
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 ﺩ.ﺇ 37 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.

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!
FamilyIndoor spacesNearby

Elora’s Irvine River Suite
Welcome to your private suite, nestled amongst the trees above Elora’s beautiful Irvine River. Steps to the iconic David Street Bridge offering a birds-eye view of the Gorge, one of the most popular views in the village. Take a 5-10 min scenic walk to the Elora Mill or the many fine restaurants and shops, then come back and enjoy a glass of wine on your private porch. It’s the perfect location for a couples retreat, wedding guests, business traveler, a weekend adventurer or solitude seeker!
FamilyIndoor spacesParking

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
KitchenIndoor spacesAccess

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!
FamilyKitchenSleep quality

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.
FamilyKitchenView

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.
KitchenFamilyAir conditioning

Cozy Coach House (street level - free parking)
Located on a tree-lined street nestled between Downtown Kitchener and Uptown Waterloo, this 120-year-old former candy store; attached to the main house, is steps away from the train station, public transit, Google, Grand River Hospital, and the bike friendly Spur Line trail. Short walk to grocery store, the LCBO, restaurants, coffee shops, bakeries and brew pubs. Parking space, private washroom, and private entrance on street level, make this unique, light-filled studio a cut above.
KitchenFamilyAmenities

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.
KitchenIndoor spacesLocation

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.
KitchenFamilySleep quality

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!
Indoor spacesFamilyTV

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.
FamilyIndoor spacesCheck-in

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
Indoor spacesFamilyLocation

The Carlton Elora | Cozy Retreat with Hot Tub
KitchenFamilyGrill

The Oasis
FamilyIndoor spacesAccuracy

Resort Condo with Bowling and Spa Hot Tub
KitchenFamilyGrill

Cabin stay and play! 10 mins to Canadian Open!
KitchenFamilyLocation

Waterpark Acres
KitchenFamilyBathroom

Country Getaway in Puslinch
Indoor spacesFamilyAccess

Five Star Hayloft Suite
Indoor spacesKitchenGrill
Family- and pet-friendly home rentals

Cottage In The City
KitchenFamilyHospitality

Charming Hideaway: 1-bedroom Apartment
Indoor spacesKitchenOutdoor spaces

House on the Hill
Indoor spacesKitchenNearby

RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN
FamilyIndoor spacesHospitality

Bright and Cozy Tiny Pine House
Indoor spacesKitchenSolo travel

Horse Ranch with Hot tub
FamilyKitchenAir conditioning

Somerset Cottage at West Avenue Cider House
Indoor spacesFamilyParks

Escape to Fergus
Indoor spacesKitchenParking
Family-friendly home rentals with a pool

Luxury Villa for Accommodation
FamilyKitchenCleanliness

The Fox's Retreat - A Cozy Cabin for Two
FamilyKitchenHiking

Cosmopolitan Gem Heart of Waterloo
KitchenFamilySolo travel

Spacious Bungalow Guest House
FamilyIndoor spacesBiking

Spacious, Pet Friendly Basement Apartment
KitchenFamilyCondition

Private HotTub & Pool - Headwaters Retreat
Indoor spacesKitchenBeach

Separate apartment with pool, on golf course.
KitchenFamilyTV

Cozy Country Spring Getaway | HotTub + Fire Pit
KitchenFamilyBathroom
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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
- Toronto Congress Centre
- Bramalea City Centre
- Wilfrid Laurier University
- Royal Botanical Gardens
- University of Guelph
- Victoria Park
- Glen Eden
- Erin Mills Town Centre
- St Jacob's Farmer's Market
- Bayfront Park
- Mohawk College
- Elora Quarry Conservation Area
- Museum
- Waterloo Park
- Sheridan College - Trafalgar Road Campus
- Mono Cliffs Provincial Park
- Albion Falls
- Wet'n'Wild Toronto
- University of Toronto-Mississauga





