
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.

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?

Little Can in the Pines - Bunkie No. 1
*NO hydro/power/electricity *NO running water *NO flush toilet (outhouse only) *NO Wi-Fi *NO street lights (it's dark at night) *NO sheets, blankets, pillows - Queen *NO cookware, plates, utensils etc. *HEATED seasonally from Oct - May *Outdoor shower - operates seasonally *Poor cell signal (except Rogers) *Very private *Far from road - 800 ft *Dogs welcome *Firewood for sale *BBQ & propane provided w/ tongs & spatula *Bunkies are 400 ft apart from each other We look forward to hosting you!

Romantic Cabin For Two Or A Multi Family Stay
Cozy cabin for two + kids and pets. New this year is a second cabin which acts as extra sleeping space the larger family or a second family. The second cabin would not be rented to strangers to those renting the main cabin. New this year, a third building which will have outdoor movie nights with kettle popcorn over an open fire. I will also be building a pizza fire oven. Play area for the kids and a large park across the dirt road for your enjoyment. Beach is a 15min walk as most amenities.

Holiday Getaway | 7mns to Dntwn | Games | Sleeps 8
Beautifully renovated 1200 sq ft farmhouse just 7 minutes from downtown Stratford — perfect for theatre trips, family getaways, and weekends with friends. Sleeps up to 8 guests with 2 king beds, 1 queen, and a pop-up sofa bed. Enjoy bright gathering spaces, games, patio dining, and cozy evenings after exploring Stratford’s theatres, cafés, shops, and restaurants. For select stays, guests may enjoy a complimentary local welcome treat featuring bakery items, wine, or other local favourites.

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.

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

Oliver's Tiny Home In The Forest | Sauna & Hot Tub
Nestled in the Carolinian forest on a privately managed tree farm in Simcoe, Norfolk County, this peaceful forest stay invites couples, friends, or solo travelers to slow down and reconnect with nature. Surrounded by towering trees and birdsong, the cozy space offers a simple escape from everyday life. Thoughtfully designed and open year-round, it’s a place to unplug, breathe in the forest air, and experience the beauty of the Carolinian woods in every season.

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.

Luxury Oasis with Hot Tub/Pool
Forget your worries in this spacious and serene space. Our Apartment offers you the chance to get away from it all with luxurious extras from a romantic soak in our hot tub or swim in our seasonal pool. Spoiled with robes to use during your stay, or a coffee at our coffee, tea, and hot chocolate bar. Enjoy a romantic fire under the stars in a shared firepit, or relax in your beautiful patio area with your own bbq and beautiful outdoor lighting.

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!
Popular amenities for Woodstock family-friendly rentals
Family-friendly home rentals with a hot tub

Indoor pool, hottub & video game room, near beach

Timberwalk Guesthouse

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

Nature Lover's Luxury Paradise

The Bunkhouse @ Stone Gate Farm & Sculpture Park

Brand new studio suite

Vintage Farmhouse with Hot Tub on Vineyard

Luxury Tiny Home at the Farm - Botanical Oasis
Family- and pet-friendly home rentals

Charming Guesthouse Nestled Away

The Walnut - Steps to Canoe Launch & Downtown

Langford House

Orchard Beach Boutique Cottage

Strathroy Studio “Boutique living at its best!”

House on the Hill

Century Home Apartment next to the G2G Trail

The Old Blue Cottage of St. Marys
Family-friendly home rentals with a pool

Hollis Haven

Little Beach Retreat, Port Stanley

Bright and Airy Guest Suite with Pool

Resort Condo with Bowling and Spa Hot Tub

The Captain's Cottage at Willow Pond

Private airy space in a perfect location

Entire Guest Unit+Free Parking by Glenbridge Plaza

The Fox's Retreat - A Cozy Cabin for Two
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £102 | £114 | £105 | £85 | £97 | £97 | £97 | £104 | £103 | £104 | £108 | £126 |
| 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
- Boler Mountain
- Victoria Park
- Royal Botanical Gardens
- Port Stanley Beach
- Glen Eden
- University of Waterloo
- Bayfront Park
- Western University
- Dundurn Castle
- FirstOntario Centre
- Museum
- Stratford Festival
- University of Guelph
- Elora Gorge
- Budweiser Gardens
- St Jacob's Farmer's Market
- Waterloo Park
- Albion Falls
- Mohawk College
- Dundas Peak
- Turkey Point Provincial Park
- Springbank Park
- McMaster University





