Vacation rentals in Oakland

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).

Country setting near Mammoth cave , Barren River

Keep it simple and peaceful at the Dossey place! Our farm is centrally-located, just minutes from I-65. The house sits at the end of a 400 foot long driveway on a 90 acre farm. The corvette museum, beech bend park, WKU, shopping, restaurants, mammoth cave national Park, Nolan lake, cave city, and Kentucky down under are only a short drive away from the farm! Unique features include: a fire-pit, a barn that can house horses, and a front porch that provides a perfect view of the sunset daily!

Flower Farm Modern Loft Retreat - Mammoth Cave

Peaceful privacy on our 227 acre farm, convenient to Bowling Green, Mammoth Cave, and Barren River Lake. The 900 sq ft loft above our home’s garage has private exterior entrance to the finished modern farmhouse loft with completely separate ductwork and HVAC system. The loft features everything you need to stay at the farm and relax: high end, furnished kitchen to cook meals in & fiber optic internet to work or stream. Adirondack chairs and a propane fire pit make for wonderful stargazing.

1830s Log Cabin • 5 Acres Near Mammoth Cave

Experience a one-of-a-kind 1830s historic log cabin just 7 miles from Mammoth Cave National Park. On 5 secluded acres, this pre-Civil War home blends original hand-hewn wood beams & antique charm with modern comforts like WiFi, a smart TV, & a full kitchen. Perfect for romantic getaways, family vacations, & nature escapes, it offers access to local attractions, hiking trails, & Kentucky’s cave country. Enjoy peaceful mornings on the porch, nights by the fire pit, & year-round beauty.

The Cave Retreat - 4 Minutes from Mammoth Cave!

Escape to nature and book your stay at our serene Mammoth Cave retreat! Our spacious and modern home is located just minutes from the national park and offers stunning views of the surrounding wilderness. Enjoy the cozy fireplace, prepare a meal in our fully equipped kitchen, or roast some marshmallows under the stars. With comfortable bedrooms and ample living space, our home is perfect for families or groups of friends. Book now and experience the tranquility of Mammoth Cave!

Gorgeous Log Cabin close to Cave and Lakes!!

Private 3 bed 2 bath Log Cabin retreat close to Barren River Lake/Mammoth Cave with amazing shops if you love antiques! Enjoy the country side while close to any amenities you may need. Large Front and Back porch along with an outdoor kitchen and hot tub to accommodate you and your guests. Come relax, grill, enjoy the country whether you are here looking for a place to reside or wanting to get away from the city! Coffee, wifi and games provided.

Cozy Farmhouse Cottage

Cozy, open studio (one room/all open) 400 square foot house quietly tucked away on our farm. Enjoy the farm view from the front porch or the screened in back porch. -Minutes from I-65. -A short drive to Mammoth Cave, Barren River, Corvette museum, Beech Bend or downtown Smiths Grove antique district. -Plenty for parking for boats or trailers. Friendly reminder: this is a working farm with cattle and horses. WC0006

Cute and Cozy tiny home

You won’t forget your time in this romantic, memorable place. It is newly renovated. Perfect for a short getaway or a long stay. Peaceful Country setting but close to many attractions. Enjoy hiking and sightseeing at Mammoth Cave. Short drive to Bowling green for Corvette museum…and many other options for sightseeing/shopping. Has full kitchen with all the essentials. Fireplace. Outdoor patio/porch.

Cozy Farmhouse Near Mammoth Cave

This is a cozy farmhouse located in Oakland, KY on a 150+ acre farm. It is 2 mins from I-65 south, 5 mins from 1-65 north, 10 mins from the Corvette Museum, and 20 mins from Mammoth Cave National Park, Nolin Lake, Beech Bend Raceway, and Western Kentucky University. It is located between Nashville, TN and Louisville, KY.