Pet-friendly vacation rentals in Jessamine County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Jessamine County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Cottage in Wilmore

4.98 out of 5 average rating, 165 reviews

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

Oct 18 – 25

G$26,324 GYD per night

Guest favorite

Chalet in Wilmore

4.9 out of 5 average rating, 126 reviews

Timberframe on Farm Lexington, KY Solar Power

Our home and farm is very secluded and overlooks the KY River situated on the top of the Palisades. Minutes from Lexington, Keeneland, Shaker Village, Bluegrass Airport and the Bourbon Trail 5 bedrooms, vaulted ceilings, a 3000 SF home with screened porch and a hot tub. We have a good layout for wheelchairs and a portable wheelchair ramp if needed. Fire Pit, hot tub and hiking trails available. We use solar power for our energy needs! Our pond has no fish but we can direct u to a place to fish!

Oct 10 – 17

G$89,144 GYD per night

Guest favorite

Home in Lexington

4.9 out of 5 average rating, 115 reviews

Fully Renovated | Finished Basement | Luxury Beds

Newly Renovated!! Check out this Charming 4 bedroom 2.5 bath ranch style home. This home features tons of improvements including new flooring, new custom kitchen cabinets, kitchen island, back splash, granite countertops and brand new stainless steel appliances! The bathrooms feature new custom shower and new vanities. Full finished walk-out basement and fresh paint throughout! Video Surveillance: – The Property has 1exterior cameras placed as a doorbell camera. This video footage is not shar

Mar 30 – Apr 6

G$95,853 GYD per night

Guest favorite

Home in Lexington

4.98 out of 5 average rating, 40 reviews

Large 3BR w/ full basement in Upscale neighborhood

Spacious two story, 3 bedroom, 2.5 bath in desirable Lexington, Ky neighborhood. Two Queen beds, One twin bed, two pull out Lazyboy Sleeper sofas. Two Roku TV's. WIFI Perfect for large families desiring a quiet neighborhood while still within the heart of Lexington. Private driveway & on street parking is permitted. 20 minutes to Keeneland, 10 minutes to Rupp Arena, 8 minutes to the hospitals and UK campus. 5 minutes to Chevy Chase. Walking distance to Kroger and restaurants. ID15082024-1

Oct 28 – Nov 4

G$30,343 GYD per night

Guest favorite

Apartment in Lexington

4.83 out of 5 average rating, 52 reviews

Blue and gray modern apartment!

This place is in a townhouse that has been divided it,your Airbnb is above,your don’t share with anything is designed for the best short-term rental experience.Easy access to the following: - Less than 6 miles Rupp Arena, Kroger Field, Downtown, and UK Campus - 10.5 miles from LEX airport & Keeneland - 4.0 miles from Hamburg Pavilion - 5 minutes to main grocery stores - 5 miles to I-75 2 min access to new circle rd. Driveway parking is available Perfect place to stop to rest from a long road.

Jan 17 – 24

G$21,454 GYD per night

Guest favorite

Home in Lexington

4.88 out of 5 average rating, 117 reviews

Perfect for Traveling Professionals & Vacation!

Traveling professionals, relocation guests, vacation guests, this is the perfect house for you! This 3 bedroom 2 bath ranch-style home w/ a garage has a gourmet kitchen and an open floor plan. Perfectly located in the heart of Lexington in a family-friendly neighborhood near Trader Joes, hospitals, restaurants, the Summit Shopping Center, Fayette Mall and a short trip to Keeneland or downtown Lexington. This is the perfect home away from home. All are welcome! Pet Friendly, per request!

Aug 18 – 25

G$36,847 GYD per night

Guest favorite

Home in Lexington

5.0 out of 5 average rating, 166 reviews

Super Clean 3BR getaway - *King Bed* and Snacks!

Rigorously cleaned! Just take a look at our reviews. Sip coffee on 1 of our 2 patios or in the climate-controlled sun room. Let the kids or dogs roam in our fully-fenced, private back yard while you relax in one of Lexington's best Airbnb experiences. *Please ask about pets before booking. - Bed 1: Master bedroom has a King bed and private bathroom. - Bed 2: Queen bed with bathroom access right across the hall. - Bed 3: Office space with a large desk, closet and single bed.

Jul 16 – 23

G$30,127 GYD per night

Guest favorite

Home in Harrodsburg

5.0 out of 5 average rating, 16 reviews

The River Side Lodge- with private boat dock!

Welcome to The River Side Lodge at the Palisades! Relax and fish by the the river on your own private dock, roast marshmallows by the fire, play in our game room, grill out over looking the beautiful view, or just cuddle up on the couch Netflix and chill 😎 This property offers fun for the whole family, or a sweet get away for couples. While this area is a quiet little getaway surrounded by nature, it is only a 25 minute drive from Lexington and 15 minutes from Nicholasville!

Jun 16 – 23

G$36,237 GYD per night

Guest favorite

Home in Lexington

4.93 out of 5 average rating, 28 reviews

Hartland Bungalow/Newly renovated! 2 King beds

Welcome to our newly renovated bungalow, a charming retreat that blends the eclectic vibes of Boho Glam with delightful horse-themed accents. This 2-king bedroom, 1-bath located in the desirable Hartland area is the perfect home away from home, offering comfort, style, and a touch of whimsy. With two luxurious king-sized beds, complete with new mattresses, mattress toppers, and wonderful linens and smart tv's, you're in for a truly restful and rejuvenating stay.

Jul 4 – 11

G$33,962 GYD per night

Superhost

Home in Lexington

4.85 out of 5 average rating, 105 reviews

Superhost Bluegrass Home Away

SUPERHOST (since 2017). Located in the Lansdowne area of Lexington, a very nice older area of the city. Almost all smooth surfaces. Less than five miles from all major hospitals. Less than a mile from Fresh Market, Walgreens and many other shops and restaurants. All living quarters are on one floor except for the third bedroom and laundry room in the basement. EVERYTHING IS ALWAYS FULLY SANITIZED FOR YOUR PROTECTION.

May 24 – 31

G$26,540 GYD per night

Guest favorite

Guest suite in Wilmore

4.93 out of 5 average rating, 239 reviews

The Roosting Place

Enjoy the comforts of home while visiting charming Wilmore! We are located on a quiet street within walking distance to Asbury University and Asbury Seminary. Our guest suite is located in the daylight basement of our family home and can accommodate up to 4 guests. We are a 20-minute drive from Blue Grass Airport and Keeneland. Only 15 minutes from Shaker Village of Pleasant Hill.

Dec 6 – 13

G$22,077 GYD per night

Superhost

Townhouse in Wilmore

4.94 out of 5 average rating, 18 reviews

“Old Forester” at The Glover House

The Old Forrester is a spacious one bedroom condo in the heart of the bluegrass that will exceed your expectations! It is furnished with a plush king sized bed, two smart TV’s, high speed WiFi and a kitchen with full amenities. This is located minutes from Keeneland, Rupp Arena, Kentucky’s Bourbon trail, and Blue Grass Airport. The perfect place to relax after a long day on the town.

Nov 9 – 16

G$29,804 GYD per night