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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Winchester vacation homes

An outdoor patio with wicker furniture, a lantern, and a wooden deck.

1. Cozy Country Bungalow

Cozy Country Bungalow
Mountain
9.0 out of 10, Wonderful, (2 reviews)
"Nice"
Canada
Marko I.
The price is AED 489
AED 603 total
includes taxes & fees
22 Nov - 23 Nov
Cozy Country Bungalow
A spacious living area with a dining table, chairs, a sofa, a TV, and a potted plant.

2. 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 466
AED 731 total
includes taxes & fees
17 Nov - 18 Nov
Cozy 2-bedroom Basement Unit Near Calypso Water Park Embrun
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 reviews in Winchester

A spacious living room with a fireplace, leather sofas, a coffee table, and a large rug.
Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast

Terrace Green Bed & Breakfast
North Dundas

10/10 Excellent

Annette made the most wonderful breakfast and was so accommodating in every way. It was a real delight, staying at her bed and breakfast.
United States
Brian
Reviewed September 17, 2025
Terrace Green Bed & Breakfast