Title: Winchester Vacation Home Rentals from CA $182: Search Top Private Vacation Homes for Rent | Expedia.ca

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![Thanks to my friend of mine who's recommended me to this spot easy hike short walk to get there ](https://images.trvl-media.com/place/7876/9403688e-dbbb-4255-9528-8bddb2ed4db3.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Nawa Aseen

# Winchester Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=7876&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Winchester vacation homes

![Interior](https://images.trvl-media.com/lodging/113000000/112560000/112559200/112559158/8159b951.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/113000000/112560000/112559200/112559158/d9d2fe36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112560000/112559200/112559158/4a2d8b78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112560000/112559200/112559158/4fd23e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### River Relaxation - Calm Riverfront Home in Winchester Kentucky

[](https://www.expedia.ca/Lexington-Hotels-River-Relaxation-3-King-Beds-In-Winchester.h112559158.Hotel-Information)

Winchester

7.0/10

Good

(4)

"We loved the house, the hosts were great and super communicative! The house is also close to Lexington and Winchester so we had plenty to do and places to eat out! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Maeve R.

CA $154

CA $440 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Lexington-Hotels-River-Relaxation-3-King-Beds-In-Winchester.h112559158.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89150000/89142600/89142517/f0051bfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89150000/89142600/89142517/a7601f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/90000000/89150000/89142600/89142517/7139b2ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/90000000/89150000/89142600/89142517/cc68ee38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### My Old Kentucky Home

[](https://www.expedia.ca/Lexington-Hotels-My-Old-Kentucky-Home.h89142517.Hotel-Information)

Lexington

10/10

Exceptional

(27)

"Cool property, with a great location. Owner had great communication."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $107

CA $341 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Lexington-Hotels-My-Old-Kentucky-Home.h89142517.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89150000/89143100/89143070/b2aa296f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/90000000/89150000/89143100/89143070/f1679c90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89150000/89143100/89143070/3f1fe383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89150000/89143100/89143070/w1794h1200x0y0-33718bd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom in Lexington

[](https://www.expedia.ca/Lexington-Hotels-Cozy-1-Bedroom-In-Lexington.h89143070.Hotel-Information)

Lexington

9.2/10

Wonderful

(10)

"The property was clean and well kept, the location is perfect and communication was immediate. I will definitely rent again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Becky S.

CA $79

CA $291 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Lexington-Hotels-Cozy-1-Bedroom-In-Lexington.h89143070.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/113000000/112760000/112759200/112759116/80644fb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112760000/112759200/112759116/86a99dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/113000000/112760000/112759200/112759116/b86e8c94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/113000000/112760000/112759200/112759116/6ef2056c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Kentucky Stone House

[](https://www.expedia.ca/Lexington-Hotels-Charming-Kentucky-Stone-House.h112759116.Hotel-Information)

Lexington

10/10

Exceptional

(4)

"My wife and daughter stayed and said it was nice, clean, and easy to navigate, too. They would stay again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Justin M.

CA $91

CA $326 total

includes taxes & fees

Jan 2 - Jan 3, 2026

[](https://www.expedia.ca/Lexington-Hotels-Charming-Kentucky-Stone-House.h112759116.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/89000000/88200000/88198100/88198056/34c16441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/89000000/88200000/88198100/88198056/126da557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, travel crib, WiFi](https://images.trvl-media.com/lodging/89000000/88200000/88198100/88198056/8f6eaeed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88200000/88198100/88198056/1f3d6061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Modern 3-bd, Pet Friendly, 12 miles from RRG!

