Holiday rentals in Winchester

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Popular amenities for Winchester holiday rentals

Other great holiday rentals in Winchester

Superhost
Cabin in Deloraine
4.89 out of 5 average rating, 95 reviews

Mountain Escape

DwightRating, 5 stars3 weeks ago
This was our second time booking the mountain escape and it was just as cozy as the first stay. The hosts are very helpful and inviting. The atmosphere and surroundings are pristine. The private dock provides excellent access to water activities and the main beach/store/restaurant/playground area are all within walking distance. Plenty to do and see in this area including a series of walking trails that include an observation tower. Would highly recommend!
Cabin in Souris
4.81 out of 5 average rating, 43 reviews

Rustic Cabin on the Souris River

NaomiRating, 5 stars2 months ago
We felt right at home as soon as we arrived to this serene retreat! The rustic decor, wood fuelled (wood supplied) fireplace and the stunning riverfront and pasture views were highlights. The property is remote and we loved the location as it’s very close to drive into Souris. Would definitely return!
Flat in Souris
4.58 out of 5 average rating, 53 reviews

Souris #1 1 bedroom apt. w/hidabed

DanielleRating, 5 stars5 months ago
We loved staying here. It was perfect for us. Great location and gorgeous setting. The place was clean and well kept. The amenities were exactly as listed and made our stay super easy and enjoyable.
Home in Hartney
4.73 out of 5 average rating, 15 reviews

Little Patch of Heaven B & B

SemiRating, 5 stars45 months ago
Great place, nice and clean ! Jolene was really helpful i would definitely go back !
Guest favourite
Cabin in Metigoshe Lake
5 out of 5 average rating, 21 reviews

Beautiful family home on Lake Metigoshe, Canada

AaronRating, 5 stars3 weeks ago
Great house with great view and space to relax. First time to Metigoshe however likely won’t be our last. Angela was very helpful and responsive which was convenient and appreciated. 10/10.
Guest favourite
Cabin in Winchester
4.95 out of 5 average rating, 22 reviews

A frame cabin on Lake Metigoshe, Canada

AndresRating, 5 stars1 month ago
This home is even more beautiful than the photos. The large windows offer a breathtaking view, especially during sunset, which quickly became one of our favorite moments each day. One of the things we appreciated most was how the layout of the house allows everyone to do their own thing while still feeling connected—whether playing pool, relaxing, or cooking together. The pool table was a hit and kept everyone entertained throughout our stay. The house is fully equipped with everything you might need, making it feel like a true home away from home. It comfortably accommodated both my family and friends, and everyone had a great time. Sierra is a fantastic host—attentive, kind, and thoughtful. I highly recommend this place and we’re already looking forward to coming back as soon as we can.
Guest house in Boissevain
4.93 out of 5 average rating, 45 reviews

Camp Koinonia Private Cabin

ChrisRating, 5 stars9 months ago
Great stay once again. Super clean, quiet, everything you need. Can't wait till next year.
Guest favourite
Bungalow in Medora
4.7 out of 5 average rating, 47 reviews

THE GUESTHOUSE

MichaelRating, 5 stars6 months ago
Another great stay! Thanks again Patty, we’ll see you next year as usual!
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