Vacation rentals in Pioneer Village

4.96 out of 5 average rating, 52 reviews

The open dining area features a long wooden table surrounded by white chairs, positioned near large sliding doors that lead to an outdoor space. Dark cabinetry and modern furnishings are present in the adjacent kitchen, along with pendant lighting enhancing the space.

Apartment in Louisville

second floor 1 bedroom + office W/D & easy parking

This duplex is nestled in the quiet and peaceful community of Zoneton. Offering the benefit of a suburb setting and only being 17 minutes away from Louisville's greatest attractions including downtown, Churchill Downs and Jim Beam Bourbon Trail. The great room boasts a full accessorized kitchen, wet bar, pull out queen sofa with memory foam & a 65" Smart TV. The bedroom has a king adjustable bed, smart TV and walk-in closet. Unit also has a dedicated office! There is Fiber optic WIFI & Netflix.

Tiny home in Shepherdsville

A magazine featuring Louisville's landmarks is placed on a wooden floor. Above it, a succulent plant sits in a simple pot, adding a touch of greenery to the arrangement. The background is lightly textured, enhancing the overall aesthetic.

4.93 out of 5 average rating, 229 reviews

Tiny House Near Louisville

The tiny house is 200 square feet, but has everything you need for a cozy stay! It’s located inside our half acre fenced in backyard which is right off I-65 and is 15 minutes to downtown Louisville. Fast food, restaurants, gas stations, and laundry mat are less than a mile away. The backyard is a shared space with us, so there’s a small chance you see us or our friendly dogs out there. We built the tiny house ourselves, so we take pride in it and hope you choose to experience tiny house living!

4.99 out of 5 average rating, 176 reviews

The kitchen includes modern appliances, including a gas stove and an electric kettle. A large wood dining table is surrounded by metal chairs. A laundry area is visible, with washing and drying machines neatly arranged. Natural light filters in through a window.

Home in Fern Creek

"Call Me Old-Fashioned"in Derby & Bourbon Country!

Welcome to "Call Me Old-Fashioned" - a unique spin on Bourbon w/ a mix of new & vintage amenities! Located in a QUIET & SAFE neighborhood, this family-friendly home is located close to Downtown Louisville & Churchill Downs (18 min), Expo Center & airport (15 min). Bardstown, the Bourbon capitol, is 35 min away. We are also 5 min from Parklands @ Floyds Fork park system - home to 60 miles of hiking, biking & paddling trails & a big playground. Come make yourself at home in our cozy KY home!!

4.95 out of 5 average rating, 339 reviews

A welcoming porch features a rustic wooden bench adorned with decorative pillows. An American flag flutters in the breeze, while a vintage lantern and baskets add character to the space, surrounded by towering trees and natural woodland scenery.

Cabin in Louisville

Captain's Cabin: Bourbon Trail, History & Romance

Your own log cabin on a wooded hillside with gourmet breakfast served to your door (on weekends)! It's been the location for 4 movies, including Lifetime! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife by the lake, creek or from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience.

5 out of 5 average rating, 213 reviews

The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.

Cabin in Louisville

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

5 out of 5 average rating, 42 reviews

An open studio apartment features a spacious layout with a wooden bed frame and a single bed. Soft light filters through multiple windows, illuminating a cozy seating area with patterned chairs and a round coffee table. Decorative elements add a touch of comfort.

Apartment in Louisville

Cozy Garage Apt- Country Charm with City Amenities

We invite you to enjoy city amenities in a country setting. Nestled in the heart of Fern Creek on Louisville's southeast side, our location is a convenient drive to most places with many nearby restaurants. Come leave the hustle and bustle behind as you enjoy a peaceful stay. This space is a studio apartment, one open room except for the bathroom. The apartment is located above our two car garage. You will enter through the side door. This apartment is accessed by a set of stairs.

Superhost

Apartment in Louisville

4.83 out of 5 average rating, 6 reviews

Cozy Louisville Apt w/ Parking|Great Location!

