
Family-friendly vacation rentals in Woolwich
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Woolwich

Total vacation rentals
Explore 380 vacation rentals in Woolwich

Nightly prices starting at
Woolwich vacation rentals start at $10 per night before taxes and fees

Verified guest reviews
Over 15,220 verified reviews to help you choose

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wi-Fi availability
380 of Woolwich vacation rentals include wi-fi 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!
Top-rated family-friendly rentals in Woolwich
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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
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Tranquil Tiny House Retreat / Nature Haven / AC
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.
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Private Studio Loft Steps to Downtown Elora & Mill
Church Square Coach House is a charming, private studio loft apartment located in Ontario's most beautiful village, Elora. A few mins stroll to the Elora Mill and downtown, this light-filled 510 sq. ft studio is in a separate building with a private entrance. This space comes with a fully equipped kitchen and everything you might need for an enjoyable stay. Free on site parking (1). Elora has much to offer, including our world class Elora Mill & Spa, the Gorge, shopping, food & festivals.
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Log Cabin in the heart of downtown Elora
The Cabin Elora is a beautiful rustic log cabin stylishly updated with modern and hand made furniture from a local artisan. You will enjoy a clean, bright and open concept space. Located in the heart of Elora, walking out the door into downtown yet nestled off the street giving you wonderful privacy and a quiet peaceful atmosphere. Features: • King size bed with Egyptian cotton sheets • Private patio overlooking Metcalfe St. and gardens • Clean, stocked kitchen • Perfect downtown location
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Boho 4-Bed House Retreat: HotTub, Sauna Oasis &Spa
Experience luxury in this tranquil full house in Saint Jacobs village, set on a fully fenced acre lot for privacy. It features three bedrooms: 1 king, 1queen, 2 single beds, Double Bed with office. The house includes two living rooms, two full bathrooms, and a well-equipped kitchen. Highlight is the retreat oasis with a hot tub, sauna, and outdoor shower. Enjoy spa-like bathrooms with rain showers and a private outdoor patio. Nearby dining and entertainment enhance your rejuvenating getaway!
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Sophia Heritage Getaway
Welcome to Sophia Heritage Getaway! This historic heritage limestone farmhouse with newly, up-to-date modern amenities was built in 1875 however, has been fully renovated and beautifully decorated for you to enjoy. Sophia Heritage Getaway is only 3 short blocks from the famous Elora Gorge and the downtown area and is a 3 minute drive to the Elora Mill and Elora Quarry. This home is equipped with everything you need to cook and entertain including a BBQ, games room and an open air fire pit.
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St.Jacob's Village Private Suite #2
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. The suite features 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.
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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.
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House on the Hill
What makes The House unique? How about: - a year-round heated indoor pool & sauna - private 2-bedroom + loft guesthouse with private entrance - fully-equipped kitchen - homey living area with electric fireplace - 27 gorgeous acres with 2 ponds - private patio & BBQ There's so much more! Come join your hosts Frances & Rod and experience a country retreat in the middle of the city... all this within 5km to Waterloo Int'nl Airport & 15 min to tri-cities & 401.
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Cozy Cabin with Jacuzzi tub
Walnut Hill Cabin is a beautiful cabin located near the historic village of St. Jacobs. We invite you to come relax in our oasis, we love our place and are happy to share our cabin with you! Kitchenette and continental breakfast is included. Great for business travel. Come, relax and refresh while watching squirrels and birds play A great couples weekend getaway! We thoroughly clean after every visit. When you book you get the whole cabin to yourself!
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Fern Hill Cabin
Escape to a hand-built Amish timber cabin on a peaceful 6-acre farm. Surrounded by willow trees, sheep, pigs, chickens, and a 150-year-old barn. It's your own country-spa retreat! Swim in the spring-fed pond, relax in the beautiful wood burning sauna, stargaze at night, and enjoy a compostable toilet with an unforgettable view! Restored century-old windows let in soft light and rustic charm. Ideal for anyone seeking quiet, nature, and a breath of fresh air.
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St. Jacobs Triangle House - Countryside Escape
Welcome to Triangle House, a unique double A-frame situated on a private 1.7 acre lot, fronting on the Conestogo river Only 6 minutes drive from St.Jacobs center, 1.5 hours drive from Toronto, 15 minutes drive from the University of Waterloo and 25 minutes to Elora. Bring the whole family. This 3 bed, 3 bath home comfortably sleeps 6. Soak in the countryside from the sprawling deck and grounds, while enjoying all the comforts of a modern home.
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Popular amenities for Woolwich family-friendly rentals
Family-friendly home rentals with a hot tub

Rural Retreat, near to Elora
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The Carlton Elora | Cozy Retreat with Hot Tub
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The Oasis
FamilyIndoor spacesHeating

Waterpark Acres
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Cabin stay and play! 10 mins to Canadian Open!
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Resort Condo with Bowling and Spa Hot Tub
KitchenIndoor spacesLocation

Country Getaway in Puslinch
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Ninos Place
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Family- and pet-friendly home rentals

Forest Hideaway
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Horse Ranch with Hot tub
FamilyIndoor spacesHeating

Cozy Apartment w/ Free Parking
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Bright and Cozy Tiny Pine House
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Barb's Place
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RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN
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1850 Settler's Cabin in Private Forest
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The Stone Heron
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Family-friendly home rentals with a pool

Luxury Villa for Accommodation
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The Fox's Retreat - A Cozy Cabin for Two
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Spacious Bungalow Guest House
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Cosmopolitan Gem Heart of Waterloo
Indoor spacesFamilyDecor

Separate apartment with pool, on golf course.
FamilyIndoor spacesBiking

Spacious, Pet Friendly Basement Apartment
Indoor spacesKitchenPool

Private Hot Tub & Pool - Headwaters Retreat
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Cozy Country Spring Getaway | HotTub + Fire Pit
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- Family-friendly rentals Region of Waterloo
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Nike Square One Shopping Centre
- Elora Gorge
- The International Centre
- University of Waterloo
- FirstOntario Centre
- Bramalea City Centre
- Wilfrid Laurier University
- Toronto Congress Centre
- McMaster University
- University of Guelph
- Royal Botanical Gardens
- Victoria Park
- Dundurn Castle
- Glen Eden
- Erin Mills Town Centre
- St Jacob's Farmer's Market
- Mohawk College
- Bayfront Park
- Woodbine Racetrack
- Elora Quarry Conservation Area
- Museum
- Waterloo Park
- Mono Cliffs Provincial Park
- University of Toronto-Mississauga
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