Vacation rentals in Olmstead

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Top-rated vacation rentals in Olmstead

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Guest favorite
A hot tub is positioned outside, with its water shimmering under a soft blue light. Large windows display the interior, showcasing a colorful seating area and decorative plants, creating a harmonious connection between indoor and outdoor relaxation spaces.
Home in Clarksville
4.9 out of 5 average rating, 217 reviews

Elegant Entertainment Home The SPOT + HOT TUB

Top Reasons why you’ll love our home! We’re located in a very safe area just minutes away from many of the main attractions of Clarksville. You’ll reside in a 2,300 sqft house w/ 3 bedrooms furnished with insanely comfortable beds w 2 full bathrooms and 2 full kitchens for your convenience & space. The home sits beautifully on the edge of some of Tennessee's most beautiful trees and is also frequently visited by deer and other harmless wildlife. Grab some coffee and enjoy the morning nature view

Top guest favorite
Home in Russellville
4.96 out of 5 average rating, 52 reviews

Spacious 4BR home in Russellville with hot tub

In the heart of downtown Russellville, this historic home was built in 1928. This spacious home is full of charm on a quiet street. Relax in the hot tub for ultimate experience! Conveniently located, this home makes a great home base for your Kentucky adventures: Just under 1 hour drive to the world’s longest cave system, mammoth cave. 1 hour drive to downtown Nashville. 30 min drive to bowling green, KY which is home to WKU, Corvette museum, lost river cave. 10 min from Logan Aluminum.

Top guest favorite
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, 214 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.

Guest favorite
The treehouse is illuminated by soft outdoor lights, highlighting its wooden structure and welcoming design. A gently curving walkway leads to the entrance, surrounded by tall trees and a glimpse of Lake Malone visible in the background.
Treehouse in Lewisburg
4.95 out of 5 average rating, 166 reviews

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.

Top guest favorite
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
4.97 out of 5 average rating, 350 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, Grand Ole Opry, 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 favorite
The charming exterior of a single-story home is displayed, featuring a light-colored façade with dark accents. A welcoming porch is flanked by small shrubs. The neatly landscaped yard is complemented by a concrete path leading to the entrance, under a bright blue sky dotted with clouds.
Home in Russellville
4.93 out of 5 average rating, 57 reviews

Farmhouse in Russellville

Whether you are coming for vacation, reunions, on business, or just passing through…you will find this charming home the perfect place for your stay. This is a new home, located in a quiet neighborhood in Russellville, and is just minutes away from various restaurants, and places to shop. Walmart is less than 1 mile away. Mammoth Cave: 1 hr Natn'l Corvette Museum: 45 min Russellville is located between Bowling Green, KY (26 miles East) and Clarksville, TN (34 miles South)

Top guest favorite
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
4.99 out of 5 average rating, 225 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 favorite
Cabin in Russellville
5.0 out of 5 average rating, 17 reviews

Firefly Cabin

This brand-new cabin, nestled on nearly 2 private acres, offers the perfect peaceful escape. With an open layout and cozy loft, it’s ideal for couples, small families, or remote workers. Enjoy quiet mornings on the covered porch and unwind in the serene countryside, all while being just a short drive to local shops, dining, and attractions. A comfortable, versatile space for relaxation, recharging, or reconnecting.

Guest favorite
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, 116 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 favorite
Home in Adairville
5.0 out of 5 average rating, 38 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 favorite
Barn in Elkton
5.0 out of 5 average rating, 34 reviews

The Haley Haven

It's rare to find a place that's both historic and one-of-a-kind. The upstairs of a 5 car barn built in the 40’s. Sitting on a main street in the front and vast farmland in the rear. You would never know you are a 7 minute walk to the historic town square. There are 6 beds, upper bunks have a 150 lb limit, so we limit the space to 6 adults.

Top guest favorite
Apartment in Elkton
4.97 out of 5 average rating, 30 reviews

Liberty Hall Guest Suite

The Guest Suite at Liberty Hall in historic Elkton, Kentucky is a beautiful place to unwind. Guest favorites include the lovely antique furnishings and the porch swing on the private wrap around porch. If interested, the owners will gladly give a tour of the other areas of the home and tell the history of the property.

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