Welcome to this cozy 1-bedroom unit in a quiet Louisville neighborhood! This stylish space offers modern amenities, a fully equipped kitchen, a comfortable living area, and a serene bedroom for restful nights. Enjoy easy access to downtown attractions, parks, restaurants, and shopping. Plus, it’s just minutes from the Expo Center and Churchill Downs, perfect for events and entertainment. Whether for work or leisure, this charming retreat is your ideal home away from home. Book today!

4.98 out of 5 average rating, 208 reviews

Cottage in Hodgenville

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

Place to stay in Shepherdsville

A spacious loft apartment is visible with wooden stairs leading to the upper level. The kitchen is equipped with white cabinetry and appliances. A cozy seating area features a brown sofa adorned with green-patterned cushions, enhancing the inviting layout. Natural light streams in from a large window.

4.89 out of 5 average rating, 300 reviews

A Little Bit of Kentucky

A unique loft apartment near Louisville, Bardstown and just across the river from Indiana. This is attached to our Wedding venue for the convenience of anyone who is coming in for a wedding. It has its on separate entrance away from the venue so you wont be bothered by anyone. We are more than willing to accommodate you in any way we can. Let us know what you need and we will do our best to meet your needs. Check our guide book for local attractions and mileage

4.83 out of 5 average rating, 258 reviews

A uniquely designed sink showcases an ornate, colorful basin with floral patterns. The polished wooden countertop is complemented by a modern black faucet. A small dish containing soap and a towel are neatly arranged beside the sink, with glimpses of a bright and airy interior visible in the background.

Camper/RV in Louisville

Pastel Tiny Home • Romantic Retreat on 15 Acres

💖 Escape to your own pastel paradise—perfect for couples or solo dreamers. This periwinkle 200 sq ft Polly Pocket-inspired tiny home sits on 15 private acres in Louisville. Sip coffee at the bar table, cozy up with AC/heat, and stargaze by the fire pit 🔥 on your private deck with glowing lights ✨ Pet-friendly, peaceful, and totally unique—this is more than a stay. It’s a magical escape made for connection, rest, and unforgettable memories. 🌙🌿

4.98 out of 5 average rating, 166 reviews

Dome in Mount Washington

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Apartment in Mount Washington

The exterior of a brick apartment is displayed, featuring a gabled roof and two prominent windows on the upper level. A two-car garage is visible beneath a covered entryway, with lush greenery framing the structure and partly cloudy skies overhead.

4.95 out of 5 average rating, 200 reviews

“Crossroads” connecting Louisville and Bardstown

This apartment is good for couples, solo adventurer and business travelers. It is 10 miles south of Louisville, 18 miles north of Bardstown, 18 miles west of Taylorsville Lake and 1 hr away from Lexington. It is close to a very cool park, The Parklands, where you can hike, bike and kayak. The apartment is centrally located in the “crossroads” of several really cool communities in horse country, Kentucky.

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Popular amenities for Pioneer Village vacation rentals

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Other great vacation rentals in Pioneer Village

The covered entrance features a white door with a circular window, flanked by a wall of light brown brick. A wooden bench with decorative pillows faces the door, while a colorful nutcracker figure adds a festive touch. A welcome mat is positioned on the concrete walkway.

4.79 out of 5 average rating, 77 reviews

2-Bedroom Home, Quiet Area

JaredRating, 5 stars1 month ago

We stayed for 4 months while I completed an internship. My wife, two young children, and I felt very comfortable and at home here. The neighbors were nice. The backyard was convenient and there is a park close enough to walk to. Walmart is about 10 minutes away. If you’re looking for a family friendly place to live away from the big city, but close enough to enjoy visiting, this is a great option.

A bright kitchen features white cabinetry and blue accents. The countertop includes modern appliances, with a black stove and a microwave. Natural light enters through a window, highlighting the cooking space. A small dining table is set nearby, and glass doors lead to the outside deck.