[](https://www.expedia.ca/Stanton-Hotels-Modern-3-Bdr-Home-Close-To-Red-River-Gorge.h88198056.Hotel-Information)

Stanton

10/10

Exceptional

(41)

"Convenient location to explore Red River Gorge, nice kitchen, nice, updated home"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lisa

CA $120

CA $287 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Stanton-Hotels-Modern-3-Bdr-Home-Close-To-Red-River-Gorge.h88198056.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74550000/74543800/74543758/3f494dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74550000/74543800/74543758/654f5cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74550000/74543800/74543758/17e266e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/75000000/74550000/74543800/74543758/010904f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peregrine Cabin - Off the Grid, hike-in cabin

[](https://www.expedia.ca/Stanton-Hotels-Peregrine-Cabin-Off-The-Grid.h74543758.Hotel-Information)

Stanton

10/10

Exceptional

(13)

"We absolutely loved being tucked into the woods. We had a great experience and it was the perfect trip for our anniversary. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kenetra F.

CA $155

CA $254 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Stanton-Hotels-Peregrine-Cabin-Off-The-Grid.h74543758.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/97000000/96640000/96630600/96630548/906f7915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96640000/96630600/96630548/71b89325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/97000000/96640000/96630600/96630548/6002e91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96640000/96630600/96630548/bfec893c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bluegrass Retreat

[](https://www.expedia.ca/Lexington-Hotels-Kentuckys-Finest-Pet-Friendly.h96630548.Hotel-Information)

Georgetown

9.4/10

Exceptional

(28)

"Cute quaint neighborhood, big back yard space, host very responsive. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jenny M.

CA $96

CA $281 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Lexington-Hotels-Kentuckys-Finest-Pet-Friendly.h96630548.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83790000/83782100/83782041/34486840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/84000000/83790000/83782100/83782041/3f08204d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83790000/83782100/83782041/c8c32e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/84000000/83790000/83782100/83782041/6feb17e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### This house is a 2 bedroom(s), 1 bathrooms, located in Georgetown, KY.

[](https://www.expedia.ca/Lexington-Hotels-This-House-Is-A-2-Bedroom.h83782041.Hotel-Information)

Georgetown

8.4/10

Very good

(32)

"We enjoyed our stay here very much. Thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

julianne k.

CA $110

CA $244 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Lexington-Hotels-This-House-Is-A-2-Bedroom.h83782041.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/103000000/102370000/102360400/102360312/bd0ac661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102370000/102360400/102360312/w902h683x61y0-8a316f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102370000/102360400/102360312/w506h683x260y0-941a9367.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102370000/102360400/102360312/w903h683x61y0-95f0890a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot Tub Glow Hill Home Near KY Horse Park, Ark and Rupp Arena

[](https://www.expedia.ca/Lexington-Hotels-Hot-Tub-The-Glow-Hill-Ark-30-Min-Horse-Prk-13-Min-Rupp-20-Min.h102360312.Hotel-Information)

Georgetown

10/10

Exceptional

(3)

"Enjoyed my stay. Hosts were easy to communicate with and the rental was clean and quiet. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Barton

CA $143

CA $302 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Lexington-Hotels-Hot-Tub-The-Glow-Hill-Ark-30-Min-Horse-Prk-13-Min-Rupp-20-Min.h102360312.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75340000/75337800/75337703/df62b7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75340000/75337800/75337703/413503ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75340000/75337800/75337703/f120a4d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/76000000/75340000/75337800/75337703/aa52f871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relaxing | Hot Tub | Fire Pit | S’mores | Garage

[](https://www.expedia.ca/Lexington-Hotels-Hamburg-Haven-Garage-Pit-7mi-To-Rupp-WiFi.h75337703.Hotel-Information)

LEXINGTON

9.2/10

Wonderful

(45)

"Great place to stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeremy S.

