Entire home

Historic Pineapple Palace with a hot tub

Photo gallery for Historic Pineapple Palace with a hot tub

A bedroom with a wooden ceiling, a bed with white bedding, a painting on the wall, and a TV mounted on the wall.
A modern kitchen with teal walls, a wooden island, stainless steel appliances, and a view of the outside.
A wooden staircase with white balusters, a blue wall, and patterned wallpaper.
A kitchen with teal walls, a wooden countertop, white cabinets, and a stainless steel refrigerator.
A yellow house with a porch, a front door, and a mailbox.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Arcade/game room
    A rare find - fun for all ages with on-site arcade/game room.
  • At the center of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Close to Georgetown College
5 bedrooms5 bathroomsSleeps 10

Popular amenities

  • Hot tub on site
  • Patio
  • Toys
  • Barbecue grill
  • Pet-friendly
  • Air conditioning

Explore the area

View in a map
Georgetown, KY
  • Place, Georgetown College
    ‪11 min walk‬
  • Place, Georgetown Scott County Museum
    ‪17 min walk‬
  • Place, Kentucky Horse Park
    ‪6 min drive‬
  • Airport, Lexington, KY (LEX-Blue Grass)
    ‪21 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

First Floor Bedroom 1

2 Queen Beds

First Floor Bedroom 2

1 Queen Bed

Second Floor Bedroom 3

2 Queen Beds

Second Floor Bedroom 4

3 Queen Beds

Second Floor Bedroom 5

2 Queen Beds

5 bathrooms

First Floor Bathroom 2

Bathtub or shower · Toilet

First Floor Ensuite Bathroom 1

Toilet · Shower only

Second floor Bathroom 3

Bathtub or shower · Toilet

Second Floor Ensuite Bathroom 4

Toilet · Shower only

Second Floor Ensuite Bathroom 5

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden

About this property

Historic Pineapple Palace with a hot tub

The Pineapple Palace operated many years as the Pineapple Inn, bed and breakfast and now is set up to host and entertain large and small groups alike, sleeping up to 10 guests. Come experience the charm and elegance of this beautiful home in the historic downtown of Georgetown, Kentucky. Georgetown is nestled in the heart of horse country and the bourbon trail. This newly renovated home boast a gourmet kitchen, oversized living room, gorgeous woodwork, large stately rooms, front porch, 5 bedrooms with smart TVs and 5 full baths. The abundant space continues to the outdoor living area hosting a patio with a hot tub, fire pit, yard games and a detached garage hang out space. Whether you're a seasoned horseman, a bourbon connoisseur, an avid traveler or anyone in between, we at Roam Harvest Share believe the Pineapple Palace will meet all your needs for an enjoyable getaway.

We are Pet Friendly!
**The property is equipped with video and audio security cameras that record the exterior of the property. Cameras are located at the front and back doors as well as the patio area and the South side of the property. NO cameras in the hot tub area.Please Note:
This STR is regulated by the city of Georgetown KY Ordinance NO. 2022-25. Failure to adhere to these policies as a guest may result in removal from the property and/or loss of security deposit.
*Maximum 10 guest
*Quiet hours are from 9PM to 9AM
*No Parties are allowed to be hosted at this property
*All guests shall adhere to the city's Code of Ordinances, including, but not limited to, its noise, nuisance, traffic and parking provisions.
Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Downstairs Foyer
The House On Main-Sleeps 16/ Historic Home/ KHP 11min/ Ark 30min/ Walk Downtown
Georgetown
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
10.0 out of 10, Exceptional, (22 reviews)
The House On Main-Sleeps 16/ Historic Home/ KHP 11min/ Ark 30min/ Walk Downtown

House Rules

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

Children

Children allowed: ages 0-17
default

Events

No events allowed
default

Pets

Pets allowed
Up to a total of 2 house trained dogs or cats.
default

Smoking

Smoking is not permitted
Guest is required to sign a Rental Agreement. Minimum age to rent is 21. Security Deposit Required of $1000.
NO smoking. NO pets. NO parties or events.

Important information

You need to know

Property # 2690957
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
Cashless transactions are available
Onsite parties or group events are strictly prohibited
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 and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Georgetown

Located in Georgetown, this vacation home is in the city center. Kentucky Horse Park and Georgetown Scott County Museum are cultural highlights, and some of the area's attractions include Yuko-En on the Elkhorn Garden and Old Friends Thouroughbred Retirement Farm. Looking to enjoy an event or a game? See what's going on at Keeneland Racing Course or Rupp Arena. Discover the area's water adventures with kayaking and fishing nearby, or enjoy the great outdoors with hiking/biking trails and horse riding.
View more Vacation Homes in LexingtonOpens in a new window
Map
Georgetown, KY

What's nearby

  • Georgetown College - 11 min walk - 0.9 km
  • Georgetown Scott County Museum - 17 min walk - 1.4 km
  • Kentucky Horse Park - 6 min drive - 9.2 km
  • Keeneland Racing Course - 22 min drive - 30.1 km
  • Ark Encounter - 31 min drive - 60.8 km

Getting around

  • Blue Grass Airport (LEX) - 24 min drive

Restaurants

  • ‪Wawa - ‬4 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Kroger Gas Station - ‬3 min drive
  • ‪Taco Bell - ‬4 min drive
  • ‪Dairy Queen - ‬4 min drive

Frequently asked questions

Is Historic Pineapple Palace with a hot tub pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Historic Pineapple Palace with a hot tub?

