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.

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Guest favourite

Cottage in New Dundee

4.88 out of 5 average rating, 114 reviews

Cosy Updated Lakefront Cottage

Enjoy 150 feet of lakefront just outside the city limits. This fully remodeled cottage has fun for all to enjoy. There are kayaks, a canoe and a paddle boat for those that live on the water. We also have floaties if you just want to lounge and relax by the water. In the winter months you can also bring your ice skates and enjoy skating on the lake and then coming inside for a hot drink by the propane fireplace. The 800 square feet of deck overlooks the water for all your needs.

Guest favourite

Flat in Elora

4.95 out of 5 average rating, 225 reviews

Millers Mistress - Gardenview, 2 bedroom apt

Vacation in heart of downtown Elora next to Pearle Hospitality's Elora Mill &Spa! Self contained walk out basement 2 bedroom apt, complete with living room, fully equipped kitchen, laundry and bathroom with tub & shower. Coffee and tea, cream and sugar all provided too! We welcome families. Large back yard with campfire area, great for relaxing. Well behaved pets welcome, fee paid separately. Come for a vacation with family &/or friends! Parking for 2 cars Long stays welcome.

Guest favourite

Home in Cambridge

4.9 out of 5 average rating, 270 reviews

Spacious Bungalow Guest House

Welcome to our stylish, modern, guest house nestled in a private country setting. Enjoy all of the updated conveniences while experiencing rustic surroundings. Peaceful and stress free for the whole family. Located minutes to the City of Cambridge. Note: The pool is outdoor and is generally open by Victoria Day weekend (3rd weekend in May) until Labour Day weekend (last weekend in August), but if it is warm earlier or later we may extend that by a few weeks. Please inquire.

Top guest favourite

Guest suite in Cambridge

4.98 out of 5 average rating, 383 reviews

Historical home in Upper West Galt

Historical home in West Galt built in 1851 with private entrance offers 2 bedrooms each with a queen size bed , high end bedding and feather pillows, 2 bathrooms, a magified lighted makeup mirror, a full kitchen with dishwasher as well as washer and dryer. Only a 5-min walk to see the charming downtown that offers beautiful architecture and stunning churches. Cafe's, pubs, fine dining, antique shoppes and the Dunfield Theatre, all within walking distance. Great location!

Top guest favourite

Guest house in Guelph

4.9 out of 5 average rating, 558 reviews

Beautiful Studio Cottage • Urban Retreat Guelph

Experience an independent, private, sparkling clean studio close to downtown Guelph with full amenities. Located in a gorgeous tree-filled 200 ft backyard, this cozy urban cottage has a comfortable double bed with new mattress, gas fireplace, fully stocked kitchen, separate shower, 2-piece washroom, sleeping loft, and private back patio. Located in the heart of the Junction Village intentional community, guests can connect with others, or have a private retreat experience.

Guest favourite

Cabin in Wallenstein

4.92 out of 5 average rating, 271 reviews

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!

Guest favourite

Flat in Elora

4.96 out of 5 average rating, 434 reviews

AirBnB Elora : Victoria Street Retreat

This cozy, modern apartment is located just steps away from the beautiful shops, galleries and restaurants in Elora on a quiet street right by the Grand River. The magical Elora Christmas Market⭐️ is just across the bridge and if you are attending a wedding at the Elora Mill, the Foundry is literally a stone’s throw away . This spacious and charming one bedroom suite has its own private entrance. You will love it here! Looking forward to hosting you 🙏

Guest favourite

Flat in Guelph

4.89 out of 5 average rating, 466 reviews

Charming Cozy Stay | Breakfast & Near Breweries

Settle into a clean, cozy, self-contained apartment with a private entrance in a charming century home. Start your morning with farm-fresh eggs and ready-to-bake croissants. The fully equipped kitchen includes essentials like oil and spices for easy home-cooked meals. Relax in your private courtyard or unwind by the electric fireplace. Just a 2-minute walk to great breweries and a coffee shop, and a 15-minute walk (or 4-minute drive) to downtown.

Top guest favourite

Bungalow in Elora

4.98 out of 5 average rating, 245 reviews

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.

Top guest favourite

Farm stay in Fergus

4.95 out of 5 average rating, 279 reviews

Waterpark Acres

Waterpark Acres offers a unique country experience to relax with spectacular views from the balcony. You have complete privacy in this separate building. No other rooms are rented out while you are here. See farm animals ( horses, llama's, dogs, sheep, pheasants and other birds. Also some out of the ordinary animals including kangaroos, lemurs, kinkajou's, parrots etc. ) Please note : WEDDING EVENTS are not hosted on this property

Top guest favourite

Home in Guelph

4.95 out of 5 average rating, 382 reviews

The Raymond @ Historic Lornewood Mansion

This upscale 1200 sq. ft. private residence (attached at the rear of the mansion) has been renovated with care. Stay at Lornewood, in Guelph's historic downtown. It's close to many walking trails and natural areas. Some visitors have stayed longer term to enjoy the quiet charm and beautiful setting. We have implemented special cleaning & disinfection practises to ensure your health and safety. Please see “other things to note”.

Guest favourite

Home in Kitchener

4.95 out of 5 average rating, 174 reviews

Style-Comfort-Convenience Downtown Victoria Park

We're back! After a long break, we have just opened up our wonderful, park-side apartment and we are looking forward to hosting for the summer season. Come and relax in style. This private apartment is centrally located within Victoria Park, steps away from City Hall and the Innovation District. As long-standing hosts, you can trust that you will have exceptional accommodation.