Winchester Vacation Rentals

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Vacation Rentals in Winchester

Central Winchester Bungalow side unit
Fridge, microwave, oven, coffee/tea maker
Central Winchester Bungalow side unit
Central Winchester Bungalow side unit
Luxurious 2bed 1 bath Executive Suite near Ottawa - sleeps 6
Aerial view
Luxurious 2bed 1 bath Executive Suite near Ottawa - sleeps 6
8.0 out of 10, Very Good, 2 reviews
"The hosts were accommodating and friendly. The information was accurate and complete, the apartment was clean, and well appointed. Everything about our stay was great."
Luxurious 2bed 1 bath Executive Suite near Ottawa - sleeps 6
Entire Suite in Kemptville, Ontario, Canada
Smart TV
Entire Suite in Kemptville, Ontario, Canada
The price is ￥16,668
￥31,564 total
includes taxes & fees
Jun 24 - Jun 25
Entire Suite in Kemptville, Ontario, Canada
Hot Tub | Dock | Swimming | Close To Ottawa
Exterior
Hot Tub | Dock | Swimming | Close To Ottawa
Hot Tub | Dock | Swimming | Close To Ottawa
Waterfront Retreat - South Nation River
Fridge, microwave, oven, stovetop
Waterfront Retreat - South Nation River
10.0 out of 10, Exceptional, 1 review
Waterfront Retreat - South Nation River
Beautiful Home with castor river view
Fridge, microwave, oven, stovetop
Beautiful Home with castor river view
8.0 out of 10, Very Good, 3 reviews
"This property was amazing, clean and comfortable close to all amenities. The owner was amazing with communication. Can’t wait to stay again. "
The price is ￥23,018
￥35,764 total
includes taxes & fees
Jul 1 - Jul 2
Beautiful Home with castor river view
Rideau River Retreat - Waterfront Home
Fridge, microwave, oven, stovetop
Rideau River Retreat - Waterfront Home
9.6 out of 10, Exceptional, 4 reviews
"Meghan was very responsive to our questions and challenges and the location is perfect."
Rideau River Retreat - Waterfront Home
Meet our adorable alpaca herd , & stay in our luxury Cabin overlooking the farm
Game room
Meet our adorable alpaca herd , & stay in our luxury Cabin overlooking the farm
10.0 out of 10, Exceptional, 2 reviews
"This place is clean, has a beautiful farmland view, sunsets and of course:the Alpacas make it a truly beautiful experience! Shawn was an excellent tour guide and made our daughter’s birthday celebration a unique one. Inquiries and communication was clear with the host. The description and photos are also very accurate. Spacious and kitchen well equipped, dishwasher, dishes, plenty of cutlery and glasses-we were thrilled with the space! Being elevated allowed us to have an even better view of the...
The price is ￥32,760
￥50,268 total
includes taxes & fees
Jun 21 - Jun 22
Meet our adorable alpaca herd , & stay in our luxury Cabin overlooking the farm
M’s Studio - Private Modern Luxury Apartment (close to Calypso Waterpark)
Fridge, microwave, oven, stovetop
M’s Studio - Private Modern Luxury Apartment (close to Calypso Waterpark)
10.0 out of 10, Exceptional, 1 review
"Great place, very clean and spacious! We had fun, will come back. Thank you"
The price is ￥15,537
￥21,068 total
includes taxes & fees
Jun 23 - Jun 24
M’s Studio - Private Modern Luxury Apartment (close to Calypso Waterpark)
The Restauparc Motel! A relaxing and affordable experience.
Interior
The Restauparc Motel! A relaxing and affordable experience.
The Restauparc Motel! A relaxing and affordable experience.
Unique houseboat rental with private dock and land on the historic Rideau River.
Fridge, stovetop, coffee/tea maker, electric kettle
Unique houseboat rental with private dock and land on the historic Rideau River.
Unique houseboat rental with private dock and land on the historic Rideau River.
L'est Ontarien à son Meilleur!
Exterior
L'est Ontarien à son Meilleur!
10.0 out of 10, Exceptional, 1 review
"The place is great and as listed, the owner is very responsive and helpful. The owner bring us toys for our young kid, he enjoyed very much."
The price is ￥15,518
￥24,290 total
includes taxes & fees
Jun 24 - Jun 25
L'est Ontarien à son Meilleur!
Newly Renovated Private 2 bed with 1 bath Getaway
Fridge, microwave, oven, stovetop
Newly Renovated Private 2 bed with 1 bath Getaway
10.0 out of 10, Exceptional, 1 review
"Exactly where you’d want to stay, close to everything, secure location. Excellent communication, thank you again!"
The price is ￥17,264
￥32,644 total
includes taxes & fees
Jul 16 - Jul 17
Newly Renovated Private 2 bed with 1 bath Getaway
Inviting 1 Bedroom Fully Furnished smoke-free Guest House
Fridge, microwave, oven, stovetop
Inviting 1 Bedroom Fully Furnished smoke-free Guest House
Inviting 1 Bedroom Fully Furnished smoke-free Guest House
Guest house in Russel Ontario, 25 mints away from Ottawa downtown .
Private kitchen
Guest house in Russel Ontario, 25 mints away from Ottawa downtown .
The price is ￥53,451
￥83,910 total
includes taxes & fees
Jul 1 - Jul 2
Guest house in Russel Ontario, 25 mints away from Ottawa downtown .
The Wabi Sabi: golf course view, designer home
Fridge, microwave, oven, stovetop
The Wabi Sabi: golf course view, designer home
10.0 out of 10, Exceptional, 3 reviews
"This is a second year staying here for our golf tournament, This place is very close and convenient to get back and forth for our different Tee timings. It has everything you need for out of town travel. The host is accommodating and easy to get a hold of for any issues."
The Wabi Sabi: golf course view, designer home
Doran Bay Resort
Seasonal outdoor pool
Doran Bay Resort
2.5 star property
7.6 out of 10, Good, 19 reviews
"Good, quiet, relaxing place. Price reflects "
The price is ￥23,346
￥32,226 total
includes taxes & fees
Jun 27 - Jun 28
Doran Bay Resort
Entire Home in Kemptville ! Modern Home and Great Location; 3 bedrooms
Fridge, microwave, oven, stovetop
Entire Home in Kemptville ! Modern Home and Great Location; 3 bedrooms
10.0 out of 10, Exceptional, 1 review
The price is ￥26,438
￥42,864 total
includes taxes & fees
Jul 9 - Jul 10
Entire Home in Kemptville ! Modern Home and Great Location; 3 bedrooms
Cozy 2 bed appartement Short term Or rent room per night 20 min from Ottawa
Private kitchen
Cozy 2 bed appartement Short term Or rent room per night 20 min from Ottawa
The price is ￥20,576
￥26,758 total
includes taxes & fees
Jun 24 - Jun 25
Cozy 2 bed appartement Short term Or rent room per night 20 min from Ottawa
Doran Bay Resort - Iroquois - Cottage - 5
Property grounds
Doran Bay Resort - Iroquois - Cottage - 5
Doran Bay Resort - Iroquois - Cottage - 5
Don't see what you're looking for?
See all available properties in Winchester
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.

