Holiday houses in Olmstead

Treetop Views *Trails, Fishing *No Cleaning Fee

Amazing two-story house nestled high up in the trees. A true treehouse! This treehouse sits amongst a forest of poplar trees and feels very secluded and private. It has spectacular views of Kentucky’s rolling hills as it looks out across the valley. This treehouse was hand built and handcrafted with love and attention to detail. Located just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) and Mammoth Cave (55 min).

The Limerence Tiny House - The Legend!

Twig City Farm's famous Limerence tiny house by the Impossible Forrest! Visit for a one of a kind, unique fun life experience! Kitchenette, TV, wifi, REAL plumbing! Deck, grill & fire pit! Primitive trails! Close to lakes, country music stars, restaurants & shoppes & just 30 miles to downtown Nashville! Arrive anytime after 3 pm. Includes Country breakfast at Starstruck Farm 7 to 11 am! Starstruck Farm is 3 miles north on Highway 109. Lots of sightseeing and photo opps there also!

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.

Treehouse with HOT TUB!(Lake Malone)

Prepare to be taken to new heights as you enjoy this beautiful, private treehouse located on Lake Malone. It features an absolutely stunning view of the lake through an 8x14 glass door that opens up to allow the cool lake breezes to waft your cares away as you relax in the recliner. It also features a hot tub, large deck, full kitchen, Jacuzzi tub, rainfall shower, beautiful woodwork, two complimentary kayaks, and many other unique features that will make your stay unforgettable.

White Duck

Keep it simple at this peaceful and centrally-located cabin minutes from Interstate 24. Twenty minutes from Clarksville, APSU and nearby Fort Campbell KY to the north and thirty minutes from downtown Nashville and all it has to offer to the south. The quiet woodsy setting and comfortable interior of White Duck provide a restful transition from a day of sightseeing or an exciting football or hockey game. **There is a $50 pet fee** Please include your pet during the booking process.

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!

Nashville Luxury Dream Treehouse +Spa

This beautifully designed and luxurious treehouse sits on a ridge overlooking our creek. With only a 25min drive to downtown Nashville, you are tucked away amidst the towering hardwoods---away from the city noise. With careful attention to detail, the treehouse decor and design is meticulously curated to create an atmosphere of rest and beauty. This space is ideal for a couple, but can sleep four (twin beds in the loft). Parties are not permitted on the premises.

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.

Peaceful Country Getaway with Horses & Gardens

Welcome to Birdsong Farm — a peaceful cottage on our 10-acre working horse farm. Relax on the porch at sunset, wander through gardens and orchard paths, and meet our friendly horses. We're just minutes from historic Springfield's shops, restaurants, and greenway, and 35 minutes from Nashville. Guests come here for quiet, nature, and creative inspiration — the perfect retreat for artists, couples, and anyone seeking a slower pace with modern comforts.

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!

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.

Dallam Creek Farm

Relax with your family at our secluded cabin in the country. The neighborhood is perfect for walking, and our large pond provides enjoyable fishing (CATCH & RELEASE ONLY). Cozy up to the indoor fireplace, or sit on the patio and enjoy the nature. You’ll love observing a variety of birds, as well as occasional deer and turkeys!