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

An airy living space is showcased, featuring large windows that invite natural light and provide views of the surrounding fields. Comfortable seating arrangements with a mix of couches and chairs are positioned around a central area rug, highlighting a handcrafted coffee table and a wood stove.

Chalet in Wilmore

4.91 out of 5 average rating, 142 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!

Top guest favorite

A serene dock extends over the calm river, framed by lush greenery on either side. Two chairs sit nearby, while a black dog rests peacefully on the wooden surface, enjoying the tranquil surroundings and clear blue sky.

Cottage in Wilmore

4.98 out of 5 average rating, 264 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.

Top guest favorite

The deck area is partially illuminated at night, featuring a comfortable seating arrangement with cushions. An American flag gently flutters nearby, surrounded by lush greenery. A decorative area rug adds a touch of warmth, complementing the tranquil waters visible just beyond the railing.

Home in Harrodsburg

5 out of 5 average rating, 23 reviews

The Blue Heron Lakeside Chalet

Welcome to The Blue Heron Chalet, where tranquility meets breathtaking views on the shores of Herrington Lake. Our charming A-frame invites you to unwind in the serene beauty of Kentucky. Whether you're seeking a romantic retreat, a family vacation, or a gathering of friends, our lakeside chalet promises an unforgettable experience filled with relaxation, adventure, and cherished memories. Welcome to your home away from home in the heart of the Bluegrass and minutes away from the Bourbon Trail

Guest favorite

An open-concept kitchen features a large island with seating for four, complemented by granite countertops and new stainless steel appliances. Bright pendant lights hang above, while a cozy living area with a fireplace and exposed beam ceilings creates an inviting gathering space.

Home in Lexington

4.88 out of 5 average rating, 156 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

Top guest favorite

A single-story brick house is nestled among greenery, featuring a front porch with steps leading to the entrance. Large windows are adorned with blue shutters, enhancing the inviting facade. A well-maintained lawn extends to the sidewalk, with flower beds adding a touch of color.

Home in Lexington

4.95 out of 5 average rating, 84 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

Top guest favorite

A yellow house is featured, set against a backdrop of bare trees and blue sky. A concrete pathway leads to the entrance, which is framed by a railing. The surrounding grass provides a natural feel, while glimpses of water and boats are visible in the distance.

Home in Lancaster

5 out of 5 average rating, 30 reviews

Lake side Bluff at Sunset Marina

Herrington Lake! Beautiful home located next to Sunset Marina and Resort at Herrington Lake. Located minutes from Kennedy Bridge on the Lancaster Kentucky side of Herrington Lake. Outstanding lake view with a parklike setting close to Marinas and Restaurants. Home is fully appointed with all you need for a comfortable retreat! Spend the day on the lake and relax on the deck and watch the boats go by. Located in a no wake zone and only minutes from local marinas and nearby towns. Well Kept!

Superhost

A comfortable living area features a blue velvet sofa with decorative pillows, positioned in front of a modern glass coffee table. A mounted television displays a serene landscape. A cozy fireplace is situated beneath the TV, complemented by light-colored walls and a patterned area rug.

Apartment in Lexington

4.82 out of 5 average rating, 94 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.

Guest favorite

An airy living room is presented with large windows allowing natural light to fill the space. Modern furnishings include a dark sectional sofa with a red throw and a sleek entertainment unit. A ceiling fan adds a practical touch, while a cozy seating area features two chairs.

Apartment in Versailles

4.73 out of 5 average rating, 41 reviews

Spacious Apartment With Hidden Room

Welcome to your newly renovated cozy modern farmhouse apartment. It is large, bright, airy and welcoming. There is a large bedroom with an queen bed and an oversized closet. The kitchen is clean and simple with granite countertops. The living room is open and spacious. The bathroom sports a soothing jacuzzi tub soak while the jets relax muscles relax in the multiple jets. There is a dedicated washer and dryer. This apartment is attached to the house but there is no shared indoor space.

Top guest favorite

A spacious living area features a comfortable grey sofa and armchairs arranged around a white coffee table. Light-colored curtains frame large windows, while a dining area with a dark wood table is visible in the background, alongside a modern kitchen with stainless steel appliances.

Home in Lexington

4.9 out of 5 average rating, 193 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!

Top guest favorite

A welcoming living area is featured, accentuated by a cozy gray loveseat draped with a yellow throw. Two blue accent chairs are positioned around a rectangular coffee table. Natural light filters through white curtains, enhancing the space's openness.

Home in Lexington

4.97 out of 5 average rating, 70 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. Sleeps 6 (2 King & 2 Twin). Love seat added for extra seating. New washer & dryer (2024). Dog friendly - no fence. Backs to Man O War Blvd., small deck. Trees for privacy. 1.7 miles to The Summit (Restaurants/shopping), 5.5 miles to UK, 8.1 miles to BG Airport, 11 miles to Keeneland. If you plan to plug in an electric car, it will be $6/day. Please let us know if cover needs to be unlocked.

Top guest favorite

A spacious guest house is set against a clear blue sky, featuring a wraparound porch with white railings. The exterior showcases a combination of light siding and wooden accents, with dormer windows adding charm. Lush green grass surrounds the property.

Home in Versailles

5 out of 5 average rating, 28 reviews

Home in Versailles on the Bourbon Trail

Guest house on beautiful 172-acre Country Estate in Versailles, KY (Woodford County). Large 4bd/3bth home located directly on Kentucky's famed Bourbon Trail and 15 minutes from the historic Keeneland Racetrack and Bluegrass (Lexington) airport. Bourbon fans will enjoy proximity to famous distilleries such as Woodford Reserve, Four Roses, Buffalo Trace, and more. Visit the locally famous Kentucky Castle and enjoy all the activities of the world renown Kentucky Horse Park and museum.

Superhost

An airy kitchen is presented with a marble countertop, showcasing a modern sink and stylish faucet. In the background, large windows allow natural light to fill the open living space, revealing a cozy seating area with a fireplace and lake view.

Home in Lancaster

4.79 out of 5 average rating, 66 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.