Holiday rentals in Pioneer Village

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Top-rated holiday rentals in Pioneer Village

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Home in Germantown
4.9 out of 5 average rating, 172 reviews

Bourbon Trail Spacious Backyard NEW HotTub Grill!

The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

Top guest favourite
Home in Elizabethtown
4.96 out of 5 average rating, 141 reviews

Applewood Cottage Welcome Home

You'll experience all the comforts of home. A level entrance and easy access to every room. There is a walk-in shower located in the master bath, helpful for anyone with limited mobility. Bedrooms are separated, which allow privacy. Washer and dryer for your laundry needs, large kitchen fully equipped. A private, covered outdoor space provided with a grill and propane heat that allows extra room for dining. Minutes to all attractions. 1m music festival 15m Blue Oval 20m Fort Knox 8 m Ball Park

Guest favourite
A welcoming exterior view of a stylish house features a covered front porch with seating and decorative elements. The spacious interior showcases a cozy living area with comfortable seating and art on the walls. A well-maintained outdoor space includes a putting green. Natural light brightens the rooms.
Home in Jeffersonville
4.99 out of 5 average rating, 123 reviews

Walking Bridge, Putt Putt House

NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

Top guest favourite
An outdoor fire pit surrounded by light blue chairs is situated in a green backyard, offering a welcoming space for gatherings. Trees and soft grass create a tranquil environment, enhanced by evening lighting.
Home in Louisville
4.98 out of 5 average rating, 156 reviews

Near Expo • Churchill Downs • Downtown • Cozy

Walking distance to Iroquois parks with lots of trails and hiking. -Only 4 miles from Churchill Downs -15 mins to Downtown Louisville and Distilleries -10 minutes from the airport - 10 mins from fair/expo center • Central Location, Easy Interstate Access • Fully Furnished + Linens and Towels + Stocked Kitchen • Parking for 3 cars • Quiet and safe neighborhood • Internet - Smart TVs (must login to your own netflix, hulu, etc) • Onsite washer + dryer • Grill -no pets -no parties, $1000 fine

Guest favourite
A spacious living area features a plush brown sectional sofa and a bright yellow accent chair. A large flat-screen TV is mounted on the wall above a low media console. Natural light filters through the window, complemented by soft window treatments. A small plant adds a touch of greenery.
Flat in Elizabethtown
4.95 out of 5 average rating, 100 reviews

Cloud’s BnB – E-Town Retreat, Chef’s Kitchen

Leave your worries at the door and enjoy this peaceful, Centrally Located One Bedroom Apartment right in the heart of Elizabethtown, Ky; a short 9min walk to Freeman Lake, 8min drive to E-town Square, 30min to Downtown Bardstown, 45min to Louisville or Mammoth Cave National Park, 1h 20m to Lexington, 2 hours to Nashville, TN. This Apartment is ready for all types of cooks with our fully Stocked Kitchen! A great place to enjoy the Bluegrass State with all the comforts of your own home!

Guest favourite
The exterior of a two-story home is shown, featuring a classic design with beige siding and brown shutters. A welcoming front door is framed by two windows, while a paved driveway leads to the garage. A basketball hoop stands in the yard, surrounded by a green lawn.
Home in Shepherdsville
4.78 out of 5 average rating, 46 reviews

Shepherdsville Cozy Home with Lakeside views

**Welcome to Your Cozy Kentucky Retreat!** Escape to tranquility in this charming, fully furnished home nestled right on the lake. Perfectly suited for both a peaceful weekend getaway or an extended stay, this property offers all the comforts of home with a touch of Southern hospitality. Book now to experience the ideal Kentucky retreat and make lasting memories! We have 4 bedrooms in our home, all are upstairs. We look forward to hosting you and ensuring you have a wonderful stay!

Guest favourite
A welcoming entrance features a charming blue door with a decorative sign. Two bistro chairs and a small table are positioned on a patterned rug, creating an inviting outdoor seating area. A potted plant adds a touch of greenery beside the door.
Flat in Louisville
4.92 out of 5 average rating, 78 reviews

ground level flat with washer-dryer & easy parking

This super adorable and stylish new flat is nestled on the ground floor of a duplex in the community of Zoneton. You'll have convenience of being only 17 minutes from Downtown Louisville, while enjoying a peaceful country style suburb setting. The great room boasts a fully accessorized kitchen, pull out queen sofa with memory foam & a 50" smart TV. The bedroom has a queen bed and smart TV. Included are a washer/dryer & walk-in closet. There is fiber optic WIFI & Netflix.

Top guest favourite
The exterior of a large farmhouse is depicted, surrounded by lush green grass and vibrant flower beds. A blooming pink dogwood tree provides shade in the front yard. The porch features colorful chairs, and elements of country decor, including a decorative star, are visible.
Farm stay in Lebanon
4.97 out of 5 average rating, 197 reviews

Farmhouse in the Country

Amenities! You don't need to pay more to get the BEST! My guests are amazed at all the Farmhouse has to offer. The home is on a 3rd generation family farm & has 4 huge bedrooms for your upmost privacy. It is definitely in the country yet only minutes from town. Surrounded by pastures, your only neighbors are the grazing cows. It has 2 wonderful porches, firepit area, renovated garage to hang out in, 320 acres to roam on & 2 fishing ponds. Smoking is allowed outside/2 pet max

Top guest favourite
A spacious sleeping area features a king bed with a soft beige quilt and matching pillows. Two bedside lamps provide warm lighting beside wooden nightstands. The ceiling is accented by textured panels, and the cozy carpet extends across the floor.
Place to stay in Shepherdsville
4.89 out of 5 average rating, 335 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

Top guest favourite
Dome in Mount Washington
4.98 out of 5 average rating, 224 reviews

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.

Guest favourite
A comfortable living area is presented with a spacious grey sofa and an armchair positioned on a patterned rug. Natural light streams through the framed windows, and a stone fireplace serves as a focal point, complemented by a wall-mounted television.
Home in Louisville
4.86 out of 5 average rating, 124 reviews

Cute, Cozy, & Clean Home in Louisville

Welcome to this gem that is 20 minutes from Churchill Downs and Downtown Louisville. 15 minutes from the airport and Jim Beam! With parking galore, plenty of bedrooms, and a huge backyard, this is the ideal space for family and friends to reunite and connect. This is the perfect spot to stay to explore Louisville and surrounding areas - close enough to the excitement but far enough away to rest and relax! We would be happy to host you!

Guest favourite
An open living space features a wall-mounted TV opposite a sectional sofa. A bar-height dining table with seating for four is positioned beside the sofa. Light walls and large windows contribute to a bright atmosphere, while decorative wall art adds visual interest.
Home in Iroquois
4.93 out of 5 average rating, 267 reviews

Parkside Pad - Iroquois Park

Central Location! One bedroom & One Bath Home. This home offers a 5 minute walk to wonderful Iroquois Park and the charming Beechmont Neighborhood. Short 5 minute drives to Churchill Downs and the University of Louisville, 10 minute drives to the Airport and Fairgrounds/Exposition Center, and 15 minute drives to trendy NuLu, Highlands, and Germantown neighborhoods. This space will offer the best of what Louisville has to offer.

Popular amenities for Pioneer Village holiday rentals