Holiday Rentals in Winchester

8 available vacation rental offers

7 nights
2
1
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Winchester holiday rentals
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Best Holiday rentals and Airbnb offers in Winchester

Best family friendly Winchester holiday rentals

Among the 2 accommodations in Winchester, here are the 2 best family friendly rentals

Small Town Waterfront Retreat For 10 Adults+2 Kids - Winchester
9.7 29 reviews

Small Town Waterfront Retreat For 10 Adults+2 Kids

apartment, Chesterville
This fully updated century home in Chesterville offers tranquil South Nation River views and is conveniently located 5 kilometres from Upper Canada Village and Mountain Orchards, with Ottawa's Parliament Hill a 72 kilometre drive away.
This 3-bedroom, 3-bathroom apartment sleeps up to 6 guests and features a modern kitchen with a dishwasher, a garden, and direct river access for a comfortable stay.
Haven On Lillico - Winchester
No reviews

Haven On Lillico

apartment, North Dundas
This peaceful modern farmhouse retreat is situated in a tranquil country environment within North Dundas, offering easy access to nearby towns.
This 2-bedroom, 1-bathroom flat accommodates up to 5 guests and features a fully equipped kitchen, air conditioning, free Wi-Fi, and a large private yard ideal for outdoor relaxation.

Best Winchester holiday rentals with parking

Delightful Countryside 1-bedroom Bunkie - Winchester
10 39 reviews

Delightful Countryside 1-bedroom Bunkie

cabin, North Dundas
This off-grid bunkie is located in North Dundas, a short drive from the towns of Embrun and Winchester, offering a peaceful escape from the city. The property has received excellent ratings for its cleanliness, location, and overall experience.
This cosy cabin sleeps two guests and is equipped with a composting toilet and a basic kitchenette. Enjoy the outdoors with a fire pit, picnic table, deck, and hammock, and explore the nearby attractions like Calypso Water Park, Cannamore Orchard, and Reveler Bird Sanctuary.
Small Town Waterfront Retreat For 10 Adults+2 Kids - Winchester
9.7 29 reviews

Small Town Waterfront Retreat For 10 Adults+2 Kids

apartment, Chesterville
This fully updated century home in Chesterville offers tranquil South Nation River views and is conveniently located 5 kilometres from Upper Canada Village and Mountain Orchards, with Ottawa's Parliament Hill a 72 kilometre drive away.
This 3-bedroom, 3-bathroom apartment sleeps up to 6 guests and features a modern kitchen with a dishwasher, a garden, and direct river access for a comfortable stay.
Cozy Country Bungalow - Winchester
9.7 79 reviews

Cozy Country Bungalow

bungalow, North Dundas
This North Dundas bungalow, a nine-minute drive from Kemptville and 48 kilometres from Ottawa, offers a secluded woodland retreat with walking trails.
The self-catering cottage sleeps four, featuring one bedroom with a double bed, a pull-out queen-sized sofa bed, two TVs with streaming services, a fully equipped kitchen, and in-unit laundry facilities.
Bright Modern Apartment Backing Onto Golf Course - Winchester
9.9 52 reviews

Bright Modern Apartment Backing Onto Golf Course

apartment, North Dundas
This tranquil lower-level suite, offering two bedrooms and one bathroom for up to four guests, is located near Winchester in North Dundas, boasting serene golf course views and convenient access to amenities including air conditioning, in-floor heating, and pure remineralised water.
This modern open-concept flat provides a dedicated workspace, ample parking, and is ideally situated for quiet retreats, with the local area offering opportunities for outdoor activities and relaxation.

Frequently asked questions about holiday rentals in Winchester

  • Which walking or cycling routes are the best in Winchester?

    The Waterfront Trail is a popular choice for both walking and cycling, offering stunning views of the St. Lawrence River. If you're looking for a more challenging ride, try the Winchester to Morrisburg section of the Waterfront Trail, which stretches along the river for 20 km.
  • What are the best Airbnb and vacation rentals in Winchester?

    1 Bedroom Furnished Suite, Kim's Country Retreat and Beautiful Clean 2 Beddroms Apartment In Winchester are the most popular Airbnb and vacation rentals in Winchester among travelers.

  • What sports or outdoor activites can visitors enjoy in and around Winchester?

    Winchester is a haven for outdoor enthusiasts. You can enjoy fishing, boating, and kayaking on the St. Lawrence River. In the winter, there are opportunities for cross-country skiing and snowshoeing at the Long Sault Conservation Area. For a thrilling experience, try ziplining at the nearby Lost Villages Adventure Park.
  • What are the most popular Airbnbs in Winchester?

    Among the Airbnbs in Winchester, 1 Bedroom Furnished Suite, Kim's Country Retreat and Beautiful Clean 2 Beddroms Apartment In Winchester are the most popular ones.

  • What other towns or cities can be easily accessed from Winchester?

    Winchester is conveniently located within easy reach of other towns and cities. Cornwall, known for its historic canals and vibrant arts scene, is just a short drive away. You can also easily access Ottawa, the nation's capital, and Montreal, a world-renowned city with a rich culture and history.
  • What amenities are commonly available in vacation rentals in Winchester?

    Vacation rentals in Winchester typically offer a range of amenities to make your stay comfortable. Most rentals include kitchens, bathrooms, bedrooms, and living areas. You might also find amenities like Wi-Fi, laundry facilities, and outdoor spaces like patios or balconies.
  • What time of year is best to rent a vacation rental Winchester?

    The best time to visit Winchester depends on your preferences. Spring and autumn offer mild weather, perfect for enjoying outdoor activities. Summer is ideal for water sports and exploring the town's parks and gardens. Winter brings a magical atmosphere, with opportunities for snowshoeing and cross-country skiing.
  • What are the local dishes in Winchester region?

    Winchester is known for its hearty, home-style cooking. You'll find plenty of traditional Canadian dishes, like poutine, a classic combination of fries, cheese curds, and gravy. Local restaurants also serve delicious seafood, fresh from the St. Lawrence River, and homemade pies, a real treat for dessert.

Popular destinations

Best Winchester holiday rentals with a balcony

Haven On Lillico - Winchester
No reviews

Haven On Lillico

apartment, North Dundas
This peaceful modern farmhouse retreat is situated in a tranquil country environment within North Dundas, offering easy access to nearby towns.
This 2-bedroom, 1-bathroom flat accommodates up to 5 guests and features a fully equipped kitchen, air conditioning, free Wi-Fi, and a large private yard ideal for outdoor relaxation.

Best pet friendly Winchester holiday rentals

Among the 1 accommodations in Winchester, here are the 1 best pet friendly rentals

Delightful Countryside 1-bedroom Bunkie - Winchester
10 39 reviews

Delightful Countryside 1-bedroom Bunkie

cabin, North Dundas
This off-grid bunkie is located in North Dundas, a short drive from the towns of Embrun and Winchester, offering a peaceful escape from the city. The property has received excellent ratings for its cleanliness, location, and overall experience.
This cosy cabin sleeps two guests and is equipped with a composting toilet and a basic kitchenette. Enjoy the outdoors with a fire pit, picnic table, deck, and hammock, and explore the nearby attractions like Calypso Water Park, Cannamore Orchard, and Reveler Bird Sanctuary.
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