Best Vacation Homes in Woodstock
700 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $112/Night
For 7 Nights US $783
645.83 ft²
4 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Parking
- Air Conditioner
- Internet
US $126/Night
For 7 Nights US $879
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $126/Night
For 7 Nights US $880
800 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $90/Night
For 7 Nights US $631
10 Guests
5 Bedrooms
3 Bathrooms
Free Cancellation
Apartment
- Parking
- Air Conditioner
- Internet
US $207/Night
For 7 Nights US $1,449
740 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $103/Night
For 7 Nights US $719
650 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $159/Night
For 7 Nights US $1,114
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $214/Night
For 7 Nights US $1,497
Woodstock Luxury Rentals
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $429/Night
For 7 Nights US $3,006
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $371/Night
For 7 Nights US $2,594
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $370/Night
For 7 Nights US $2,590
2 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $214/Night
For 7 Nights US $1,501
475.4 ft²
1 Bathroom
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $174/Night
For 7 Nights US $1,220
381.52 ft²
9 Bathrooms
Free Cancellation
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $169/Night
For 7 Nights US $1,183
8 Guests
1 Bedroom
3 Bathrooms
Free Cancellation
House
- Parking
- Air Conditioner
- Internet
US $149/Night
For 7 Nights US $1,043
380.32 ft²
3 Bathrooms
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
US $148/Night
For 7 Nights US $1,039
Woodstock Pet Friendly Vacation Rentals
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $71/Night
For 7 Nights US $495
304.98 ft²
3 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pet Friendly
- Parking
US $75/Night
For 7 Nights US $525
US $131/Night
For 7 Nights US $915
US $63/Night
For 7 Nights US $440
Woodstock Large Vacation Homes
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $429/Night
For 7 Nights US $3,004
10 Guests
4 Bedrooms
5 Bathrooms
Group Friendly
House
- Air Conditioner
- Internet
- Child Friendly
US $503/Night
For 7 Nights US $3,524
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $480/Night
For 7 Nights US $3,360
US $763/Night
For 7 Nights US $5,339
Why Choose Rent By Owner for your Woodstock Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Woodstock
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here ensures you experience the region's natural beauty and local charm at its best, making your stay in Woodstock, Ontario, Canada, truly memorable.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, you can enjoy the area's lush greenery and pleasant weather, making it ideal for outdoor activities and exploring local attractions. The region experiences warm daytime temperatures, perfect for sightseeing and relaxing at your vacation rentals.
Average Temperature Daytime: 20°C to 25°C - Nighttime: 10°C to 15°C
Early Fall (September to October)
This time of year offers mild and comfortable weather with vibrant fall foliage, enhancing your stay here. It’s a popular season for those seeking picturesque landscapes and outdoor adventures in the region.
Average Temperature Daytime: 15°C to 20°C - Nighttime: 7°C to 12°C
Off-Season Highlights
Winter (December to February)
Visiting during the colder months allows you to experience quieter surroundings and cozy accommodations. While temperatures are lower, this off-peak period provides a peaceful retreat for those looking to escape the busy seasons.
Average Temperature Daytime: -5°C to -1°C - Nighttime: -10°C to -4°C
Late Fall to Early Winter (November)
This shoulder season features cooler weather and fewer visitors, creating a more serene environment. It’s suitable for travelers who prefer a tranquil atmosphere and are flexible with outdoor plans.
Average Temperature Daytime: 5°C to 10°C - Nighttime: 0°C to 5°C
Weekly Weather Forecast for Woodstock
How to Book Your Woodstock Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Woodstock
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor dining with a fully equipped patio or picnic area.
- Relax in your private garden or landscaped yard setting.
- Take advantage of outdoor grilling facilities for barbecues under the open sky.
- Explore nearby walking trails or nature paths for outdoor adventures.
- Make the most of a spacious deck or balcony to unwind and soak up the fresh air.
- Benefit from access to outdoor sports amenities such as basketball hoops or volleyball courts.
- Utilize private parking spaces with easy access to outdoor areas at your convenience.
Top Attractions Around Woodstock
What attractions are nearby?
While staying in your Woodstock, Ontario vacation rental, you'll find plenty of nearby activities to explore, including scenic outdoor pursuits and local cultural attractions that showcase the charm of this welcoming region.
Family Activities
- Woodstock’s Heritage Museum: Discover the region’s rich history and enjoy engaging exhibits that will captivate your family during your stay.
- Trowbridge Conservation Area: Spend a day exploring scenic trails, wildlife viewing, and picnicking in this peaceful natural setting close to the area’s outdoor attractions.
- Woodstock Raceway: Experience thrilling harness racing events that provide excitement and entertainment for visitors of all ages in this lively local venue.
- Bird Sanctuary at Puddicombe Park: Observe diverse bird species and participate in nature walks, making it an ideal spot for family exploration amidst the region’s natural beauty.
Adult Activities
- Visit Woodstock Museum National Historic Site: Delve into the rich history of this area through engaging exhibits and preserved historic buildings that offer a glimpse into the region’s past.
