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House holiday rentals in St Matthews

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Top-rated house rentals in St Matthews

Guests agree: These houses are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious living area features a comfortable sectional sofa and a large, cozy bean bag styled cushion. Decorative lighting provides a warm glow, and a stone fireplace is centered on a light blue wall. A patterned area rug adds color, while large windows invite natural light.
Home in Clifton Heights
4.99 out of 5 average rating, 150 reviews

Cozy cottage, pets, private, convenient, parking

This secluded mid century cottage is just minutes to downtown and other amenities. Located in Clifton Heights, this three bedroom, bath and a half home is inviting and cozy. Located 6 miles from two large malls, 1 mile from the new walking bridge over the Ohio River, and one and a half miles to unique shopping, nightlife and restaurants. Also, the home is only a short distance to I 71 and I 64. This makes everything convenient and accessible from this private location. The home has vintage charm with renovations for convenience. Each Bedroom has a flatscreen TV as well as a 56 inch flatscreen in the living room. There is a private front yard with gardens, seating, and a grill. There are 6-7 spaces for off street parking. The eat-in kitchen seats six, with a double oven microwave, full-size fridge, gas stove and a dishwasher. There is service for 12 including Louisville Hadley Pottery.

Guest favourite
A charming cottage with a dark exterior showcases an inviting entrance. Steps lead to a covered porch, adorned with planters. Lush greenery and flower beds frame the house, enhancing the serene atmosphere of the peaceful neighborhood.
Home in Louisville
4.93 out of 5 average rating, 118 reviews

Quiet Neighborhood-Close to Expo, Churchill Downs!

The Cypress Cottage is nestled in a peaceful neighborhood and conveniently located moments away from Louisville attractions such as Nulu, Caverns, Churchill Downs, and Bourbon Trail. Designed thoughtfully to give cozy, yet modern vibes, features that stand out: ✔5 Beds ✔2 Full Baths ✔Remodeled Kitchen ✔Dining & Breakfast Area ✔Fireplace ✔Game room ✔2 Smart TVs ✔Fast Wi-Fi (500 Mbps) ✔Washer & dryer ✔Carport ✔Firepit ✔Private Backyard ✔Outdoor Grill Book with us and you will be glad you did!

Top Guest favourite
A charming brick home is set against a lush green lawn, featuring a gabled roof and decorative accents. Large front windows allow natural light to fill the inviting interior. Surrounding trees and plants enhance the peaceful ambiance of the property.
Home in Gardiner Lane
4.99 out of 5 average rating, 285 reviews

★WorldlyHighlands★LARGE Kitchen, FASTWifi, Parking

Upper Highlands home in privileged location w/ keyless entry. A block from Bardstown Road, close to I-264 for fast commutes and all the HIGHLANDS excitement. Harmony of convenience & quiet allows for perfect stays for families, couples, business/vacation travelers alike. •4 bedrooms (includes basement), ALL WITH SMART TVs •Large kitchen, appliances, 2019-23 •PARKING up to 4 cars •Back porch GAS GRILL •Patio furniture * FIRE PIT, added Oct-2024 •Super Fast fiber-optic WiFi •Samsung Washer&Dryer

Guest favourite
A living room features a modern grey sofa adorned with an orange throw, positioned near a wooden entertainment unit and a wall-mounted television. An acoustic guitar stands next to a light wood accent chair, while a vibrant landscape painting decorates the wall above an ornate fireplace.
Home in Irish Hill
4.95 out of 5 average rating, 278 reviews

Kentucky Hug: A Modern Shotgun for Bourbon Elites

A “Kentucky Hug” is the warm feeling one gets after sipping whiskey. Get that feeling at this renovated shotgun home in centrally and conveniently-located Irish Hill! One block away from Baxter Ave-- the original Highlands! One mile to a few urban bourbon distilleries. A quick Lyft to NULU, Butchertown, Clifton, the convention center, and KFC Yum Center. Easy access to I-64, I-65, and I-71. Walking distance to Headliners Music Hall, Gravely Brewing, and other great eats. Permit No: STR926031

Top Guest favourite
A bright living area features a red sofa styled with decorative pillows, accompanied by two white accent stools. A uniquely designed coffee table with colorful artwork is positioned in the center. Hardwood floors and a patterned wall art enhance the welcoming space.
Home in Paristown Pointe
4.98 out of 5 average rating, 365 reviews

Velo Studio Flat/Paristown Pointe/Highlands

Next to the The Highlands, this bike friendly house is in Paristown Pointe with great restaurants, Louisville Stoneware & an easy walk to Baxter & Bardstown Rd for nightlife. A clean, comfortable & stylish home in a quiet area. Four bicycles to access scenery nearby with a relaxing screened porch to unwind. Perfect for athletes, couples, families or business travelers. Cherokee Park is close with plenty of woods with trails for biking & hiking. Downtown, Big 4 Bridge & waterfront just 2 mi.

