Vacation rentals in Olmstead

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Top-rated vacation rentals in Olmstead

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
The exterior of a rustic cabin features a combination of log siding and a green metal roof. A spacious covered porch welcomes guests, with large columns supporting the overhang. Surrounding trees provide shade and natural beauty, enhancing the serene rural setting.
Cabin in Russellville
4.94 out of 5 average rating, 201 reviews

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.

Top guest favourite
A cozy cabin is nestled among lush greenery, partially obscured by mature trees. A gravel path leads to the entrance, which is flanked by wooden accents. A small outdoor seating area is visible, enhancing the connection to the serene natural surroundings.
Cabin in Chapmansboro
4.96 out of 5 average rating, 424 reviews

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.

Top guest favourite
The Bridge House is seen suspended over a serene creek, framed by lush greenery. A calm water surface reflects the building and surrounding foliage. A gray dog stands on a rock in the foreground, appearing to enjoy the natural setting.
Place to stay in Ashland City
4.97 out of 5 average rating, 418 reviews

Bridge House over Blue Springs Creek

Magical in all seasons! Soothe your soul with an unforgettable escape, surrounded by nature and suspended twenty feet above a babbling brook! Listen to the rushing water and the bamboo whispering in the breeze, take in a sunset, or wade in the creek below. We hope you’ll enjoy this unique covered bridge conversion, expanding from bank to bank with a 50-foot front deck. Breakfast provided the first day includes fresh fruit, a half dozen eggs, and muffins, coffee and tea.

Top guest favourite
A charming treehouse is nestled among tall trees, featuring earthy wooden tones and a rustic design. Soft outdoor lighting creates a cozy ambiance, while a path made of stones leads to the entrance. The treehouse is elevated, providing a unique vantage point into the surrounding nature.
Treehouse in Greenbrier
4.98 out of 5 average rating, 332 reviews

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.

Top guest favourite
Two painted horses trot across a grassy field as the sun sets in the background, casting warm hues of orange and pink in the sky. Lush trees border the scene, enhancing a sense of tranquility in the natural landscape.
Cabin in Russellville
5 out of 5 average rating, 203 reviews

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!

Top guest favourite
A charming two-story retreat features a green metal roof and a mix of white and wooden siding. Wooden decks provide outdoor space on both levels. Steps lead to the entry, surrounded by trees, while details like railings and lattice work contribute to the home's exterior character.
Home in Adairville
4.93 out of 5 average rating, 103 reviews

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

Top guest favourite
An open living space is depicted, featuring a white couch with decorative pillows facing a wooden dining table. A fully equipped kitchen with light wood cabinetry is visible in the background, along with a flat-screen TV on a console. Soft lighting illuminates the area.
Home in Cottontown
4.96 out of 5 average rating, 146 reviews

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!

Guest favourite
Barn in Russellville
5 out of 5 average rating, 11 reviews

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.

Top guest favourite
A cozy living space features a stone fireplace with a flat-screen television mounted above. A light-colored armchair and a decorative pouf complement the room's soft neutral palette. Natural light enters through large windows dressed with sheer curtains, enhancing the inviting ambiance.
Home in Elkton
4.97 out of 5 average rating, 109 reviews

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!

Top guest favourite
Home in Adairville
5 out of 5 average rating, 26 reviews

3 BR Historic Downtown Home w/ Porch + Pool Table

Stay in a spacious historic home right in the heart of downtown Adairville—just steps from the square. With a large front porch, game room with pool table and bar, and plenty of space to gather, this home is perfect for families, groups, or weekend getaways. Enjoy small-town charm with modern comfort, plus easy access to Russellville and nearby Tennessee.

Top guest favourite
Home in Adams
5 out of 5 average rating, 15 reviews

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.

Guest favourite
The cabin is shown from an elevated view, featuring a light-colored exterior and a metal roof. A covered porch with four supporting pillars is visible at the front, along with a concrete pathway leading to the door. The surrounding area includes trees and a large pond in the background.
Cabin in Butler County
4.99 out of 5 average rating, 115 reviews

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!

Popular amenities for Olmstead vacation rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Logan County
  5. Olmstead