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Pet-friendly holiday rentals in Jessamine County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Jessamine County pet-friendly home rentals

Pet-friendly house rentals

Top guest favourite
Home in Versailles
5 out of 5 average rating, 13 reviews

Home in Versailles on the Bourbon Trail

ShellyRating, 5 stars1 week ago
What a wonderful experience staying at this property and working with Meghan. The house was beautiful, clean and convenient to Keeneland and a number of distilleries. The property is breathtaking with easy access. Meghan made us feel welcome with detailed instructions and a bottle of wine waiting in the fridge. She made excellent recommendations for restaurants in the area and we loved each one! We had the opportunity to meet her and her beautiful Dutch Warmblood horses while there. Her gracious hospitlity is unmatched! We will be back!
Superhost
Home in Lexington
4.91 out of 5 average rating, 22 reviews

My Old Kentucky Home

RickRating, 5 stars5 days ago
Great place for large family gathering. Communication with the host was excellent. Would definitely come back.
Guest favourite
Home in Lexington
4.94 out of 5 average rating, 16 reviews

Elegant spacious 4 BD 3 full bath house!

LeeRating, 5 stars5 months ago
Great location for a quick Lexington weekend! It was perfect for our crew. Plenty of room and parking. Flexible check-in and check-out. Owner very responsive.
Home in Wilmore
4.92 out of 5 average rating, 13 reviews

The Hardin House

AllisonRating, 5 stars9 months ago
William’s home was the perfect vacation spot! Quiet and peaceful! We spent most of our time in the pool or sitting outside with our dogs. With the fenced in yard, it made it so easy to have them out there with us. William was extremely responsive to any questions we had. House was very clean and very welcoming! We hope to be back sometime soon!
Top guest favourite
Home in Harrodsburg
5 out of 5 average rating, 19 reviews

The Blue Heron Lakeside Chalet

JenniferRating, 5 stars2 weeks ago
My husband and I and another couple stayed at The Blue Heron for a long weekend, hoping to get some golf in. Shelly was helpful prior to our arrival with grocery and dinner suggestions. We were able to find the place with no problems and had easy access to get in. Very quiet location. Did not see anyone the entire stay. The main house was the perfect size for 4 people. Living room/kitchen provided enough space for us all to be together. The deck would have be great space with the fire pit and outdoor seating. We just happened to come during a 4 day nonstop rain. Which did make for great sleeping. The boathouse provided space for the couple we came with. It had a queen bed, small sitting area bathroom and a great view. The main house had a great loft for the other bedroom. The bed and pillows were amazing. Although we did not get one round of golf in, we did find fun things to do in Lexington. It was very relaxing and we look forward to coming back when the weather is better/warmer.
Superhost
Home in Lexington
4.72 out of 5 average rating, 18 reviews

Lovely Modern House ~Piano/Downtown/Airport

MonicaRating, 5 stars9 months ago
Me and my family had a great stay at Kates place. We had some little issues, but it was taken care of right away!
Guest favourite
Home in Harrodsburg
4.91 out of 5 average rating, 90 reviews

Endless Summer Lakeside Oasis & Boat Rental

AlexanderRating, 5 stars1 month ago
Anessas property at lake Herrington was everything we hoped for! Well stocked with things you don’t always see at other short term rentals but always need. Very convenient, cozy and spacious even for a group of 8 to 10. We felt lucky booking this specific property and made some memories there. Anessas communication was top notch, the property was very clean and well thought out. We would definitely book again!
Superhost
Home in Lexington
4.85 out of 5 average rating, 82 reviews

Sky Beauty/12min to Keeneland/18min to Rupp Arena

JoAnnRating, 5 stars1 month ago
Such a gem! This was a great place to pause for a few days with our fur babies and check out the bourbon trail! Comfortable and cozy with great amenities. We would stay again!

Pet-friendly home rentals with a pool

Top guest favourite
Home in Lexington
5 out of 5 average rating, 70 reviews

House w/private pool & hot tub, dogs ok

BetsyRating, 5 stars4 months ago
Better than expected. Fantastic and well-stocked kitchen - everything we needed for a full Thanksgiving feast. So many thoughtful details for a comfortable stay. Hot tub and backyard were awesome. Nice walkable neighborhood. Close to all things horses and handy to downtown. Highly recommend and will definitely stay again when in town.
Guest favourite
Guest house in Georgetown
4.97 out of 5 average rating, 29 reviews

Cozy Cottage on Horse Farm

JamesRating, 5 stars4 months ago
Christine's guest home is very unique and cozy space. It is located on a working horse farm and has a big pool and hot tub for guest use. Christine was a very responsive and accommodating host, she was always around and responsive. I travel to the area often to visit family and I will definitely be staying here again!
Guest favourite
Flat in Harrodsburg
4.89 out of 5 average rating, 9 reviews

