Pet-friendly vacation 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

Guest favorite

Home in Versailles

5 out of 5 average rating, 9 reviews

Home in Versailles on the Bourbon Trail

ScottRating, 5 stars1 month ago
We loved the house and beautiful surroundings. The house was very well appointed, super clean and had everything we needed. Communications with Meghan were great. Thanks for a great stay!
Guest favorite

Home in Lexington

4.94 out of 5 average rating, 16 reviews

Elegant spacious 4 BD 3 full bath house!

LeeRating, 5 stars2 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 stars6 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!
Guest favorite

Home in Harrodsburg

5 out of 5 average rating, 13 reviews

The Blue Heron Lakeside Chalet

KimRating, 5 stars1 month ago
We absolutely loved our stay at Shelly’s cottage. We felt right at home the moment we walked in; it was even decorated for Christmas! I just wish the weather had been warmer because we would have loved to enjoy the deck overlooking that peaceful lake. We can’t wait to come back!
Superhost

Home in Lexington

4.72 out of 5 average rating, 18 reviews

Lovely Modern House ~Piano/Downtown/Airport

MonicaRating, 5 stars6 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 favorite

Home in Harrodsburg

4.91 out of 5 average rating, 85 reviews

Endless Summer Lakeside Oasis & Boat Rental

ShawnRating, 5 stars4 weeks ago
I recently had the pleasure of staying at an Airbnb hosted by Anessa, and I can confidently say it was a wonderful experience. The home was not only cozy and beautifully decorated, but it also had all the amenities needed for a comfortable stay. From the moment I arrived, Anessa was incredibly welcoming and went above and beyond to ensure I had everything I needed. She provided excellent recommendations for local attractions and dining options, which made my stay even more enjoyable. The location was perfect, allowing easy access to nearby sights while still providing a peaceful retreat to come back to after a day of exploring. Overall, I highly recommend Anessa’s place for anyone looking for a memorable stay. Thank you, Anessa, for being such a fantastic host!
Superhost

Home in Lexington

4.87 out of 5 average rating, 76 reviews

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

LauraRating, 5 stars1 month ago
The host was very friendly and kind enough to add a day to our stay when I realized I had booked one day short of what I needed. We really only needed a place to sleep. Most of our time was spent at my Dad's for Christmas. It was close to his place. The neighborhood was lovely. While we did not linger at the house, we certainly would have enjoyed doing so. The living room area and back terrace were inviting.
Superhost

Home in Harrodsburg

4.95 out of 5 average rating, 22 reviews

The River Side Lodge- with private boat dock!

StefanieRating, 5 stars3 months ago
This place was really awesome, my wife and I, along with our two Pomeranian puppies, got a much needed rest and relaxation here, and loved it. It’s a great place that’s isolated enough with having 2 dogs who can tend to not be so quiet. The dogs were introduced to the country and we relaxed in the back porch, we loved it and they did as well. We would love to come back here again in the future possibly; very nice property.

Pet-friendly home rentals with a pool

Guest favorite

Home in Lexington

5 out of 5 average rating, 70 reviews

House w/private pool & hot tub, dogs ok

BetsyRating, 5 stars2 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 favorite

Guesthouse in Georgetown

4.97 out of 5 average rating, 29 reviews

Cozy Cottage on Horse Farm

JamesRating, 5 stars2 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 favorite

Home in Harrodsburg

4.85 out of 5 average rating, 13 reviews

Bluegrass Charm

LisaRating, 5 stars3 months ago
We had a wonderful stay! A quick weekend trip was made special with the comfort of the home and the beautiful landscape, especially during sunrise/sunset. The home was spotless and we quickly felt right at home. Will definitely stay here again!
Guest favorite

Home in Lexington

4.84 out of 5 average rating, 171 reviews

Silver Streak Ranch - Horse Hideaway

HannahRating, 5 stars3 months ago
Loved our stay at Deb’s. Excellent location and tons of amenities! Huge plus for being pet friendly. Our pup felt right at home!
Superhost

