Holiday rentals with a home cinema in Kentucky

5 out of 5 average rating, 50 reviews

The exterior of a stately two-story home is illuminated at dusk, showcasing classic architectural features, including columns and large windows. A landscaped front yard surrounds the circular driveway, where barrels are positioned near a fire pit, creating a welcoming atmosphere.

Home in Frankfort

Private Estate•Sauna•Speakeasy•Fire Pit•Golf Sim+

Welcome to Proof of Life by LIVE & TRAVEL HOMES! Where bourbon flows, golf swings & laughter echoes. With a speakeasy, golf sim, sauna, hot tub, fire pit, game & theater rooms, this is where you press pause -- and play. From the moment Spirit greets you & Baby Thunder stands guard by the flames, one thing is clear: You’re alive, and this is living. Reset, reconnect, and raise a glass: life is worth savoring. Bourbon country has never felt more personal. Minutes from Buffalo Trace & Castle & Key.

4.98 out of 5 average rating, 105 reviews

King of the Highlands * HUGE 7BR 6BA->Game Room

✨ Exciting upgrades launching late March (photos coming soon): Hot tub 🛁, fire pit lounge 🔥, luxury theater room 🎥, poker / game room 🃏, themed rooms 🎭, and super high-end finishes throughout. This massive 7BR offers 10 beds, 6 baths, pool table 🎱, Golden Tee 🕹️, multiple 4K TVs 📺, private patio with BBQ 🔥, and parking 🚗. Prime Highlands location near Bardstown Rd dining, nightlife, and entertainment. Derby, Bachelor party, work retreat, Bourbon tour, concert, tournament - Search Over!

The charming brick exterior of the house is complemented by large windows and a peaked roof. A well-maintained lawn features vibrant yellow daffodils in the foreground, creating a welcoming entryway framed by steps leading to the front door.

4.99 out of 5 average rating, 294 reviews

★WorldlyHighlands★LARGE Kitchen, FASTWifi, Parking

Upper Highlands home in privileged location w/ keyless entry. A block from Bardstown Road, close to I-264 for fast commutes and all the HIGHLANDS excitement. Harmony of convenience & quiet allows for perfect stays for families, couples, business/vacation travelers alike. •4 bedrooms (includes basement), and 4 SMART TVs •Large kitchen, appliances, 2019-23 •PARKING up to 4 cars •Back porch GAS GRILL •Patio furniture * FIRE PIT, added Oct-2024 •Super Fast fiber-optic WiFi •Samsung Washer&Dryer

4.89 out of 5 average rating, 105 reviews

A wooden sign displays the name 'Misfit Farm,' featuring a painted design of a red barn, a tree, and a cow against a rural backdrop. The sign is framed by natural wood and positioned near a fence lined with green grass.

Home in Paris

Misfit Farm

Need to get away? Misfit Farm sits 700’ from the road, offers 3 bedrooms, a spacious kitchen & dining area for family meals and a theatre room to enjoy. 2 bedrooms have queen beds and 1 has a twin daybed with a trundle underneath. After a long day you can enjoy the 10' x70' covered porch while watching the sunset. 6 guests can make this a home base for visiting local farms, horse events and bourbon trails. We are just 40 minutes from Lexington where you can enjoy Rupp Arena & Keeneland.

4.94 out of 5 average rating, 33 reviews

Home in Bloomfield

Triple Crown Estate | Bourbon Room | Spa | Pool

Your Kentucky Dream Awaits: Kentucky’s Most Spectacular Sunset Views Private Bourbon Tasting Room Private Cinema +Poker Room + Billiard Lounge Stunning 16-ft Ceiling Living Room w/ wraparound sectional, bar & lounge Private Saltwater Pool + 6-Person Hot Tub + Handcrafted Barrel Sauna 6 Private Acres w/ stocked pond & fire pit for 12 ppl, perfectly positioned for sunset magic Grand Dining Deck w/ BBQ, built-in hot tub overlooking the estate Covered Gazebo w/ Bar Just 12 Min from Bardstown

4.98 out of 5 average rating, 184 reviews

6 King Beds | Hot Tub | Highlands Mansion

• 6 King Beds, 1 Queen & 2 twin pullouts • 2 Fully equipped + stocked kitchens • Onsite, secured parking 6+ vehicles • 2 Living Rooms • 5 Bathrooms • 1/2 acre backyard 12min drive to downtown Louisville 10min drive to Churchill downs and Kentucky Derby Strictly no outdoor deck use/noise after 10pm *Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required* *All guests required to to sign a rental agreement*

Superhost

A large, in-ground pool reflects the surroundings, framed by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a spacious deck attached to the house. The inviting outdoor space is ideal for relaxation and enjoyment.

