
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 370 vacation rentals in Woolwich

Nightly prices starting at
Woolwich vacation rentals start at G$2,091 GYD per night before taxes and fees

Verified guest reviews
Over 15,060 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
370 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.

Cozy One Bedroom Flat - 15 minute walk to downtown
We hope you enjoy your stay in our newly renovated private suite. Thoughtfully designed, it offers everything needed for a perfect getaway or staycation in Guelph. Centrally located just minutes from downtown, shops, restaurants, trails, parks, and more. If you'd prefer to relax on the property, cozy up by the backyard fire pit, play outdoor games, or lounge in the sun with a good book. The suite includes high-speed Wi-Fi, a full kitchen, and free parking to make your stay even more comfortable.

Entire Apartment in Kitchener
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.

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

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 Cottage Backyard Nature Haven
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.

"Cottage Home On The River" 1 Bedroom
Welcome to Speed Island Trail! Nestled on 1 Acre property in a forested area that backs onto the Speed River. Enjoy Beautiful views all season long with large floor to ceiling windows and wildlife right outside your door. It is just like being out at the cottage. This beautiful one bedroom house is beautifully decorated, has a large kitchen and a breakfast bar. Enjoy the large sunroom and deck where you can sit back and relax. Added bonus the Chickadees eat right off your hand!

The Evelyn Suites - Suite B - Small 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, 1 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

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.
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

Country Getaway in Puslinch

Resort Condo with Bowling and Spa Hot Tub

The Captain's Cottage at Willow Pond

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

The Yellow Brick Guest House

Cosy Lakefront Cottage
Family- and pet-friendly home rentals

Country Oasis in the Village - 4 bed - 2 bath home

Horse Ranch with Hot tub

RivertrailRetreat | Unique Deck + Skiing + Theatre

Modern Two Bedroom Apartment In Waterloo

RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN

(E) Elora Riverside Nook

Century Home Apartment next to the G2G Trail

Bright and Cozy Tiny Pine House
Family-friendly home rentals with a pool

Hollis Haven

Headwaters Retreat - Hot Tub Summer Getaway

The Trails Retreat (Private Cabin)

Bright and Airy Guest Suite with Pool

Your Peaceful Santuary in Nature

The Fox's Retreat - A Cozy Cabin for Two

Separate apartment with pool, on golf course.

Backyard Oasis Guesthouse.
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- Nike Square One Shopping Centre
- Wilfrid Laurier University
- Victoria Park
- Royal Botanical Gardens
- The International Centre
- Glen Eden
- Toronto Congress Centre
- University of Waterloo
- Bayfront Park
- Dundurn Castle
- FirstOntario Centre
- Mount Chinguacousy
- Bramalea City Centre
- Museum
- Woodbine Racetrack
- Stratford Festival
- Erin Mills Town Centre
- University of Guelph
- Elora Gorge
- Wet'n'Wild Toronto
- Forks of the Credit Provincial Park
- St Jacob's Farmer's Market
- Waterloo Park
- Caledon Ski Club LTD





