
Family-friendly holiday rentals in Woolwich
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Woolwich
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The wRen's Nest
The "wRen's Nest" is a peaceful and relaxing space, ideal for a comfortable night's sleep. Located 2 km from the UWaterloo, or 3 km from WLU, with several walking trails, gyms, and plenty of fantastic eating options to choose from. There is free parking and a private entrance to the one bedroom, one bathroom basement apartment, featuring a full kitchen if you love cooking! A spacious back yard offers a shared (with hosts) patio to enjoy the birds singing and a cup of coffee to start your day.

Entire Guest Unit+Free Parking by Glenbridge Plaza
Located in a prime location in Waterloo, one of the most desirable safe and quiet neighborhoods of Lincoln Heights, this unique place perfectly blends privacy and comfort. Just minutes away from University of Waterloo, Wilfrid Laurier University, Conestoga College, highways (7/8),2 minute walk to Glenbridge Plaza, Zehrs Market (Grocery), CIBC Bank, A&W, Canadian Pizza, pharmacies, etc. It is an 8-minute drive to the St. Jacobs Farmers Market and only a 5-minute drive fromWalmart.Busstop is here

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!

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

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.

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.

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!

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.

Entire Suite + Free Parking + Separate Entrance
If you’re seeking a home away from home, this private-cozy basement unit is ideal for you. Located in a prime location of Waterloo, this clean & spacious unit is nestled into a safe & quiet neighbourhood, just minutes away from everything you need. The place offers free parking, its own entrance, mudroom, bedroom, living/dining space, bathroom, laundry & a full kitchen with a perfect blend of privacy & comfort.
Popular amenities for Woolwich family-friendly rentals
Family-friendly home rentals with a hot tub

Headwaters Hot Tub & Fireplace-Cozy Spring Retreat

Waterfront Hillside Villa

Timber Haven

Country Getaway in Puslinch

Resort Condo with Bowling and Spa Hot Tub

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

The Yellow Brick Guest House

Cosy Lakefront Cottage
Family- and pet-friendly home rentals

Horse Ranch with Hot tub

Entire Guest Suite with Separate Entrance

RivertrailRetreat | Unique Deck + Skiing + Theatre

Elora Heritage House

Paris Oasis-The Maples on Brock

Tranquil Tiny House Retreat 4-Season Radiant Floor

Century Home Apartment next to the G2G Trail

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

Cozy Private Suite with Year-Round Hot Tub

The Trails Retreat (Private Cabin)

Tiny House with Nature Views and Swimming Pond

Your Peaceful Santuary in Nature

The Captain's Cottage at Willow Pond

Private airy space in a perfect location

Sleeps 12 ADULT private hot tub pool Walk to Lake

The Fox's Retreat - A Cozy Cabin for Two
Quick stats about holiday rentals that are family-friendly in Woolwich

Total holiday rentals
Explore 370 holiday rentals in Woolwich

Nightly prices starting at
Woolwich holiday rentals start at £7 per night before taxes and fees

Verified guest reviews
Over 15,060 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
370 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!
Destinations to explore
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- Rentals with a patio Woolwich
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- Family-friendly rentals Region of Waterloo
- Family-friendly rentals Ontario
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- Nike Square One Shopping Centre
- Wilfrid Laurier University
- Victoria Park
- Glen Eden
- University of Waterloo
- Royal Botanical Gardens
- Bayfront Park
- FirstOntario Centre
- Toronto Congress Centre
- Mount Chinguacousy
- The International Centre
- Dundurn Castle
- Wet'n'Wild Toronto
- Erin Mills Town Centre
- Elora Gorge
- University of Guelph
- Bramalea City Centre
- Art Gallery of Hamilton
- Caledon Ski Club LTD
- Conestoga College
- McMaster University
- Forks of the Credit Provincial Park
- Conestoga College
- Elora Quarry Conservation Area




