Vacation rentals in Pewee Valley

4.86 out of 5 average rating, 189 reviews

A private patio area is illuminated by string lights overhead, creating a cozy ambiance. Several seating options, including chairs and tables, are arranged among potted plants. The space is surrounded by greenery, enhancing the natural feel of the outdoor setting.

Guest suite in Prospect

Private Entry, full suite w/game rm. Kitchenette.

Golf course community, walkout basement with private entry. Flat screen TV, WiFi, Private Bedroom. Large Family rm with pull out Queen sleeper sofa, pool table, Hardwood floors. Refrigerator, microwave and coffee maker, Keurig. Toaster/hot plate and basic dishes/ cooking utensils are included. (one review stated dishes weren't clean) I was trying the whole open shelf look and didn't realize I would need to clean the dishes more often since they weren't in a cabinet) Private patio. Large yard.

4.98 out of 5 average rating, 117 reviews

The outdoor porch features a gray wooden deck with a dining table and four chairs, along with a bench. A welcoming door and a light fixture complete the entryway, adding charm to the cozy seating area.

Cottage in Prospect

Cozy Cottage on Famous Kentucky Farm

Experience the beauty of Kentucky farmland with hundreds of acres to explore, including our nature trail where you might spot our beef cattle and horses. Relax on the charming front porch, watch the fireflies, and soak in the peaceful atmosphere. Our cottage features a homey and cozy feeling with two spacious bedrooms: a master bedroom with a comfortable queen bed and a second bedroom with a full-size bed, perfect for families or couples. Perfect to explore the events like the Kentucky Derby.

Guest suite in Louisville

An inviting outdoor space features a stone fire pit surrounded by several colorful seating options. Various patterned chairs and stools are arranged on a stone patio, with greenery providing a natural backdrop. A wooden table adds to the cozy ambiance of this fenced-in yard.

4.94 out of 5 average rating, 277 reviews

Hide away close to everything

Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

5 out of 5 average rating, 212 reviews

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.

A compact bathroom features a hygienic toilet and a small sink with a stylish faucet. Fresh white towels are neatly arranged on a shelf. A large mirror reflects the light, creating a bright atmosphere, while a roll of toilet paper is positioned nearby.

5 out of 5 average rating, 224 reviews

Perfect for Work or Play, Close to Everything!

Whether you're here for work or play, our Airbnb offers the perfect base for your Kentucky adventures! Welcome to your home away from home! Nestled in the quiet suburbs, our modern & spacious retreat offers the perfect blend of comfort & convenience. Whether you’re here to explore the famous Bourbon Trail, work remotely, or simply unwind, you’ll find everything you need right here! Close to shopping, dining, entertainment, major highways, top bourbon distilleries and downtown Louisville.

4.98 out of 5 average rating, 219 reviews

The image captures a street view of a charming downtown area, lined with brick buildings and shops. A modern vehicle is parked along the sidewalk, which is illuminated by natural light. Decorative string lights are visible overhead, enhancing the inviting ambiance of the setting.

Tiny home in La Grange

Brakeman's Cottage

"All Aboard the Brakeman's Cottage! Experience the charm of this tiny house listed on the National Register of Historic Buildings in LaGrange, Kentucky. Nestled just feet from the train tracks in the heart of downtown, it offers a unique experience. Situated across from the train observation tower and within walking distance of the best restaurants and quaint shops, our newly remodeled property features private off-street parking. Step into history with modern comforts at Brakeman's

4.9 out of 5 average rating, 101 reviews

A modern kitchen corner is showcased with a granite countertop and wooden shelves. Glassware and decorative items are neatly arranged on the shelves above. Natural light floods the space through a nearby window, highlighting the minimalist design and greenery of a small potted plant.

Home in Crestwood

12 Guest/Top Area /Families/Park

Welcome to our Family Airbnb 1- Great Location in residential neighborhood 2- 20 Min to Kentucky Derby Museum 3 - 20 Min to Louisville Mega Caverns 4- 15 Min Evan William Bourbon 5- 20 Min Churchill Down 6- Designed for 2 guests (3 Queen Bed, 1 double Bunk bed, 1 Queen Air Mattress) 7- Free Parking (2 Cars Inside and 2 Cars Outside) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Quiet and Safe Area 11- Private Patio 12-24/7 Available Host 13- 2 Smart TVs 14- Laundry In Unit

4.97 out of 5 average rating, 225 reviews

A clear window view showcases vibrant green trees outside, complemented by sunlight filtering through the leaves. A meandering stream can be seen in the distance, enhancing the natural beauty of the surrounding landscape.

Guest suite in Prospect

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.

4.98 out of 5 average rating, 166 reviews

A well-appointed kitchenette is visible with modern appliances, including a coffee maker. Natural light floods the interior through large geodesic windows, providing expansive views of the surrounding countryside. A small dining area features two orange chairs and a dark wooden table, enhancing the inviting ambiance.

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.

A jetted bathtub is featured within a tiled bathroom, surrounded by neutral-toned tiles. The clean, white surface of the tub contrasts with the earthy hues of the surrounding tiles, providing a private space for relaxation.

4.94 out of 5 average rating, 141 reviews

HOUSE ON HERRICK

Fully renovated home in the heart of Historic Middletown. Hardwood and tile floors throughout. Queen size memory foam mattresses in both bedrooms and a full-size blowup mattress can be used in the living room if needed. 3 blocks from Main Street where you will find restaurants, shopping, and antiques! 15 minutes from Churchill Downs! Less than 1 mile to Interstate 64 with a quick Uber ride to downtown, Crescent Hill, and the Highlands.

