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❤ The Hillcrest House w/ Private Cottage--Near Frankfort Ave, Downtown, Expo!

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Comfortable interior for you and your guests!
Private backyard oasis with its own adorable cottage!
The Hillcrest House
Living area
Living area

Reviews

9.6 out of 10
Exceptional
4 bedrooms3+ bathroomsSleeps 122725 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Outdoor Space

Rooms & beds

4 bedrooms (sleeps 12)

Cottage Bedroom

2 Twin Bunk Beds

Gray Room

1 Queen Bed

King Room

1 King Bed

Nautical Suite

2 Double Beds

Sofa Bed

1 Double Futon

3 bathrooms, 1 half bathroom

Cottage Bath

Bathtub or shower · Toilet

Hall Bath

Bathtub or shower · Toilet

Nautical Suite

Toilet · Shower only

Powder Room

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Separate dining area
Garden

About this property

❤ The Hillcrest House w/ Private Cottage--Near Frankfort Ave, Downtown, Expo!

This charming renovated 2-story hilltop home with private backyard has its own cute *seasonal cottage. There is plenty of space for everyone to be comfortable in this beautifully restored historic property surrounded by trees. Very desirable neighborhood that's convenient to popular Frankfort Avenue, downtown, Highlands, Saint Matthews--all the best dining and entertainment is just minutes away. Whether you're in the area for business, a special event, Churchill Downs, or a Bourbon tour, The Hillcrest House is a fantastic home base for your Louisville visit.

DETAILS:
The 3-bedroom home and 1-bedroom *seasonal cottage sit atop a wooded hill with lots of backyard decking and great views--a fabulous private oasis that's perfect for relaxing and enjoying the scenery or having a cookout with friends. When you walk up the driveway from the street-level parking, you'll find an updated 2-story historic house that features a large living room, sunroom, formal dining room, fully equipped kitchen, and 2.5 baths, including a private bathroom in the double-bed room. The backyard *seasonal cottage has 1-bedroom with 2 twin/double bunk-bed sets, den, kitchenette, and full bath.

Two separate living quarters mere steps apart give guests many options for sleeping arrangements: the 3-bedroom house used alone can sleep 11 with use of the airbed and futon/sofa bed. Plus the seasonal cottage with kitchenette can sleep 6, giving guests several options for sleeping arrangements. (NOTE: Local ordinances limit legal number of guests on property to a maximum total of 12.)

Guests have full exclusive access to the house, *seasonal cottage, backyard, and garage.
*(Note: Mid-winter availability of cottage can vary due to sub-freezing temps' affect on plumbing.)

PARKING: A 2-car garage plus 2 adjacent parking spaces are available at street level. Walk up the driveway and begin enjoying this fantastic historic home. Maximum 5 cars if two are small enough to fit in garage.

Our prices include all fees. No hidden fees.

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10.0 out of 10, Exceptional, (13 reviews)
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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
Children welcome. NOTE: Many steps & decks.
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Events

No events allowed
Limited parking and noise ordinance enforced
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Pets

No pets allowed
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Smoking

Smoking is not permitted
No smoking or vaping indoors either stucture.
-No local or 3rd-party bookings without prior approval. -No Parties. -Only registered number of guests permitted on property
--No smoking, vaping, or incense indoors. --No flame candles permitted. (Battery/LED candles only; some are provided.) -No Saturday checkouts Jan-Nov
-Local noise ordinance enforced 10pm to 8am.

