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

Total holiday rentals
Explore 380 holiday rentals in Woolwich

Nightly prices starting at
Woolwich holiday rentals start at $17 NZD per night before taxes and fees

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

Pet-friendly accommodation
Find 90 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wi-Fi availability
380 of Woolwich holiday 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.

Jungle Dome on a Farm! Animal Lovers Dream!
Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

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.

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

Austrian Log house
Nestled within walking distance of the Grand River between Elora & West Montrose sits a stunning "Austrian" built log house. Come and relax with a coffee by the fireplace on the frosty winter days or the outside firepit during warm summer nights. Ideal setting for family get togethers and nature enthusiasts. Plenty of space for everyone in this 2,800 sq. ft. home, with lots of quiet sitting areas, both inside & outside. Sorry we have a "no pet policy". HST is being charged BN70981 5336T

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!

Sweet Studio ~ Spacious Yard ~ Nature Haven ~ AC
Experience a private, urban studio cottage located in a gorgeous tree-filled backyard in the Junction neighbourhood, close to downtown Guelph, with full amenities. Comfortable queen bed, natural gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, additional sleeping loft, private back flagstone patio, and one complimentary sauna. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

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.

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.

Cottage In The City
Escape to our cozy, fully remodeled house nestled on 3 acres of breathtaking nature. Enjoy stunning forest views, tranquil landscapes, and a large pond, perfect for a peaceful retreat. Whether you're exploring scenic landscapes or relaxing by a fire, this unique getaway offers both comfort and serenity. Experience the perfect blend of modern amenities and natural beauty. Fires are welcome to enhance your outdoor experience. Located 2.5KM from Waterloo Regional Airport (YKF).

The Evelyn Suites - Suite A - Luxury Pied-à-Terre
Hello! We are MacLean & Sarah, owners of The Evelyn Restaurant and The Evelyn Suites. Centrally located in a historic, limestone building on a Main Street in Elora, this beautifully appointed, French modern style, 2 bedroom apartment is within walking distance of everything the village has to offer, including the Elora Gorge, Shops, Restaurants and The Elora Mill & Spa. We look forward to hosting you while you relax and enjoy your stay in our luxurious pied-à-terre!

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!

Tiny Home retreat in quiet neighbourhood
Keep it simple at this peaceful, centrally located place. Walking distance to: ~ Elora’s shops ~ sites/ attractions ~festivals ~trails The stocked kitchenette includes: ~Small fridge ~Sink ~Microwave ~Hotplate ~Kettle ~French press for coffee ~toaster ~small blender ~All dishes and cutlery ~EVOO, Vinegar, Salt, pepper, sugar, assorted tea, Regular and decaf coffee Also: ~New Double Bed Mattress (Mar 2025) ~Private patio & seating area ~Free Parking ~Wifi
Popular amenities for Woolwich family-friendly rentals
Family-friendly home rentals with a hot tub

Country Getaway in Puslinch

The Carlton Elora | Cozy Retreat with Hot Tub

Resort Condo with Bowling and Spa Hot Tub

The Oasis

Waterpark Acres

Cabin stay and play! 10 mins to Canadian Open!

Outdoor Hot Tub Bliss: 2Bed/2Bath Garden Suite DTK

Ninos Place
Family- and pet-friendly home rentals

Private Elora Studio Downtown

Barb's Place

House on the Hill

Bright and Cozy Tiny Pine House

The Stone Heron

RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN

Paris Oasis-The Maples on Brock

Horse Ranch with Hot tub
Family-friendly home rentals with a pool

Luxury Villa for Accommodation

The Fox's Retreat - A Cozy Cabin for Two

Cosmopolitan Gem Heart of Waterloo

Spacious Bungalow Guest House

Spacious, Pet Friendly Basement Apartment

Separate apartment with pool, on golf course.

Cozy Country Spring Getaway | HotTub + Fire Pit

Modern High-Rise Condo w City Views & Balcony
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- Family-friendly rentals Region of Waterloo
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- Family-friendly rentals Canada
- Nike Square One Shopping Centre
- Elora Gorge
- The International Centre
- FirstOntario Centre
- University of Waterloo
- Royal Botanical Gardens
- Toronto Congress Centre
- Wilfrid Laurier University
- Bramalea City Centre
- McMaster University
- University of Guelph
- Victoria Park
- Glen Eden
- Dundurn Castle
- Bayfront Park
- Erin Mills Town Centre
- St Jacob's Farmer's Market
- Mohawk College
- Woodbine Racetrack
- Museum
- Waterloo Park
- Wet'n'Wild Toronto
- Albion Falls
- Elora Quarry Conservation Area





