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Check prices for these dates

In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Vacation Homes in Winchester

Our top choices for Winchester vacation homes

Bear Necessities Cabin - What Else Do You Need?
Fridge, microwave, stovetop, coffee/tea maker

Bear Necessities Cabin - What Else Do You Need?

10.0 out of 10, Exceptional, (1)
"Great little spot! Cabin is super nice inside and out."
The price is AED 378
AED 663 total
includes taxes & fees
7 Sep - 8 Sep
Bear Necessities Cabin - What Else Do You Need?
Unique stay, hot tub, secluded
Interior

Unique stay, hot tub, secluded

9.4 out of 10, Exceptional, (12)
"We really enjoyed our stay! "
The price is AED 467
AED 961 total
includes taxes & fees
17 Sep - 18 Sep
Unique stay, hot tub, secluded
King size Bed & Hot Tub for those romantic getaways!
Terrace/patio

King size Bed & Hot Tub for those romantic getaways!

King size Bed & Hot Tub for those romantic getaways!
LAKE HOUSE ON ROCKY FORK!
Property grounds

LAKE HOUSE ON ROCKY FORK!

9.6 out of 10, Exceptional, (31)
"Super clean, comfortable and convenient to visit the Arc of Appalachia preserves nearby. There are several beautiful ones including the Highland Nature Sanctuary. The pups loved it too. The kitchen was well-stocked, beds comfortable and nice sun-room and back-yard."
The price is AED 658
AED 1,469 total
includes taxes & fees
3 Sep - 4 Sep
LAKE HOUSE ON ROCKY FORK!
Experience Peace, Relaxation and Comfort in Kentucky with a touch of KENYA!
Fridge, microwave, oven, stovetop

Experience Peace, Relaxation and Comfort in Kentucky with a touch of KENYA!

9.4 out of 10, Exceptional, (3)
"This was a great stay. Very easy to find and in a good area. Very clean and nice. "
The price is AED 744
AED 1,020 total
includes taxes & fees
3 Sep - 4 Sep
Experience Peace, Relaxation and Comfort in Kentucky with a touch of KENYA!
Country Cornerstone Retreat, Pool | Game Room | Theater | Hot Tub | Massage
Fridge, microwave, oven, stovetop

Country Cornerstone Retreat, Pool | Game Room | Theater | Hot Tub | Massage

The price is AED 1,076
AED 2,359 total
includes taxes & fees
3 Sep - 4 Sep
Country Cornerstone Retreat, Pool | Game Room | Theater | Hot Tub | Massage
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