
Vacation rentals in Oakland
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Top-rated vacation rentals in Oakland
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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

Liberty Hills Cabin | Hot Tub | Fire Pit
Welcome to our cozy cabin on our picturesque 146-acre farm! Escape to a beautifully remodeled cabin that is nestled within the rolling hills of a cattle farm. It boasts panoramic views from its front and back porches. Whether you just want to relax and enjoy the quaint, peaceful, country setting or explore nearby attractions, this 2023 renovated cabin is your perfect retreat. Conveniently located just 10 min from Scottsville, 15 min from Bowling Green, and 15 min from Barren River Lake.

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 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!

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

studio apt w/bridge o/gorge, deck, view of woods
750 sq ft studio apt with covered breakfast deck with steps to a swinging bridge and woods. Mown paths meander thru this 230-acre farm for exploring by foot or driving the 4-seater golf cart provided. Private yet accessible. Loft has king bed. Main floor living area queen sofa bed. Barn loft/party room at entry is complete with piano and double futon for the hardy campers. Covid19 cleaning standards; CCPC license #WC0026

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

Live Like a Local ~ Downtown BG @ Armory Lofts
Located in the heart of downtown Bowling Green, this loft style 625 square feet apartment is everything you need. Within walking distance to many local restaurants and venues, you'll be sure to find something of interest. Near the Corvette Museum, Beech Bend Park and Raceway, Lost River Cave, and a short drive to Mammoth Cave National Park.

Smith's Station
Welcome to our charming vintage designed 2-bedroom home, located in the prime spot between Louisville and Nashville, just north of Bowling Green. This cozy abode is the perfect place for a relaxing getaway or a romantic retreat, and it's conveniently located near some of the area's top attractions. STR License No. SG-0007.
Popular amenities for Oakland vacation rentals
Other great vacation rentals in Oakland

Rural Getaway

*Country Corner Cottage near Mammoth Cave Park*

Woodside Retreat-B: Modern Home

Wooded "Saltbox Cabin", Lake: 6 min walk, Kayaks!

Quiet horse farm with pool, hot tub and more!

Cute Farmhouse close to Mammoth Cave/Bowling Green

Texie’s Treasure on the Hill

Cozy Cottage in Scottsville KY
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