Home in Lexington

4.85 out of 5 average rating, 138 reviews

4 BR 3 Bath 9 beds! Hot Tub, Pool, Movie room!

Welcome to The Komi. This 4 bed, 3 bath home is an oasis in the middle of Lexington. This cozy getaway has SO much to offer; in ground pool, hot tub, stone fire pit, and thats just the outside! Inside boasts an open floor plan living area with a HUGE dining table. Three bedrooms upstairs along with two baths. Downstairs is the perfect place for the kids with bunk bed trundles that sleeps up to 8. Oh, and did I mention the home movie theater! The Komi has it all!

5 out of 5 average rating, 64 reviews

Cabin in Campton

Sauna · Hot Tub · Outdoor Movies · Couples Retreat

Just minutes from RRG's best trails, you can spend the day exploring, then come back and actually recover. Soak in the private hot tub tucked in the forest, sweat it out in a cedar barrel sauna, watch a movie under the stars from the deck, sleep in a king bed with nothing but trees outside the window. Most guests say the cabin is better than the pictures. A few have never left the driveway. The kind of weekend you'll be talking about on the drive home.

Guest suite in Louisville

The inviting bedroom features a spacious bed with white linens and a soft green throw. A mounted projector is positioned on the ceiling, with greenery-patterned wallpaper creating a serene ambiance. Two bedside tables with lamps and a bench at the foot of the bed enhance functionality.

4.99 out of 5 average rating, 228 reviews

Olive Branch Suite with projector screen in E Lou

This suite is a beautiful private retreat complete with a projector for watching your favorite streaming service for the ultimate movie night. Centrally located and within 10-20 minutes of numerous local hospitals, universities, as well as various restaurants and downtown destinations, our guest suite offers a peaceful retreat in a convenient and safe location. We also provide a fold out desk that guests can use for a remote work space if desired.

4.98 out of 5 average rating, 444 reviews

A two-story brick house is set among green grass and trees, with a gravel driveway leading to it. A black wooden fence borders the property, and vibrant yellow flowers are visible in the foreground. The outdoor space exudes a sense of openness and tranquility.

Farm stay in Georgetown

Great Crossings Goat Farm & Apiary

Our solar farm lies in the heart of the bluegrass! We live near: Old Friends Farm, the KY Horse Park, and 35 minutes from UK, Keeneland, The Ark, and 5 distilleries. We live on a small 6 acre farm with cows, sheep, goats, & chickens. Drop by the barn and meet & feed the sheep and goats! You also can watch a movie with them with the little "theater" in the barn. Our house is pretty much a duplex--two houses under one roof, both separate.

The entrance showcases a charming stone facade with double red doors flanked by decorative light fixtures. Steps lead up to the porch, surrounded by well-maintained landscaping and a decorative barrel. Natural light illuminates the inviting pathway.

4.97 out of 5 average rating, 102 reviews

Whiskey Business

Renovated, Derby/bourbon themed rustic farmhouse. Fabulous location, just steps away from 6 night clubs and over 40 restaurants. It's rated for 16 guests and has 6 bedrooms with 9 beds and 4 pull out couches (and 4 baths). In the finished lower level there is foosball, e-pinball, a multigame and a home theatre where the kids can fall asleep to a movie. FYI there is a no cancellation policy for Derby, LTL & Bourbon & Beyond concerts.

A large wooden dining table is centered in the room, surrounded by wooden chairs. Two framed vintage world maps hang on the walls, adding an earthy tone to the space. A simple vase with greenery sits atop the table, enhancing the natural decor.