Holiday houses in Oakland

Mammoth Cave Yurt Paradise!

Just 11 miles from the world's longest cave system, Mammoth Cave National Park, our yurt provides a unique glamping experience with many modern amenities. Inside, cook in the full kitchen or snuggle up and enjoy your favorite show on our smart TV. Outside, sit on our large private deck or around a stone fire pit where you can relax and enjoy the sounds of nature. Whether you're looking for a quiet retreat or an adventure-filled getaway, our yurt is the perfect choice for your next vacation.

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!

Vineyard House At Bluegrass Vineyard & Winery

Tuscan-inspired Airbnb connected to the Bluegrass Vineyard tasting room and winery. The home is easily accessible to I-65, yet is quietly nestled in the countryside among rolling hills. This listing includes 3 bedrooms with a King and two Queen beds, 2 bathrooms, kitchen, living room, dining room, and outside patio areas. We have a large 80 gallon hot water heater, so you don't run out! This home is connected to the winery via a door that remains locked unless cleaning. License No: WC0038

Adorable Guesthouse #2 Close to Barren River Lake

We are excited to present our tiny guest home #2. Perfect for the fisherman or couple wanting to stay close to Barren River Lake or Mammoth Cave. This unit is centrally located between several towns and less that four miles from Port Oliver Boat Ramp and Dam. It is close to the main house so we will be available if you need anything. Peaceful surroundings, comfortable queen bed, refrigerator, microwave and coffee bar. 55" smart tv to kick back & relax with. Exterior outlet for boat.

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 Loft off Main I

Enjoy the center of the antique district of Smiths Grove centrally located to Mammoth Cave NP and Bowling Green. Stroll around Main Street visiting the unique local shops, treat yourself to an ice cream cone from the Flavor Isle or jump right on I65 and head to Bowling Green or Mammoth Cave for a day of adventure! This great loft apartment is in a building over 100 years old and the character is cozy and gorgeous. Please note this apartment is on the second floor of the building.

Modern Industrial Loft @ Historic Armory Lofts

600 sq. ft. urban loft located in the heart of downtown BG, walkable to WKU and all downtown attractions. This recently renovated / newly furnished 1 bed, 1 bath apartment is packed with extras including free wifi, access controlled security, washer/dryer, Keurig and complimentary kcups, dedicated parking, sound deadening construction materials, next door to Mellow Mushroom, two blocks from historic Fountain Square Park and Spencers Coffee and many great restaurants.

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.

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

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.

Nonna’s Place Pole Barn Dwelling Near Mammoth Cave

This is a renovated Dairy Barn transformed into a two bedroom home away from home 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.

Cozy cabin near Mammoth Cave

A place in the country you’ve always wanted to visit. Only 10 minutes from Mammoth Cave National Park! We also have a fire pit for your enjoyment. Complete with firewood! In addition to Mammoth Cave, there are so many things to do in this area. Feel free to reach out for more information! And now with 100Mbs fiber internet!