As of Oct 10, 2026, prices found for a 1-night stay for 2 adults at Historic Pineapple Palace with a hot tub on Nov 2, 2026 start from $590, 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 Historic Pineapple Palace with a hot tub?

Check-in begins at 4:00 PM.

What time is check-out at Historic Pineapple Palace with a hot tub?

Check-out is at 11:00 AM.

Where is Historic Pineapple Palace with a hot tub located?

This family-friendly vacation home is located in the city center, within 1 mi (2 km) of Georgetown College and Georgetown Scott County Museum. Yuko-En on the Elkhorn Garden and Ward Hall are also within 2 mi (3 km).

Reviews

10

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. 31 out of 32 reviews
Rating 8 - Good. 1 out of 32 reviews
Rating 6 - Okay. 0 out of 32 reviews
Rating 4 - Poor. 0 out of 32 reviews
Rating 2 - Terrible. 0 out of 32 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house was perfect for 5 retired couples in town to enjoy Lexington with good friends. The living room had comfortable seating for all us to gather together and to reminisce. The bedrooms were large, the beds comfortable and the upstairs bedrooms had their own air conditioner. The house was very clean and was well furnished.We will certainly stay here again on our next visit to Lexington.
Stayed 4 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great! It was the perfect place for us to stay while going to Keeneland and the Kentucky Horse Park.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Home was super nice, super clean and easy to cook in with everything you'll need to cook up and clean easy.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Four adult couples stayed comfortably, each with their own bathroom. The man cave garage was enjoyable as well. Would love to return here someday.
Stayed 7 nights in Sep 2025
Verified review

10/10 Excellent

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

Nice house with lots of beds

This was a great spot for us, as we were needing enough rooms and beds for 6 people. The location is good and the host provides everything to the guest, like a stocked kitchen and toiletries. Very nice stay.
Stayed 5 nights in Sep 2023
Verified review

10/10 Excellent

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

Pineapple palace

We had a wonderful time at PP. Rooms were spacious and comfortable. Conveniently located to Lexington.
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

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

Cousin reunion

We had a great time. The house was perfect for our 5 couples. Great location to enjoy the Bourbon Trail.
Stayed 4 nights in Oct 2023
Verified review

10/10 Excellent

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

Perfect House for a Golf Trip

We had 8 guys that had a wonderful stay at Pineapple Palace. The house is laid out wonderfully, plenty of space (beds), a great backyard and a perfect garage/game room/hang space for evening festivities. Would stay here again for sure.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were on a girls trip to Friesian Festival at the Kentucky Horse Park. Perfect location to the horse park... roomy bedrooms, comfortable beds... and a hot tub! Plenty of bathrooms and seating. Large driveway for multiple cars.
Stayed 6 nights in Nov 2025
Verified review

10/10 Excellent

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

Great house and awesome location to the Kentucky Horse Park

We are planning to come back in two years for Pony Club Festival and we will definitely be booking this property. Excellent location perfect set up for multiple families to share expenses for the competition.
Stayed 5 nights in Jul 2024
Verified review

10/10 Excellent

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

Derby 2024

My family and I stayed here for the Kentucky Derby weekend. We had a blast and the house was amazing! Great location……would definitely come back
Stayed 3 nights in May 2024
Verified review

8/10 Good

Liked: Check-in, communication, listing accuracy
Disliked: Location
Yard and outdoor area could use attention Old ripped lawn chairs, overgrown grass/weeds near fire pit
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

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

Great location, great historic property

Group of 6 guys on a yearly trip. Great location for Keeneland, and bourbon tours. House was great and everyone was very comfy. Table tennis in the garage aka man cave was perfect! Thank you Brent and fam !
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place was very clean and plenty big for our group of 9, especially the living room. The hosts provided great instructions and responded quickly to any message. The street can be very busy, but the driveway has plenty of room to turn around so you don't have to try and back out. Downtown Georgetown is within walking distance and easy to get to. Everyone enjoyed their stay and would definitely stay again if we are in the area.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

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

Great home for a large group!

We had a group of 10 and were swimming in space. Kitchen was well equipped and had almost everything you need. Overall great stay and would not hesitate to visit again!
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for our needs. Game space was fun. Kitchen great for cooking meals. Will return
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great property for a large group, everything we needed and enjoyed our stay. Note: they are not kidding about the neighbor - waited out in the rain to complain!
Stayed 4 nights in Sep 2024
Verified review

10/10 Excellent

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

Nothing but a perfect review!!