The Nook at Castaway Farm

JenniferRating, 5 stars1 week ago
We were doing a bourbon tour in Frankfort, but wanted to focus more of our time exploring Harrodsburg and Shaker Village, so Sharon's place was in the perfect location for a quiet retreat with our little dog. We haven't lived in the country for years, so it was wonderful to view the Pink Moon with a beautiful sky full of stars, and enjoy the amazing sunrise the following morning. It was pretty chilly when we were there, but the electric fireplace was a wonderful addition. The lovely little bistro table outside is a great place to enjoy a morning coffee, or a glass of wine or bourbon in the evening. I highly recommend, but pay attention when navigating our Kentucky country roads, as some of them are pretty narrow. We hope to visit again in the not too distant future.
Home in Lexington
5 out of 5 average rating, 3 reviews

Granite State Collection - 9BR, 9BA, 5 Acres, Pool

JonRating, 5 stars1 month ago
The house was absolutely amazing for our group of friends. Our initial booking elsewhere fell through and this place came up; we were all more than thrilled and delighted because this booking was 10x better than our previous booking. Perfect house for a getaway.
Guest favourite
Farm stay in Richmond
4.85 out of 5 average rating, 41 reviews

Rest. Recreation. Retreat

KaylynnRating, 5 stars2 weeks ago
We had an amazing stay! Super clean, and felt like it was home away from home. Michael and his wife are outstanding people, and the hospitality and generosity is something that you don’t get along with most Airbnbs. We will be back for a next time!
Home in Versailles
4.92 out of 5 average rating, 13 reviews

Historic Sugar Hill with Pool! Acreage!

ClayreRating, 5 stars2 weeks ago
Our stay at Anne’s was perfect! She was very responsive and accommodating from the moment we booked, through check out. The property was exactly as described.; cozy and comfy! The location was ideal for our family to stay during opening weekend of Keenland. Short drive to the track and town. The country setting is gorgeous and very private. Overall, we couldn’t have asked for a better place to stay. Highly recommend! We will definitely return.
Superhost
Home in Georgetown
4.89 out of 5 average rating, 27 reviews

26 acre farm sleeps up to 30

AdamRating, 5 stars3 weeks ago
Will be our first place to check if ever visiting Kentucky again. Great space
Top guest favourite
Home in Georgetown
4.98 out of 5 average rating, 98 reviews

Modern Farmhouse/20 acres/9 miles from Horse Park

MaraRating, 5 stars3 weeks ago
We thoroughly enjoyed our stay. The area is beautiful and convenient to nearby restaurants and shopping. The house was tastefully decorated with high end finishes and quality linens. The kitchen was equipped with everything imaginable for cooking. There was plenty of room and privacy for us three married couples traveling together. Will definitely stay again when we return to the area!

Private, pet-friendly home rentals

Guest favourite
Home in Lexington
4.88 out of 5 average rating, 162 reviews

Perfect for Traveling Professionals & Vacation!

AliceRating, 5 stars2 weeks ago
Great location. Nice layout with open space especially for visiting with your group. Had everything we needed.
Home in Nicholasville
4.67 out of 5 average rating, 3 reviews

Granite State Collection's 9BR 7BA in Bourbon Coun

PeterRating, 5 stars2 months ago
From start to finish, this was a fantastic stay. Angela's team proactively reached out the day prior with details and was responsive to questions throughout. For as good as the team was, the accommodations were even better. There was more than enough room for our team to congregate and then go our own ways to have separate space. Lots of character in the house and it has everything you need.
Top guest favourite
Chalet in Wilmore
4.91 out of 5 average rating, 137 reviews

Timberframe on Farm Lexington, KY Solar Power

NikolaiRating, 5 stars4 weeks ago
Stunning views of both sunrise and sunset.
Top guest favourite
Cottage in Wilmore
4.98 out of 5 average rating, 248 reviews

River House - Cottage with KY River View & Access

AllisonRating, 5 stars1 month ago
Great place for a quiet retreat. Simply beautiful with gorgeous views and light. Perfect place to spend time with a friend or loved one. Clean and fit description.
Top guest favourite
Flat in Versailles
4.74 out of 5 average rating, 38 reviews

Spacious Apartment With Hidden Room

MaryRating, 5 stars6 months ago
My stay here was wonderful. The apartment is beautiful and so peaceful and serene. The bathroom is gorgeous, the bed was so comfy. Kathy was wonderful to speak to and I felt right at home. I would absolutely stay here again if I am ever back this way.
Guest favourite
Home in Lexington
4.89 out of 5 average rating, 147 reviews

Fully Renovated | Finished Basement | Luxury Beds

MaryRating, 5 stars3 weeks ago
Highly recommend! There were 8 adults for our group, we had everything we needed. Beds were very comfortable. Kitchen was perfect for us to gather at meals. House was very clean- enjoyed sitting on the porch!
Cabin in Harrodsburg
4.53 out of 5 average rating, 17 reviews

Lakeshore escape! "Lake view"

HaileeRating, 5 stars4 months ago
I enjoyed my stay here. Host was very friendly and flexible with my checkin/out. Very private, on the marina, lake view. Small curvy one lane road to get back to it though. The bed could use a new mattress. Otherwise, this place was great! 5 stars would stay again!
Top guest favourite
Home in Lexington
4.9 out of 5 average rating, 208 reviews

Your Home Away from Home

ChristopherRating, 5 stars1 week ago
Great location in nice neighborhood. Nice clean place and plenty of room for the 4 of us. Check in and out was easy.

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