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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 45 Vacation Homes in Winchester with updated reviews, rates, and availability.

BIG DISCOUNTS this week & Next-Paradise Bordering Brush Creek Forest! Book Today
Outdoor dining

BIG DISCOUNTS this week & Next-Paradise Bordering Brush Creek Forest! Book Today

9.8 out of 10, Exceptional, (136)
"The house fit our needs perfectly "
BIG DISCOUNTS this week & Next-Paradise Bordering Brush Creek Forest! Book Today
Beautifully renovated unit in the downtown Maysville’s entertainment district
Interior

Beautifully renovated unit in the downtown Maysville’s entertainment district

10.0 out of 10, Exceptional, (44)
"Great place! Maysville and Augusta are both great little towns to get away to. Would recommend anyone stay here. "
Beautifully renovated unit in the downtown Maysville’s entertainment district
LAKE HOUSE ON ROCKY FORK!
Aerial view

LAKE HOUSE ON ROCKY FORK!

9.4 out of 10, Exceptional, (25)
"Perfect spot for my family to get together for Christmas! Easy to get to, cozy and nice backyard cause I have dogs. Just a great place to stay!"
LAKE HOUSE ON ROCKY FORK!
Unique stay, hot tub, secluded
Interior

Unique stay, hot tub, secluded

8.6 out of 10, Excellent, (4)
"Perfect spot. Has everything you need. Such a cool dwelling design and decor. You have to see it for yourself! "
The price is AED 593
AED 1,108 total
includes taxes & fees
23 Jun - 24 Jun
Unique stay, hot tub, secluded
~Lakeside Oasis~ Waterfront w/HotTub, Sauna & Dock
Outdoor dining

~Lakeside Oasis~ Waterfront w/HotTub, Sauna & Dock

10.0 out of 10, Exceptional, (4)
"Very Nice Proprty that has everything you need for a great family break!"
~Lakeside Oasis~ Waterfront w/HotTub, Sauna & Dock
Edelweiss Manor Rocky Fork Destination
Room

Edelweiss Manor Rocky Fork Destination

Edelweiss Manor Rocky Fork Destination
Sleeps 8. Quiet village street. Historic Ripley OH
Fridge, microwave, oven, stovetop

Sleeps 8. Quiet village street. Historic Ripley OH

10.0 out of 10, Exceptional, (1)
"It was excellent and very clean . We could have stayed a couple of more days due to finding different things to do . "
Sleeps 8. Quiet village street. Historic Ripley OH
McKeever Mansion-9,000 sq ft. Perfect for corporate, families, or special events
Oven, stovetop, dishwasher

McKeever Mansion-9,000 sq ft. Perfect for corporate, families, or special events

10.0 out of 10, Exceptional, (31)
"Host is helpful and check in/out was a breeze!"
McKeever Mansion-9,000 sq ft. Perfect for corporate, families, or special events
Peaceful Country Retreat 20 acres Private Pond
Exterior

Peaceful Country Retreat 20 acres Private Pond

9.8 out of 10, Exceptional, (20)
"Great place to stay! Very serene. It was tough to get a comfortable temperature in all areas of the home at the same time & the water pressure isn’t great, but otherwise we had a very nice stay there. "
Peaceful Country Retreat 20 acres Private Pond
~Lakeside Escape ~ Waterfront w/Hot Tub (NEW FEATURES!)
Outdoor dining

~Lakeside Escape ~ Waterfront w/Hot Tub (NEW FEATURES!)

~Lakeside Escape ~ Waterfront w/Hot Tub (NEW FEATURES!)
A Delightful A-Frame on 20-Acres with Hiking Trails, Hot Tub, Wifi, and More
Exterior

A Delightful A-Frame on 20-Acres with Hiking Trails, Hot Tub, Wifi, and More

10.0 out of 10, Exceptional, (2)
"The property was beautiful and peaceful. We loved relaxing in the hot tub and watching all the birds. We'd love to come back when it's not so rainy and do some more exploring! "
A Delightful A-Frame on 20-Acres with Hiking Trails, Hot Tub, Wifi, and More
Beautifully renovated 3BR house w/lake views
3 bedrooms, desk, iron/ironing board, WiFi

Beautifully renovated 3BR house w/lake views

10.0 out of 10, Exceptional, (26)
"Beds were very comfy, and the house was perfect for a weekend getaway!"
Beautifully renovated 3BR house w/lake views
Peaceful 8 Bedroom 5 Bath w/patio bar-grill and swimming pond
Exterior

Peaceful 8 Bedroom 5 Bath w/patio bar-grill and swimming pond

10.0 out of 10, Exceptional, (24)
"The place was huge, clean, and amazing! Would recommend to anyone! "
Peaceful 8 Bedroom 5 Bath w/patio bar-grill and swimming pond
The Manor at Maysville Golf Course View
Smart TV, fireplace, stereo, computer monitors

The Manor at Maysville Golf Course View

9.8 out of 10, Exceptional, (17)
"Our families got together for a lovely Christmas gathering here. The house was beautifully decorated!"
The Manor at Maysville Golf Course View
Beautiful Rocky Fork 2BR Cozy Cottage
Terrace/patio

Beautiful Rocky Fork 2BR Cozy Cottage

10.0 out of 10, Exceptional, (107)
"We really enjoyed our stay in this cute little cottage. Great location and Robin was very helpful during our stay. Would definitely recommend and stay here again!"
Beautiful Rocky Fork 2BR Cozy Cottage
House with private boat dock and beautiful scenic view on the Ohio River
Outdoor dining

House with private boat dock and beautiful scenic view on the Ohio River

10.0 out of 10, Exceptional, (1)
"My boyfriend and I wanted a nice, private, relaxing weekend away and this place was exactly what we were looking for. The property is large enough that it is private, no one on either side. We enjoyed the large covered deck with 2 ceiling fans, comfortable furniture, and a nice fire table we really enjoyed in the evenings. There is a second deck where I enjoyed drinking my coffee in the morning and soaking up the sun in the afternoons. You can sit and watch all the boaters go by and it has a...
House with private boat dock and beautiful scenic view on the Ohio River
Quiet Country Home sleeps 22 people, perfect for Reunions, Teams, Retreats
Outdoor dining

Quiet Country Home sleeps 22 people, perfect for Reunions, Teams, Retreats

10.0 out of 10, Exceptional, (60)
"Good space for family gatherings!"
Quiet Country Home sleeps 22 people, perfect for Reunions, Teams, Retreats
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!

8.0 out of 10, Very Good, (1)
"It was good. Thank you "
The price is AED 826
AED 1,109 total
includes taxes & fees
2 Jun - 3 Jun
Experience Peace, Relaxation and Comfort in Kentucky with a touch of KENYA!
Lake front 3-bedroom house @ Rocky Fork Lake with Private Dock
Miscellaneous

Lake front 3-bedroom house @ Rocky Fork Lake with Private Dock

2.0 star property
10.0 out of 10, Exceptional, (3)
"nice property, easy check in/out and responsive host. "
Lake front 3-bedroom house @ Rocky Fork Lake with Private Dock
Luxurious & Modern newly renovated good for corporate housing & family functions
Interior

Luxurious & Modern newly renovated good for corporate housing & family functions

9.6 out of 10, Exceptional, (4)
"Host very attentive, Very clean place. we used for wedding weekend. comfortable for large family."
Luxurious & Modern newly renovated good for corporate housing & family functions
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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