CA $109

CA $308 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Lexington-Hotels-Hamburg-Haven-Garage-Pit-7mi-To-Rupp-WiFi.h75337703.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114590000/114589100/114589014/32e5b43d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114590000/114589100/114589014/cedf8b82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114590000/114589100/114589014/214fc807.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/115000000/114590000/114589100/114589014/f11033aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious King Suite | Game Room | Patio | Firepit

[](https://www.expedia.ca/Lexington-Hotels-Spacious-King-Suite-Game-Room-Patio-Firepit.h114589014.Hotel-Information)

Georgetown

9.8/10

Exceptional

(10)

"This property met all of our expectations and then some. We very much appreciated the ping pong table and cornhole boards in the garage. They provided a great way for us to unwind and enjoy time as a family. We also loved how centrally located it was to the local attractions. The beds were very comfortable and we found plenty of space for our family of 6 to sleep comfortably. Overall we were very impressed and would definitely stay here again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Whitney A.

CA $163

CA $427 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Lexington-Hotels-Spacious-King-Suite-Game-Room-Patio-Firepit.h114589014.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88140000/88133700/88133615/b4289611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88140000/88133700/88133615/af8163f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88140000/88133700/88133615/8fce07fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/89000000/88140000/88133700/88133615/62e6a504.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cecil's Cozy Cottage

[](https://www.expedia.ca/Lexington-Hotels-This-House-Is-A-2-Bedroom.h88133615.Hotel-Information)

Lexington

9.4/10

Exceptional

(69)

"Loved the large fenced yard for my dog"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Babs D.

CA $158

CA $312 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Lexington-Hotels-This-House-Is-A-2-Bedroom.h88133615.Hotel-Information)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/84000000/83550000/83543300/83543236/86807a00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83550000/83543300/83543236/w1125h841x0y0-1019d975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83550000/83543300/83543236/1081f5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83550000/83543300/83543236/f5129e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy, Bright Home in Historic Downtown

[](https://www.expedia.ca/Mount-Sterling-Hotels-Cozy.h83543236.Hotel-Information)

Mount Sterling

8.8/10

Excellent

(21)

"We attended a wedding in the area and enjoyed our stay here."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

CA $96

CA $182 total

includes taxes & fees

Dec 31 - Jan 1, 2026

[](https://www.expedia.ca/Mount-Sterling-Hotels-Cozy.h83543236.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/72000000/71995100/71995087/w1124h785x0y0-15342fff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/72000000/72000000/71995100/71995087/w2250h1682x2y0-4c1da52e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/72000000/72000000/71995100/71995087/242808c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms](https://images.trvl-media.com/lodging/72000000/72000000/71995100/71995087/w2240h1685x5y0-fd4f1a12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ‘Clara’ Just Off I-75! 2 Full Bedrooms!

[](https://www.expedia.ca/Lexington-Hotels-Clara-Just-Off-I-75-2-Full-Bedrooms.h71995087.Hotel-Information)

Lexington

8.0/10

Very good

(22)

"Nice location for what we needed. Easy check in. Older unit with character. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anne S.

CA $83

CA $223 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Lexington-Hotels-Clara-Just-Off-I-75-2-Full-Bedrooms.h71995087.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/85000000/84060000/84054600/84054530/91a64475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84060000/84054600/84054530/w1199h829x1y1-f97635fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, printers](https://images.trvl-media.com/lodging/85000000/84060000/84054600/84054530/w1199h799x1y1-c04a06fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/85000000/84060000/84054600/84054530/w1196h799x1y1-4cd4aeda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### KY Family Comfort Stay

[](https://www.expedia.ca/Lexington-Hotels-KY-Family-Comfort-Stay.h84054530.Hotel-Information)

Georgetown

8.8/10

Excellent

(25)

"Perfect location great for the weekend couldn't be happier"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth M.