Home in Midway

4.88 out of 5 average rating, 17 reviews

HOLIDAY HOUSE - Bluegrass Horse Farm Estate

MatthewRating, 5 stars7 months ago
We stayed at the Holiday House in July so it was hot in Kentucky. The pool/hot tub and shade trees came in handy. We had a group of 8-9 people and the house was well stocked with a chef’s kitchen and every utensil and kitchen appliance. Host also provided coffee which was nice. The surroundings are idyllic and beautiful. You are nestled into the rolling Kentucky hills but you can feel the quiet yet historical nature of the place. Lexington is a quick 20 min drive. We enjoyed grabbing breakfast sandwiches and scones from the Midway Bakery (located inside an old school). Lots of Gluten Free options on the menu. There is convenience store and fast food a few minutes away and Midway/Lexington has a decent variety of restaurants. The host suggested the local winery which was nice and had local music/wine on the weekend. Golf and horses nearby. Our party was a mix of age groups and everyone felt right at home. The hosts were very attentive and friendly. Highly recommended!
Guest favorite

Farm stay in Richmond

4.86 out of 5 average rating, 37 reviews

Rest. Recreation. Retreat

DavidRating, 5 stars3 months ago
Michael was an excellent host. He helped me in a jam getting situated. The house was amazing as were the surroundings. It was secluded, quiet, beautiful.
Superhost

Home in Georgetown

4.83 out of 5 average rating, 18 reviews

26 acre farm sleeps up to 30

Maggie Rating, 5 stars3 weeks ago
Staying here was great! Hosts were very communicative and offered solutions to any issues. The place was massive and beautiful and had plenty of room for 20+ people (including children, two toddlers, and a baby) to sleep, play, and eat. Amenities/accommodations were excellent. Hot tub was incredible and enjoyed by all. Kids loved the game room. We will definitely be back!
Guest favorite

Home in Georgetown

4.98 out of 5 average rating, 95 reviews

Modern Farmhouse/20 acres/9 miles from Horse Park

KimberlyRating, 5 stars2 months ago
Words cannot do justice for this oasis in the middle of the gorgeous rolling hills of Kentucky. It is tucked away from the hustle and bustle but only a short drive to Georgetown or Lexington when needed. The house has everything you would need and was a perfect fit for our family of six. Everyone had their own space for privacy and the great room was the perfect place for our family to visit, play games and share meals. The kitchen is well stocked and had all the utensils I needed to prepare our Thanksgiving meal. We travel to KY to visit family often and plan on staying at this phenomenal property again!

Private, pet-friendly home rentals

Superhost

Home in Lexington

4.54 out of 5 average rating, 24 reviews

Heart of the Bluegrass in SW Lexington

TrenlenaRating, 5 stars14 months ago
this house is beautiful with lots of space comfortable beds very clean & smelled very nice neighbors where friendly we stayed for Thanksgiving it was very to see the neighborhood kids be inclusive to our kids they played basketball & just enjoyed each other anything I may thought I needed in the home after looking around it was provided he also let us check in a few hours earlier because of the holiday so we could get the food into the house I will definitely rent here again.

Apartment in Lexington

4.38 out of 5 average rating, 8 reviews

1 Bed at 1809 @ Winchester

NadiaRating, 5 stars2 months ago
clean place great communication efficient and helped us within hours !
Guest favorite

Home in Harrodsburg

4.97 out of 5 average rating, 79 reviews

Lux Lake Gem w/ hot tub

BrookeRating, 5 stars1 month ago
Anessa's place was gorgeous, clean, and had so many amenities. The location was quiet, and we enjoyed the large back porch overlooking the water. The hot tub was phenomenal. There are neighbors close by, but the area is nice and quiet. Only minor nuisance of the trip was the neighbors spot light (only a bother when outside). We will definitely be back, and we cannot wait for a dock to be installed!
Superhost

Apartment in Lexington

4.84 out of 5 average rating, 79 reviews

Blue and gray modern apartment!

SarahRating, 5 stars2 months ago
Cute and clean and great location in Lex. Close enough to what you need but far enough away to not deal with in town traffic. Well stocked and even had a few snacks provided which was thoughtful. She was very responsive and helpful through our stay. Thanks for a great airbnb experience!
Guest favorite

Cabin in Wilmore

4.9 out of 5 average rating, 41 reviews

Highbridge River Cabin, Private Dock, EV Charger

CherieRating, 5 stars1 month ago
Would definitely stay here again!! It was a beautiful location and the trains were an added bonus. The River House was both comfy and cozy and a perfect spot for our family to spend Christmas together! Will recommend it to all my friends.

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