
Vacation rentals in Woodstock
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Top-rated vacation rentals in Woodstock
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Quaint Rural 2-Bedroom Oasis
The whole group will be comfortable in this spacious and unique property. Located between Woodstock and Stratford, very private with 1900 sqft of stylish decor and complete with a kitchen, living space and a games room. Terra Nova Nordic Spa is located directly beside rental. At evening, you can enjoy a campfire outside with lots of seating area and a private patio. Also available outside is a large hot tub with condition’s. We are a 2 night stay If considering a 1 night stay See other details

Country Oasis Accessible Retreat
Escape to the peaceful beauty of the countryside. Relax in spacious, comfortable and welcoming accommodations. Our quiet, private property is thoughtfully designed with accessibility in mind. Barrier free entrances and washrooms, wide hallways and accessible amenities ensure wheelchair and family friendly access to indoor and outdoor spaces. Enjoy nearby attractions & local events, or simply unwind in the sunshine by day and soak in the hot tub under a breathtaking, star-filled sky at night.

Cozy country getaway -clawfoot tub & starry nights
Escape to our peaceful 2-bedroom country guest house, nestled among beautiful farmland with stunning views. A tranquil retreat or a base to explore the nearby Stratford area, this modern farmhouse-style suite is the perfect getaway for up to 4 guests. Relax in a cozy yet spacious setting featuring two queen beds, an electric fireplace, and a walk-in shower with a luxurious soaker tub. Enjoy the quiet of the countryside with an outdoor fire pit and BBQ. Washer and dryer and Wi-Fi are included.

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.

Opulent 2 bedrooms apartment
Stay comfotably in this perfectly appointed 2 bedroom apartment, complete with: - 2 queen-sized beds for a restful night's sleep - Fast internet Full kitchen equipped with: * Coffee maker * Air fryer for healthy cooking options * Toaster *Rice cooker and enough kitchen utensils for effortless meal prep Ideal for couples, friends, or small families, this apartment has everything you need to feel right at home. Book now and make yourself comfortable!" - Each room has its own heat/AC

Beautiful stunning home
Relax and unwind in this beautiful 2 bedroom home, with an incredible outdoor space! Upstairs office nook, lots of space on main floor , with high end appliances and cookware! Be a chef in the well equipped kitchen with granite countertop. Weber Gas bbq just off the side door on deck.! Cozy living room space with 65” smart tv and Games table . House has on demand hot water ! High speed internet , everything you need is here for a memorable home away from home experience

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.

Summertime! Steam shower+breakfast+rooftop hottub
Nestled in a picturesque escarpment community overlooking the historic town of Dundas, The Hayloft is a charming getaway for anyone looking for an escape and a breath of fresh air. Relax in the steam shower inside or the hot tub on the fully private rooftop deck overlooking gardens. Take a nap on the lounge chairs. Visit with the chickens, make friends with the fish or the frogs. Unwind at night with a movie in bed, with breakfast (surcharge) in the morning.

Welcome to Cowtown! Sunny 2 bedroom apartment
Welcome to your perfect getaway in the heart of Woodstock! This cozy second story apartment blends comfort & convenience. Enjoy 2 inviting bedrooms with luxury mattresses for a great night’s sleep! A fully equipped kitchen and open plan living area featuring Roku TV and Wi-Fi. You'll have easy access to local shops, restaurants, hospital and the 401/403 when staying with us. Many guests have commented on how much they loved the location and ease of access.

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.

Spacious 3 Bedroom Home in Serene Neighborhood
Welcome to Our Woodstock Home! Located in a peaceful neighborhood, our home is perfect for families or groups seeking comfort and relaxation. We’re just a 5-minute drive from a local park and close to many amenities such as grocery stores, gas stations, restaurants and many other shops, offering easy access to all that Woodstock has to offer. We’d love to host you and share the best of our home and the area!

Nith River Loft
Nith River Loft is a custom, luxury loft completed in 2020. Nestled in a treed, rural setting, the loft offers a serene experience. This picturesque oasis is accented by a private deck, fire pit and walking trails. Whether visiting friends and family, exploring local sites or seeking a cozy little private setting for rest and relaxation, The Nith River Loft is an impressive destination.
Popular amenities for Woodstock vacation rentals
Other great vacation rentals in Woodstock

Modern Suite: Pool & Hot Tub

Scenic & Cozy Guesthouse

Bright 3 Bedroom Apartment

Modern 2BR Private Suite • Self Check-in • Parking

Spacious Chic 3BR Woodstock Upper Unit | Sleeps 6

Stylish Private Loft | 1800s Farmhouse | Lake View

Dream House For A Dream Stay.

Studio - Close to Woodstock Hospital
When is the best time to visit Woodstock?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 297 | ﺩ.ﺇ 297 | ﺩ.ﺇ 297 | ﺩ.ﺇ 338 | ﺩ.ﺇ 360 | ﺩ.ﺇ 356 | ﺩ.ﺇ 279 | ﺩ.ﺇ 320 | ﺩ.ﺇ 279 | ﺩ.ﺇ 327 | ﺩ.ﺇ 338 | ﺩ.ﺇ 364 |
| 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 vacation rentals in Woodstock

Total vacation rentals
Explore 60 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

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

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Woodstock vacation 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
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