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Winchester accommodation
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8 Best accommodations in Winchester

Accommodations in the CBD of Winchester

Stay within easy walking distance of the best local bakeries, markets, and squares from central accommodation in Winchester.

1 Bedroom Furnished Suite - Winchester
9.9 234 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.
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.
Rare Tiny House 2 Beds + Free Wifi + 30m To Ottawa - Winchester
9.9 210 reviews

Rare Tiny House 2 Beds + Free Wifi + 30m To Ottawa

house, Winchester
The Lofty Nest is a charming century home situated in Winchester, a quaint village just 30 minutes south of Ottawa, offering a peaceful escape from the city. The apartment has received excellent ratings for its location, cleanliness and overall experience.
The tiny house is ideal for couples or small families, with two bedrooms and one bathroom, providing a comfortable and spacious living area. Guests can enjoy modern amenities like air conditioning, a fully equipped kitchen, a fireplace, and a private garden, perfect for relaxing after a day of exploring the surrounding area.
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.

Best Winchester accommodations with parking

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.
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.
Delightful Countryside 1-bedroom Bunkie - Winchester
10 37 reviews

Delightful Countryside 1-bedroom Bunkie

house, 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.
Rare Tiny House 2 Beds + Free Wifi + 30m To Ottawa - Winchester
9.9 210 reviews

Rare Tiny House 2 Beds + Free Wifi + 30m To Ottawa

house, Winchester
The Lofty Nest is a charming century home situated in Winchester, a quaint village just 30 minutes south of Ottawa, offering a peaceful escape from the city. The apartment has received excellent ratings for its location, cleanliness and overall experience.
The tiny house is ideal for couples or small families, with two bedrooms and one bathroom, providing a comfortable and spacious living area. Guests can enjoy modern amenities like air conditioning, a fully equipped kitchen, a fireplace, and a private garden, perfect for relaxing after a day of exploring the surrounding area.

Frequently asked questions about accommodations in Winchester

  • What outdoor activities can visitors enjoy in and around Winchester?

    Winchester is a great place for outdoor enthusiasts. You can go for a hike or bike ride on the scenic trails along the Rideau River. In the summer, you can cool off with a swim at the Winchester Splash Pad or relax on the beach at Long Sault Conservation Area.
  • What are the best accommodations in Winchester?

    Among the accommodations in Winchester, 1 Bedroom Furnished Suite, Terrace Green B&b and Peaceful Suite are the most popular ones.

  • When is the ideal time to plan a trip to Winchester?

    The best time to visit Winchester is during the summer months, from June to August, when the weather is warm and sunny. You can enjoy all the outdoor activities the town has to offer. However, if you prefer cooler weather, you can visit in the spring or fall.
  • What are the best accommodations with a jacuzzi in Winchester?

    The best accommodation with a jacuzzi in Winchester is Peaceful Suite.

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

    The Winchester Millennium Trail is a great place for a leisurely walk or bike ride. It follows the scenic Rideau River and passes by several parks and historical landmarks. You can also explore the town's charming streets on foot, stopping to admire the historic buildings and quaint shops.
  • What are the best accommodations for families and kids in Winchester?

    The best accommodation for families and kids in Winchester is Terrace Green B&b.

  • What nearby towns or cities can be explored from Winchester?

    Winchester is a great base for exploring the surrounding area. You can easily visit nearby towns like Morrisburg, Prescott, and Brockville. If you're feeling adventurous, you can take a day trip to Ottawa or Montreal, both of which are within a two-hour drive.
  • What are the best pet friendly accommodations in Winchester?

    The best pet friendly accommodation in Winchester is Peaceful Suite.

  • What amenities can travelers expect from accommodations in Winchester?

    Winchester offers a variety of accommodation options, from cozy bed and breakfasts to comfortable hotels. Most accommodations offer basic amenities like Wi-Fi, parking, and breakfast. Some also have swimming pools or other recreational facilities.
  • What are the best accommodations with parking in Winchester?

    1 Bedroom Furnished Suite, Terrace Green B&b and Peaceful Suite are the best accommodations with parking in Winchester.

Popular destinations

Locate Top-Tier Family Accommodations in Winchester

Give the family plenty of room to stretch out with local parks and sights nearby at family accommodation in Winchester.

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 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.
Rare Tiny House 2 Beds + Free Wifi + 30m To Ottawa - Winchester
9.9 210 reviews

Rare Tiny House 2 Beds + Free Wifi + 30m To Ottawa

house, Winchester
The Lofty Nest is a charming century home situated in Winchester, a quaint village just 30 minutes south of Ottawa, offering a peaceful escape from the city. The apartment has received excellent ratings for its location, cleanliness and overall experience.
The tiny house is ideal for couples or small families, with two bedrooms and one bathroom, providing a comfortable and spacious living area. Guests can enjoy modern amenities like air conditioning, a fully equipped kitchen, a fireplace, and a private garden, perfect for relaxing after a day of exploring the surrounding area.

Best Winchester accommodations with a garden

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.
Delightful Countryside 1-bedroom Bunkie - Winchester
10 37 reviews

Delightful Countryside 1-bedroom Bunkie

house, 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.
Cozy Country Bungalow - Winchester
9.7 71 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.
Kim's Country Retreat - Winchester
9.4 132 reviews

Kim's Country Retreat

apartment, South Dundas
This charming cottage-style apartment is situated in South Dundas, just 10km south of Morrisburg and 10km north of Winchester, offering a peaceful retreat in the countryside. The property has received excellent ratings for its cleanliness, location, and overall experience.
The apartment comfortably accommodates two guests and features a well-equipped kitchen with a fridge, freezer, and microwave. Guests can enjoy a private garden, air conditioning, parking, and internet access during their stay.

Best Winchester accommodations with a kitchen

Rare Tiny House 2 Beds + Free Wifi + 30m To Ottawa - Winchester
9.9 210 reviews

Rare Tiny House 2 Beds + Free Wifi + 30m To Ottawa

house, Winchester
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
Cozy Country Bungalow - Winchester
9.7 71 reviews

Cozy Country Bungalow

bungalow, North Dundas
Kim's Country Retreat - Winchester
9.4 132 reviews

Kim's Country Retreat

apartment, South Dundas

Accommodations with a Pool in Winchester

Go for a private swim right in your own backyard at accommodation with a pool in Winchester.

1 Bedroom Furnished Suite - Winchester
9.9 234 reviews

1 Bedroom Furnished Suite

apartment, Winchester

Discover Signature Luxury Stays in Winchester

Experience high-end hospitality and immersive local charm at premium accommodation in a historic setting in Winchester.

Bright Modern Apartment Backing Onto Golf Course - Winchester
9.9 52 reviews

Bright Modern Apartment Backing Onto Golf Course

apartment, North Dundas

Excellent Pet-Friendly Accommodations in Winchester

Treat your pup to an unforgettable holiday at pet-friendly accommodation with plenty of walking routes nearby in Winchester.

Rare Tiny House 2 Beds + Free Wifi + 30m To Ottawa - Winchester
9.9 210 reviews

Rare Tiny House 2 Beds + Free Wifi + 30m To Ottawa

house, Winchester
Delightful Countryside 1-bedroom Bunkie - Winchester
10 37 reviews

Delightful Countryside 1-bedroom Bunkie

house, North Dundas
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