Holiday rentals with outdoor seating in Lexington

School Bus Tiny Home 30min from RRG/Natural Bridge

School bus converted into tiny home. Secluded 11.5 acres tucked into the trees. Well thought out floor plan equipped with kitchen, bathroom, and shower. Sleeps 4 guests. 1 queen and 1 bunk bed. Flat screen TV/DVD player located in both living room and main bedroom. Stainless steel sink, butcher block countertops, refrigerator/freezer, pullout pantry shelves, storage for clothing and luggage under each bed. TV dinner trays, over 200DVD's to choose from. Composting Toilet. Outdoor Fire-pit & Grill

The Fillys

This is our home and my Wife and I reside upstairs, The available space is our basement with a private entrance, large living room with YouTube TV, and comfortable seating for 7 people. Microwave & coffee machine with a mini fridge. Two bedrooms are available, each with a queen bed. A full bathroom and laundry. Back patio overlooking Cross Keys park with a pond and walking track. Downtown and Fayette mall are 10 minutes away, Keeneland race course and the airport are 5 minutes from the house.

Paradise Cottage Enjoy lake Views and Lake Access!

Relax and enjoy! Great Herrington Lake views with lake access at Paradise Cottage! Peaceful private setting on one of the most beautiful parts of the lake. Located Mins from Multiple marinas, Bourbon trail, golf courses, Centre College/Asbury University events. 3 bedrooms, 5 beds, 2 full bathrooms, washer/dryer, newly remodeled. Sleeps 9. Includes: wi-fi, Hulu, 2 TVs, multiple decks, covered side patio, fire pit, gas grill, corn hole, kayaks and lily pad included with stay! Four parking spaces!

Maryland Luxury Downtown Manor

Our Maryland Manor was designed to be a true Home away from Home.. with an indoor Slide for extra Fun!! Grab coffee, sit in the sleeping porch and slide back down for a refill! A creative, historic oasis perfect for exploring downtown Lexington! Located Downtown, Minutes walk to Rupp, Dining, Galleries, Night Life and Next Door to the Apiary. Paired with Off Street Parking and a large backyard, this stylish place to stay is perfect for group trips. We can’t wait to welcome you to our Home!

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.

Walk to dinner! Best bourbon location! Hottub!

🥃 Bourbon Trail Distilleries & History Maker’s Mark Distillery Limestone Branch Dist. / Yellowstone Willett Distillery Heaven Hill Bourbon Experience Lux Row Distillers Preservation Distillery Bardstown Bourbon Company ALL UNDER 20 MILES! 🌳 Parks & History * Lincoln Homestead State Park My Old Kentucky Home 🍷 Wineries* Jesters Winery McIntyre’s Winery 30-50 Miles 30 Wilderness Trail Distillery 30 Jim Beam American Stillhouse 50 Buffalo Trace Distillery 50 Woodford Reserve

Hot Tub | 7 Beds | Fire Pit | Patio & Grill

Totally remodeled, one and half story in the heart of Southland. The open floor plan includes new hardwood flooring, a totally equipped kitchen with new stainless steel appliances and granite countertops, all leading to a new deck off the eat in kitchen. The first floor offers two bedrooms with an updated bath and 2 linen closets. Upstairs you will find 2 very large bedrooms, with great closet space and tons of natural light, sharing a jack and jill bath with 48 inch vanities.

Wishing Well Guesthouse On The Lake

A peaceful, waterfront guesthouse in a serene quiet neighborhood. On 2 acres of rolling hills, this choice location will be a peaceful getaway. Updated furnishings and appliances in this beautiful, open concept living space with a gas fireplace inside or a rustic fire pit outside. Close to lake marina rentals. #Center College #Pioneer Playhouse #Brass Band Festival #Pasture at Marksbury Farm #KY BBQ Festival #Bourbon Trail #Norton Center For The Arts #127 yard sale

Sunset Over Lex-Downtown w Deck at Rupp Arena

Spacious, light-filled apartment across from Rupp Arena, walkable to downtown and UK's campus. The bedroom features a king sized Sealy mattress and plush bedding. Enjoy a gorgeous bathroom, full kitchen, and huge second level deck overlooking Rupp. Located in a historic building but newly renovated, top to bottom. Equipped for remote work or relaxation with high speed internet and a Smart TV. Free parking for easy access to conventions, concerts, and games.