
Holiday houses in Woodstock
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Woodstock
Guests agree: these stays 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.

Jungle Dome on a Farm! 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!

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!!

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

River Merchant Inn Mitchell’s Mercantile Suite
Nestled on the Avon river is the Mitchell's Mercantile Suite at the River Merchant Inn & Spa. After exploring Stratford, enjoy this One-Of-A-Kind space that walks you through times past and accurately chronicles the mercantile shop uses of this heritage building. Featuring 2 bedrooms, 1 full bath and full chef's kitchen. With free designated parking nearby and private entry pin-pad lock making checking in and out a breeze. SPECIAL NOTE: Unit is on 2nd floor, stairs only (2 flights)

Modern Downtown Suite | King Bed | The Charlotte
A clean, modern downtown stay designed for comfort and simplicity. Relax in a king-sized bed, enjoy a fully equipped kitchen, and unwind in a space that’s easy to settle into the moment you arrive. Located in the heart of Woodstock, you’re just steps from shops, cafés, and restaurants—including Tempo right across the street. On the main floor, you’ll find On Trend, a boutique clothing shop—perfect for a quick browse or picking something up during your stay.

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.

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!

R&R La Petite Rhineland Retreat
Nestled amidst a canopy of trees with a symphony of song, rests a petite cottage that offers a serene experience. This picturesque oasis is accented by a seasonal pool, private deck, and extensive landscaping adding to the air of tranquility. Whether visiting friends & family, exploring local sites or seeking a cozy little private setting for rest & relaxation, La Petite Rhineland Retreat is an impressive destination.

Entire Rental Unit- Close to Woodstock Hospital
Enjoy this Private Unit located in a Residential Neighborhood Near Woodstock Hospital. Private entrance with two free parking on the driveway. Full kitchen well equipped for longer stays, full bathroom, a laundry room, 1 bedroom, a living area, and dinning. Two Minutes to so many restaurants, grocery stores recreation center, parks, community complex and three Minutes to highway 401.
Popular amenities for Woodstock holiday rentals
Other great holiday rentals in Woodstock

