Pet-friendly holiday 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 favourite

Home

4.98 out of 5 average rating, 60 reviews

Clean 3-BR House. Free Parking. Wi-Fi. Smart TV.

3 BR, 1.5 bath, 1-story House on cul de-sac. Wi-fi, Smart TV (No cable). Kitchen Table w/6 chairs. Mattresses new (2022). Sleeps 6 (2 Kings & 2 Twins). Love seat added for extra seating. New washer & dryer (2024). Dog friendly. Backs to Man O War Blvd., small deck. Trees for privacy. 1.7 miles to The Summit (Restaurants/shopping), 5.5 miles to UK, 6.5 miles to Rupp, 8.1 miles to Bluegrass Airport, 11 miles to Keeneland, 17 miles to KY Horse Park. Please keep dog off couch, if possible. No fence.

Guest favourite

Chalet

4.9 out of 5 average rating, 136 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!

Guest favourite

Cottage

4.98 out of 5 average rating, 226 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.

Guest favourite

Home

4.88 out of 5 average rating, 138 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

Guest favourite

Home

4.95 out of 5 average rating, 63 reviews

Large, 1980's 3BR w/full basemt in Upscale area

Spacious 1980's, two story, 3 bedroom, 2.5 bath in desirable Lexington, Ky neighborhood. Two Queen beds, One twin bed, two pull out Lazyboy 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

Guest favourite

Home

4.9 out of 5 average rating, 134 reviews

Hartland's Hideaway- 2 King Beds

Welcome to Hartland's Hideaway, nestled in the highly desirable Hartland Neighborhood. This home offers the perfect blend of comfort & convenience, ensuring a wonderful stay. Here you will find two inviting bedrooms, each boasting a king bed, & two full bathrooms! The kitchen has everything you need- from essential cookware & utensils to complimentary coffee & sugars. Enjoy the Kentucky weather in our fenced in back yard with string lights & a gas fir-pit. We love it here & think you will, too!

Superhost

Home

4.77 out of 5 average rating, 93 reviews

Charming Tri-Level Cottage with Outdoor Serenity!

Enjoy tranquility and charm. This tri-level cottage is sure to surprise. This spacious 3 bedroom home features an updated and well equipped main level kitchen and dining area with comfortably sleeper seated living room. One level up, two generous bedrooms feature a queen sized bed in one suite and two full sized beds in the other. A guest bath finishes the upper level. Below the main level is a den with third room for the kids! Bring the RV! The deck and yard await family fun and more!

Guest favourite

Home

4.87 out of 5 average rating, 145 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!

Guest favourite

Cabin

5 out of 5 average rating, 5 reviews

One Particular Cove “The Jane”

Welcome to one of the most private lake homes around with direct lake access and centrally located to 3 marinas with-in 1.5 miles. This peaceful home on the lake is situated on a very rare 1.7 acre double lot with over 300’ of frontage and backyard with dozens of mature trees. The 2,500’ SF 4 bedroom home was remodeled in 2024 to host both small and large groups alike as comfortably as possible. So if you’re looking for a unique private setting, this is truly it! Your adventure awaits!

Superhost

Home

4.86 out of 5 average rating, 49 reviews

Lakefront property - Higher Ground

Welcome to our stunning lakeside retreat on Herrington Lake! Nestled amidst serene surroundings, our property offers the perfect getaway for guests seeking relaxation and adventure. With 6 bedrooms, 3 bathrooms, and sleeping accommodations for up to 14 guests, there's ample space for families and friends to unwind and create lasting memories. Recently renovated in 2022, our home boasts modern amenities and stylish decor, ensuring a comfortable and enjoyable stay for all.

Guest favourite

Home

4.86 out of 5 average rating, 58 reviews

Hartland: Newly Renovated 2 King Beds, Fenced Yard

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.

Superhost

Home

4.79 out of 5 average rating, 48 reviews

The Herrington

The home is located in the quiet Herrington Lake area with a short walk to view the Lake. This beautiful home features 3300 square feet with a cozy cabin feel and all the modern amenities including two kitchens. The cabin layout provides two comfortable common areas on both floors with TVs and complimentary Wifi. The perfect place to getaway from busy demands to reconnect or find exciting adventures on the Lake.