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

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!

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.

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.

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

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.

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

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.

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.

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.

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!)

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.

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
Family-friendly home rentals with a hot tub

HotTub & Cozy Fireplace - Headwaters SpringRetreat

Light and airy studio loft

Timber Haven

*HOME FOR NOW - Ground level apartment no stairs!

Country Getaway in Puslinch

Hydropool Spa HotTub/Bowling Alley/Patio/BBQ/Games

The Captain's Cottage at Willow Pond

The Barn-Fieldstone Suite
Family- and pet-friendly home rentals

Entire Guest Suite with Separate Entrance

RivertrailRetreat | Unique Deck + Skiing + Theatre

Elora Heritage House

RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN

Mill View

Riverside Retreat

Wrights Coach House -Visit the Village of Lights!

Victorian Apartment-Downtown Elora
Family-friendly home rentals with a pool

Alpaca farm stay and bunkie getaway.

Juno Lofts: Memories of Polonnaruwa

Stylish Downtown Suite with Patio & City Views

LuxCondo in the downtown kitchener uptown waterloo

Private airy space in a perfect location

Chic Downtown Condo Retreat

The Fox's Retreat - A Cozy Cabin for Two

Backyard Oasis Guesthouse.
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!
Destinations to explore
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- Rentals with a patio Woolwich
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- Family-friendly rentals Region of Waterloo
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Port Credit
- Nike Square One Shopping Centre
- Glen Eden
- Victoria Park
- Royal Botanical Gardens
- Bayfront Park
- Mount Chinguacousy
- FirstOntario Centre
- Toronto Congress Centre
- Wet'n'Wild Toronto
- The International Centre
- Art Gallery of Hamilton
- Bramalea City Centre
- Wilfrid Laurier University
- Elora Gorge
- Erin Mills Town Centre
- Dundurn Castle
- University of Guelph
- Caledon Ski Club LTD
- Elora Quarry Conservation Area
- The Mississaugua Golf and Country Club
- University of Waterloo
- Conestoga College
- Forks of the Credit Provincial Park