We were in town with 3 couples and our college boys for the KY game. The pineapple house fulfilled our needs completely. It was so clean, and had plenty of beds and sitting/dining areas for all of our guests. The bedding was super soft! The historic feel gave it a special touch.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Wonderful property that is very convenient to the Horse Park

I had a horse competing at the Thoroughbred Makeover and this house was perfect for our group of 11 women. It was convenient to the Horse Park and we enjoyed being able to have dinner as a large group in the dining room. The comfortable living room had ample room for all of us to gather and watch our training videos. I would highly recommend this property. And my mare "Pretty in Prado" won the Freestyle division. A perfect finish to a fun week.
Stayed 6 nights in Oct 2024
Verified review

10/10 Excellent

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

College Reunion

We had a group of eight guys meeting for an annual college reunion. This property was all we hoped for. Lots of bedrooms, a large modern kitchen and in close proximity to the Bourbon Trail distilleries which we were touring. We were pleasantly surprised by the quaint downtown Georgetown area which is a 15 minute walk. The owner is very nice and responded quickly to questions. Highly recommend.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Whiskey weekend

Eight of us stayed for a long weekend. It was the perfect size house for our group. The location was also fantastic, half a mile to downtown Georgetown, which is an adorable by the way. There were plenty of restaurants in walking distance. It’s also about a 20 minute drive from the airport which is perfect. We did a whiskey day on Thursday, a track day on Friday, and then we sat around and watched football in the garage on Saturday. We would definitely come back with a big group. The owners were responsive and attentive.
Stayed 4 nights in Oct 2024
Verified review

10/10 Excellent

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

Pineapple Palace perfect place for family memories

We had a group of 15 stay here from several states for thanksgiving dinner with our sister who lives locally. We were comfortable in the 10 queen beds (all identical and new) and individually heated/cooled bedrooms. The kitchen and dining room served for thanksgiving dinner for 20. We made use of the separate game room (formerly a garage, also heated) for our Friday night game time. The large outdoor chess set was a nice surprise. We will definitely be back.
Stayed 3 nights in Nov 2023
Verified review

10/10 Excellent

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

March Madness Stay

We were down there for the March Madness tournament in Lexington and dediced to stay North in Georgetown.This property was built in the 1800’s but Brent did a phenomenal job of updating it with a modern touch. Plenty of room to hang out, the hot tub was nice to use, and the garage space was cool. Each individual (10 of us) had their own bed which was nice.Would highly recommend to anyone.Brent was extremely reachable and always replied back in a very timely manner. It was great meeting him when he briefly stopped by the property to work on the hot tub. Thank you Brent!
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We absolutely loved our stay at the Pineapple Palace Historic Home! From the moment we walked in, we were impressed by how spotlessly clean and beautifully maintained everything was. The home is rich in historic charm, with thoughtful details throughout that make it feel warm, welcoming, and unique.The location is unbeatable—just minutes from downtown, which is full of great restaurants and shops. Close to the horse park, the ark encounter, and much, much more! Whether you're exploring or just relaxing at the house, there's always something to do. What really sets the Pineapple Palace apart is how much there is to enjoy right at home. There are cozy spots to relax, play games and entertainment, and a peaceful outdoor area that’s perfect for morning coffee or evening wine. It truly felt like a home away from home, but even better.We can't recommend this place enough—a perfect blend of history, comfort, and location. Would definitely come back.
Stayed 6 nights in Jul 2025
Verified review

10/10 Excellent

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

Georgetown College Graduation Stay and Family Party

The Pineapple Palace was an amazing house to entertain your family or friends. We had 10 people in our party and we had ample enough space and amenities. This house is complete with all the cooking pans, utensils, glassware, silverware, dinnerware, etc. the only thing we needed to purchase more of was toilet paper and paper towels. The house is equipped with two washers and two dryers and has wonderful cupboard storage space for pantry items. We loved our time there and had a lot of fun in the furnished garage which we used fo keeping our ice chest stocked and had a blast playing ping-pong and Pac-Man! At the end of our four nights there it was very hard to leave.
Stayed 4 nights in May 2025

About the host

Hosted by Roam Harvest Share

Host profile image
Roam Harvest Share is committed to creating a convenient and comfortable travel experience for all of its guest. We have run Short Term Rentals since 2016. Our family consist of 6 children (a set of twin boys, a single boy, a set of twin girls and a single girl.) My wife and I love hosting people from all over the country and the world. We have found Short Term Rentals the perfect income stream for a free life of homeschooling, travel and family fun.

Why they chose this property

An opportunity for guest to experience the charm of Georgetown Kentucky while being close to all the action of Horse Country and the Bourbon Trail.

What makes this property unique

Hot Tub, Patio, Detached recreational room.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback