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

Superhost
Home in Lexington
4.73 out of 5 average rating, 105 reviews

Charming Tri-Level Cottage with Outdoor Serenity!

JuliaRating, 5 stars1 month ago
It was very comfortable home, very nice back yard and private safe parking inside fenced in yard.
Top guest favourite
Home in Harrodsburg
4.95 out of 5 average rating, 96 reviews

Lux Lake Gem w/ hot tub

DamianRating, 5 stars5 days ago
Anessa’s place was fantastic. Her kitchen had everything needed for multiple nights of cooking. The area was amazing and the lake was fantastic. We truly enjoyed the space and would love to stay again in the future. The little touches were great. Truly a gem to find.
Guest favourite
Home in Lexington
4.93 out of 5 average rating, 27 reviews

My Old Kentucky Home

JacobRating, 5 stars3 weeks ago
My Old Kentucky Home hosted by Shane was a wonderful place to stay! The neighborhood was beautiful and quiet. The amenities on site were amazing. The hot tub and pool were all set and ready for our group when we arrived, which we appreciated greatly. Communication was great, and Shane was on top of everything. Our stay was wonderful and we would love to come back for another visit! Would recommend to anyone looking to stay in the Lexington area.
Guest favourite
Home in Lexington
4.82 out of 5 average rating, 17 reviews

Elegant spacious 4 BD 3 full bath house!

LeeRating, 5 stars7 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.
Top guest favourite
Home in Harrodsburg
5 out of 5 average rating, 21 reviews

The Blue Heron Lakeside Chalet

LizRating, 5 stars1 month ago
We really enjoyed our stay! It was unique in that it offers a main house and a guest house, and it turned out that this was the perfect arrangement for us (2 moms who are close friends, and our two sons, who are also close friends). When we weren't out and about, we all hung out in the A-frame main house. At bedtime, we parted ways.The A-frame has everything you might need during your stay. Then you also have the boathouse, which is beyond cute and very cozy. Both structures overlook the lake, and the outdoor deck spaces are very comfortable and inviting. I especially appreciated the propane fire pit one evening when it got a little chilly. Also, having a Keurig and pods in each house was awesome! Shelly sent detailed directions in advance of our travels, which was very helpful, and she made some local recommendations re: food and groceries. We followed up on those, and were not disappointed! She was also very responsive to us when we asked for assistance or recommendations. <3
Superhost
Home in Lexington
4.72 out of 5 average rating, 18 reviews

Lovely Modern House ~Piano/Downtown/Airport

MonicaRating, 5 stars11 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!
Superhost
Home in Lexington
4.81 out of 5 average rating, 54 reviews

Beautiful house 3BR/2BTH

AubreyRating, 5 stars2 weeks ago
We stayed at this home for 2 nights. It was absolutely perfect- very updated, very clean, and fairly spacious. We had no trouble finding it or checking in. The location was great, we were close to anything we chose to do and it seemed to be in a good neighborhood. All of the amenities listed were there. Cirenia was a good host. I would highly recommend this home to anyone needing to stay in Lexington.
Guest favourite
Home in Wilmore
5 out of 5 average rating, 8 reviews

Eleanor's House

RachelRating, 5 stars1 week ago
Stayed at this beautiful home with my bridesmaids the night before my wedding! The home looked exactly like the pictures and it was so beautiful in person. We had a quiet and peaceful stay. The home is located right outside the quaint little town of Wilmore, KY. Beautiful views, and a short drive into Lexington or surrounding counties for activities. The beds were comfortable, plenty of towels, a little coffee bar, and comfy seating for us to sit a chat for the evening. The home was very clean. Dustin owns able to accommodate an early check in for us. We did have a touch of trouble with the keypad at check in but he was quick to respond and remedy the issue. I would absolutely recommend this home for any family and friends coming to the area to visit.

Pet-friendly home rentals with a pool

Top guest favourite
Home in Lexington
5 out of 5 average rating, 72 reviews

House w/private pool & hot tub, dogs ok

DiannaRating, 5 stars1 week ago
This was an amazing place to stay. Everything was thought out and executed to a T. The house was very livable with many upgraded amenities. I would, without hesitation recommend to friends and family. Wayne was responsive and quickly addressed all questions. One of the best Airbnb’s I’ve ever stayed in!
Guest favourite
Guest house in Georgetown
4.97 out of 5 average rating, 32 reviews

Cozy Cottage on Horse Farm

JulieRating, 5 stars5 days ago
I felt right at home at Christine’s place. It was fun to swim with Plato as well! Thank you so much for having me. What a beautiful place to stay.
Apartment in Lexington
4.98 out of 5 average rating, 93 reviews

The Retreat - Bluegrass Country Starts Here

CallieRating, 5 stars2 weeks ago
We stayed here for a weekend in Lexington for a music festival. Very walkable which was so helpful. The place was spotless and the bed was very comfortable. It is in the city so there were some siren/motorcycle noises - bring earplugs if you're a light sleeper. Would highly recommend this stay to be close to the Red Mile.
Home in Versailles
4.88 out of 5 average rating, 17 reviews

Historic Sugar Hill Farm w/ Pool! Incredible View!