Other types of properties in Winchester you may be interested in

Terrace Green Bed & Breakfast
Deluxe Room, 1 King Bed, Ensuite | Premium bedding, blackout drapes, iron/ironing board, cribs/infant beds
Terrace Green Bed & Breakfast
3.0 star property
9.6 out of 10, Exceptional, 83 reviews
"A great B&B -the kind we used to get before Covid. An excellent experience and top notch breakfast. See you again."
The price is ￥13,219
￥14,937 total
includes taxes & fees
Jun 27 - Jun 28
Terrace Green Bed & Breakfast
Central Winchester Bungalow side unit
Fridge, microwave, oven, coffee/tea maker
Central Winchester Bungalow side unit
Central Winchester Bungalow side unit
Microtel by Wyndham Casselman
Front of property
Microtel by Wyndham Casselman
3.0 star property
9.0 out of 10, Wonderful, 700 reviews
"Microtel had the friendliest staff, easiest parking and a wonderful breakfast. We were grateful for such an amazing stay. "
The price is ￥17,004
￥19,215 total
includes taxes & fees
Jun 23 - Jun 24
Microtel by Wyndham Casselman
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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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?

Central Winchester Bungalow side unit: Visitors give good reviews to this Winchester vacation home rental, which has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven, and a microwave.

What can I see and do in Winchester?

While exploring the area, visit family-friendly sights like Calypso Water Park, or get outside and enjoy nature at Rideau River Provincial Park. In the larger area, you’ll find Upper Canada Village and Osgoode Village Community Centre.

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.

Recent reviews of Winchester properties
Expedia verified reviews

Kemptville Suites

Kemptville Suites

5/5 Excellent
"I love it"
A verified traveler stayed at Kemptville Suites
Posted 1 day ago
Kemptville Suites