Kid-friendly vacation rentals near Rupp Arena

4.97 out of 5 average rating, 139 reviews

A spacious outdoor area is illuminated with soft green lighting, featuring a round inflatable hot tub and a glass-top table surrounded by several chairs. A sunshade provides coverage while the wooden fence offers privacy, contributing to the inviting atmosphere.

Home in Georgetown

Hot Tub Hide-A-Way | Horse Park 11min/Ark 30min

Entire Luxury Home Hide-A-Way In Down Town Georgetown, KY. Featuring An Inflatable Hot Tub, Purple Mattress (Queen), Additional Pull Out Couch Bed, 65in 4K TV. *Please No Shoes* Security System/Cameras (Door Bell & Back Yard) 5 min Walk To Local Restaurants/Bars - Local Feed, Galvins etc 12 Min KY Horse Park 30 Min Ark Encounter 🚨 Ask about our 3 bedroom home “The Retro” directly behind this listing for traveling friends / family who would like to book close but stay in separate homes. 🚨

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.

4.89 out of 5 average rating, 147 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

4.93 out of 5 average rating, 156 reviews

A charming cottage is surrounded by a manicured lawn and mature trees, showcasing a brick exterior and a circular front path leading to the entrance. Nearby houses reflect uniqueness, contributing to the friendly neighborhood atmosphere.

Cottage in Lexington

Retro Mid-Century English Cottage

Just minutes to Keeneland and Red Mile. You’ll be glad you found this hidden gem in the Horse Capital of the World. Close to everything but in a safe and friendly neighborhood. Within ten minutes (or less) to Keeneland, Downtown, Rupp Arena, The Distillery District, UK, Masterson Station Park, Legacy Trail, The Arboretum or a scenic drive down Old Frankfort Pike. Our cozy cottage boasts two bedrooms with queen beds, a huge back yard with privacy fence to relax in, wi-fi, and large screen tv.

4.91 out of 5 average rating, 244 reviews

A compact kitchen showcasing wooden cabinets and granite countertops. Stainless steel appliances include a gas range, microwave, and refrigerator. A coffee maker sits on the counter. A small wooden dining table with black chairs is positioned beside the door, which features a natural wood finish.

Apartment in Lexington

Clean Private Studio w/Full Kitchen (Wildcat Den)

This private studio apartment is in a historic triplex near the University of Kentucky and downtown Lexington, KY. There are two large rooms - a kitchen and a bedroom - in addition to the small bathroom. The bedroom has a comfy queen bed and a full-sized futon couch (for an additional sleeping option). The kitchen is fully stocked with dishes, pots, pans, and utensils. Forget something? Kroger grocery is only 1/2 block away, as are a variety of local restaurants, bars, and retail stores!

The living room features vaulted ceilings and an open layout. A sectional sofa and a reclining chair offer comfortable seating, while a coffee table sits centrally. Light hardwood flooring and soft wall decor contribute to a bright and airy ambiance. A large TV is mounted on a nearby wall.

4.99 out of 5 average rating, 104 reviews

Newly renovated upscale house with high ceilings

Get away and cozy in at this clean and comfortable two bed, two bath private home centrally located in a convenient, quiet neighborhood less than a five-minute walk to Kroger, restaurants, coffee, and a yoga studio. Easily accessible to Fayette Mall and UK by car. Fully equipped kitchen for cooking meals, reclining sofa for relaxing, 65" TV, books and games. One new Sealy king bed and a bunk bed with one double and two twin mattresses (one trundle). Washer and dryer available for your use.

4.99 out of 5 average rating, 118 reviews

A charming stone cottage with a gabled roof is set back from a winding driveway, surrounded by landscaped gardens. The entrance is flanked by trees and shrubs, creating a serene and inviting environment. A foggy atmosphere adds a touch of mystery to the scene.

Guesthouse in Lexington

West meets South in this Garden Cottage Retreat

STR PERMIT #15078463 A cozy backyard cottage nestled in historic Pensacola Park, part of the national register of historic places. Conveniently, located along Hwy 27 (Nicholasville Road). A stones throw from the University of Kentucky, Kroger Field, 3 hospitals (Baptist Health, UK, and Children's Hospital), and Lexington's celebrated state botanical garden: The Arboretum. This standalone cottage features one dedicated parking space, full amenities, garden views, and artistic embellishments.

