
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.

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?

The Old Blue Cottage of St. Marys
Placed perfectly only a half block from the Thames River in the hidden architectural wonderland that is St Marys, Ontario is the recently renovated ‘Old Blue Cottage’. Just south of Stratford, 20 minutes northeast of London and a little under an hour’s drive from Kitchener-Waterloo you’ll find this quaint two-bedroom retreat; one featuring a bunk bed, and principle bedroom with a walkout to the covered back deck. There’s also a fold-out couch for extra guests in the great room. HST Inclusive

Cozy, spacious, homely and clean Basem't apartment
Bring yourself or family to this great , peaceful and spacious basement with lots of room for some family time, vacation or during transit from the airport. Our "newly finished basement " is a spacious 2 bedroom, 1 bathroom apartment, that has a cozy home feel with its woodern floors. It is 10mins from London Airport and a Tesla pick-up and drop-off can be negotiated. The home is big enough for a group of 4 individuals . Zorra boasts of its quiet, peaceful, friendly and inclusive nature.

Stylish 2 Bed 2 Bath Private Apartment Beside UWO
Newly renovated two bed, two bath, modern apartment. Nestled in on a tree-lined street, just a five minute walk to Western University. This clean and quiet suite offers two levels of spacious living. Your own private entrance has a large foyer with plenty of room for jackets and shoes. Two full bathrooms, fresh towels, linens and laundry. A full kitchen, ready to cook dinner and a large screen smart T.V with Wi-Fi for entertainment. Take advantage of this modern, quiet and clean retreat.

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.

Patio Suite with Sunroom by Henry House Stays
Henry House Patio Suite -- an ode to the rich architectural heritage of Stratford. We are branded online as "Henry House Stays Stratford" and are sought after as an ideal place to celebrate birthdays and anniversaries. The exquisite bed sets the tone of this stately-yet-comfortable space for a night of sweet dreams that you may actually remember when you awake. The Sun Room is the perfect, tranquil spot to enjoy your morning coffee while you watch the river and sidewalks come alive.

Stay Inn Thamesford - Cozy 1 Bedroom unit/apt.
Enjoy a relaxing stay in our stylish and cozy little nook right in the hub of our friendly little town. Walking distance to Tim Horton's, RBC bank, variety stores, pizza pick up, town swimming pool, cannabis store and liquor & beer . Only 20 minutes London or Woodstock . It's important to note that our quaint unit does have a saniflo toilet and pumping system(ie. maceration system) which means there is noise associated with flushing and drainage. Please inquire if more info is needed!!

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.

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.
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

Hillside Heritage

Creek Retreat with Hot Tub~Fire Pit~Pet Friendly

Country Getaway in Puslinch

Country settings

Nature Lover's Luxury Paradise

Luxury Farmhouse with Hot Tub on Vineyard
Family- and pet-friendly home rentals

The Walnut - Steps to Canoe Launch & Downtown

Langford House

Elora Heritage House

Entire Guest Unit+Free Parking by Glenbridge Plaza

Tranquil Tiny House Retreat 4-Season Radiant Floor

The Pines, charming retreat close to the highway

Farmview Sunset Cabin

Beautiful Country Retreat
Family-friendly home rentals with a pool

Alpaca farm stay and bunkie getaway.

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

Newly Built Cabana Home! Pool + Hot Tub!

The Bunkhouse @ Stone Gate Farm & Sculpture Park
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $143 SGD | $136 SGD | $143 SGD | $145 SGD | $166 SGD | $166 SGD | $167 SGD | $179 SGD | $176 SGD | $179 SGD | $185 SGD | $216 SGD |
| 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 20 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 690 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 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
- Western University
- FirstOntario Centre
- Dundurn Castle
- Budweiser Gardens
- Elora Gorge
- University of Guelph
- Art Gallery of Hamilton
- Conestoga College
- Conestoga College
- McMaster University
- Port Stanley Beach
- Elora Quarry Conservation Area
- Turkey Point Provincial Park
- Waterloo Park
- Springbank Park
- The Factory
- Tim Hortons Field