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Note from host: Limited parking and noise ordinance enforced
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
Property Registration Number LIC-STL-20-00606

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Louisville

Located in Crescent Hill, a neighborhood in Louisville, this vacation home is near theme parks and near a water park. KFC Yum Center is a cultural highlight and some of the area's popular attractions include Louisville Slugger Museum and Kentucky Kingdom. Looking to enjoy an event or a game? See what's going on at L&N Federal Credit Union Stadium or Churchill Downs. Take time off to check out the winery tours and health/beauty spa in the area, or get some fresh air with adventures like hiking/biking trails nearby.
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Map
Louisville, KY

What's nearby

  • Historic Frankfort Avenue - 6 min walk - 0.6 km
  • Peterson-Dumesnil House - 20 min walk - 1.7 km
  • Mellwood Art Center - 6 min drive - 4.8 km
  • Seneca Park - 6 min drive - 3.5 km
  • Cherokee Park - 6 min drive - 3.4 km

Getting around

  • Louisville, KY (LOU-Bowman Field) - 8 min drive

Restaurants

  • ‪McDonald's - ‬15 min walk
  • ‪Taco Bell - ‬20 min walk
  • ‪Pat's Steak House - ‬13 min walk
  • ‪Lee's Famous Recipe Chicken - ‬4 min walk
  • ‪Tacos Los Gorditos - ‬19 min walk

Frequently asked questions

Is ❤ The Hillcrest House w/ Private Cottage--Near Frankfort Ave, Downtown, Expo! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at ❤ The Hillcrest House w/ Private Cottage--Near Frankfort Ave, Downtown, Expo!?

As of Mar 26, 2026, prices found for a 1-night stay for 2 adults at ❤ The Hillcrest House w/ Private Cottage--Near Frankfort Ave, Downtown, Expo! on Jul 10, 2026 start from $683, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking?

Onsite parking is available at the property.

What time is check-in at ❤ The Hillcrest House w/ Private Cottage--Near Frankfort Ave, Downtown, Expo!?

Check-in begins at 4:00 PM.

What time is check-out at ❤ The Hillcrest House w/ Private Cottage--Near Frankfort Ave, Downtown, Expo!?

Check-out is at 11:00 AM.

Where is ❤ The Hillcrest House w/ Private Cottage--Near Frankfort Ave, Downtown, Expo! located?

Located in Crescent Hill, this vacation home is within 1 mi (2 km) of Historic Frankfort Avenue, Ohio River Valley, and Peterson-Dumesnil House. Cherokee Park and Mellwood Art Center are also within 2 mi (3 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 29 out of 34 reviews
Rating 8 - Good. 3 out of 34 reviews
Rating 6 - Okay. 2 out of 34 reviews
Rating 4 - Poor. 0 out of 34 reviews
Rating 2 - Terrible. 0 out of 34 reviews

9.8/10

Cleanliness

9.6/10

Check-in

10/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified

10/10 Excellent

spenser m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Everyone thing was great about this place and super helpful
Stayed 2 nights in Mar 2023
Verified

8/10 Good

Tony S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

2022 Bourbon Trail Stay

Great hosts and the property is in a convenient location to downtown and restaurants.
Stayed 2 nights in Jun 2022
Verified

10/10 Excellent

Adam D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay!

Had a wonderful time staying at this property. It was exactly what me and my friends needed and was beautifully set up to accommodate our group. The owners were super helpful and communicated quickly and thoroughly whenever we had a question!
Stayed 3 nights in May 2021
Verified

10/10 Excellent

Kenneth S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing stay

The house was great. It had plenty of room and wasn't a far drive to most of Louisville. The hosts were great, answer all of our questions and ensured we had everything we needed for our stay. I would absolutely stay here again.
Stayed 3 nights in Jul 2022
Verified

10/10 Excellent

Alex H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house and good location!

I was there with a bunch of friends for a bachelor party. The host was great and the house was clean and in a good location. It was perfect for our group of bourbon lovers. Would definitely recommend!
Stayed 3 nights in Mar 2023
Verified

10/10 Excellent

Paul F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great weekend in Lousiville

We really enjoyed staying at The Hillcrest house. It's a beautiful home and we loved hanging out in the backyard and the privacy of the entire property. Leslie was very responsive and everything was as anticipated. Highly recommend!
Stayed 3 nights in May 2021
Verified

10/10 Excellent

Mary L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great for families!

