Holiday houses in Mount Sterling

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Top-rated holiday rentals in Mount Sterling

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Guest favourite

Apartment in Mount Sterling

4.94 out of 5 average rating, 48 reviews

Historic 2-Bedroom Apartment in Downtown

Charming apartment in the historic Farmers National Bank building in downtown Mount Sterling. Recently renovated, the apartment provides the comfort and amenities of home, yet retains all of the character of the original building. Within walking distance of many great restaurants and if you’re in the mood to shop, stop in to Lily Aesthetics downstairs or take a stroll down Main Street to find a variety of great shopping opportunities. Located within 35 miles of Lexington and the Red River Gorge.

15–22 May

$207 NZD per night

Guest favourite

Home in Mount Sterling

4.96 out of 5 average rating, 138 reviews

THE DOLLY - Cozy, Bright Home in Historic Downtown

Hello, Dolly! This bright and cozy home in the heart of downtown Mt. Sterling provides comfort and convenience. With hundreds of unique artifacts and rare photos to discover, you will find peace, relaxation, and tons of Dolly-themed photo ops! In addition to WiFi and Roku TV, guests will enjoy a massive collection of Dolly Parton films, records, and books. A fully-themed kitchen, bedroom, dining room, and bathroom offer many fun Dolly touches. A place so cute, even Jolene wants to stay!

15–22 Sep

$153 NZD per night

Guest favourite

Home in Paris

4.95 out of 5 average rating, 153 reviews

The Spring Valley Inn - charming rural home

Nestled only 4 miles outside of historic Paris, Kentucky this charming home will allow you and your guests to immerse yourself in the beautiful surroundings of Thoroughbred horse country. On your drive to the home pass horse farms such as Oak Lodge, Brandywine, and Adena Springs; all recognizable names from past Kentucky Derby runners. Enjoy your stay with room for your family not only indoors but out. Sit on the patio soaking in nature and local sounds from neighboring farm animals.

24–31 Dec

$270 NZD per night

Guest favourite

Loft in Mount Sterling

4.93 out of 5 average rating, 28 reviews

Downtown Loft Apartment, Relaxing Retreat

Loft upstairs apartment with one bedroom and full amenities. Kitchen, washer/dryer, and WiFi. Located in downtown Mt Sterling. Walking distances to local specialty, shops, and restaurants. One block away from Renee’s Bridal and Market Pavilion. Mt Sterling is situated 25 miles west of Morehead and 35 east of Lexington, KY. Great location to stay to enjoy the Red River Gorge/Natural Bridge State Resort Park which is 24 miles a way. Great location for creativity, shopping or adventure.

19–26 May

$168 NZD per night

Guest favourite

Home in Mount Sterling

5.0 out of 5 average rating, 50 reviews

High Street Hideaway home atmosphere for relaxing

High Street Hideaway, relax away from the city in a spacious well appointed home atmosphere. Large back deck for relaxing and dining. No need to park on the street and walk a flight of stairs! Private parking with 4-5 steps up to deck and back door! *Access to Lexington 30-45 minutes away via Interstate 64. * 45 minute drive to the natural beauty of Red River Gorge for hiking/ climbing *30 min to Cave Run Lake * Three blocks to local shops, eateries, and town festivals!

18–25 Aug

$304 NZD per night

Guest favourite

Apartment in Winchester

4.93 out of 5 average rating, 73 reviews

The Carriage Inn - 1-bdrm apt in historic downtown

Centrally located in historic downtown Winchester with views of the county courthouse. Apartment is upstairs in a building that was originally used as a carriage repair shop. It is within walking distance to lots of unique shops and restaurants and the Bluegrass Heritage Museum. Walk or drive to the Farmers Market (seasonal) on historic Depot Street on Saturday mornings. The Red River Gorge/Natural Bridge area is 40 minutes east. Lexington is a short 20-30 minutes west.

4–11 Feb

$184 NZD per night

Guest favourite

Loft in Mount Sterling

4.98 out of 5 average rating, 58 reviews

One Bedroom apartment with full kitchen

This a spacious and peaceful apartment located in historic Mt. Sterling, Kentucky just off of I-64. In 30 minutes you can be at Cave Run Lake, Red River Gorge or Lexington, Kentucky. It is also the perfect location for the popular 4 day “Court Days” which happens every third weekend in October! This apartment is 2 blocks walking distance to downtown Mt. Sterling, KY where you will find fun shopping and dining! This apartment is deep cleaned between bookings. Reserve today.

7–14 Feb

$168 NZD per night

Guest favourite

Home in Winchester

4.91 out of 5 average rating, 672 reviews

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

12–19 Jun

$110 NZD per night

Guest favourite

Guesthouse in Winchester

4.98 out of 5 average rating, 174 reviews

Escape and unwind in the country

Relax and unwind in the country! Close to Lexington, Red River Gorge, Pilot Knob and Natural Bridge with easy access to the Mountain Parkway. We now have Wi-Fi!! Pets are welcome but we request that dogs are either crated or not left unattended. There is a $25 pet cleaning fee. Our guest house has a fully equipped kitchen, washer/dryer, queen size Sleep Number Bed, queen size sleeper sofa, and patio with gas grill. An air mattress is available by request.