A comfortable living area is highlighted by a brown leather sectional sofa adorned with colorful pillows. A small armchair and desk are visible in the background, alongside a decorative lamp and a wooden console table. Soft carpeting covers the floor, contributing to a cozy atmosphere.

4.97 out of 5 average rating, 167 reviews

Newly Updated: Spacious Suite/Private Entry

My guest suite is close to restaurants, business parks, shopping and easy access to highways. Guests love this place because of the big trees, green space and private entrance. The patio is great for sipping morning coffee, reading or enjoying an evening beverage. Beautiful, quiet neighborhood is perfect for a walk/run. This spacious, comfortable suite is good for couples, solo adventurers, business travelers and small families.

4.98 out of 5 average rating, 332 reviews

A young black lamb rests comfortably on a grassy patch, featuring a curly coat and distinctive white markings on its forehead. The background includes a softly blurred, woolly sheep, enhancing the calm farm environment.

Farm stay in Goshen

The Coop

This 2 bedroom house is a renovated old farmhouse located on the site of a small vegetable farm and native plant nursery. The back deck overlooks the woods, where you can watch the wild birds and keep an eye on the free range chickens. This is a quiet spot for a retreat, but also 25 minutes from downtown Louisville. The Coop has a fully stocked kitchen and comes with eggs right from our flock....

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Pewee Valley vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pewee Valley

Private room in Jeffersonville

A rustic wooden shelf displays an organized collection of glass jars filled with various herbs and spices, each labeled for easy identification. Below, a row of copper mugs hangs from hooks, adding a touch of warmth to the kitchen space.

4.92 out of 5 average rating, 706 reviews

Zen Room minutes from downtown!

RyanneRating, 5 stars2 weeks ago

Great stay…Tamyra was so accommodating and responsive. The room we stayed in and the overall house are all so cozy and peaceful and the back yard is lovely.

Superhost

A serene view of a quiet creek is presented, with lush greenery lining the banks. A boat is docked at a wooden pier, providing access to the water. Sunlight filters through the trees, casting dappled light on the water's surface.

Vacation home in Prospect

4.83 out of 5 average rating, 47 reviews

Harrods Hideaway waterfront stay above the tavern

SteveRating, 5 stars3 months ago

GREAT PLACE, GREAT TIMES, THANKS!

Private room in Louisville

A clean, well-lit bathroom features a bathtub with a showerhead above. A sleek sink is positioned beside the tub, and a basket for toiletries hangs on the wall. Natural light enters through a nearby window, illuminating the beige tiles and a small decorative piece on the counter.

4.96 out of 5 average rating, 1,404 reviews

Large room with bath in quiet neighborhood

SimonRating, 5 stars4 days ago

Harriett's upstairs room is just the ticket for a peaceful stopover. Beautiful house in a beautiful neighborhood. Top notch and highly recommended.

A modern kitchen features dark cabinetry paired with a bright countertop and contemporary appliances. Natural light enters through large windows, illuminating the adjacent dining area furnished with a sleek table and metal chairs, set against a backdrop of greenery.

4.98 out of 5 average rating, 108 reviews

Charming Bungalow on 1.5 Acres in Amazing Location

JacobRating, 5 stars5 months ago

Fantastic stay at Hummingbird for Christmas - great host and very well thought out home.

5 out of 5 average rating, 7 reviews

A contemporary living space is presented with light-toned walls and a modern entertainment unit. A dining table surrounded by four chairs is positioned nearby. The open kitchen features light cabinetry, creating a seamless flow throughout the area. The space is enhanced by natural light from large windows.

Apartment in Prospect

Cozy City Condo in Norton Commons

JaydaRating, 5 starstoday

I booked Tony’s Airbnb to be close to my wedding venue. From the very beginning, his communication was a 10/10. He was extremely upfront and honest especially about the number of stairs in the condo which I really appreciated since this stay was for such an important weekend. Tony went above and beyond to make sure the place would be a perfect fit. He was very accommodating and always responded quickly whenever I had a question. I was initially concerned about parking, but it turned out to be super easy with a large lot in the back and street parking in the front. I had a really good experience and the place was clean & cute too!

5 out of 5 average rating, 10 reviews

A modern kitchen area features light cabinetry with open shelving displaying woven baskets. A rustic dining table is surrounded by several wooden chairs, while stainless steel appliances complement the space. Warm lighting creates a cozy ambiance in this inviting eating and cooking area.

Home in Simpsonville

The Haven Simpsonville* Bourbon Trail* 3 bed/3bath

BridgetRating, 5 stars3 weeks ago

Could not ask for a better place to stay for a weekend! Loved the personal touch of fresh peonies around the house, beds were comfortable and each room had a sound machine for a more restful sleep as the place is off the road. Location made it walkable to a coffee shop we enjoyed. We also loved coming back to the place after a busy day out and using the beautiful outdoor space to unwind. Would recommend!

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 charming outdoor area features a multi-level deck with a bright umbrella over a seating area. Red Adirondack chairs are surrounded by lush greenery and flowering plants. A gazebo with string lights offers a cozy space for relaxation, while a pathway connects various sections of the garden.