Smoking-friendly holiday rentals in Southern Indiana

Artistic 3 Bed Apartment 4 Creatives

Welcome to this smoking space in Indianapolis designed 4 creatives. This space is minutes from downtown and located above CityDump Records (A Hip-Hop Recording Studio). Enjoy the art, outside fire pit/grill, full kitchen, jetted tub, 3 Beds, and Tv's in every room. This listing IS NOT for light sleepers. Music can be heard from studios below. Miles to: 3 - TCU Amphitheater 2 - Lucas Oil / Convention center. 2.3 - Gainbridge Fieldhouse 4 - Indy 500 6 - Airport Blocks from IndyGo bus route 24

LAKE HOUSE at Crooked Creek Retreat - Kayaks

Relax at Crooked Creek Retreat next to Lake Monroe, enjoy your stay kayaking, swimming, hiking, please be considetor just unwind on the deck or next to the fire pit while being by the waters edge. Visit Brown County State Park or Historic Nashville, all within 30 minutes, We are located in a waterfowl resting area of Monroe Reservoir. 2 Canoes and 5 Kayaks available for use or bring your own. Wi-FI, Cell Phone Booster. Come enjoy the Serene Beauty of Lake Monroe and the many activities offered

The Log Cabin at StoneLedge

Please note the Log Cabin is a private home BUT the entire cabin is not avaliable for use when booking 4 guest or less. Nestled on an expansive 80 acre horse farm the log cabin is the perfect escape. Hike the 30+ acres of woods that boast a creek and waterfall. Relax on the cozy front porch while enjoying the sounds of nature. The Log Cabin is 10 minutes off of I71 exit 22. Less than 3 minutes to Ashbourne Farm & approximately 10 minutes to Hermitage Farm. ***PLEASE READ THE ENTIRE LISTING

Bluegrass Country Cottage

Enjoy a quaint, private, quiet & charming little place to call your own, on a small, working (seasonal) Thoroughbred horse farm. Green acreage, lovely scenes and sunsets. Located in horse country, between historic Winstar Farm and Lane's End Farm, just a short drive to small town USA, Versailles; historic Midway; and to the nearby City of Lexington, home of the Kentucky Wildcats, Horse Capital of the World, Bourbon Country & so much more. Pets allowed (2 max), well behaved, pet fee applies.

YOUnique 3+ bedroom, spa/hot tub, huge deck

Our place is close to Indiana University, IU athletics, I-69/37 to Indianapolis, great views, family-friendly activities, nightlife, restaurants and dining. You’ll love our place because of the privacy - and the friendly neighbors (us), the beautiful outdoor space, the kitchen/great room, the hardwood floors, and the volleyball court and large yard. Our place is good for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets - but no cats).

12 Guest/Top Area /Families/Park

Welcome to our Family Airbnb 1- Great Location in residential neighborhood 2- 20 Min to Kentucky Derby Museum 3 - 20 Min to Louisville Mega Caverns 4- 15 Min Evan William Bourbon 5- 20 Min Churchill Down 6- Designed for 2 guests (3 Queen Bed, 1 double Bunk bed, 1 Queen Air Mattress) 7- Free Parking (2 Cars Inside and 2 Cars Outside) 8- Fully Equipped Kitchen 9- Fast Wi-Fi 10- Quiet and Safe Area 11- Private Patio 12-24/7 Available Host 13- 2 Smart TVs 14- Laundry In Unit

Guthrie Meadows Yellow Door Glamping Cabin

Easy access to the cabin with parking in front of the cabin for easy unloading. Our cabins have AC/Heat and MINI FRIDGE! The cabin is heated by an electric fireplace and cooled by an in wall air conditioner. Queen bed with fitted with mattress cover and fitted sheet. Blankets and pillows are provided by you. A dry sink are in each cabin as well as a mini fridge and coffee maker are provided. Fire pit is just outside the cabin along with private picnic table.

Oak Cabin: Lakefront & Pet Friendly, 2bed/1bath

Let the stress soar away at the pet-friendly Oak Cabin! This cabin is the perfect place to relax and renew for families and friends. It offers the most breath-taking views of the lake during sunrise and sunset. There is a gas grill for perfect summertime burgers, a trolling boat for exploring the beautiful lake, and a picturesque hiking trail. Spend your day on the porch swing, with no city sounds to ruin the silence and no city lights to hide the night sky.

Swans Nest

If you are looking for a place to get away from the stresses of life this is it. You can fish on our 10 acres lake, walk thru the woods or just relax on the porch swing. Only 5 minutes from the nearest town, 30 minutes from Terre Haute and 40 minutes from Indy. Front porch faces a walnut tree grove and back porch faces 10 acre lake. At least 3 State Parks are within 20 miles of this property. Also super close to the Parke County Covered Bridge Festival.

Downtown Penthouse Loft- Free Parking & Elevator

A warm, comfortable downtown loft with garage parking — ideal for work trips, longer stays, or a quiet city escape. It’s a true city loft — open, airy, and easy to live in while still being right in the middle of everything. Located in a historic downtown building, the condo sits on a quiet residential floor, making it a calm, comfortable place to come back to after a day out. Secure garage parking and elevator access make coming and going simple

Seclusion at it's best! Private lake and cabin.

This remote location in south-central Indiana is perfect for someone looking for total seclusion. Make sure to grab your groceries on the way out. The 3 bedroom/2 bath cabin is situated in the middle of 370 private wooded acres on a 14 acre lake exclusively for your enjoyment. Bring your fishing gear or feel free to use ours. There are miles of trails and logging roads to roam and explore. Help yourself to hunt mushrooms while in season.

The Rickhouse ~ NULU ~ Bourbon Enthusiast’s Oasis!

Rickhouse: A structure designed to store and age distilled spirits. Sparked from a passion for fine spirits and the idea that a home can contain all the makings to craft the perfect cocktail, the Rickhouse was born. Featuring chesterfield leather seating, a vast collection of cocktail glasses, regulated 4-tier humidor and spirits-centric art, it strikes the perfect match of comfort and eccentricity. Cheers and enjoy The Rickhouse!