5–12 Dec

$138 NZD per night

Guest favourite

Barn in Lexington

4.93 out of 5 average rating, 292 reviews

Stay with our horses and goats on a private farm

Lovely and private studio barn apartment in super safe neighborhood. Stay with our horse and goats on 12 private acres, minutes from downtown Lexington. Hiking trails around property, and just minutes to several state parks. Three miles to 75 and 64, and 15 minutes to downtown Lexington, the Kentucky Horse Park, UK campus, and 10 minutes to the Hamburg area of Lexington full of restaurants, sports bars, and movie theaters. 50 amp EV charging station

19–26 Dec

$178 NZD per night

Guest favourite

Home in Clay City

4.95 out of 5 average rating, 38 reviews

Happy Top Hideaway Red River Gorge

Relax with the whole family at this peaceful home located within close proximity to many of Kentucky's tourist destinations. This spacious 3 bedroom has a relaxing backyard space including a gazebo/picnic table and fire pit. This home is located in the beautiful Appalachian foothills close to Red River Gorge, a popular destination for those who enjoy hiking and nature. Conveniently located near many hiking spots, as well as a short drive to Lexington.

2–9 Dec

$262 NZD per night

Guest favourite

Home in Stanton

4.92 out of 5 average rating, 134 reviews

RRG Climbers Choice Stay-Wifi- No cleaning fee

We'll have you feeling like a local in two days minimum and in a town so friendly you might just become one. Fully furnished duplex (SIDE B) is minutes drive from the best Red River Gorge hiking trails, climbing, Miguel's, Natural Bridge State Park, The Gorge Underground, Callie's Lake, La Cabana & Kroger. On the Scenic Byway in Stanton. Side A & B can be booked together if availability allows.

8–15 Jan

$158 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Mount Sterling holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Mount Sterling's top sights

Tenth Frame Cinema3 locals recommend

Ruth Hunt Candy Co7 locals recommend

Tomatoes and Flames4 locals recommend

Other great holiday rentals in Mount Sterling

Superhost

Place to stay in Sharpsburg

4.87 out of 5 average rating, 38 reviews

Away From It All! Beautiful 1-bdrm. In the country

3–10 Oct

$221 NZD per night

Guest favourite

Farm stay in Winchester

4.88 out of 5 average rating, 42 reviews

Renovated historic home on working cattle farm

14–21 Dec

$260 NZD per night

Guest favourite

Barn in Paris

4.94 out of 5 average rating, 62 reviews

Horse & Flower Farm Barn Loft

15–20 Jan

$299 NZD per night

Guest favourite

Cabin in Hillsboro

4.96 out of 5 average rating, 75 reviews

Beautiful Country Sunsets 2

31 Dec – 7 Jan

$153 NZD per night

Guest favourite

Home in Irvine

5.0 out of 5 average rating, 45 reviews

Pauline's Paradise

30 Sep – 7 Oct

$204 NZD per night

Guest favourite

Home in Morehead

5.0 out of 5 average rating, 30 reviews

Sunset Cottage

27 Nov – 4 Dec

$238 NZD per night

Guest favourite

Cottage in Clay City

4.97 out of 5 average rating, 92 reviews

Scenic views, farm fun in peaceful modern cottage

24 Sep – 1 Oct

$282 NZD per night

Guest favourite

Tiny home in Stanton

5.0 out of 5 average rating, 37 reviews

Tiny Cabin At The Pond

22–29 Jul

$236 NZD per night

Show all

Quick stats about holiday rentals in Mount Sterling

Total rentals
10 properties
Local attractions
Walmart Supercenter, Cattleman's Road House and Cracker Barrel Old Country Store
Popular amenities
Kitchen, Wi-Fi and Pool
Wi-Fi availability
10 properties include access to Wi-Fi
Total number of reviews
560 reviews
Nightly prices starting at
$119 NZD before taxes and fees

Holiday houses in Mount Sterling

Top-rated holiday rentals in Mount Sterling

Apartment in Mount Sterling

Home in Mount Sterling

Home in Paris

Loft in Mount Sterling

Home in Mount Sterling

Apartment in Winchester

Loft in Mount Sterling

Home in Winchester

Guesthouse in Winchester

Barn in Lexington

Home in Clay City

Home in Stanton

Holiday rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Mount Sterling holiday rentals

Stay near Mount Sterling's top sights

Other great holiday rentals in Mount Sterling

Place to stay in Sharpsburg

Farm stay in Winchester

Barn in Paris

Cabin in Hillsboro

Home in Irvine

Home in Morehead

Cottage in Clay City

Tiny home in Stanton

Quick stats about holiday rentals in Mount Sterling

Total rentals

Local attractions

Popular amenities

Wi-Fi availability

Total number of reviews

Nightly prices starting at

Destinations to explore