CA $103

CA $331 total

includes taxes & fees

Jan 8 - Jan 9, 2026

[](https://www.expedia.ca/Lexington-Hotels-KY-Family-Comfort-Stay.h84054530.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74550000/74543800/74543754/43e5816c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74550000/74543800/74543754/3a1957a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74550000/74543800/74543754/3e0fb148.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/75000000/74550000/74543800/74543754/aaaebd29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kim's Retreat: 3-BR Cabin w/ Hot Tub near Natural Bridge & Red River Gorge

[](https://www.expedia.ca/Stanton-Hotels-Kims-Retreat-Cabin-Ridgetop-Cabin-Close-To-Red-River-Gorge.h74543754.Hotel-Information)

Stanton

9.0/10

Wonderful

(18)

"Very nice. Much more secluded than I thought it would be and a little further from civilization, but if that is what you're looking for it's perfect. Be aware that there is a cliff close by so if you have kids, let them know not to go near it! Great communication with the owners. Hot tub was amazing. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica B.

CA $151

CA $359 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Stanton-Hotels-Kims-Retreat-Cabin-Ridgetop-Cabin-Close-To-Red-River-Gorge.h74543754.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116240000/116232600/116232568/bdb663ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116240000/116232600/116232568/d368db0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116240000/116232600/116232568/03507c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/117000000/116240000/116232600/116232568/8853c051.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 4-bedroom home, close to Downtown/UK

[](https://www.expedia.ca/Lexington-Hotels-Beautiful-4-Bedroom-Home.h116232568.Hotel-Information)

Lexington

10/10

Exceptional

(3)

"We had a great stay at this property. The house was clean and 100% ready to go. Great location. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jonathan H.

CA $167

CA $407 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Lexington-Hotels-Beautiful-4-Bedroom-Home.h116232568.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100780000/100776200/100776127/4073dddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100780000/100776200/100776127/7a4bea86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100780000/100776200/100776127/e6e8b280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100780000/100776200/100776127/ca6c9f78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### This house is a 2 bedroom(s), 1 bathrooms, located in Lexington, KY.

[](https://www.expedia.ca/Lexington-Hotels-This-House-Is-A-2-Bedroom.h100776127.Hotel-Information)

Lexington

10/10

Exceptional

(14)

"The location was great. Convenient to get around."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tanya B.

CA $183

CA $429 total

includes taxes & fees

Dec 21 - Dec 22

[](https://www.expedia.ca/Lexington-Hotels-This-House-Is-A-2-Bedroom.h100776127.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88220000/88219000/88218937/2e5b2869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/89000000/88220000/88219000/88218937/0f0a9e5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88220000/88219000/88218937/889b9d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/89000000/88220000/88219000/88218937/62fcb1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious King Suite | Horses, Fire Pit, Garage

[](https://www.expedia.ca/Lexington-Hotels-Family-Sized-Home-W-King-Suite-Patio-Off-Interstate.h88218937.Hotel-Information)

Lexington

9.8/10

Exceptional

(22)

"Perfect location for us to get to all of the family activities (golf, horse farm, bourbon tour etc..)Easy check-in & checkoutHost was very responsive Thanks for a great stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tina Y.

CA $114

CA $378 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Lexington-Hotels-Family-Sized-Home-W-King-Suite-Patio-Off-Interstate.h88218937.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/98000000/97560000/97556800/97556726/b4fe76fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/98000000/97560000/97556800/97556726/3126e933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Paper towels](https://images.trvl-media.com/lodging/98000000/97560000/97556800/97556726/ec508a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/98000000/97560000/97556800/97556726/1243922f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot Tub/Playground/12 min to Horse Park/30min Ark

[](https://www.expedia.ca/Lexington-Hotels-Hot-TubPlayground12-Min-To-Horse-Park30min-Ark.h97556726.Hotel-Information)

Georgetown

10/10

Exceptional

(23)

"Quiet, clean, convenient"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Renee W.

CA $154

CA $441 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Lexington-Hotels-Hot-TubPlayground12-Min-To-Horse-Park30min-Ark.h97556726.Hotel-Information)

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

![Everhome Suites Lexington - Horse Park](https://images.trvl-media.com/lodging/102000000/101180000/101171900/101171857/89ad308c_y.jpg)

### Everhome Suites Lexington - Horse Park

10/10 Excellent

"Great place!"

