated by guests – averaging 4.8 out of 5!

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