Holiday houses in Saint Matthews

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Top-rated holiday rentals in Saint Matthews

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Guest favourite

Apartment in Louisville

4.93 out of 5 average rating, 227 reviews

Chic, Luxurious Carriage House in Ideal Location

Selected by Architectural Digest as best Airbnb in Kentucky. Sink into the rounded, studded armchair under exposed wooden beams at a characterful retreat with minimal, modern style. This historic space contrasts deluxe touches including the 6-foot soaking tub with sash windows and a sliding barn door. This fully furnished apartment is perfect for a getaway weekend or for short to medium rental as an executive apartment. The historic property has been lovingly renovated as a luxurious apartment with high-end finishes while maintaining the historic character of its past as a carriage house. You enter the apartment through a hallway that houses a dedicated washer and dryer. Upstairs features a large living/working space, a beautiful kitchen with brand new-high end appliances, and a 50" 4K smart TV. The sliding barn door separates the bedroom, where you will also find a large walk-in closet, a marble bathroom with a 6 foot soaking tub, and a brand new queen sized Tuft and Needle mattress. We will meet our guests and orient them to the house and neighborhood, or provide self check-in depending on preference. For the remainder of your stay, we will be close by for any additional needs. Cherokee Triangle is one of the most historic neighborhoods in Louisville, built in the late 19th century and part of the larger Highlands area. The tree-lined streets are a short walk from the restaurants, bars, and boutiques on Bardstown Road. You do not need a car around here - everything is a short walk away. Parks, restaurants, shops, grocery stores are all within 5 minutes on foot. Downtown or Churchill Downs are is a 5-10 minute drive away. Street parking is available.

14–21 Dec

$301 NZD per night

Guest favourite

Guest suite in Jeffersonville

4.93 out of 5 average rating, 150 reviews

RIView 103. Modern Waterfront Suite Kentucky Derby

Guests can enjoy scenic views of the mighty Ohio River from any room in their private suite. Catch a beautiful sunrise or relax while sitting on the porch watching the boats and barges cruise the river. Close drive to interstate to get you to downtown Louisville to enjoy a dinner, museum, basketball game or concert in the KFC YUM Center and the world famous Churchill Downs! 1 mile away from River Ridge. We do offer a Tesla only charger or you can bring your own standard attachment for a charge.

26 Feb – 5 Mar

$295 NZD per night

Guest favourite

Townhouse in Louisville

4.95 out of 5 average rating, 211 reviews

Louisville Charm: Walk to it All! Central & Quaint

Welcome to the charm and character of Louisville! WALKING DISTANCE to everything you can enjoy. You will be right off the main strip of Frankfort Ave near Nulu. Less than a 5min walk to local breweries, coffee shops, restaurants, bars +more! Your experience includes: -queen suite -clawfoot tub shower combo -rollaway twin bed -stocked kitchen w/blender & toaster -AT&T fiber wifi -wine fridge -smart tv -desk workstation -Levoit air purifier -coffee & tea -happy live plants -inviting neighborhood

21–28 Oct

$271 NZD per night

Guest favourite

Guest suite in Louisville

4.93 out of 5 average rating, 209 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.

26 Dec – 2 Jan

$175 NZD per night

Guest favourite

Apartment in Louisville

4.98 out of 5 average rating, 248 reviews

Spacious & Artsy Highlands 3 Bedroom for Up to 6

There is more room than meets the eye in this surprisingly spacious and uniquely designed space! The lower level of our house (technically the basement) is designed to be an apartment, offering 1400 sq. ft. of relaxing and spacious fun. This is a great space and value for up to six people. The space is closed off from the rest of the house with total privacy. We’re located in a quiet neighborhood in the Highlands and conveniently located to a diverse set of restaurants, highways and grocery.

7–14 Aug

$223 NZD per night

Guest favourite

Home in Louisville

4.85 out of 5 average rating, 164 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.

7–14 Jul

$174 NZD per night

Guest favourite

Guesthouse in Louisville

4.91 out of 5 average rating, 450 reviews

Cute Carriage House off Frankfort Avenue

Welcome to "The Cute Carriage House at Frankfort Avenue". Experience serenity in a genuine "tiny house” that comfortably accommodates two people. There are several sleeping options that I will mention below. We are located a short block from premier restaurants and shops on Frankfort Avenue in the classy Clifton Neighborhood...and close to Cherokee Park and the cool Bardstown Road. FYI https://www.leoweekly.com/2020/10/the-winners-of-the-2020-readers-choice-awards/

25 Jun – 2 Jul

$162 NZD per night

Guest favourite

Guesthouse in Louisville

4.97 out of 5 average rating, 112 reviews

The City Cottage…quiet, peaceful, and convenient!

A quaint, cozy, and private space close to everything Louisville has to offer. Located on the Northeast side of Louisville, The City Cottage is near the highways for quick access to destinations in and around Louisville. This newly completed space is fresh, clean and created for guests in mind. Are you a couple traveling or a business person wanting more room and comfort than a typical hotel? The City Cottage is for you! (Three night minimum during Derby time.)

