Vacation rentals in Olmstead

Trenton Industrial Studio

Down a winding country road only 10 minutes from Interstate 24 is a clean newly renovated studio suite in a historic building. The quaint little town of Trenton, Ky a perfect get away town gives a suite with a modern industrial feel and a view of the historic town. It is located above the Traveler’s Lantern Market & Cafe, a full scale coffee and sandwich cafe with handmade farmhouse decor. Trenton also has a boutique, salon, sewing shops and antique store. And a beautiful full park to stroll in!

Private Studio apartment in Russellville, KY

The studio apartment is in city limits and is all yours. There is a full size bed, wifi, fridge, 2 burner stove top, toaster oven, Keurig, smart TV, and essentials; plates, bowls, glasses, pots/pans, utensils, towels, washcloth, ect. Conveniently located across the street from a gas station, and down the street from several fast food restaurants, grocery stores, and 2 public parks. Just a short trip to Bowling Green, KY ,approx 30 miles. And 50 miles from Nashville, TN NO smoking inside.

Cozy Cabin with Private Walking Trail

Relax and retreat to this peaceful rural cabin with modern amenities and charming outdoor spaces situated on a working farm. Enjoy the walking trail through 10 acres of woods or swing while enjoying beautiful country views. Experience the best of both worlds in the historic 19th century cabin with a modern addition. A short drive to quaint downtown Russellville, Auburn, or Franklin KY each with plenty of shopping. The nearby Red River provides opportunities for kayaking, tubing or fishing.

2 Bedroom Hidden Gem, Downtown Clarksville

Kick back and relax in this calm, stylish space. This is a charming home nestled in the heart of Clarksville! This cozy Airbnb is the perfect choice for your stay in the vibrant city of Clarksville. As you step inside, you'll be greeted by a warm and inviting atmosphere. The living room is tastefully furnished, providing a comfortable space for relaxation and entertainment. Whether you're visiting for business or pleasure, this is the perfect home away from home. Book your stay today!

The Winery

Enjoy a stylish winery-inspired experience at this centrally located condo! Full sized sectional to cozy up on and watch TV, a full kitchen to make you feel at home and complimentary coffee bar! Two bedrooms with comfy queen beds and full bathrooms attached to each. Nice sitting areas in front and in back to relax on. Close to shopping, dining, I-24 and Tennova. Minutes to Beachaven Winery, 5 minutes to the mall, 20 minutes to downtown Clarksville and 50 minutes to Nashville!

Paw-fect for pet lovers & thrill seekers

Whatever brings you to Oak Grove KY or Clarksville TN and surrounding areas, this renovated three bedroom house is sure to make you feel at home, away from home, in all the right ways. Paw-fect space is perfectly equipped for you to enjoy a home suitable for all groups. Book your next trip with confidence and learn why so many guests have ranked this house the premier place to stay in Oak Grove KY. Message us for more information about discounted extended stays.

Tiny Barn Hot Tub Military Discnt 45 min2 Nashvlle

Remodeled June 2025, This a boutique style personalized romantic stay you won't find anywhere in Clarksville! Our Tiny BARN offers a romantic vibe with a private patio. The patio space is relaxing with a Hot Tub !! We have chickens, cows, a sweet pot belly pig, etc. We also grow. Only a half mile to some of our areas best local BBQ at Red Top. If you like Whiskey start at MB Rolland and try the Pink Lemonade then pop on over to Beachhaven 🍷 Winery.

Keehn Hideaway-Hot tub/King bed/Horses/Secluded!

Come relax in our brand new Amish-made mini-HIDEAWAY! (Couples, friends, mother/daughter, business, or ME-time). We built our DREAM PLACE (with a brand new hot tub, GAS grill, and GAS firepit), and we are now sharing it with you! Located on 20 acres in the beautiful hills of Kentucky, you will be AMAZED at the sunsets and quietness. There are no near neighbors except the chirping birds and our horses to pet, watch, and feed. Come be refreshed!

Sweet Retreat

Close to town, but in the country. This area has rolling hills and farm land. Lots of beautiful, scenic routes. Only 5 minutes to Walmart, 30 minutes to Franklin, 35 minutes to Bowling Green, and a little over an hour to Nashville. Sitting out on the patio and enjoying the birds singing is just one of the ways to relax and unwind. Inside our brand-new tiny home is just as comfortable. You won’t forget your time in this memorable place.

Private River-Front Getaway!

Relax in this spacious, private oasis. The Red River is in your front yard with a relaxing view and peaceful sound of the water. There are local guides who offer pickup and drop off to public access points on the river for kayaking/fishing. Lots of nature within a short drive (recommend All Trails app to find more) **Cell service is limited depending on provider, hi-speed internet available* Due to damages and issues, NO PETS ALLOWED

Cute Small Town Home

Take a few days to relax at our quiet peaceful home in elkton, Ky within walking distance of the square ,gas station and great restaurants, plenty of privacy but also close to main highway. Plenty of room for parking and outside activities! A few minutes from Elkton park. 45 minutes to Ft Campbell 20 minutes to Guthrie 25 minutes to Clarksville Elkton is a true country town.

Downtown Guest House

Located in Clarksville's downtown historical district. Stay in a charming 100 year old structure. You will have this little guest house all to yourself.. Located within walking distance to Austin Peay State University and downtown shopping/eating. We are about one hour from Nashville and 15 minutes from Fort Campbell.