Vacation rentals in Olmstead

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Top-rated vacation rentals in Olmstead

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Top guest favorite
A tiny house is depicted, featuring a dark exterior with red accents around the windows and door. A wooden deck surrounds the entryway, complemented by a railing. Open countryside is visible in the background, with expansive fields and a clear blue sky.
Tiny home in Rockfield
4.97 out of 5 average rating, 107 reviews

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

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, 189 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
4.97 out of 5 average rating, 150 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 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, 403 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
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, 317 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, 190 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
A well-equipped kitchen features wooden cabinetry and modern appliances. A dining table made of natural wood is set in the center, surrounded by chairs. A cozy sitting area is positioned along the wall, with a staircase leading to a loft space above, under wooden beams.
Cabin in Bowling Green
4.99 out of 5 average rating, 235 reviews

Tiny Cabin in the woods!

Tiny cabin in the woods about 30 minutes from Mammoth Cave, and 20 minutes from WKU, Historic Downtown Bowling Green, Beech Bend Raceway and the National Corvette Museum! You will enjoy a peaceful setting hidden in the trees, a fully-stocked kitchen, Fiber Wi-Fi, hot tub and fire pit. Enjoy picking blackberries late June and July! Need more space? Check out our other listing with additional sleep space: https://www.airbnb.com/slink/Cor5Q5Gm

Top guest favorite
The log cabin is illuminated by warm outdoor lighting, showcasing its rustic charm against a backdrop of lush greenery. A spacious porch wraps around the front, providing ample seating and scenic views of the surrounding landscape.
Cabin in Cross Plains
4.98 out of 5 average rating, 120 reviews

"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.

Top guest favorite
The kitchen features a U-shaped countertop with wooden cabinetry and a deep sink, complemented by a tile backsplash. A dining area with a round table and chairs is visible in the background, along with a decorative wall piece and clock adding subtle detail to the space.
Farm stay in Hopkinsville
4.86 out of 5 average rating, 145 reviews

Quiet country setting.

Hello! Thank you for considering staying with us during your stay in or around Hopkinsville, Ky. Whether you’re coming for work, pleasure or, to visit family, we think you’ll love staying here. It’s a warm and inviting home, with all the amenities you need for the perfect stay. We live on the farm, and will be around if you require anything during your stay. Please email if you have any questions. We look forward to hearing from you.

Top guest favorite
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, 134 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 favorite
The exterior of the house is illuminated by soft lighting along the pathway, enhancing the welcoming entrance. An American flag is displayed, and the covered porch features a welcoming door. The well-maintained lawn is bordered by neatly arranged flowers.
Home in Oak Grove
4.84 out of 5 average rating, 153 reviews

Beautiful 3-bedroom house

Have fun with the whole family at this elegant venue. In this 3 bedroom house this house has Wi-Fi, air conditioning, grill, laundry and everything you need to feel at home your experience will be unforgettable. Its location stands out for being less than 10 minutes from the Oak Grove KY Casino and Racetrack, Fort Campbell Military Base, 20 minutes from downtown Clarksville TN and 50 minutes from Nashville TN.

Top guest favorite
A welcoming farmhouse is set among mature trees, with a sign reading 'Itty Bitty Acres' prominently displayed. The gravel path leads to the front porch, where rocking chairs are positioned for relaxation. Open fields create a serene backdrop in the distance.
Home in Springfield
4.99 out of 5 average rating, 176 reviews

“Updated Historic Farmhouse, Incredible Views!

"Historic farmhouse getaway with spectacular views" Great getaway for couples and families! Hi speed fiber internet! New stainless appliances Updated bath / whirlpool tub Lg updated kitchen w island Original 150 yr old floor 10’ ceilings 2 porches Fire pit Lg screen led tvs with roku controllers, netflix, etc 360º 1000 acre view Soy, corn, cow pasture, tobacco barns Lg telescope, no ambient city light!

Popular amenities for Olmstead vacation rentals

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