Pet-friendly holiday rentals in Clark County

Rustic Mt. Sterling Cabin2 Near Downtown • Pets OK

Rustic Mt. Sterling Cabin 2 Near Downtown • Pets OK ★☆ ABOUT THIS SPACE ☆★ Tucked away in the rolling hills of Mt. Sterling, this rustic cabin offers the perfect blend of country charm and modern comfort. Just a short drive from the historic downtown district, you’ll have easy access to local shops, dining, and small-town charm—then come home to peace and quiet. Inside, unwind with a movie on the 55" smart TV, play a round of cards, or cook up something hearty in the fully equipped kitchen.

Cabin on I-75 in Lexington an Outdoor Destination

Rustic Cabin just off of I-75, 15 minutes from Lexington. Loft style with 2 futons, simple kitchen, and bathroom. A/C and Wood Stove. Spacious Front Porch. Towels and linens provided. Incredible views, abundant wildlife, access to Trails, Creek, Fishing through nearby Outfitter. Excellent stay over for travelers along I-75 needing some fresh air and nature! Pet Friendly with fee. Gravel Driveway does require normal clearance, not for low riding vehicles. Adjacent parking lot available.

River Relaxation - Riverfront Home in Winchester

Kick back & relax in this calm, relaxing river front home. 3 king beds & 3 bathrooms! Beautiful deck and grill to take in the view. Several restaurants, beautiful hiking trials and a kayak rental all close by. This home is the perfect spot to unplug and spend time recharging. The home does have Starlink but NO or cable, but feel free to bring DVDs. T-Mobile- no service Verizon- no issues so far AT&T- Unsure *Due to it being a waterfront property there are neighbors close by

The River House Floor 2 Getaway, w/a river 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.

Historic Cabin - Farm - Near RRG, Lex, local music

Join Laura, the founder of Laura's Lean Beef, Laura's Mercantile and Regeneration Distilling Co., at her farm at the edge of the bluegrass. The entire 1200 acres are open to guests, with easy access to the Red River Gorge, Winchester and Lexington. See farm animals and organic crops such as hemp, check out the aging barn for whiskey, while staying in an 18th century cabin updated with granite countertops, new beds and mattresses, modern bathrooms, and solar panels.

The Winchester Retreat

Welcome to the Winchester Retreat! We are located right off of I-64 in Winchester, just 30 minutes from both Lexington and the Red River Gorge. We're right down the street from Winchester's downtown, boasting restaurants, breweries, and shops. Pet friendly!! Come spend an evening by the fire pit and whip up a great dinner using our fully equipped kitchen or charcoal grill. We're also close to Legacy Grove Park, complete with a walking trail and dog park.

College Park Getaway

Step into history with this charming home, blending classic character with modern comfort. Located just minutes from College Park, this spacious house offers cozy rooms, a fully equipped kitchen, welcoming living area and amazing outdoor space. Perfect for families or groups, enjoy the convenience of a historic neighborhood while being close to local attractions, including historic downtown Winchester, Red River Gorge, and charming cafes.

Scenic views, farm fun in peaceful modern cottage

A family-friendly farm that offers opportunities for couples, families or small groups to create special memories. Our farm is also the perfect place for unique family adventures, family reunions, retreats, parties of any type and intimate weddings - all in an idyllic country setting (events charged separately). We offer educational tours and introductions to our animals for guests that are interested.

The Manor House at Blackfish Farm

Located only 30 minutes to downtown Lexington, Blackfish Farm offers stunning views and an historic manor house. The nearly 200 year old log home has been meticulously restored on the 140 acre farm. You will likely see bison in the pastures. The property was initially surveyed by Daniel Boone (see last photograph) and is 3 miles from Fort Boonesborough State Park.