A welcoming living area features a light gray sofa adorned with patterned cushions. A round pink coffee table is centrally placed, holding a tray of magazines. Natural light enters through large windows, illuminating the space, while a ceiling fan enhances airflow.

4.94 out of 5 average rating, 729 reviews

Adorable, Clean Lexington Cottage, Convenient to Everything

You'll love this bright, well-decorated home away from home! Located in an OPTIMAL location for all that Lexington and surrounding areas have to offer. Safe neighborhood. Xtra long driveway. Comfy beds. Fully fenced in backyard and large patio-NEW PHOTOS COMING SOON! *IF YOU HAVE MORE THAN 2 PETS, YOU MUST CONFIRM WITH ME BEFORE BOOKING. $40 P/PET FEE BEYOND 2. TOTAL # OF PETS ALLOWED DEPENDS ON TYPE/SIZE. YOU ARE RESPONSIBLE FOR ANY DAMAGE/STAINS TO BEDDING, FURNITURE, LANDSCAPING, ETC...

4.97 out of 5 average rating, 103 reviews

Home in Georgetown

The Luxe/HotTub/Playground/12min KHP/30min Ark

Experience the perfect blend of old charm and contemporary. Nestled on a tranquil street, you'll find yourself just a short stroll away from boutique shops, delectable dining options, Georgetown College, and picturesque parks. Additionally, the Kentucky Horse Park and interstate access are conveniently minutes drive away. Outside, indulge in your very own private backyard retreat, complete with a soothing hot tub , stone grill for al fresco dining pleasure, and a playground for the kiddos.

Superhost

A comfortable living area features a light gray sofa adorned with decorative pillows. A patterned armchair sits adjacent to the sofa. A wooden coffee table is centered on a soft area rug, while natural light enters through two windows, brightening the space.

Apartment in Lexington

4.9 out of 5 average rating, 100 reviews

Hidden Gem|One Bedroom Apt Downtown Lexington

Our One Bedroom Apartment is conveniently located near Downtown Lexington; University of Kentucky, Transylvania, Thoroughbred Park, The Legacy Trail, Restaurants, Fine Dining & Nightlife. It is a Guest Favorite for many travel nurses! They call it their favorite tucked away spot. Martine’s Pastry conveniently located next door. Walk-able to nearby yoga studios, Historic Lyric Theater, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Approximately, 5 miles from I-75\I-64.

Superhost

The living area features a gray couch and two matching chairs, arranged around a round coffee table. A large wall clock and a television are positioned strategically for viewing. Natural light filters in through a nearby window, enhancing the soft color palette of the room.

Bungalow in Lexington

4.91 out of 5 average rating, 244 reviews

Near Downtown, Red Mile, Keeneland, UK

Beautiful bungalow with spacious backyard. 5 minutes to Rupp Arena/downtown, 11 minutes to Keeneland, walking distance to Red Mile, and just minutes from UK. We hope you experience a sense of calm as you enter this clean & soothing space. Sleeps 4 comfortably plus one adventurous 5th wheel who doesn't mind a couch bed. Plenty of parking, new LVP flooring, and a new privacy fence in back yard. ROKU TV, basic kitchen amenities, and a washer and dryer on site. License: 15063217

4.98 out of 5 average rating, 151 reviews

A bright living area features a high, wooden ceiling with exposed beams. Two colorful armchairs, complemented by a cozy blanket, are positioned around a circular wooden table. A television is mounted on the wall, and light filters through a nearby window.

Home in Georgetown

Creekside Kentucky Cottage

2 bedroom, 1 bathroom creek side cottage located minutes away from many attractions. Whether you are in town for a bourbon tour or two, to visit your kids at college, or a stroll along horse country, Central Kentucky does not disappoint! Located on Elkhorn creek, enjoy fishing and wildlife with creek side living. Across the creek there is a walking trail that leads to a dog park. Watch kayakers and boaters launch across the creek from you, or bring your own and join in!

A living area features a dark leather sectional sofa and a patterned accent chair, providing ample seating options. A low coffee table sits on a colorful area rug, while natural light fills the space through nearby windows. A door leads to the exterior.