Top Guest favourite
A spacious living area features a comfortable gray sofa adorned with decorative cushions, positioned next to large windows offering expansive water views. A glass coffee table rests on tiled flooring, surrounded by light-colored decor accents. Natural light fills the space, enhancing the serene atmosphere.
Home in Louisville
4.95 out of 5 average rating, 177 reviews

The River's Edge Oasis, close to downtown

Welcome to your oasis on the water! Relax and unwind at the River's Edge. This home is about as close as you can get to paradise in Louisville Ky (also known as River City)! Perfect getaway for a romantic weekend or the best place to relax after a long day of work! Voted #1 Vacation rental in KY by Dreamy Stays!! This unique home is designer decorated and updated with all the amenities! An 8 minute drive to downtown Louisville, the oasis offers the best of both worlds. Book today!

Top Guest favourite
A cozy living area features a stone fireplace with a wooden mantel, complemented by a modern television mounted above. An acoustic guitar is positioned next to a comfortable armchair, with light streaming through sheer curtains over large windows, illuminating the space.
Home in Crescent Hill
4.98 out of 5 average rating, 114 reviews

3 bedroom Crescent Hill cottage

Located on a wide, tree-lined avenue, this comfortable, stylish, and well-appointed Dutch Colonial is only a few minutes drive from Louisville's most popular entertainment districts, restaurants, and boutique shops along Frankfort Ave, Bardstown Rd, NULU and Downtown. Guests will enjoy the surroundings of one of Louisville's most desirable neighborhoods with Whitehall and Boyce College within walking distance and Garden Court, as well as historic Cherokee Park just a short drive away!

Guest favourite
A cozy living room is presented with a dark sofa facing a white-brick fireplace. Above the fireplace, a flat-screen television is mounted. Two armchairs flank the fireplace, while a small ottoman completes the seating arrangement. Light-colored drapes frame the windows, and artwork decorates the walls.
Home in Louisville
4.87 out of 5 average rating, 225 reviews

Private EAST END gem, minutes to 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.

Top Guest favourite
A spacious bed is adorned with elegant black and gold bedding, complemented by decorative pillows. A rustic brick wall enhances the ambiance. A silver tray holds a cup and a croissant, accompanied by a red rose, positioned on a soft throw at the foot of the bed.
Home in Cherokee Triangle
4.97 out of 5 average rating, 110 reviews

Historic Derby Carriage House

Historic Carriage House- 2 BR, 1.5 BA Oasis situated 10 mins to downtown, a 10 min walk to restaurants, shops, and groceries, and a 15 min drive to Churchill Downs. Right across the street from two parks and bike trails for a pleasant escape close to the bustle of Louisville nightlife. Free Parking, Wifi and Smart TV access accommodation as well as spa bathroom with soaking tub, jetted shower, and heated towel rack. Down the street from Cherokee Art Festival.

Top Guest favourite
A comfortable living area features a light grey sofa and two matching armchairs, arranged around a circular coffee table on a textured area rug. A ceiling fan hangs above, and natural light filters through the large window, illuminating black and white framed photographs on the walls.
Home in Louisville
5 out of 5 average rating, 125 reviews

Quaint Highland's Bungalow

Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.

Guest favourite
The exterior of the home features a light beige facade with a metal roof and a vibrant red front door. Two shrubs frame the entrance, and the porch is accessed by three steps, providing a welcoming approach. Clear skies and lush greenery enhance the setting.
Home in Middletown
4.93 out of 5 average rating, 156 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.

Guest favourite
A spacious living area features a comfortable sofa adorned with orange pillows, positioned on a patterned area rug. The open layout allows visibility into the kitchen, which includes wood cabinetry and dining space. A ceiling fan and light fixtures enhance the room's functionality.
Home in Louisville
4.92 out of 5 average rating, 167 reviews

St. Matthews Gem *Pinball *Private Parking

Welcome to your home away from home! This charming 2-bedroom house is located on our property but offers private access and private fenced area. The house features a pinball machine, board games, a Nintendo Switch, and an Xbox—perfect for relaxing after a day of exploring Louisville. Tucked away on a quiet dead-end street, this home offers private driveway parking and convenient highway access.

Popular amenities for St Matthews house rentals

When is the best time to visit St Matthews?

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Avg. price$280 AUD$280 AUD$290 AUD$363 AUD$501 AUD$327 AUD$327 AUD$280 AUD$390 AUD$298 AUD$310 AUD$352 AUD
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Quick stats about house rentals in St Matthews

  • Total holiday rentals

    Explore 140 holiday rentals in St Matthews

  • Nightly prices starting at

    St Matthews holiday rentals start at $43 AUD per night before taxes and fees

  • Verified guest reviews

    Over 3,790 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    130 of St Matthews holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across St Matthews rentals

  • 4.9 Average rating

    St Matthews stays are highly rated by guests—averaging 4.9 out of 5!

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