
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 $17 NZD per night before taxes and fees

Verified guest reviews
Over 15,220 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
380 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!
Top-rated family-friendly rentals in Woolwich
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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

Charming Urban Retreat near Downtown Kitchener
Enjoy a peaceful getaway in this charming main-floor apartment. This fully private unit has a separate entrance and covered bistro patio. Inside, you'll find a kitchen, bathroom, laundry and a quiet living room/bedroom situated at the back of the property with no overhead noise. Restaurants and a brewery are just two blocks away and it's a 15-minute walk to downtown Kitchener. Located near highway access and directly on the bus line, this is a perfect spot to unwind while exploring KW!

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!

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.

Cozy 2 Bedroom Apartment with Parking
This 2 bedroom apartment in central Waterloo is a great choice for students, professionals, or anyone looking cozy living space. Its prime location is in a highly desirable area. Starbucks 1 block away Good Life Fitness 2 blocks away Wilfrid Laurier University 2 blocks away Conestoga College 1 block away University of Waterloo (3 km) Downtown Waterloo (1 km) Rim Park (6 km) Public transit one block away Over 20 restaurants within a 3 block radius 5 min from the expressway and 401

The Evelyn Suites - Suite A - Luxury 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, 2 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!

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!

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

Fern Hill Cabin
Escape to a hand-built Amish timber cabin on a peaceful 6-acre farm. Surrounded by willow trees, sheep, pigs, chickens, and a 150-year-old barn. It's your own country-spa retreat! Swim in the spring-fed pond, relax in the beautiful wood burning sauna, stargaze at night, and enjoy a compostable toilet with an unforgettable view! Restored century-old windows let in soft light and rustic charm. Ideal for anyone seeking quiet, nature, and a breath of fresh air.
Popular amenities for Woolwich family-friendly rentals
Family-friendly home rentals with a hot tub

Rural Retreat, near to Elora

The Carlton Elora | Cozy Retreat with Hot Tub

The Oasis

Waterpark Acres

Country Getaway in Puslinch

Resort Condo with Bowling and Spa Hot Tub

Cabin stay and play! 10 mins to Canadian Open!

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

Forest Hideaway

LUX 4BR• Theatre Room • Chef Kitchen • Unique Deck

Cottage In The City

Private Elora Studio Downtown

Barb's Place

The Stone Heron

Horse Ranch with Hot tub

Whole 2BR House | Fire Pit, Fenced Yard, Parking
Family-friendly home rentals with a pool

Spacious Bungalow Guest House

Luxury Villa for Accommodation

The Fox's Retreat - A Cozy Cabin for Two

Cosmopolitan Gem Heart of Waterloo

Spacious, Pet Friendly Basement Apartment

Separate apartment with pool, on golf course.

Private Hot Tub & Pool - Headwaters Retreat

Cozy Country Spring Getaway | HotTub + Fire Pit
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- Nike Square One Shopping Centre
- Elora Gorge
- The International Centre
- University of Waterloo
- FirstOntario Centre
- Wilfrid Laurier University
- Bramalea City Centre
- McMaster University
- Toronto Congress Centre
- University of Guelph
- Royal Botanical Gardens
- Victoria Park
- Dundurn Castle
- Erin Mills Town Centre
- Glen Eden
- St Jacob's Farmer's Market
- Mohawk College
- Woodbine Racetrack
- Elora Quarry Conservation Area
- Bayfront Park
- Museum
- University of Toronto-Mississauga
- Sheridan College - Trafalgar Road Campus
- Waterloo Park





