
Family-friendly holiday rentals in Woolwich
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Top-rated family-friendly rentals in Woolwich
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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

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.

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.

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.

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.

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.

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

Hollis Haven

Waterfront Hillside Villa

Timber Haven

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

Cosy Lakefront Cottage
Family- and pet-friendly home rentals

Modern and Cozy in Central KW w/ Gym

Horse Ranch with Hot tub

RivertrailRetreat | Unique Deck + Skiing + Theatre

Elora Heritage House

Paris Oasis-The Maples on Brock

The Pines, charming retreat close to the highway

Elora Gingerbread Suite

Riverside Retreat
Family-friendly home rentals with a pool

Hot Tub & Cozy Summer Retreat - Headwaters Retreat

Stylish Downtown Suite with Patio & City Views

Bright and Airy Guest Suite with Pool

Private airy space in a perfect location

Riverside Retreat w Hot Tub, Pool & Sauna in Elora

The Fox's Retreat - A Cozy Cabin for Two

The little resort II. “ the hideaway”

Backyard Oasis Guesthouse.
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 $14 AUD 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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- Family-friendly rentals Region of Waterloo
- Family-friendly rentals Ontario
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- Nike Square One Shopping Centre
- Wilfrid Laurier University
- Victoria Park
- Royal Botanical Gardens
- Glen Eden
- University of Waterloo
- The International Centre
- Toronto Congress Centre
- Bayfront Park
- Dundurn Castle
- FirstOntario Centre
- Mount Chinguacousy
- Bramalea City Centre
- Woodbine Racetrack
- University of Guelph
- Stratford Festival
- Erin Mills Town Centre
- Wet'n'Wild Toronto
- Elora Gorge
- Museum
- Dundas Peak
- Forks of the Credit Provincial Park
- St Jacob's Farmer's Market
- McMaster University





