
Holiday rentals in Olmstead
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Olmstead
Guests agree: these stays are highly rated for location, cleanliness and more.

Trenton Industrial Studio
Down a winding country road only 10 minutes from Interstate 24 is a clean newly renovated studio suite in a historic building. The quaint little town of Trenton, Ky a perfect get away town gives a suite with a modern industrial feel and a view of the historic town. It is located above the Traveler’s Lantern Market & Cafe, a full scale coffee and sandwich cafe with handmade farmhouse decor. Trenton also has a boutique, salon, sewing shops and antique store. And a beautiful full park to stroll in!

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).

Private Studio apartment in Russellville, KY
The studio apartment is in city limits and is all yours. There is a full size bed, wifi, fridge, 2 burner stove top, toaster oven, Keurig, smart TV, and essentials; plates, bowls, glasses, pots/pans, utensils, towels, washcloth, ect. Conveniently located across the street from a gas station, and down the street from several fast food restaurants, grocery stores, and 2 public parks. Just a short trip to Bowling Green, KY ,approx 30 miles. And 50 miles from Nashville, TN NO smoking inside.

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.

2 Bedroom Hidden Gem, Downtown Clarksville
Kick back and relax in this calm, stylish space. This is a charming home nestled in the heart of Clarksville! This cozy Airbnb is the perfect choice for your stay in the vibrant city of Clarksville. As you step inside, you'll be greeted by a warm and inviting atmosphere. The living room is tastefully furnished, providing a comfortable space for relaxation and entertainment. Whether you're visiting for business or pleasure, this is the perfect home away from home. Book your stay today!

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.

The Cottage
Enjoy a relaxing beach-inspired experience at this centrally located condo! Full sized sectional to cozy up on and watch TV, a full kitchen to make you feel at home and complimentary coffee bar! Two bedrooms with comfy queen beds and full bathrooms attached to each. Nice sitting areas in front and in back to relax on. Close to shopping, dining, I-24 and Tennova. Minutes to Beachaven Winery, 5 minutes to the mall, 20 minutes to downtown Clarksville and 50 minutes to Nashville!

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.

Paw-fect for pet lovers & thrill seekers
Whatever brings you to Oak Grove KY or Clarksville TN and surrounding areas, this renovated three bedroom house is sure to make you feel at home, away from home, in all the right ways. Paw-fect space is perfectly equipped for you to enjoy a home suitable for all groups. Book your next trip with confidence and learn why so many guests have ranked this house the premier place to stay in Oak Grove KY. Message us for more information about discounted extended stays.

Tiny Barn Hot Tub Military Discnt 45 min2 Nashvlle
Remodeled June 2025, 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 chickens, cows, a sweet pot belly pig, etc. We also grow. Only a half mile to some of our areas best local BBQ at Red Top. If you like Whiskey start at MB Rolland and try the Pink Lemonade then pop on over to Beachhaven 🍷 Winery.

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!

Horse Stall Suite 6 Aunt Lucille The Legend!
The Starstruck Farm horse barn Reba built has been converted to a B & B! Tennessee Country Bed & Breakfast! Country Breakfast 7:00-11 a.m. in the big barn! Each unique 2 level Horse Stall Suite has its own private FULL bathroom, a full-size memory foam bed down & a queen size bed in the loft, big screen TV, wifi, quiet heat/cool and lots more! Family friendly! See y'all soon! Note: This unit is "no pets allowed". Thanks!
Popular amenities for Olmstead holiday rentals
Other great holiday rentals in Olmstead

Minutes to Nashville. Safe, clean, comfortable!

The Little House

3 Bedroom Historic Home, Downtown Adairville Ky

The Daysville Inn

Chandlers Cabin

A Stunning Farmhouse Getaway

Liberty Hall Guest Suite

Boutique 2BR Home-Springfield, TN - Near Nashville
Destinations to explore
- Western North Carolina Holiday rentals
- Atlanta Holiday rentals
- Nashville Holiday rentals
- Gatlinburg Holiday rentals
- Pigeon Forge Holiday rentals
- Indianapolis Holiday rentals
- Asheville Holiday rentals
- Southern Indiana Holiday rentals
- St. Louis Holiday rentals
- Louisville Holiday rentals
- Upstate South Carolina Holiday rentals
- Cincinnati Holiday rentals
- Music Row
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Music City Center
- National Museum of African American Music
- Nashville Shores Lakeside Resort
- Ascend Amphitheater
- Beech Bend
- Bicentennial Capitol Mall State Park
- Nashville Zoo at Grassmere
- The Parthenon
- Radnor Lake State Park
- Country Music Hall of Fame and Museum
- First Tennessee Park
- National Corvette Museum
- Tennessee Performing Arts Center
- Grand Ole Opry
- Percy Warner Park
- Frist Art Museum
- John Seigenthaler Pedestrian Bridge
- Adventure Science Center
- General Jackson Showboat
- Cumberland Park




