Compare Vacation Rentals & Airbnb in Winchester

8 available vacation rental offers

7 nights
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Winchester vacation rentals
Choose the perfect vacation accommodation
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8 Rentals and Airbnb in Winchester

Best family friendly Winchester vacation rentals

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

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.
Small Town Waterfront Retreat For 6 Adults +2 Kids - Winchester
9.9 20 reviews

Small Town Waterfront Retreat For 6 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.

Best Winchester vacation rentals with parking

Small Town Waterfront Retreat For 6 Adults +2 Kids - Winchester
9.9 20 reviews

Small Town Waterfront Retreat For 6 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.
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.
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 vacation rentals in Winchester

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

    Winchester is well-connected to other towns and cities in the region. You can easily drive to Ottawa, about 50km away, or take a scenic drive to Brockville, known for its historic downtown and waterfront.
  • 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 amenities are commonly available in vacation rentals in Winchester?

    Vacation rentals in Winchester typically offer amenities like Wi-Fi, laundry facilities, and kitchens. Many also feature outdoor spaces with patios or decks, perfect for enjoying the fresh air.
  • 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 time of year is best to rent a vacation rental Winchester?

    The best time to visit Winchester is during the summer months, from June to August, when the weather is warm and sunny. However, if you prefer a quieter experience, spring and autumn offer beautiful scenery and fewer crowds.
  • What are the local dishes in Winchester region?

    The Winchester area is known for its hearty, home-style cooking. You can find traditional Canadian dishes like poutine, butter tarts, and pea soup at local restaurants and cafes. There are also a number of restaurants serving international cuisine.

Popular destinations

Best Winchester vacation rentals with a balcony

1 Bedroom Furnished Suite - Winchester
9.9 233 reviews

1 Bedroom Furnished Suite

apartment, Winchester
This Winchester apartment is conveniently located within easy reach of the city's historic landmarks, including Winchester Cathedral and the Roman City Walls, making it an ideal base for exploring the area. The property has received excellent ratings for its cleanliness, location, and overall guest experience.
The flat has one bedroom and one bathroom, comfortably accommodating up to two guests. It offers a private entrance, parking right outside, and a peaceful setting, ensuring a comfortable and independent stay.

Best pet friendly Winchester vacation 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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