LoriRating, 5 stars1 week ago
Beautiful home and property! It was perfect for our annual girl's weekend! The weather kept us inside more than we had hoped, but we did get a couple of sunny hours to enjoy the pool. Even when the rain kept us indoors, there was plenty of room to just relax and enjoy each other's company. There were plenty of windows to keep us connected to the outdoors and the view was perfect from every direction. Rolling green pastures speckled with horses! Very private! Highly recommend!
Guest favourite
Home in Georgetown
4.91 out of 5 average rating, 32 reviews

26 acre farm sleeps up to 30

JoeRating, 5 stars2 weeks ago
Larry was easy to work with and quick to respond. The home was beautiful and perfect for our large group.
Top guest favourite
Home in Georgetown
4.98 out of 5 average rating, 104 reviews

Modern Farmhouse/20 acres/9 miles from Horse Park

JonRating, 5 stars2 weeks ago
We’ve stayed in a lot of Airbnb’s and this is by far one of our favorites. The entire house and property are absolutely gorgeous. The rolling hills and pastoral views are incredible. This is one of those houses that you will definitely want to stay at again. Wish we could have stayed longer!!! Jon Seitz
Top guest favourite
Campervan/Motorhome in Lexington
5 out of 5 average rating, 6 reviews

Kentucky Horse Park-some w/site/Golf cart for rent

JenniferRating, 5 stars1 month ago
First time staying in an RV and we're already looking forward to other adventures, in the near future. Property was well kept, thoughtfully prepared and the Host - Krystin was great to work with! They had everything set up and ready to go when we arrived. It was comfortable and convenient. We will definitely be back!
Guest favourite
Farm stay in Lexington
4.82 out of 5 average rating, 28 reviews

Steele’s Run, Quiet 2BR House.

BrandyRating, 5 stars1 month ago
Absolutely recommend staying here y’all! It was SO peaceful & private. The farm house was charming & plenty of space for a set of 4 adults. The property is spacious & lots to explore. The trail system on the land gave us a Sunday morning time to hike before traveling. We loved that our dog was welcome & she loved exploring. One night was not enough & we cannot wait to come back when the pool is open. Thanks SO much from WV 💚

Private, pet-friendly home rentals

Superhost
Home in Lexington
4.48 out of 5 average rating, 25 reviews

Heart of the Bluegrass in SW Lexington

TrenlenaRating, 5 stars19 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.
Cabin in Harrodsburg
4.75 out of 5 average rating, 4 reviews

Lakeview oasis cabin

LucyRating, 5 stars10 months ago
We thoroughly enjoyed our stay at Patricia’s cabin! The surroundings were gorgeous and the cabin was so cute! Perfect spot on the water!
Superhost
Flat in Lexington
4.83 out of 5 average rating, 84 reviews

Blue and gray modern apartment!

JeffRating, 5 stars1 month ago
Cirenia, was a great host. Communicated well and gave perfect direction for the stay. If needed I would stay again.
Flat in Wilmore
4.6 out of 5 average rating, 15 reviews

Fabulous Flat on Walnut

TroyRating, 5 stars12 months ago
Located in quiet neighborhood. Mattresses were extremely comfortable. Everything was as represented. Would stay here again.
Top guest favourite
Home in Lexington
5 out of 5 average rating, 19 reviews

Summer FunZone! GameRm/Hottub/Pets! Veterans Park!

DavidRating, 5 stars1 month ago
This was a great house for our family. Very clean and everything we needed in the kitchen. We had our meals out on the deck. Also loved the game room. My wife and I , our 2 adult children and my 86 year old mother in law played shuffleboard for hours. First time ever for my mother in law and she had a blast (even helped win a couple of games). Harrison is a great host. He kept in communication and while we didnt need much, he was always responsive in just a few minutes. Highly recommend him and this property. In a very peaceful location and fantastic neighborhood. 5 stars all the way!
Guest favourite
Cabin in Wilmore
4.91 out of 5 average rating, 64 reviews

Highbridge River Cabin, Private Dock, EV Charger

CharisseRating, 5 stars1 week ago
Very beautiful home, well appointed, and conducive to relaxation and nature appreciation. We loved the train sounds and bird watching. The hosts are incredibly welcoming and attentive. We look forward to returning!
Guest favourite
Home in Harrodsburg
4.9 out of 5 average rating, 94 reviews

Endless Summer Lakeside Oasis & Boat Rental

VickiRating, 5 stars1 month ago
Anessa is an incredible host! Easy to communicate with and very helpful. She helped us celebrate a graduation, and her place was the perfect spot for us to relax and spend time with family. The home is inviting, cozy and has everything you need. The back deck is so peaceful with an amazing view over the lake. We had a great stay and would highly recommend any of Anessa’s properties, as her character and values shine through in her home and hosting style.
Flat in Lexington

3-Bed Apartment near the Summit

Destinations to explore