- Explore the Woodstock Farmers' Market: Enjoy browsing local produce, artisanal goods, and handcrafted items, making it a perfect spot to experience the area's vibrant community spirit.
- Enjoy outdoor activities at Pittock Conservation Area: Take advantage of scenic hiking trails, fishing opportunities, and picnic spots amidst natural beauty just outside the town center.
- Discover local arts at Woodstock Art Gallery: Immerse yourself in regional creativity through diverse exhibitions and art programs designed for art enthusiasts visiting here.
Other Places to Stay in Woodstock, ON
Springbank Snow Countess Monument
Woodstock Raceway
Church Of The Epiphany
Woodstock Museum National Historic Site
Woodstock Art Gallery
Southside Park
Pittock Conservation Area
Woodstock Peace Lighthouse
Cedar Creek Golf Club
Woodstock Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take time to discover the hidden gems and popular spots in Woodstock, Ontario, to enrich your stay and connect with the area's unique charm.
- Plan Your Activities: Schedule outdoor adventures and cultural experiences early to make the most of your visit here, leveraging the region’s vibrant community events and scenic parks.
- Utilize Popular Amenities: Choose vacation rentals that offer convenient amenities such as kitchens or outdoor spaces to enjoy a comfortable and personalized experience during your trip.
- Connect with Local Cuisine: Try local restaurants or markets to savor regional flavors, adding an authentic touch to your vacation in this inviting destination.
Transportation Options
- Woodstock Transit: This regional bus service offers convenient transportation options within the area, ideal for exploring the surroundings of your vacation rental.
- Ontario Northland Bus Service: Connecting the region to major cities and other destinations, this bus service provides a reliable way to travel to and from Woodstock.
- Local Taxi Services: Several taxi providers operate throughout the region, offering flexible and direct transportation from your rental to nearby attractions or amenities.
- Car Rental Agencies: Renting a vehicle here gives you the freedom to explore the area at your own pace, with numerous nearby rental options available for your convenience.
Local Customs Options
- Respect for Local Artisans and Crafts: You will find that supporting local artisans and crafts is a cherished custom here, enriching your experience with authentic regional products.
- Participation in Community Events: Engaging in community festivals and events demonstrates the area's welcoming spirit and offers you an immersive cultural experience.
- Emphasis on Friendly Greetings: Warm and friendly greetings are customary, making your interactions more personable during your stay in this inviting region.
- Preservation of Natural Spaces: The locals place a high value on conserving natural landscapes, encouraging responsible outdoor activities during your visit.
Woodstock Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Woodstock?
There are a lot of options in Woodstock. If you plan on staying in the Woodstock area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Woodstock:
- Welcome to Cowtown! Homey open concept 2 bedroom apartment.
- Comfy 3bed Woodstock Escape Upper Level home with 2nd floor Living Room,AC +more
- Brand New Fully Furnished 4 Beds/4 Baths Detached Property In Woodstock!
- Luxurious and Comfortable Home
- Spacious 2 Bedroom Suite Near Southside Park
- The Charlotte King Bed Downtown Woodstock
- Holiday Inn Express & Suites Woodstock South by IHG
- Home2 Suites By Hilton Woodstock On
- Holiday Inn Express & Suites - Woodstock, ON CANADA
- Best Western Plus Woodstock Inn & Suites
2. Which vacation homes in Woodstock are best for families?
If you are looking for a family-friendly vacation home in Woodstock, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Woodstock:
3. How many Rentbyowner vacation rentals are available in Woodstock?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 51 in the Woodstock area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Woodstock.
4. What is the cancellation policy for vacation rentals in Woodstock, Ontario?
Cancellation policies vary by listing, so it is important to review the specific terms during the booking process. For detailed information, please refer to the individual rental listing or contact the property owner directly.
5. Are there any additional fees I should be aware of when booking a vacation rental in this area?
Additional fees such as cleaning fees, service charges, or taxes may apply depending on the listing. These details are typically outlined in the property description or during the checkout process, so reviewing the listing carefully will ensure you have all the necessary information.
6. How do I know if a vacation rental in the region is available for my travel dates?
Availability depends on the specific property and dates selected. You can check real-time availability through the booking platform by entering your desired travel dates and viewing the current status of each listing.
7. What amenities should I expect in Woodstock's vacation rentals, and how do I confirm these before booking?
Most listings detail their amenities in the property description. To confirm specific features such as Wi-Fi, parking, or kitchen facilities, review the listing carefully or contact the property owner for clarification prior to booking.
8. Is there a secure and reliable way to communicate with property owners in Woodstock during the planning process?
Yes, the booking platform provides a secure messaging system that allows you to communicate directly with the property owner or manager. This ensures your questions are answered reliably and helps facilitate a smooth booking experience.
Woodstock Top Rated Vacation Rentals
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $91/Night
For 7 Nights US $639
204.51 ft²
1 Bathroom
Free Cancellation
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $130/Night
For 7 Nights US $912
