
Holiday rentals in Saint Matthews
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Top-rated holiday rentals in Saint Matthews
Guests agree: these stays are highly rated for location, cleanliness and more.
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Top guest favourite

Farm stay in Crestwood
5 out of 5 average rating, 33 reviewsMaple's Place - *charm*country*hot tub*bourbontour
JohnRating, 5 stars1 week ago
Exactly as described, great place for our visit to Louisville!
Guest favourite

Home in Elizabeth
4.97 out of 5 average rating, 38 reviewsThe Getaway
DerekRating, 5 stars1 month ago
The house was exactly as advertised. Super clean. Friendly and responsive host. Really appreciated the snacks in the kitchen for us. Less than 5 minute walk from the town mercantile. Locals were very friendly. Five star stay, very glad we booked with them.
Top guest favourite

Home in Louisville
5 out of 5 average rating, 14 reviewsBourbon City Bungalow
ErinRating, 5 starstoday
Nice place. Only stayed one night and considering it was Kentucky derby weekend and this place was about the same price as a motel 6 I’d have much rather been here.
Superhost

Apartment in Central Business District
4.9 out of 5 average rating, 67 reviewsMain Street Farmhouse! City Retreat by Hollyhock
RyanRating, 5 stars1 week ago
Perfect spot for our trip. sleeping accommodations were ideal, beds were comfy, house had everything we needed. Incredibly central, almost the entirety of downtown Louisville was within a 10-15 minute walk.
Guest favourite

Farm stay in Simpsonville
4.89 out of 5 average rating, 65 reviewsSpacious Home with Beautiful Views
RitaRating, 5 stars1 month ago
We had a great time! Our first impression was "so pleased" & that describes our stay. Loved the peace & quiet, but we were so close to places we wanted to visit. Very clean. Plenty of seating. We had family over for a meal. Impressed with the amount & variety of spices, etc. that were provided. Having the use of the garage was a bonus. We did fine with Wi-Fi & TV streaming which for us was a miracle! It was a wonderful homecoming & we look forward to a return visit.
Top guest favourite

Home in Louisville
5 out of 5 average rating, 17 reviewsBourbon Country Cottage
AnthonyRating, 5 stars2 weeks ago
We couldn’t have asked for better accommodations! Clean, comfortable, and very nice. My family said it was the nicest Airbnb I've ever rented...we stay at many for ravel sports. We appreciated all the extras and the host's communication. We will definitely recommend this home to anyone. Thank you, Julie, for making our stay in Louisville perfect.
Top guest favourite

Farm stay in La Grange
4.95 out of 5 average rating, 699 reviewsThe Cottage at StoneLedge 2 bedroom/1bath
EricaRating, 5 stars2 weeks ago
A cute, rustic cabin with comfy beds and decent amenities in a location that is inside a farm, surrounded by horses and a local extra-toed sweet kitty that came by to visit. It is 30 minutes from Louisville and less than 10 minutes from local convenience and restaurants. The host response was prompt and welcoming. We hung out in the evening on the porch with the pleasant sounds of nature and a breeze. It was delightful. We stayed just overnight as we had an event nearby.
Guest favourite

Cabin in Shelbyville
4.94 out of 5 average rating, 99 reviewsCabin with spectacular views, creek, & hot tub
CharlesRating, 5 stars1 month ago
“If my words did glow with the gold of sunshine”…The Ripple Inn was an awesome cabin with a lot of the amenities of home. That comes in handy when traveling with a little one. Upon arrival check in was super easy, the place was clean, and the hot tub was ready for use. Cell service was spotty but wifi solved that problem. Gas and charcoal grills for outdoor cooking options. Great view pretty much surrounding the property. Host was responsive and very descriptive with directions, check in/out instructions, as well as with suggestions of things to do locally. “Reach out your hand, if your cup be empty” and fill it with some of the sweet nectar being made at one of the near by distilleries.
Quick stats about holiday rentals in Saint Matthews
Total rentals
200 properties
Total number of reviews
5.2K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
190 properties include access to wifi
Destinations to explore
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- Rentals with a washing machine and dryer Saint Matthews
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- Big Four Bridge
- Buffalo Trace Distillery
- Louisville Slugger Field
- Heritage Hill Golf Club
- Muhammad Ali Center
- Louisville Slugger Museum & Factory
- Waterfront Park
- River Run Family Water Park
- Charlestown State Park
- Kentucky Kingdom & Hurricane Bay
- Angel's Envy Distillery
- Hurstbourne Country Club
- Kentucky Derby Museum
- Evan Williams Bourbon Experience
- Big Spring Country Club
- Turtle Run Winery
- Kentucky Science Center
- Valhalla Golf Club
- Frazier History Museum
- Falls of the Ohio State Park