House vacation rentals in Saint Matthews

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Top-rated house rentals in Saint Matthews

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Guest favorite

Home in Jeffersonville

4.95 out of 5 average rating, 153 reviews

Cheerful 2 bedroom home, close to downtown

2 bedroom home & 1.5 bath. Fenced private courtyard. Walk to parks, dining & shopping in downtown Jeffersonville. Across the bridge from Louisville! Lots of light, chef's kitchen w kitchen wares and expandable dining table. 2 bedrooms (queen beds), and a comfy couch. Street parking w designated spot. We live on the street & use a security camera to confirm your arrival, departure, # of reserved guests. Non Smoking home. 8 min drive: Yum!Center/Convention Center/Bourbon distilleries/ restaurants

Nov 1 – 8

R1,790 ZAR per night

Guest favorite

Home in Louisville

4.95 out of 5 average rating, 228 reviews

Highlands Haven Cottage

This luxurious and charming 1 bedroom home in the prime area of Louisville and The Highlands, is walking distance to the Douglass Loop area of shops and dinning, the Bardstown Rd corridor of shops and dinning and more starts at The Loop, as well as the locally famous Farmers Market on Saturday mornings! This 800 sf fully furnished home features 1 bedroom, 1 bath, a large & bright family room, and a fully outfitted kitchen, is literally minutes to lots of local amenities, dining, shopping, etc!

Jan 18 – 25

R2,491 ZAR per night

Guest favorite

Home in Louisville

4.94 out of 5 average rating, 237 reviews

Louisville's Central "Lilly Pad"

We are very proud of our smaller home boasting a big personality with its cozy amenities that it offers so that our guest can truly enjoy their stay with no worries. This is a shotgun style home which means that you enter through the enclosed porch area into the living room & the home goes straight back with no halls & an open bedroom area in between. Very typical of the age & style of this Schnitzelberg neighborhood. It is on street parking & most times parking close to the home is no problem.

Jul 27 – Aug 3

R2,184 ZAR per night

Guest favorite

Home in Louisville

4.94 out of 5 average rating, 120 reviews

Great Location in Germantown! Private Parking!

Shotgun Rye is ready to host your stay in Louisville! Located close to everything cool in Germantown and Highlands area! People visit for Bourbon Tours, Ky Derby, Conventions, Expo Ctr, UL graduations and sporting events, live music and so much more! Completely remodeled with all the modern conveniences & a comfortable, casual touch. But with so much to see and do in Louisville you’ll load up your itinerary with unforgettable experiences. Great location walk to bars, restaurants and shopping!

Jan 20 – 27

R2,124 ZAR per night

Guest favorite

Home in Louisville

4.9 out of 5 average rating, 182 reviews

Quiet Neighborhood Home With Outstanding Location

Situated on a quiet hilltop neighborhood in Clifton Heights, this is the perfect location for a professional or personal visit to Louisville and very animal friendly. It is within 10 minutes of Downtown, Waterfront Park, Nulu, Frankfort Avenue, the Highlands, the Convention Center, and just 15 minutes from historic Churchill Downs. These neighborhoods feature the best dining and entertainment in the city. Just a block away is the Mellwood Arts Center complex with shops and dining.

Oct 31 – Nov 7

R2,046 ZAR per night

Guest favorite

Home in Louisville

4.91 out of 5 average rating, 117 reviews

Cheerful, centrally located 2 bedroom shotgun home

This welcoming home is central to Louisville's most popular and lively neighborhoods, walking distance to many favorite spots. Natural light and unique art fill the home. There is a large deck that overlooks a beautiful cemetery behind the home, and is a perfect place enjoy morning coffee or sunset dinner. A coffee/tea bar is located in the fully equipped kitchen. Charging stations and white noise machines are found in both bedrooms. 2 workstations and a smart TV are also available.

Sep 7 – 14

R2,281 ZAR per night

Guest favorite

Home in Louisville

4.85 out of 5 average rating, 167 reviews

Private EAST END gem, minutes from everything!

Cozy, East End cottage just minutes from Top Golf, shopping malls, restaurants, entertainment, and other amenities. Easy access to the expressway. Home is well appointed with granite countertops, stainless appliances, hardwood floors, and more. A seasonal creek across from the house can be heard giving the impression of a cabin in the woods with privacy and seclusion, with the convenience of city living at your fingertips. There is also a beautiful park steps away from the house.

May 18 – 25

R3,261 ZAR per night

Guest favorite

Home in Louisville

4.99 out of 5 average rating, 222 reviews

2 Living Rooms Close 2 Shopping & Restaurants

*Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required* * 3 Bedrooms, 5 Beds, 2 Living Rooms. * 2 1/2 Baths * 2,500 sq ft (235sqm) * Private patio * (2) 60” Smart TV's w/Bluetooth speaker * Attached garage * Fully equipped Kitchen, upgraded appliances & sink * Flat screen TV in each bedroom & cable * Safe neighborhood * Close to local spots shopping malls in Louisville, gym, and St. Matthews

Mar 7 – 14

R6,289 ZAR per night

Guest favorite

Home in Louisville

4.87 out of 5 average rating, 467 reviews

The Crescent Cottage

The Crescent Cottage is the perfect getaway spot. It is in the heart of the city behind Eastern Parkway! If you stay here you are walking distance to great parks, coffee, and restaurants. The cottage is a short 10 minute drive from the airport. Nestled between both major universities, Bellarmine university and the University of Louisville. The cottage is 100+ years old and is newly renovated by yours truly—Ben! We can’t wait to meet you and have you stay here.

Jan 7 – 14

R1,815 ZAR per night

Guest favorite

Home in Louisville

4.95 out of 5 average rating, 111 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.

Oct 20 – 27

R2,298 ZAR per night

Guest favorite

Home in Louisville

4.97 out of 5 average rating, 297 reviews

The Highlands Condo/Roof Deck

Our brand new renovated 1 BR condo is located in a famous Highlands’ neighborhood. Conveniently located about 5-8 minutes from Churchill Downs, KFC Yum Center, Cardinal Stadium, Convention Center, Center for the Arts, Downtown Distilleries, Nulu& Germantown area, 12 minutes from the airport. Walking distance to many great restaurants, bars, shops , and parks.

Sep 9 – 16

R2,025 ZAR per night

Guest favorite

Home in Louisville

4.96 out of 5 average rating, 187 reviews

Charming Shotgun Style Home, Great Location

This updated shotgun house is thoughtfully decorated with hints of handcrafted detail. Outdoor spaces include a front porch and a private patio. Cozy with a modern vibe. It can sleep up to 6. An ideal choice for couples, families, or a getaway with friends. Perfect for The Kentucky Derby and all Louisville has to offer.

Oct 15 – 22

R2,411 ZAR per night