25 May – 1 Jun

$286 NZD per night

Guest favourite

Apartment in Louisville

4.95 out of 5 average rating, 354 reviews

Sunny Clifton Loft

Recently renovated studio apartment with loads of natural light, steps from award-winning local restaurants, bakeries, bars, and housed above our independent record store. We do our best to AirBnB ethically & responsibly.. Revenue from this unit helps to 1) keep on-site residential rents affordable & increase-free 2) maintain the historic building & protect it from outside development while 3) help us steer our future as a brick and mortar independent business.

4–11 Sep

$186 NZD per night

Guest favourite

Guest suite in Louisville

4.95 out of 5 average rating, 288 reviews

Highlands Lower Level Studio Guest Suite

Private, well-lit, entrance is in rear of home. The space is approx. 600sq. ft. There is a gas fireplace, 42" HD TV w/Netflix & Amazon Prime. Kitchen has Keurig coffee maker, convection oven, inferred glass top burner, microwave, refrigerator/freezer w/ice, washer/dryer& a large marble shower, with heated floors in the shower room. Also space equipped w/ Medify air purifier w/H13 true Hepa medical grade filter.

22–29 Dec

$183 NZD per night

Guest favourite

Guesthouse in Louisville

4.93 out of 5 average rating, 784 reviews

HIghlands Modern Get Away

Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in front of the garage. Pets are welcome, plz add them when booking.

3–10 Jun

$174 NZD per night

Guest favourite

Guest suite in Louisville

4.99 out of 5 average rating, 152 reviews

Olive Branch Suite in East Louisville Neighborhood

This suite is a beautiful private retreat complete with a projector for watching your favorite streaming service for the ultimate movie night. Centrally located and within 10-20 minutes of numerous local hospitals, universities, as well as various restaurants and downtown destinations, our guest suite offers a peaceful retreat in a convenient and safe location.

7–14 Jul

$164 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Saint Matthews holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Stay near Saint Matthews's top sights

Mall St. Matthews130 locals recommend

Oxmoor Center99 locals recommend

The Cheesecake Factory3 locals recommend

Trader Joe's44 locals recommend

Chuy's3 locals recommend

Westport Village17 locals recommend

Other great holiday rentals in Saint Matthews

Guest favourite

Guest suite in Louisville

4.97 out of 5 average rating, 105 reviews

Action City! Extravaganza at Bardstown Rd!

21–28 Aug

$186 NZD per night

Superhost

Apartment in Louisville

4.82 out of 5 average rating, 154 reviews

The Point at Story and Frankfort Avenue

6–13 Jun

$231 NZD per night

Guest favourite

Apartment in Louisville

4.99 out of 5 average rating, 119 reviews

Urban Bourbon Farm Loft

28 Aug – 4 Sep

$220 NZD per night

Guest favourite

Apartment in Saint Matthews

4.95 out of 5 average rating, 86 reviews

cozy two bedroom apartment

2–9 Oct

$268 NZD per night

Guest favourite

Apartment in Saint Matthews

5.0 out of 5 average rating, 77 reviews

Swanky Fully Equipped St. Matthews Apartment

27 Mar – 3 Apr

$233 NZD per night

Guest favourite

Apartment in Louisville

4.89 out of 5 average rating, 35 reviews

Lovely first floor apartment with free parking!

22–29 Jul

$265 NZD per night

Guest favourite

Guest suite in Saint Matthews

4.93 out of 5 average rating, 74 reviews

The Oxford

12–19 Nov

$308 NZD per night

Guest favourite

Apartment in Louisville

4.96 out of 5 average rating, 73 reviews

Haus on Speed, charming 2nd floor apartment

5–12 Aug

$214 NZD per night

Show all

Quick stats about holiday rentals in Saint Matthews

Total rentals	200 properties
Rentals with dedicated workspaces	60 properties have a dedicated workspace
Rentals with a pool	10 properties have a pool
Pet-friendly rentals	40 properties allow pets
Family-friendly rentals	160 properties are a good fit for families
Total number of reviews	4.2K reviews

Holiday houses in Saint Matthews

Top-rated holiday rentals in Saint Matthews

Apartment in Louisville

Guest suite in Jeffersonville

Townhouse in Louisville

Guest suite in Louisville

Apartment in Louisville

Home in Louisville

Guesthouse in Louisville

Guesthouse in Louisville

Apartment in Louisville

Guest suite in Louisville

Guesthouse in Louisville

Guest suite in Louisville

Holiday rentals for every style

Houses

Apartments

Hotels

Popular amenities for Saint Matthews holiday rentals

Stay near Saint Matthews's top sights

Other great holiday rentals in Saint Matthews

Guest suite in Louisville

Apartment in Louisville

Apartment in Louisville

Apartment in Saint Matthews

Apartment in Saint Matthews

Apartment in Louisville

Guest suite in Saint Matthews

Apartment in Louisville

Quick stats about holiday rentals in Saint Matthews

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore