
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.

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

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.

Beautiful Quiet Kitchener Loft
With a walk score of 79 and transit score of 60, this beautiful self contained apartment has all the convenience you could want in your home away from home - private entrance, fully equipped kitchen, full bathroom, fireplace, living room, comfortable bed, wifi and tv. Quiet, clean and convenient. Walking distance to the Aud, Centre in the Square, Kitchener Market and plenty of cafes, stores and restaurants. On main bus routes. PLEASE NOTE: SOME SPACES IN ATTIC AREA HAVE LOW HEAD ROOM

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.

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!

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.

Private Elora Studio Downtown
Located 3 short blocks from the Elora Mill this charming studio apartment is located in the heart of Elora, across from Bissell Park. The Studio Apartment is in a separate, private building at the back of the property which has a private entrance, private front deck and private garden area along with a parking spot for one vehicle. The wifi has recently been upgraded to the EERO mesh system to help connect you to work and leisure activities.

The Blue Lagoon | Pool & Coastal Tinyhome
Welcome to The Blue Lagoon! 2 minute drive from the mill & downtown. Offers guests a quiet, spacious & private guesthouse completely separate from the main dwelling. *The guesthouse & everything in side is brand new as of March 2024!* Guests have access to the ammenities in the backyard including a large pool (opened May-Oct), fire pit area & shaded patio complete with a BBQ. Come check out Elora's hidden gem!
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

RivertrailRetreat | Unique Deck + Skiing + Theatre

Millers Mistress - Gardenview, 2 bedroom apt

RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN

Paris Oasis-The Maples on Brock

Century Home Apartment next to the G2G Trail

Bright and Cozy Tiny Pine House

The Sunset Loft

Red Door Cottage 1-bedroom Downtown Apartment
Family-friendly home rentals with a pool

Hollis Haven

Headwaters Retreat-Hot Tub & Cozy Spring Retreat

The Trails Retreat (Private Cabin)

Bright and Airy Guest Suite with Pool

Your Peaceful Santuary in Nature

Cottage-like Monthly 12 max hot-tub/pool Near Lake

The Fox's Retreat - A Cozy Cabin for Two

The little resort II. “ the hideaway”
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 $17 NZD per night before taxes and fees

Verified guest reviews
Over 15,060 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
370 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!
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- Nike Square One Shopping Centre
- Wilfrid Laurier University
- Victoria Park
- Glen Eden
- Royal Botanical Gardens
- University of Waterloo
- Toronto Congress Centre
- Bayfront Park
- The International Centre
- FirstOntario Centre
- Mount Chinguacousy
- Dundurn Castle
- Elora Gorge
- Wet'n'Wild Toronto
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