Holiday rentals 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).

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.

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.

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.

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!

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

"River House" Log Cabin Nestled near the Red River

Come stay on this secluded 33 acre farm, just 35 miles North of Nashville, 35 miles South of Bowling Green, and close to several historic sites and antique stores. This log cabin lies at the end of a dead end road, nestled near the small, southern fork of the Red River, with about 1/4 mile stretch of the river bordering the property. Easy access to walk to the creek. RV carport with electrical hookup available right outside of the cabin.

The Little House: Cozy Short or Extended Stays

Welcome to the Little House! Located one mile off I-65, this cozy home sits on a sleepy lane minutes from White House, TN and just 25 miles from downtown Nashville to the south and Bowling Green, KY to the north. Our 2 bedroom, 1 bath retreat has a washer and dryer for your convenience, a stocked kitchen, smart TV, extra blankets, and plenty of books for your reading pleasure. Cozy and clean is our top priority!

The Parlor

This memorable place is anything but ordinary. The Parlor is located on a family farm in Southern Kentucky. What used to be an operating milking parlor has been converted into comfy living quarters. The outside structure is original while the inside has been mostly redone! This location is approximately 45 min from Bowling Green, KY, an hour from Nashville, TN, and 20 minutes from the I65.

Beautiful & Airy Retreat with Lots of Character

Welcome to your spacious and airy retreat at Russet Ridge! Nestled in a prime location just minutes from Wilma Rudolph Boulevard, this charming three-bedroom, two-bath home offers the perfect blend of comfort, convenience, and style. Whether you’re in town for a relaxing getaway, a business trip, or just exploring the area, this home provides the ideal setting for any stay.

Elkton Family House

Relax with the whole family at this peaceful place to stay in a small town in western Kentucky Only walking distance from elkton square and it’s restaurants and gas stations, 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!

The Oasis

Kick back and relax in this calm, stylish space. It's a Cozy Getaway! The Oasis — Bright, Spacious & Close to Everything... Welcome to your relaxing home-away-from-home. This comfortable, open-layout house has everything you need for an easy, enjoyable stay — whether you’re here for a weekend escape, a family trip, or outdoor adventures.