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Winchester Vacation Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Winchester vacation rentals

Seasonal outdoor pool

Doran Bay Resort

Doran Bay Resort
2.5 star property
South Dundas
7.6 out of 10, Good, (22 reviews)
"Clean and comfortable, with all your necessities, great host, friendly and full of information."
Canada
Peg
The price is AED 367
AED 548 total
includes taxes & fees
16 Jun - 17 Jun
Doran Bay Resort
Interior

Elegance and serenity on Parkview Terrace/Élégance et sérénité sur Parkview Terr

Elegance and serenity on Parkview Terrace/Élégance et sérénité sur Parkview Terr
Russell
2.0 out of 10, (1 review)
"This property was listed as 3 Bedrooms / 1 Bath BUT, after reserving, I was told it was a Single Room with a SHARED Bath!! The listing explicitly says, per the VRBO guidelines, that you have the whole house and only share with your family. I cancelled immediately BUT have not heard from either the Property Owner or VRBO about a REFUND. NOT ACCEPTAB:E"
Canada
Mike
The price is AED 223
AED 395 total
includes taxes & fees
17 Jun - 18 Jun
Elegance and serenity on Parkview Terrace/Élégance et sérénité sur Parkview Terr
Smart TV, computer monitors, printers

The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark.

The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark.
Limoges
9.6 out of 10, Exceptional, (4 reviews)
"Very nice place for work trip or for Calypso trip."
United States
Mayssoun A.
The price is AED 499
AED 709 total
includes taxes & fees
22 Jun - 23 Jun
The Beautiful Nubia - 5 Mins Drive to the Calypso Waterpark.
Smart TV

Entire Suite in Kemptville, Ontario, Canada

Entire Suite in Kemptville, Ontario, Canada
Kemptville
7.8 out of 10, Good, (7 reviews)
"Wonderful 2 nights stay. Clean, friendly, safe and very spacious. "
Canada
Natasha
The price is AED 341
AED 680 total
includes taxes & fees
4 Jul - 5 Jul
Entire Suite in Kemptville, Ontario, Canada
Interior

Cozy 2-bedroom Basement Unit Near Calypso Water Park Embrun

Cozy 2-bedroom Basement Unit Near Calypso Water Park Embrun
Embrun
The price is AED 487
AED 633 total
includes taxes & fees
16 Jun - 17 Jun
Cozy 2-bedroom Basement Unit Near Calypso Water Park Embrun
Outdoor dining

Cozy Country Bungalow

Cozy Country Bungalow
Mountain
9.0 out of 10, Wonderful, (2 reviews)
"Nice"
Canada
Marko I.
The price is AED 496
AED 644 total
includes taxes & fees
18 Jun - 19 Jun
Cozy Country Bungalow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winchester Hotel Reviews

Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast

8/10 Good
"Cozy property."
Chahe 1-night trip
Posted 1 day ago
Terrace Green Bed & Breakfast

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Frequently asked questions

Can I find a vacation rental in Winchester?

Yes, we offer vacation rentals near popular points of interest in Winchester, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Winchester?

RARE Tiny House 2 BEDS + Free WiFi + 30m to Ottawa: Visitors give good reviews to this Winchester vacation home rental, which is equipped with a fireplace, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Winchester?

While you're exploring the area, Rideau River Provincial Park and Russell Township Dog Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Domaine du Cervin and Place D'Embrun.

What are vacation rentals like in Winchester?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Winchester. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.