
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 £7 per night before taxes and fees

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

Pet-friendly holiday rentals
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

Wifi availability
380 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!
Top-rated family-friendly rentals in Woolwich
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

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

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

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

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!

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.

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.

Melville Guesthouse
Welcome to The Melville Guesthouse, a charming one-bedroom retreat on a quiet street in Elora. Enjoy the privacy of your yard while being a short walk from downtown, the Elora Centre for the Arts, the river, and historic homes. Whether you’re here for trails, boutique shops, or Elora’s arts and dining scene, our standalone guesthouse offers comfort and convenience—perfect for couples and families, with a pull-out couch for extra guests. Ideally located, you’re near everything Elora offers.

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.

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.

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.

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!
Popular amenities for Woolwich family-friendly rentals
Family-friendly home rentals with a hot tub

The Carlton Elora | Cozy Retreat with Hot Tub

Waterfront Hillside Villa

Quaint Rural 2-Bedroom Oasis

Country Getaway in Puslinch

Resort Condo with Bowling and Spa Hot Tub

The Captain's Cottage at Willow Pond

The Oasis

Outdoor Hot Tub Bliss: 2Bed/2Bath Garden Suite DTK
Family- and pet-friendly home rentals

Horse Ranch with Hot tub

New 2 bedroom legal basement apartment

RivertrailRetreat | Unique Deck + Skiing + Theatre

Cottage In The City

RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN

Red Brick Central House: Trail, LRT & Fire Pit!

Elora Gingerbread Suite

Forest Hideaway
Family-friendly home rentals with a pool

Pool & Private Hot Tub - Headwaters Retreat

Country within the City

Riverside Retreat w Hot Tub, Pool & Sauna in Elora

The Fox's Retreat - A Cozy Cabin for Two

Separate apartment with pool, on golf course.

Cosmopolitan Gem Heart of Waterloo

Cozy Country Spring Getaway | HotTub + Fire Pit

Spacious Bungalow Guest House
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- Family-friendly rentals Region of Waterloo
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- Nike Square One Shopping Centre
- Elora Gorge
- The International Centre
- Toronto Congress Centre
- Royal Botanical Gardens
- University of Waterloo
- FirstOntario Centre
- Wilfrid Laurier University
- McMaster University
- Bramalea City Centre
- Victoria Park
- University of Guelph
- Glen Eden
- Dundurn Castle
- Bayfront Park
- St Jacob's Farmer's Market
- Erin Mills Town Centre
- Mohawk College
- Museum
- Woodbine Racetrack
- Wet'n'Wild Toronto
- Waterloo Park
- Mount Chinguacousy
- Mono Cliffs Provincial Park





