Apartment vacation rentals in Saint Matthews

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Top-rated apartment rentals in Saint Matthews

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Guest favorite

Rental unit

4.94 out of 5 average rating, 262 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.

Guest favorite

Rental unit

4.91 out of 5 average rating, 105 reviews

Cozy Bardstown Rd Apt | W/D, Fast WiFi, Parking

Whether you're sampling local cuisine, discovering unique boutiques, or simply soaking in the vibrant atmosphere, this delightful retreat allows you to immerse yourself in Louisville's Highlands neighborhood. This inviting 1 BR 1 BA 1st-floor unit is ideally positioned on Bardstown Rd for easy access to all. Need extra space? There is a queen pullout couch in the living room. Book now and experience the perfect blend of comfort, convenience, and excitement during your Louisville getaway!

Guest favorite

Rental unit

4.98 out of 5 average rating, 276 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.

Guest favorite

Rental unit

4.92 out of 5 average rating, 302 reviews

*Private deck, full kitchen, & more at the Perch!*

The Perch of Germantown is located in one of Louisville's best neighborhoods - walking distance to bars, restaurants, and shops along Goss Ave. A quick drive to the Highlands, downtown, NuLu, Churchill, the Kentucky Expo Center, and many more, make this spot the perfect home base for any type of trip. Just renovated with an updated elevated deck - the Perch - for outdoor relaxation or dining al fresco. This space is cozy, clean, and worthy of staycation even without its superb location.

Guest favorite

Rental unit

4.96 out of 5 average rating, 114 reviews

Highlands Zen Oasis • Comfy, Clean & Cozy

Awesome Sweet Spot of a Louisville Location! This PRIVATE APT. with SELF CHECK IN + FREE PARKING is in a beautiful, safe neighborhood in the historic Highlands. Quick 2-min walk to magnificent Cherokee Park OR charming Bardstown Road - a multitude of eclectic galleries, bars, restaurants & shops to explore! Conveniently (5-10 min) located to Churchill Downs, Downtown Louisville, Louisville Seminary, NuLu, UofL, Bellarmine, Fair & Expo Center, Yum Center, Waterfront & the Airport⚜️

Guest favorite

Rental unit

4.97 out of 5 average rating, 848 reviews

Basement Apartment in Germantown

Come stay in our rustic studio apartment with driveway parking in Schnitzelburg/Germantown, home to Monnik Beer Company, Nachbar, the Merryweather, and the Post. We’ve brought a little of our old home in East Tennessee to our new home in Louisville. This guest space features reclaimed wood from a barn Perry took down in Seymour, TN.; a stock tank shower; a refurbished farmhouse sink; a tobacco stake star wall hanging; and some Yee-haw Industries prints, straight from Knoxville.

Guest favorite

Rental unit

4.94 out of 5 average rating, 116 reviews

Modern stay overlooking downtown

Forget your worries in this Luxury spacious and serene space. Make yourself at home! Relax in the unique 1Bedroom Queen size bed with Restaurants and smoothie bar in building! you’ll be close to Restaurants alongside the Ohio river, Kfc Yum Center, Downtown Walking bridge , Deserts , bars , music and more! Great wifi, meeting rooms open 24/7 charging stations for your electric vehicle! Last but not least Beautiful overlook of downtown Louisville on charming rooftop patio!

Guest favorite

Rental unit

4.97 out of 5 average rating, 106 reviews

Haus on Speed, charming 2nd floor apartment

Welcome to the Haus on Speed! Please note that if you have mobility issues, the apartment is on the 2nd floor and you will need to be able to climb about 20 carpeted steps. There are also 6 exterior steps when walking up from the sidewalk. Walk to anything from our charming 100+ year old Highlands home in one of Louisville's more vibrant & loved neighborhoods! This home is thoughtfully furnished to include all the comforts you could need during your stay.

Guest favorite

Rental unit

4.96 out of 5 average rating, 379 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.

Guest favorite

Rental unit

4.85 out of 5 average rating, 228 reviews

Frankfort Ave B&B Inn Unit 3

Ave. Frankfort B&B Inn Unit 3. This is a 2 bedroom 1 bath 1st floor suite that allows your family to relax in the comforts of a wonderful peaceful apartment. Complex comes with a dog park so you can travel with your pet. We are close to everything. YUM Center 2.8 miles Lynn Stadium 1.8 Downtown Convention Center 1.7 miles State Fair Grounds 2.9 miles Headliners 1.2 miles Mercury Ballroom 1.3 miles Center for the Arts 1.6 miles

Guest favorite

Rental unit

4.98 out of 5 average rating, 130 reviews

Dreamy, Designer-Curated Shoppable Retreat

A thoughtfully curated rental by Jaclyn Journey Hospitality, designed with intention to make you feel taken care of when staying away from home. Featured in Architectural Digest, DOMINO magazine, Apartment Therapy & others. With every item hand-selected to enchant the senses, this rental is shoppable, encouraging you to take your favorite piece of your trip back with you.

Superhost

Rental unit

4.84 out of 5 average rating, 205 reviews

The Point at Story and Frankfort Avenue

Brand Spankin New to Airbnb!! Unit is a spacious and completely renovated one bedroom (king) apartment. Very close to downtown with tons of options for local restaurants, breweries, bourbon tours and bars. Building is located in the heart of Butchertown right down the street from the new Botanical gardens, Nulu, walking bridge and soccer stadium.