[](https://expedia.ca/Lexington-Hotels-Everhome-Suites-Lexington-North.h101171857.Hotel-Information)

![Fairfield Inn & Suites by Marriott Lexington North](https://images.trvl-media.com/lodging/3000000/2810000/2803700/2803646/6ec64b2f_y.jpg)

### Fairfield Inn & Suites by Marriott Lexington North

10/10 Excellent

"All was good. Bathroom had a small shower issue where the water has gotten onto and into a wall and the wallpaper was warped. "

[](https://expedia.ca/Lexington-Hotels-Fairfield-Inn-Suites-By-Marriott-Lexington-North.h2803646.Hotel-Information)

![Spark by Hilton Lexington Hamburg](https://images.trvl-media.com/lodging/1000000/10000/6700/6639/4dbc3493_y.jpg)

### Spark by Hilton Lexington Hamburg

10/10 Excellent

"Needs protein added to the breakfast bar. Most hotels are serving eggs and bacon even as a free continental breakfast. I expect that from a Hilton hotel. "

[](https://expedia.ca/Lexington-Hotels-Spark-By-Hilton-Lexington-Hamburg.h6639.Hotel-Information)

![Staybridge Suites Lexington S Medical Ctr Area by IHG](https://images.trvl-media.com/lodging/77000000/76790000/76787000/76786917/0099ee0d_y.jpg)

### Staybridge Suites Lexington S Medical Ctr Area by IHG

10/10 Excellent

"The room was very clean. The bathroom was spotless. "

[](https://expedia.ca/Lexington-Hotels-Staybridge-Suites-Lexington-S-Medical-Ctr-Area.h76786917.Hotel-Information)

![Home2 Suites by Hilton Lexington Hamburg](https://images.trvl-media.com/lodging/58000000/57490000/57487400/57487334/f62e7bf5_y.jpg)

### Home2 Suites by Hilton Lexington Hamburg

10/10 Excellent

"room was very clean- bed was comfortable - breakfast was good."

[](https://expedia.ca/Panacea-Hotels-Home2-Suites-By-Hilton-Lexington-Hamburg.h57487334.Hotel-Information)

![Marriott Lexington Griffin Gate Golf Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/15900/15892/79f835ef_y.jpg)

### Marriott Lexington Griffin Gate Golf Resort & Spa

10/10 Excellent

"The room was very clean and her a great staff everyone was so helpful. The valet cleaned the snow and ice off our vehicle and we were not even in valet parking did not get to get his name but he went above and beyond. "

[](https://expedia.ca/Lexington-Hotels-Lexington-Griffin-Gate-Marriott-Golf-Resort-Spa.h15892.Hotel-Information)

![GuestHouse Lexington](https://images.trvl-media.com/lodging/1000000/430000/426400/426325/18dc9903_y.jpg)

### GuestHouse Lexington

10/10 Excellent

"Efficient. Convenient location. "

[](https://expedia.ca/Lexington-Hotels-GuestHouse-Lexington.h426325.Hotel-Information)

![The Manchester ](https://images.trvl-media.com/lodging/93000000/92440000/92430600/92430541/f02815a4_y.jpg)

### The Manchester 

10/10 Excellent

"Yes"

[](https://expedia.ca/Lexington-Hotels-The-Manchester.h92430541.Hotel-Information)

![Hyatt Regency Lexington](https://images.trvl-media.com/lodging/1000000/10000/3500/3461/c0c49295_y.jpg)

### Hyatt Regency Lexington

10/10 Excellent

"Repeat stay. Always love this hotel. "

[](https://expedia.ca/Lexington-Hotels-Hyatt-Regency-Lexington.h3461.Hotel-Information)

## Find out more about Winchester

## Winchester Vacation Homes information

| Number of reviews | 424                |
| ----------------- | ------------------ |
| Accommodation     | 437 Vacation Homes |
| Lowest Price      | CA $182            |
| Highest Price     | CA $441            |

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