Vacation rentals in Olmstead

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Top-rated vacation rentals in Olmstead

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Top guest favorite
A serene view of the Barren River is captured from a wood deck, surrounded by lush trees and misty landscapes. The gentle light of dawn reflects on the water, creating a tranquil atmosphere. The cabin's modern structure is visible on the left, enhancing the natural setting.
Cabin in Bowling Green
4.94 out of 5 average rating, 809 reviews

Riverside Cabin | Mammoth Cave | Bowling Green, KY

Our cozy Riverside Cabin is a place of peace, 15 minutes from downtown Bowling Green. Our retreat is located uniquely, between the beautiful Barren & Gasper Rivers. This is a unique, unplugged experience for a romantic get-away. We don't have WiFi, and cell service is sparse. Prepare for an experience with your favorite person, with nature flourishing all around you. We insist our guests enjoy a 5 star experience, so if there's anything you'd like provided, ask, and we'll do everything we can.

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, 213 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
A spacious sleeping area features a large bed adorned with decorative pillows. The headboard is complemented by a green floral wall, while warm lamp lighting creates a calming ambiance. A cozy seating area and an intricately designed cabinet are also visible, adding a touch of charm.
Barn in Clarksville
4.9 out of 5 average rating, 451 reviews

Tiny Barn on a Farm Hot Tub 45 min to Nashville

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 sheep, a goat, and a sweet mini-pot belly pig. We also grow Luffa Sponges commercially! a half mile to some of our areas best local BBQ at Red Top. If you like Whiskey start at Old Glory (moonshine slushies) or MB Rolland and try the Pink Lemonade then pop on over to Beachhaven 🍷 Winery.

Top guest favorite
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, 445 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.

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.

Guest favorite
An inviting open-plan living space features a rich leather armchair and a sleek wood stove. Large windows frame views of the surrounding forest, with a dining area visible in the background. Natural wood accents and warm tones create a cozy atmosphere.
Cabin in Goodlettsville
4.94 out of 5 average rating, 540 reviews

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.

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, 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
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, 224 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, 37 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
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, 121 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