Cozy Stay! | Stratford within 10 minutes

The Kabin

Bradshaw Lofts: The Brixton King Suite

Oliver's Tiny Home In The Forest | Sauna & Hot Tub

The Ingersoll Hideaway-close to 401 and amenities

lost + found under the pines

Private, detached apartment, beside main house

Oxford Executive Home
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $114 AUD | $114 AUD | $114 AUD | $129 AUD | $137 AUD | $136 AUD | $107 AUD | $122 AUD | $107 AUD | $125 AUD | $129 AUD | $139 AUD |
| 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 |
Frequently Asked Questions
What are the best places to stay in Woodstock?
Woodstock has vacation rentals in downtown, historic quarters, and residential neighborhoods near parks. Staying around these areas gives easy access to local attractions, green spaces, and eateries.
What are the best things to do in Woodstock with kids?
Kids often enjoy playgrounds at Southside Park, hands-on exhibits in the Woodstock Museum, and attending seasonal fairs or festivals. Outdoor spaces and conservation areas around the city are popular for picnics, games, and wildlife watching.
What are some of the best things to do in Woodstock?
Explore Pittock Conservation Area and Southside Park, discover local history at the Woodstock Museum, and browse artisan shops in the city center. Festivals, farmers markets, and live events add to the city’s welcoming atmosphere.
How is the weather in Woodstock?
Woodstock has summer temperatures around 57–79°F (14–26°C) in August, cooling to 41–59°F (5–15°C) in October. Late summer often feels mild and comfortable, with rainfall increasing toward autumn.
When is the best time to visit Woodstock?
Late spring and summer are often recommended for visiting Woodstock, thanks to milder weather, blooming parks, and community events. Autumn draws visitors for local harvest festivals and colorful foliage.
What are the best places to visit in Woodstock?
The Woodstock Museum, Pittock Conservation Area, and Southside Park are frequently suggested for their history, natural beauty, and family-friendly spaces. Downtown mixes heritage architecture with artisan shops and casual eateries.
What are some hiking trails in Woodstock?
Woodstock has scenic trails in areas such as Pittock Conservation Area and Southside Park, where visitors can explore woodlands, lakeside paths, and natural habitats. These spaces are frequently suggested for walking, cycling, and bird watching.
What are some family activities we can do in Woodstock?
Families can explore playgrounds in Southside Park, enjoy interactive exhibits at local museums such as the Woodstock Museum, or spend the day picnicking by the water in conservation areas. Seasonal festivals and farmers markets around town provide opportunities for hands-on fun and discovery.
What are some of the best day trip ideas from Woodstock?
Explore nearby conservation areas for nature walks, visit small towns with unique heritage sites, or discover regional wineries and craft breweries. Museums, markets, and riverfront parks in surrounding communities are frequently suggested for day trips.
Are there any pet friendly accommodations available in Woodstock?
Many vacation rentals in Woodstock welcome pets, especially in residential neighborhoods and near green spaces. Parks and conservation areas make it simple to enjoy outdoor activities with your dog while staying locally.
What are some local tips for visiting Woodstock?
Locals often suggest exploring the city’s parks early in the day and checking for seasonal festivals or farmers markets on weekends. Be sure to try artisan cheeses and connect with artists at local galleries.
What is Woodstock known for?
Woodstock is known for its agricultural heritage and locally rooted arts scene, with historic museums, summer fairs, and distinct Victorian architecture. The city often draws visitors for its vibrant community events and access to outdoor recreation.
What are the best hidden gems to explore in Woodstock?
Woodstock has independent galleries, local history museums, and quiet parks that are often recommended for visitors looking to explore off the main path. You can discover handcrafted goods at artisan shops or stroll heritage neighborhoods for a glimpse into the city’s roots.
What are the best foods to try in Woodstock?
Locally crafted cheeses, seasonal produce from farmers markets, and classic comfort foods such as pies, breads, and maple-flavored treats are frequently suggested in Woodstock. The city’s cafes and bistros feature a mix of traditional Canadian flavors and international options.
What should I bring for a trip to Woodstock?
Pack comfortable walking shoes, layered clothing for shifting temperatures, and a light waterproof jacket. A camera and reusable water bottle can help you explore local trails, parks, and markets with ease.
What is the nightlife in Woodstock like?
Woodstock’s nightlife features relaxed pubs, casual eateries, and live music venues, especially around downtown. Local cafés and gathering spaces mix acoustic performances with friendly social atmospheres.
What are the most popular events or festivals in Woodstock?
The Woodstock Fair, often recommended in late summer, brings agricultural exhibits, family entertainment, and local music. Seasonal celebrations and craft fairs around the city highlight Woodstock’s community spirit and creative traditions.
Are there family friendly vacation rentals in Woodstock?
Woodstock has a variety of family-friendly vacation rentals, especially near parks and quiet residential neighborhoods. Homes and apartments in these areas give families space to relax and easy access to local attractions.
Quick stats about holiday rentals in Woodstock

Total holiday rentals
Explore 60 holiday rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 1,330 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Woodstock holiday rentals include Wi-Fi access

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

4.7 Average rating
Woodstock stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Northeast Ohio Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Erie Canal Holiday rentals
- Detroit Holiday rentals
- Columbus Holiday rentals
- Cleveland Holiday rentals
- Wilfrid Laurier University
- Boler Mountain
- Victoria Park
- Glen Eden
- Royal Botanical Gardens
- University of Waterloo
- Bayfront Park
- Western University
- FirstOntario Centre
- Dundurn Castle
- Budweiser Gardens
- University of Guelph
- Elora Gorge
- Stratford Festival
- Port Stanley Beach
- Springbank Park
- Museum
- Turkey Point Provincial Park
- Dundas Peak
- Waterloo Park
- Art Gallery of Hamilton
- McMaster University
- Conestoga College
- Cambridge Butterfly Conservatory





