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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Browse Select Winchester Farmstay

New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Exterior detail

New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.

2.0 star property
10.0 out of 10, Exceptional, (23)
"gorgeous location and property"
New 2-bedroom farmhouse on 23 acres of pasture, part of a working horse farm.
Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.
Interior

Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.

9.6 out of 10, Exceptional, (4)
"Was beautiful surroundings, fast check in with our own gate code. Layout was very nice with our group just wish we could have stayed longer. Will keep this on our list for future stays. "
The price is £382
includes taxes & fees
24 Aug - 25 Aug
Beautiful 4-bedroom farmhouse in Lexington. Huge living room/kitchen.
Renovated train station on thoroughbred horse farm.
Fridge, microwave, oven, stovetop

Renovated train station on thoroughbred horse farm.

10.0 out of 10, Exceptional, (141)
"Excellent- comfortable, clean, well appointed and beautiful grounds. "
Renovated train station on thoroughbred horse farm.
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
Exterior

Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing

2.0 star property
9.8 out of 10, Exceptional, (9)
"The Owner was very responsive and accommodating. The home was clean, well stocked, and provided a very relaxing getaway."
Scenic Stillwater Retreat in rural KY Horse Country, WiFi/AC, Fishing/Canoeing
The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside
Property grounds

The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside

10.0 out of 10, Exceptional, (245)
"This property is so peaceful and fun. We enjoyed the sounds of spring birds and the occasional cow. The barn is so well designed and has anything you might need during your stay. We loved it."
The Barn at Deva's Farm: Haute Blue Grass - Chill Retreat in the countryside
Charming 3-bedroom farmhouse with Hot Tub, WiFi and Fire Pit. Close to RRG
Smart TV, fireplace

Charming 3-bedroom farmhouse with Hot Tub, WiFi and Fire Pit. Close to RRG

10.0 out of 10, Exceptional, (3)
"We loved this place and the surrounding area"
Charming 3-bedroom farmhouse with Hot Tub, WiFi and Fire Pit. Close to RRG
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Dining

Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.

10.0 out of 10, Exceptional, (35)
"Beautiful location and great service. The owner was very responsive and provided great value for the stay."
The price is £248
includes taxes & fees
24 Aug - 25 Aug
Franklin Ridge Farms Winchester ; Lexington 20 min. & Stanton 15min.
Historical 4-bedroom farmhouse in serene Sharpsburg with AC.
Outdoor pool

Historical 4-bedroom farmhouse in serene Sharpsburg with AC.

2.0 star property
9.0 out of 10, Wonderful, (2)
"Very clean, quiet and peaceful. A few "blips" but all was handled well. Also...the TP situation should be explained ahead of time. "
Historical 4-bedroom farmhouse in serene Sharpsburg with AC.
10 Minutes from Hiking & Natural Bridge State Park
Terrace/patio

10 Minutes from Hiking & Natural Bridge State Park

10.0 out of 10, Exceptional, (3)
"Theresa was an excellent hostess, she added thoughtful touches to the home. We felt very comfortable there. I messaged her several times and she was always friendly, helpful and quick to respond. I'd recommended staying at the farmhouse to anyone. "
The price is £197
includes taxes & fees
24 Aug - 25 Aug
10 Minutes from Hiking & Natural Bridge State Park
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
Outdoor dining

Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland

10.0 out of 10, Exceptional, (18)
"Such a peaceful, cozy place to stay. "
The price is £240
includes taxes & fees
24 Aug - 25 Aug
Cozy farmhouse family friendly with fire pit and grill, within hour to Keeneland
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
Property grounds

World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail

9.8 out of 10, Exceptional, (94)
"Second visit excellent experience unique"
World Class Horse Farm Minutes To Keeneland, Bluegrass Airport, Bourbon Trail
Charming Farmhouse on working Red Haven Farm
Terrace/patio

Charming Farmhouse on working Red Haven Farm

10.0 out of 10, Exceptional, (8)
"Spacious farm house with plenty of room for a large gathering. The animals and property were beautiful."
Charming Farmhouse on working Red Haven Farm
Tranquil morning horizons watching the horses graze in your own private space.
Pool

Tranquil morning horizons watching the horses graze in your own private space.

9.8 out of 10, Exceptional, (28)
"Beautiful place to stay."
Tranquil morning horizons watching the horses graze in your own private space.
Guest Home on Historic Horse Farm
Exterior

Guest Home on Historic Horse Farm

Guest Home on Historic Horse Farm
Cane Manor at KY Horse Park
Exterior

Cane Manor at KY Horse Park

2.0 star property
Cane Manor at KY Horse Park
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

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

La Quinta Inn & Suites by Wyndham Lexington South / Hamburg

10/10 Excellent
"Hotel staff was friendly, room was clean and updated. Bathroom was spacious, with a very nice shower. "
Crystal 1-night trip
Posted 1 day ago
La Quinta Inn & Suites by Wyndham Lexington South / Hamburg