Grandma, grandpa, daughters, a son-in-law, a 4 yr old, 3 yr old, 1 yr old, and 11 month old! We loved the large couch for family time and cuddles with grandbabies, the sunroom became our playroom, the dining table was large for enjoying meals, lots of bedroom space, outdoor seating for bourbon and cigars, and grandma and grandpa had their own cottage!
Stayed 6 nights in Nov 2022
Verified

10/10 Excellent

Donna G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice home for large groups

We had three families meet here for a weekend. We used to all live in close by but are now far across the country from each other. The house was just perfect and the kitchen has a wonderful array of pots and pans - more than I have ever seen in a rental. The ac worked amazingly well. It was a wonderful and relaxing weekend! Also loved meeting the property manager. She was so helpful and made check in a breeze! She was also very prompt whenever we had a question. Would definitely stay here again.
Stayed 2 nights in Jul 2021
Verified

6/10 Okay

Kate R.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Needs a little TLC

Stayed at the property for a long weekend with my Mom, Sister-in-law, and nieces. Check in was easy with contact via email and phone. Upon arrival, nice parking for our two vehicles. Maybe I didn’t read the description of the property carefully enough, but I didn’t realize the hill to the property was so steep. Thankfully, we are all able-bodied and able to carry all of our items up the hill from the parking area. Outside of the property was very overgrown with the fountain not in working condition, decking had peeling paint and warped and rotting boards, lots of weeds growing up in the landscaping with debris in the yard. On the plus side, nice deck furniture which allowed us to spend lots of time hanging out outside! Inside, we were thankful to see that the house was clean with lots of lovely character! Once upstairs, we found that the door to the hall bathroom wouldn’t close, and therefore, couldn’t be locked. Also, some drywall had been patched in the bathroom but not repainted. In the on-suite bathroom, the sink bowl was no longer fully attached to the wall and was being supported from underneath by a shower rod. In the kitchen, the refrigerator light was burned out, a cabinet door was not able to close properly due to missing screws. There were plenty of dishes, eating utensils, coffee for the coffee maker, dish soap, and towels which was lovely. The location of the property is great with lots of nice options for food and shopping within walking distance.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Mark C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bourbon And Beyond

Great time with friends, house was perfect for our group.
Stayed 5 nights in Sep 2022
Verified

10/10 Excellent

Nick C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Location, Great Experience

This place was the perfect location to be right in the heart of the Bourbon Trail and Downtown Louisville. The property owner was great with communication and responding to questions we had. The sleeping space for our entire group was enough to let everyone sleep comfortably. I highly recommend this property for this who are trying to experience Louisville in a nice location.
Stayed 2 nights in Aug 2022
Verified

10/10 Excellent

Mack P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay for the Bourbon Trail!

The house was greatness! Its located in a super convenient part of town. It was about a 10 minute / $15 Uber to downtown and about 40 minutes to Bardstown. We had (8) adults and the house had plenty of room for us all. The hosts were super helpful and awesome to work with along the way.
Stayed 4 nights in Aug 2022
Verified

10/10 Excellent

Mike P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay!

Leslie and Wayne (property owners) were very accommodating and great with communication . And the house was fantastic. It was blazing hot outside but very cool and comfortable inside. I definitely recommend this house.
Stayed 2 nights in Jul 2022
Verified

10/10 Excellent

MIchael G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great for a guys weekend!

Brought a group of golfer buddies to town and loved the property. Worked perfectly for us.
Stayed 3 nights in Jun 2022
Verified

10/10 Excellent

Cole W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Guys Weekend

Fun weekend with the guys. Close to golf courses and downtown Louisville. Had fun hanging out out the back porch
Stayed 3 nights in May 2022
Verified

10/10 Excellent

Amy T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Southern Charmer

We enjoyed our stay at this unique 100+ year old home. It worked out fantastic for our group that was in town for the Kentucky Derby. The "cottage" worked out great for the younger adults in our group. The home is nicely updated yet retains the charm of days gone by. Our host, Leslie, was fantastic, checking in before and during our stay to answer any questions and provide guidance, if needed. A++++
Stayed 3 nights in May 2022
Verified

10/10 Excellent

Carolyn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great trip!

