
Holiday rentals with outdoor seating in St Matthews
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in St Matthews
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Walking Bridge, Putt Putt House
NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

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.

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!

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.

The House with the Orange Door
Located near Churchill Downs, UofL, downtown, the Convention Center and Fairgrounds, and a short distance to restaurants, bars and coffee shops. This single family home offers two bedrooms with queen beds and a pull-out couch in the living room. Enjoy coffee or a relaxing evening cocktail on the back deck. The kitchen is fully equipped and the open living space provides a great area for socializing. Locally made art and decor is on display, adding to the uniqueness of the space.

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.

Fall Haven - King Beds, Hot Tub
* 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 *Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required*

The Jungalow: 65" 4K TV, memory foam, kid-friendly
Michael and Ashley (Lumos Stays) welcome you to Louisville, home of bourbon! Centrally located, minutes from the interstate, and close to downtown and the bourbon trail, this is your home base for adventure. Enjoy the 65" 4K Roku TV, fast wifi (~387mbps), green tea memory foam mattresses, modern kitchen, kid-friendly amenities… and did you see that outdoor space? Solo Stove fire pit, hammock, propane grill, and games. Enjoy the private fenced-in backyard and large driveway!

Urban Bourbon Farm Loft
Very unique second story 575sqft. duplex apartment, 15 stairs to climb, with lots of amenities! A 15-20 minutes walk to reservoir park, swim club ($5.00), Blue Dog bakery, restaurants, coffee shops, salons, art galleries, a bookstore, and unique shops! The apartment is a 7 minute walk to the Southern Baptist Theological Seminary, which is a beautiful space to walk and enjoy. This is a second story apartment that is accessible through the backyard privacy fence gate.

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.

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.

Olive Branch Suite with projector screen in E Lou
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. We also provide a fold out desk that guests can use for a remote work space if desired.
Popular amenities for St Matthews outdoor seating rentals
Holiday House Rentals with Outdoor Seating

"Call Me Old-Fashioned"in Derby & Bourbon Country!

Entire home in Heart of Germantown!

Cozy Home w/ Fully Fenced Yard

Lil Blue-Cheerful, fully renovated & updated home

★WorldlyHighlands★LARGE Kitchen, FASTWifi, Parking

Urban oasis close to breweries, distilleries &more

Charming Highlands Home | Walk to Everything

Charming Home, Centrally Located
Apartment rentals with outdoor seating

★ Victorian Louisville ★ Beautiful 1200 sqft Apt

Lucky Horseshoe

Apartment on Frankfort Ave: Walkout Basement

Falls City Loft - Free parking!

Downtown Luxury 1BR Apt near Louisville KY

Renovated Riverfront Apartment with Elevated Deck

Classy Urban Condo with Great Views

Home Away from Home, Unit 3
Condo rentals with outdoor seating

Cherokee Park / Highlands Charm

Lovely 3BR/1BA PRIME Location!

Hidden GEM, newly furnished in a safe, great area

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

Spacious Riverfront Condo Minutes from Downtown!

Luxury Apartment/Near Louisville/EV Charger

Downtown Condo | Private 1 CAR Garage & Balcony

Charming Penthouse/Rooftop Patio/Downtown
When is the best time to visit St Matthews?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $273 NZD | $278 NZD | $330 NZD | $389 NZD | $521 NZD | $292 NZD | $302 NZD | $257 NZD | $380 NZD | $339 NZD | $290 NZD | $304 NZD |
| Avg. temp | 2°C | 4°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 16°C | 9°C | 4°C |
Quick stats about holiday rentals with outdoor seating in St Matthews

Total holiday rentals
Explore 40 holiday rentals in St Matthews

Nightly prices starting at
St Matthews holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 1,800 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of St Matthews holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across St Matthews rentals

4.9 Average rating
St Matthews stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Western North Carolina Holiday rentals
- Chicago Holiday rentals
- Nashville Holiday rentals
- Gatlinburg Holiday rentals
- Pigeon Forge Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Asheville Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Columbus Holiday rentals
- Louisville Holiday rentals
- Family-friendly rentals St Matthews
- Rentals with a fireplace St Matthews
- Rentals with breakfast St Matthews
- Fitness-friendly rentals St Matthews
- Rentals with a patio St Matthews
- Rentals with a fire pit St Matthews
- Apartment rentals St Matthews
- House rentals St Matthews
- Rentals with a washing machine and dryer St Matthews
- Pet-friendly rentals St Matthews
- Rentals with outdoor seating Jefferson County
- Rentals with outdoor seating Kentucky
- Rentals with outdoor seating United States
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Valhalla Golf Club
- Angel's Envy Distillery
- Muhammad Ali Center
- Charlestown State Park
- Heritage Hill Golf Club
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Turtle Run Winery
- Big Four Bridge
- Falls of the Ohio State Park
- Kentucky Science Center
- Waterfront Park
- River Run Family Water Park
- Hurstbourne Country Club
- Frazier History Museum
- Big Spring Country Club
- Evan Williams Bourbon Experience
- Rising Sons Home Farm Winery
- Best Vineyards
- Bruners Farm and Winery
- Lovers Leap Vineyards and Winer




