
Places to stay near Fort Boonesborough State Park
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Top-rated holiday rentals near Fort Boonesborough State Park
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Stylish Loft 2Bdrm Winchester ky near Lexington
New York style loft meets historic renovation—Central Kentucky. Meet charming Winchester. Under hr. to Keeneland race track, Kentucky Horse Park, & the spectacular Red River Gorge/Natural Bridge. Lexington 30 min. Paris, Georgetown, Richmond & Berea close too. Many local, small businesses-restaurants, brewery, distillery, shops, antiques, flea markets, & historical sites! Unit is on the second floor—may not be right for all abilities. Public, street parking. See our lovely town renovation.

Serene Ravine Private RRG Treehouse
Stay in a custom-built treehouse nestled in the heart of the Red River Gorge forest on private land—perfect for family getaways, romantic escapes, or friend trips! Explore great views, built along a peaceful stream, and the calming sounds of nature. Step outside to a nearby trailhead leading to Gray’s Arch and more. Just 15 mins from local favorites like Miguel’s Pizza, coffee shops, and mini golf! Availability is limited - so be sure to lock in your summer vacation before it's gone!

Modern Townhome Close to UK
Welcome to this modern townhome, located in the desirable Chinoe neighborhood. Steps away from Chinoe Shopping Center, you'll find a supermarket, salon, and several restaurants. It's just a quick drive to Kroger Field, and a short drive to the heart of downtown. So whether you're here to place a bet at the Keeneland racetrack, attend a concert at Rupp Arena, tour one of our many bourbon distilleries, or cheer on the Wildcats, you'll find that this townhome is in a convenient location.

Westwood
Stay in this newly renovated, freshly furnished 3 spacious bedroom 3.5 bathroom home in the heart of Richmond, KY. This home has many luxury features like a sunroom, granite countertops, and is walking distance to Eastern Kentucky University’s Campus. Included is a Smart TV in the living room, TVs in 2/3 bedrooms, adjustable AC/Heat, Serta Mattresses, and luxury furniture perfect for relaxing. We appreciate you staying with us, and feel free to reach out at any time during your stay!

KY’s #1 Wishlisted Stay-Treehouse and outdoor tubs
Escape to Kentucky’s 2026 most wishlisted Airbnb! A romantic treetop getaway with two outdoor tubs, twinkle lights, and a peaceful setting made for reconnecting. The treehouse features a large glass rolling garage door allowing stunning views of the sunset. The highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station ✔ Hot Water

Riverview 2 … enjoy the view !
Enjoy the spectacular views of the Kentucky River from this second-floor studio. Located within an easy walk of hiking trails and dining. Visit the Waterfront Grill or Hall’s on the River. A tasting at the winery just a few minutes away will sweeten your stay. For more play, kayak rental is nearby. This property is nestled on the riverbank. You will encounter bugs if you are enjoying the outdoors. We have regular exterminations, but an occasional cob web is to be expected.

Carriage House Gardenside
Privacy and Convenience are yours when you stay at the Carriage House Gardenside. Located in historic Winchester, Carriage House Gardenside offers easy access to Lexington, the Kentucky Horse Park, Keeneland Race Course, the Bourbon Trail and Red River Gorge. Situated across from College Park and steps away from Winchester's public gym (indoor swimming pool and fitness center). Space features a king sized bed, large TV, coffee bar, devoted work space and full bath.

Unique Stay - 1907 Log Cabin Near Kentucky River
Kirkland Cabin - Stay in a 1907 Log Cabin Perched on the Palisades of The Kentucky River in Lexington. * 2022 Updated Kitchen * King Bedroom and fun loft offering 2 single beds (ladder access) & 1 full bath. This is a cabin built in 1907 & has the character to prove it. Unplug with games or utilize High-speed WiFi. This cabin is 1 mile from I-75 & 15 minutes to downtown Lexington. Enjoy dinner < 1 mile away at Proud Marys BBQ w/ Live music (seasonal)