Apartment in Brooks

5 out of 5 average rating, 4 reviews

Cozy Studio in Brooks

AlishaRating, 5 stars3 weeks ago

I had such a wonderful stay at Ron and Laurie’s place! From the moment I arrived, they made me feel so welcome and at home. The space itself is peaceful, beautifully maintained, and full of charm with stunning Moroccan inspired decor that adds such a unique and relaxing atmosphere. It was the perfect peaceful getaway! Their warmth and hospitality truly made the experience even more special. I highly recommend staying here if you’re looking for comfort, beauty, and genuinely kind hosts! I’ll be back again when I need to recharge. Thank you so very much Ron and Laurie, for everything!

4.9 out of 5 average rating, 10 reviews

A modern bathroom is displayed, featuring a glass shower enclosure with a marble-patterned wall. A small black mat is positioned in front of the toilet, and white towels are neatly hung on a rack. Natural light enters through the window, enhancing the clean aesthetic.

Guesthouse in Louisville

Casita Linda

MichealRating, 5 stars2 days ago

great host, great place for the price point!

A bright bathroom is depicted, featuring a light wood-paneled shower curtain with a vintage blue truck and floral design. Soft towels in green and a light blue rug create a welcoming atmosphere. A white toilet and sink with simple fixtures are also visible.

Home in Shepherdsville

4.67 out of 5 average rating, 3 reviews

Cozy Country House on Bates

JennyRating, 5 stars1 month ago

Kevin and Lisa were super hosts! The house was cozy, clean, and very welcoming. And Kevin is very responsive via the Airbnb messaging app. Also, we actually got to meet the hosts and have a nice conversation. So friendly and helpful! Plus, we were there for Derby weekend, and they took the time to put Derby decorations in the living room and kitchen. So fun and fabulous! The beds were super comfy, and the whole space was inviting and decorated with nice little homey touches. The neighborhood and surroundings were very peaceful and lovely. Plus, even though this Airbnb is slightly out of the way... easy driving distance to downtown Louisville and Churchill Downs. This place was a find! So happy with my stay here! Thank you, Kevin and Lisa!

A gravel space is surrounded by six brown Adirondack chairs positioned around a fire pit. Flat stones are scattered around the area, enhancing the outdoor ambiance. A wooden shed and additional seating are visible in the background, framed by a wooden fence.

5 out of 5 average rating, 6 reviews

Bourbon Boho Bliss

RebeccaRating, 5 stars2 months ago

House was great! Jessica was very accommodating! Thank you for hosting us!

A woven basket sits on a wooden coffee table, filled with assorted snacks including candies and crackers. Nearby, a remote control for a Roku TV is visible alongside a deck of playing cards featuring a vintage image of a riverboat in Louisville.

4.73 out of 5 average rating, 284 reviews

Cozy home mins from historic Waverly Hills

MalloryRating, 5 stars3 weeks ago

We had an absolutely wonderful time in this home, the backyard was perfect, neighbors seemed friendly, and it was two minutes away from Waverly Hills. Overall, amazing experience, we would absolutely stay here again. Thank you so much for the hospitality!!

5 out of 5 average rating, 57 reviews

A modern kitchen features gray cabinetry with a wooden countertop and stainless steel appliances. A black sink is positioned next to a microwave, and a glass sliding door provides natural light while leading outside.

Guesthouse in Louisville

Breakfast At Tiffany's

RobRating, 5 stars1 week ago

I stayed here for a week on a business trip and it was absolutely perfect. really easy to get to, nice quiet neighborhood and perfectly placed to get around the city and surrounding areas. I highly recommend checking out some of the trails and parks on the Louisville loop 😊 I feel like the place actually felt bigger than it looked in the pictures, it was lovely and clean, comfy bed and shower was hot with good water pressure. Tiffany and her husband (so sorry I forgot your name 😭) were great hosts. really responsive to queries and super friendly, but also kept to themselves when I didn't need them so it you prefer privacy then you will also be happy here. If I'm back in town again I will definitely stay here again and highly recommend to anyone who is considering it.

A coffee maker is positioned on a wooden countertop, featuring a sleek design with a digital display. Nearby, a microwave is visible, alongside a container holding assorted items. The environment is well-lit, with natural light reflecting off the smooth surfaces.