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

The Heart of New Hamburg - Picturesque Modern Home
This newly renovated schoolhouse doubles as a picturesque live-in museum! Well lit with stately windows, the upper level delivers a fusion of classic and modern with a fully equipped kitchen, master bedroom and large bathroom with a quaint tub and hand crafted fittings. The lower level boasts of 2 bedrooms with bathrooms, a cozy living area, kitchenette, dedicated workspace and separate entrance. The back patio has heated flooring; making the winter months bearable for outdoor activities.

Winter Escape Tropical Dome! Animal Lovers Dream
Jungle Dome Farm Stay in Burlington! Be completely immersed in farm life and all that it entails while staying in our 500 square foot geodesic dome “glamping” greenhouse dwelling! Complete with a fish and turtle pond and filled to the brim with tropical plants! Designed as a tropical vacation getaway when you can’t get away to the tropics! Situated on a 5 acre animal farm where guests can experience farm life with goats, horses, highland cows, sheep, pigs and poultry. An Animal Lovers Dream!

The Loft on Downie - Downtown Stratford
Located on the top floor, with a view of downtown, our 450 square foot condo is steps away from the heart of downtown Stratford and all it has to offer including cozy coffee shops, elegant restaurants, the Avon Theatre, close to the famous Stratford festival, and other shops for all to enjoy. Perfect for a couple’s getaway or to enjoy as friends travelling together. Our condo offers all the essentials including a luxurious queen bed, fully equipped kitchen, a 55” smart TV and ensuite laundry.

The Avon Festival Get-Away
We take pride in ensuring our place is clean, polished and comfortable. A 16 min walk to the Festival Theatre on Queen St. It is a pretty walk along the arboretum and Avon River. We have a well equipped kitchenette, and a high end Kreuig for your tea, coffee, and chai latte needs, all free of charge - also has a cold brew feature! Our basement suite is good for families, couples, solo adventurers, business travellers, and furry friends (pets). The suite has free parking and a private entrance.

RUSTlC~OFFGRlD~OASlS&MlCRO-CABlN
Are you looking for a space to get away, a peaceful oasis immersed in nature? Welcome to Clemmer's Chaos Rustic Escape! It's off-grid. No electricity. No running water. No Wi-Fi. There are bugs and critters. An outhouse for your business. A Cabin for two. A Space for Tents. A mini lake. You can swim, fish, canoe. There is a campfire pit, to cook over, sing around, or listen to the soft sounds of nature and crackling fire as you stare up at the stars. This is an experience. Au Naturel. You in?

Historic Carriage House Flat STUNNING VIEW
Step back in time to 1850 while staying at the iconic historic home built by The Lumber Merchant. Stay in the suite featuring the original post and beam structure and still offering modern conveniences such as gas fireplace , heated stencilled ceramic floors. Enjoy the quality mattress set into a 200 yr old brass bed once owned by royalty. Escape down to the river where a little cabin sits. If you are lucky you will have deer, heron, beaver, fox and many more wildlife come to visit.

The Country Nook
This barn style cabin is located 10 -15 minutes from Stratford, Ontario the home of Stratford Festival. This newly renovated 1.5 floor retreat offers an open concept living area, along with two bedrooms with queen size beds. Large windows and a 16 foot ceiling height in the living room add to the brightness of the space. This home away from home offers both comfortable seating inside and a screened in patio nestled into the trees. A way to get away from the city and enjoy the fresh air.

Wildwood Tiny Home Escape with Wood Fired Sauna
Welcome to an absolutely unique converted shipping container – Wildwood Tiny Home! This converted shipping container has a big personality! If you and your guests are looking for luxury, nature, peace, serenity, and a chance to escape the city – this getaway is perfect for you! At Wildwood Tiny Home, you can fill your time with hanging out on your own private beach & waterfront dock, enjoying your firepit, beach volleyball, horseshoes, cornhole, badminton, board games, and many more!

