Pet-friendly vacation rentals in Oldham County

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Sugarbeet's Suites

Located in the heart of charming La Grange, Kentucky, Sugarbeet’s Suites offers a warm and inviting retreat where modern comfort meets small-town hospitality. Just steps from the historic downtown district, guests can experience the unique sights and sounds of La Grange -from quaint boutiques and local dining to the famous trains that roll right down Main Street. Whether you’re here for a relaxing weekend getaway, a family visit, or a special event,Sugarbeet's Suites is your home away from home.

Outdoor spaces · Walkability · Indoor spaces

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Cozy & Luxurious Sweet Retreat w/Wheelchair Access

Former bakery completely renovated into a "sweet retreat" for your visit to La Grange, the Kindness Capital of Kentucky! Just steps from the only railroad that still runs down an active Main Street. Wheelchair accessible—two bedrooms, two tiled baths, sleeps 8. Historic Downtown La Grange boasts unique shops, restaurants, a train viewing tower with over 30 trains/day, parks and the Alley Loop (a fun interactive art walk). Nearby horse farms, Churchill Downs, Bourbon Trail, 20 mins to Louisville.

Walkability · Pets · Value

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The Log Cabin at StoneLedge

Please note the Log Cabin is a private home BUT the entire cabin is not avaliable for use when booking 4 guest or less. Nestled on an expansive 80 acre horse farm the log cabin is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. The Log Cabin is 10 minutes off of I71 exit 22. Less than 3 minutes to Ashbourne Farm & approximately 10 minutes to Hermitage Farm. ***PLEASE READ THE ENTIRE LISTING

Pets · Outdoor spaces · View

The Riverside Retreat - Your Coastal Getaway

Take it easy at this unique and tranquil getaway, perfectly situated with the Ohio River right in your backyard. Relax on the spacious back deck and enjoy stunning river views while unwinding in a peaceful setting. This home has been recently updated with a refreshed kitchen, flooring, modern lighting, updated bedrooms, and a renovated shower, making it a comfortable and inviting retreat for the duration of your stay. The Riverside Retreat is the perfect place to recharge and enjoy the scenery

Pets · Outdoor spaces · Condition

Cabin at Four Knolls Farm

Welcome to our serene retreat nestled in the heart of the country. This charming cabin offers the perfect getaway for those seeking tranquility and a break from the hustle and bustle of everyday life. Our cabin is in a secluded corner of our farm with privacy and a peaceful atmosphere. This renovated cabin has a stylish, well-stocked kitchen, comfortable living areas and porches where you can revel in the sounds of birds while you watch the deer and turkeys walk through the rustling leaves.

Outdoor spaces · Location · Quiet

Loft 2bedroom/1bath in PeweeValley near Louisville

Welcome to our charming Pewee Valley loft! This 2-bedroom, 1 bathroom space is an inviting space for your next getaway. Lounge in the cozy living area or enjoy a cup of coffee on the private balcony. Note: the loft sits above an event venue, so you may occasionally hear activity from a gathering downstairs. We give advance notice if an event falls during your stay. The loft itself is fully private with its own separate entrance. Close to local attractions with easy access to nearby cities.

Outdoor spaces · Walkability · Amenities

Exclusive Buckner retreat w/ theater & game room!

Welcome to this inviting 3-bedroom, 3-bath Buckner home, ideal for families and groups seeking relaxation and fun. This 1,790 sq ft retreat features multiple entertainment areas: a theater-style family room, a game room with bar, and a dedicated basement gym. The open kitchen is fully equipped, paired with a cozy second-floor living room with fireplace and dining area. Unwind in the private backyard, with ample parking, full-home WiFi, and easy access to Buckner and Louisville attractions.

Outdoor spaces · Bathroom · Comfort

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Charming suite in Bourbon Country

A great base for bourbon tours, the Derby, Louisville and Central KY attractions. Easy access to I-71, 25 minutes from downtown Louisville. 5 minutes from distillery, brewery, and botanical gardens in scenic Oldham County. A beautiful spot off the beaten path to relax and recharge. Private two bedroom basement suite with natural light, dedicated entrance, and privacy. Shared outside covered deck and yard with mature trees. 1 queen, 2 twin beds, 1 queen air mattress.

Pets · Outdoor spaces · Location

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Private Prospect Flat

Two bedroom apartment located on picturesque Covered Bridge Road in Prospect, KY. There is a separate entrance with plenty of parking. Beautiful views of Kentucky landscape from every window. Our property is four acres with a meandering stream, forest, and fields. There is a fully stocked kitchen including a dishwasher. The main bedroom includes a work space area and two closets. Feel free to grab a few eggs for breakfast if there are eggs in the nesting boxes.

Walkability · Outdoor spaces · Location

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Riverfront Cottage | Dock + Kayaks Near Louisville

Escape to the Ohio River at this charming 2-bedroom waterfront cottage in Prospect, KY. Wake up to peaceful river views, enjoy coffee on the screened porch, relax in the patio seating, or catch a game on the outdoor TV. Take a kayak from the private dock, watch the sunset, and unwind by the water. With the entire cottage to yourself and Louisville just a short drive away, it’s the perfect blend of peaceful riverfront relaxation and easy access to the city.

Outdoor spaces · Pets · Comfort

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Estate: Heated Pool, Hot Tub, Game Rooms, Pets

If you're choosing the house for everyone, this is the place they thank you for later. Five king beds, a year-round saltwater pool with optional heat, covered hot tub, game rooms, and a chef's kitchen give up to 12 guests room to gather and room to breathe. Set on 3.75 private acres in La Grange, about 25 minutes from Louisville. Even the teenagers come downstairs. And the WiFi actually works. Built for Joy. Made for Generations.

Outdoor spaces · Pets · Condition

Creekside Quarters - Fully stocked and private!

In the heart of horse country, lays a quaint and private 8 Stall horse barn with cozy one-bedroom, one-bath apartment nestled inside! We converted this space from the original tack room into a comfortable private retreat for two! Surrounded by the peaceful countryside, you’ll cross a picturesque creek bridge to reach your getaway, where open fields, mature trees, and the sounds of nature create the perfect setting to unwind.

Outdoor spaces · Pets · Grill