Holiday rentals in Olmstead

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Top-rated holiday rentals in Olmstead

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

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Top guest favourite
Treehouse in Franklin
4.99 out of 5 average rating, 191 reviews

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).

Top guest favourite
A cozy studio space features a spacious bed with white linens, complemented by a decorative woven throw. A flat-screen TV is mounted above a charming electric fireplace, while a set of windows allows natural light to brighten the room. A small dresser and hanging hooks provide storage options.
Guest house in Portland
4.99 out of 5 average rating, 194 reviews

Howdie's Cottage near Nashville and Bowling Green

Our tiny studio guest cottage is located half way between Bowling Green,KY and Nashville,TN just 1.5 miles off I-65 @ exit 117. Private, beautiful farm views and convenient to everything Nashville and Southern KY has to offer. Enjoy Music city and all things Nashville. Head North for the day and visit Mammoth Caves or the Corvette Museum. Head back in the evening and we just might have a fire going in the fire pit! Short and long term guests welcome. Please inquire about long term pricing.

Guest favourite
A modern living area features a comfortable gray sofa paired with yellow accent pillows. A large window allows natural light, illuminating the space. A stylish kitchen showcases stainless steel appliances and dark cabinetry, with decorative items arranged on the countertop.
Apartment in Clarksville
4.95 out of 5 average rating, 116 reviews

Make Lemonade in luxury w/ king bed & free parking

You will enjoy your future stylish experience at this centrally-located spacious 2 bedroom, 2.5 bath condo located in Sango, TN near I-24 and approximately 40 minutes from Nashville. Welcome to Make Lemonade where you let our hair down, relax, and leave our worries at the front door. You'll experience peace, joy, and sheer bliss at our brand new condo. you'll look forward to your stay and feeling right at home while making lemonade. You message me for military and extended stay discounts.

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, 198 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 favourite
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, 156 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 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, 420 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
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, 329 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, 202 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, 102 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
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, 122 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 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.

Top guest favourite
A studio apartment showcases an open layout with exposed wooden beams and warm hardwood flooring. A spacious bed with a blue accent is positioned near a modern kitchen featuring stainless steel appliances. A cozy seating area with a black chair and light sofa is also visible.
Loft in Ashland City
4.91 out of 5 average rating, 630 reviews

Studio Apartment at The Merchantile

Come stay at this New York style studio apartment located in the heart of downtown Ashland City in the historic Merchantile Building, recently renovated and ready for guests, fully furnished and w/in walking distance of shopping, parks & restaurants and only 20 minutes from downtown Nashville. Check in begins at 3pm and check out is 11am

Popular amenities for Olmstead holiday rentals

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