Welcome to Brown's Rustic Country Bunkie
We invite you to enjoy our beautiful country rustic wooden bunkie. Sit outside and enjoy watching the animals or star gaze while having a campfire. Warm up after on the love seat while in front of the fireplace. A/C keeps you comfortable in the summer. This queen sized bed is fantastic to enjoying the free Wifi and Firestick TV. A great spot for a weekend get away. Golf at Tarandowah, Tamarack & Pineknot 10minutes Wave Nordic Spa is 15min Port Stanley/Port Bruce/Port Burwell 30-35min

Holiday Getaway | 7mns to Dntwn | Games | Sleeps 8
March Special: Stay 2+ nights and enjoy a complimentary local bakery breakfast basket. Stay 3+ nights and we’ll include 4 Stratford Chocolate Trail passes, a self-guided tasting experience at participating downtown shops. Cozy renovated 1200sqft farmhouse just 7 minutes from downtown Stratford, ideal for March Break or group getaways. Sleeps up to 8 with 2 kings, 1 queen, and a pop-up sofa bed. Bright, comfortable space for gathering, games, and relaxed evenings together.

Paris Oasis-The Maples on Brock
Stay in this immaculately renovated century home, which is just a short walk from downtown Paris and comes with all the perks and white-glove service of a 5 Star Hotel. If you’re searching for the perfect home for your next family vacation, stay-cation, business trip, or long-term rental that satisfies both luxury & location, then look no further. Save your dates now and secure a Paris holiday you’ll always remember!

Best line private apartment
Located just 5 mins outside of Tillsonburg ont is this beautiful private country upstairs apartment. Included are 2 bed rooms with 2 queen beds and a third small bedroom with baby crib and a twin bed. Full kitchen and a spacious living room area. Short drive to wineries, beaches, golf course, and beautiful farm land. There is a Nordic Spa 15 min from my apartment named Wave Nordic Spa you have to check it out.
Popular amenities for Woodstock family-friendly rentals
Family-friendly home rentals with a hot tub

Charming Guesthouse Nestled Away

Indoor pool, hottub & video game room, near beach

Timber Haven

Lake Erie Retreat: Hot Tub, Game Room, Long Point

Sauna ~Creek Front~ Hot Tub~ Fire Pit~Pet Friendly

Country Getaway in Puslinch

Country settings

Nature Lover's Luxury Paradise
Family- and pet-friendly home rentals

Cabin at the vineyard glamping experience!

Rustic log cabin on large private country lot.

Langford House

Orchard Beach Boutique Cottage

House on the Hill

Stylish 2 Bed 2 Bath Private Apartment Beside UWO

Lake Suite with Sunroom by Henry House Stays

Tranquil Tiny House Retreat 4-Season Radiant Floor
Family-friendly home rentals with a pool

Timberwalk Guesthouse

Little Beach Retreat, Port Stanley

Tiny House with Nature Views and Swimming Pond

R&R La Petite Rhineland Retreat

Luxury Resort-Style Condo| HotTub, Sauna & Bowling

Private airy space in a perfect location

The Bunkhouse @ Stone Gate Farm & Sculpture Park

Entire Guest Unit+Free Parking by Glenbridge Plaza
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £82 | £78 | £82 | £84 | £95 | £95 | £96 | £103 | £101 | £103 | £106 | £124 |
| Avg. temp | -5°C | -4°C | 0°C | 7°C | 14°C | 19°C | 21°C | 20°C | 16°C | 10°C | 4°C | -2°C |
Quick stats about holiday rentals that are family-friendly in Woodstock

Total holiday rentals
Explore 30 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 740 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Woodstock holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodstock rentals

4.8 Average rating
Woodstock stays are highly rated by guests – averaging 4.8 out of 5!
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- Wilfrid Laurier University
- Victoria Park
- Boler Mountain
- Glen Eden
- University of Waterloo
- Royal Botanical Gardens
- Bayfront Park
- FirstOntario Centre
- Western University
- Budweiser Gardens
- Dundurn Castle
- Elora Gorge
- University of Guelph
- Art Gallery of Hamilton
- Conestoga College
- McMaster University
- Port Stanley Beach
- Conestoga College
- Turkey Point Provincial Park
- Elora Quarry Conservation Area
- Springbank Park
- Waterloo Park
- Mohawk College
- Tim Hortons Field