Modern Mirror Home| Creek| Hot-tub | Glass House3
Welcome to Nature Rooms! Enjoy a unique creekside stay in Red River Gorge at our glass house, a perfect choice for a luxurious glamping escape. Combining modern style with natural touches, this newly-built space creates a cozy retreat with an amazing mirrored exterior and full window glass interior view. Set on 26 acres of woodlands, and just 15 minutes from Natural Bridge State Park. Come enjoy a one-of-a-kind getaway! *4WD VEHICLES RECOMMENDED*

Maple Point - Dream Cabin in RRG
Welcome to Maple Point, an immaculate 1 bedroom + 1 bath cabin located in the heart of Red River Gorge. Completed in 2024, this property was thoughtfully created by a builder and designer to provide guests with a comfortable and memorable space to enjoy this region of Kentucky. Whether you are looking for a central base from which to explore, a quiet getaway where you can relax, or an inspiring space to work, we would love to have you come stay.

Stunning Cedar Cabin, Hot Tub, Amazing Views!
Escape to this serene cabin surrounded by 20 acres of green hills. This cedar cabin is only 15 minutes from Richmond KY, but you'll feel like you're in a different world. Admire the nature through floor to ceiling windows, roast marshmallows on the patio with a chimenea, and melt your stress away in the Artesian Premier hot tub. Experience a peaceful stay in this quiet and comfortable retreat.

Hygge Nock at Lush Hollow
Nestled perfectly on a ridge of our 40-acre property, minutes from Cave Run Lake and 25 miles from Red River Gorge, this Scandinavian-themed cabin is the perfect ridge-top retreat. Enjoy nearby hiking, boating, and golfing. Relax with a hot tub, pellet grill, and cozy fire pits. Explore quaint towns, state forests, and local markets. Your ideal super cozy, secluded getaway awaits!
Popular amenities for holiday rentals near Fort Boonesborough State Park
Condo rentals with Wi-Fi

Lexington's Artistic Bunker / 1BR Downtown Condo

The FLAT at Bell Place - Downtown/Horse Park

Paradise Inn B&B - Honeymoon Suite

Top Shelf the only Airbnb in KY above a Distillery

💙The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

Private Condo Downtown, Walk to Rupp Arena

*Private Apartment with Balcony | W/D inside apt*

HUGE 3BR Penthouse King bed. Walk 2 RUPP elevator
Family-friendly house rentals

Forest Street Cottage

Central Lex Pool Oasis: HotTub! GameRm! Keeneland!

Newly Built Town & Country

Big Hill House: Artisan Built Near Berea Hiking

Buffalo Springs Distilling Company

Prime Location! 2 Kings Patio Fenced Yard

Horse Farm Creekside Cabin- 6 min to KY Horse Park

Cozy Cottage
Apartment rentals with air conditioning

Canopy of trees

Downtown 2BR | Walk to Rupp · Porch · Parking

Westfield Blue

The Nelson House-Walk to EKU

Beautiful Country Sunsets I

The Ainsley Suite

The Carriage Inn - 1-bdrm apt in historic downtown

Haven on High Street Private Apt Historic Home
Other great holiday rentals near Fort Boonesborough State Park

Unique Luxury Cabin w/ King Bed/Hot Tub in RRG!

LenMar Farm Country Stay near Lexington KY

Martin Manor: Authentic, historic log cabin

Romper Ridge

Moody A Frame | Hot Tub | Red River Gorge

Modern Cozy Cabin Near RRG, Muir

Harriet’s Hideaway: Amazing Mountaintop Sunrises

Cabin -40 acres, Hot Tub, 3-Sided Porch, Rec Room
Destinations to explore
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- University of Kentucky
- Castle & Key Distillery
- Four Roses Distillery Llc
- The Arboretum, State Botanical Garden of Kentucky
- Raven Run Nature Sanctuary
- Shaker Village of Pleasant Hill
- McConnell Springs Park
- Lovers Leap Vineyards and Winer
- Old Fort Harrod State Park
- Cove Spring Park
- Talon Winery & Vineyards
- Kroger Field
- Equus Run Vineyards
- Masterson Station Park





