
Holiday rentals in Olmstead
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Olmstead
Guests agree: these stays are highly rated for location, cleanliness and more.

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).

Private, Tranquil Tiny Home With Countryside Veiws
Just 20 minutes from downtown Bowling Green and one hour from Mammoth Cave, Nolan Lake, Barren River Lake and other outdoor attractions. Our Tiny Home is a private, cozy, tranquil retreat nestled on 5 acres in the Rockfield, KY countryside. We hope you enjoy all the thoughtful elements we put into our tiny home! So read a book, play a board game, sit on the porch, or back deck and soak in the views while allowing yourself to relax, and unwind from the stresses of the world. License # WC00

Stunning Treehouse Mansion
Welcome to Kelly’s Jubilee. Breathtakingly beautiful home. A place to relax and enjoy a perfect retreat from the hustle and bustle of life. Once you’ve rested you can take around a 30-minute drive to Nashville and embrace some of America’s best entertainment. We have priced this place very low so that a couple can afford this as a romantic getaway. After the first two guests, we charge $35 per person. Please be accurate with your guest count. We want to continue to keep our prices low.

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.

Pet-Friendly Modern KY Retreat | Cozy 2BR Home
Enjoy this renovated 1940s retreat in Franklin, KY! Perfect for work trips, romantic getaways, or weekend escapes! Full kitchen, two bedrooms with queen beds, washer and dryer, and fast, reliable Wi-Fi. Pet-friendly and welcoming to all, it’s perfect for families, couples, or groups! Just minutes from I‑65, you can easily explore Nashville, Mammoth Cave, and local Amish markets. Have questions or interested in long-stay pricing? Click “Contact Host” before booking—we’re happy to help!

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.

Enjoy Nature at a Secluded Cabin near Nashville #2018038413
Made from reclaimed materials, this charming and newly constructed cabin has a vintage style that sits perfectly amongst the forest. It features a gorgeous open plan space and floor-to-ceiling windows that provide a 180-degree view of nature outside. Secluded on its own quiet 42 acres, the cabin lets you feel alone with nature. Further out, there's easy access to stores and restaurants with a few lovely places for antique shopping. Nashville itself is just a short drive away.

The FunKY Bean
Take it easy at this unique and tranquil getaway on beautiful Lake Malone. Relax in a hammock, swim off the dock , kayak , stand up paddle board, fish, or enjoy a beautiful sunrise while drinking your specialty coffee or tea! With the bean theme: There are oversized bean bags to relax on and a coffee station with LOTS of coffee options ( including Esspresso maker)! The funky bean is a real spot to get away from the hustle and bustle of everyday life and take it easy!

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.

Cozy Cottage Wooded Retreat
Our cottage is cozy, private, and safe! It is fully equipped to make your stay as enjoyable and carefree as possible. We have WIFI, 2 TV's Roku on both TVs, a Bose Radio with CD's, a DVD player with movies. We have a Coffee Station with Keurig & pods, a Mr Coffee with a coffee grinder. Completely equipped Kitchen. Tub/shower combo. Lots of privacy on your own back deck. You may see deer and wild turkey . Gas Grill provided. plenty of parking. NO PETS ALLOWED.

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!
Popular amenities for Olmstead holiday rentals
Other great holiday rentals in Olmstead

Meadow Lane Cabin

Lakefront Sauna Retreat for Two | Kayaks

A Stunning Farmhouse Getaway

Cute Small Town Home

The Boxwood

Tiny Hilltop Hideaway

Historic 4 bedroom home

Wild Joy| King Bed, Pet-Friendly Stay, Fenced Yard
Destinations to explore
- Western North Carolina Holiday rentals
- Nashville Holiday rentals
- Atlanta Holiday rentals
- Gatlinburg Holiday rentals
- Pigeon Forge Holiday rentals
- Asheville Holiday rentals
- Indianapolis Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Upstate South Carolina Holiday rentals
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Music City Center
- Nashville Shores Lakeside Resort
- Ascend Amphitheater
- Grand Ole Opry
- Nashville Zoo at Grassmere
- Beech Bend
- Bicentennial Capitol Mall State Park
- Country Music Hall of Fame and Museum
- Radnor Lake State Park
- The Parthenon
- Belmont University
- First Horizon Park
- National Corvette Museum
- Opry Mills
- Tennessee Performing Arts Center
- Ryman Auditorium
- Percy Warner Park
- Frist Art Museum
- Adventure Science Center
- General Jackson Showboat
- Cumberland Park