Loved having the cottage for part of the family who like the temperature cooler. We made a wonderful family dinner for 8 and the stocked kitchen worked out well. Wish there was a hand mixer though. Thanks to Leslie for keeping me updated on the tornado.. even though it was fast away.
Stayed 4 nights in Apr 2022
Verified

10/10 Excellent

Trey M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect House for a big group

Great house, great location, great amenities. Very clean property, gorgeous house, and plenty of room for a large group. The detached cottage is a plus!
Stayed 3 nights in Mar 2022
Verified

10/10 Excellent

Jeff B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent host

The weekend that we decided to travel to Louisville, a winter weather system was planned to move through over the state dropping over 3 inches of snow. Due to a problem with the water lines, we were not able to stay in the Crescent Hill house but Leslie's connections in the area enabled us to still be able to stay in the city. We got to enjoy the sights and sounds of the area and even took a bourbon tour. Thank you again Leslie for all of your help! We will definitely be coming back in the summer.
Stayed 3 nights in Jan 2022
Verified

10/10 Excellent

Chris A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay in the Vill

Property exceeded all expectations. Pictures of the property are accurate. Nice and cozy home, with plenty space and accessory's. Bunk house was nice as well. Outdoor fire place made the stay perfect. House backs up to a large field, so no neighbor noise. 5 Stars for the stay!
Stayed 2 nights in Sep 2021
Verified

10/10 Excellent

Colin G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice place!

The outdoor space was great with a grill and gas fire you can sit around. The living room is big enough for large groups to enjoy. The house is a bit older and the bathrooms especially show their age. But the house has all the essentials you need and plenty of beds for large groups.
Stayed 3 nights in Oct 2021
Verified

10/10 Excellent

Sean B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Guys weekend

Close to Frankfort ave, highlands, golf courses. Awesome backyard, clean house. Great property overall.
Stayed 3 nights in Sep 2021
Verified

10/10 Excellent

Steve T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bourbon Trail - Family get together

The house was great, Leslie was very informative and communicative throughout the entire stay. The beds were comfortable and everything was very clean. The cottage area was really cool (we kept the snorers out there). I’d definitely stay here again and would recommend.
Stayed 3 nights in Aug 2021
Verified

10/10 Excellent

William F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

August 21 Crescent Hill Stay

The property was as described, and the owners/managers were highly responsive and communicative. Leslie ensured we had a pleasant stay and I would definitely reccomnd this place to anyone looking for a wonderful property in Louisville.
Stayed 3 nights in Aug 2021
Verified

8/10 Good

Dawn M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great getaway

We enjoyed our stay here. The outside deck area was so relaxing as well as the many indoor spaces to gather and relax after long days in the hot summer sun!
Stayed 4 nights in Aug 2021

About the host

Hosted by Leslie

Host profile image
We love introducing our city to visitors, whether they're from out of town or out of the country! We are happy to recommend popular dining and tourist destinations to our guests, answer questions about the area, or help guests find resources for services that may enhance their visit. We love to travel ourselves, so we understand and appreciate the adventure of exploring new places or even returning to old favorites.

Why they chose this property

This property is special because of its location and guest options. We thought it was so unique even before it was updated, with its great vantage point on the hill and the seasonal cottage, which turned out so cute! The property sits on a hill with a private wooded backyard that allows quick access to all the city has to offer. You can see downtown Louisville from the 2nd floor deck while also having a private BBQ with friends in the nice outdoor living area, with its decks and tree-shaded yard. Plus the seasonal cottage provides a private space for another group to have as their own just steps from the back door.

What makes this property unique

Two separate living quarters mere steps apart give guests many options for sleeping arrangements: the 3-bedroom house used alone can sleep 11, with use of the airbed and futon/sofa bed, plus the seasonal cottage with kitchenette can sleep 6, giving guests several options for sleeping arrangements. (NOTE: Local ordinances limit the legal number of guests on property to a maximum total of 12.)

Languages:

English
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