Holiday rentals with a pool in Bowling Green

Bourbon trail Oasis, Holiday Home. Inground pool

Countryside ranch home. Located along the Bourbon Trail. Also, near Mammoth Cave & Churchill D. 3 spacious bedrooms, 2 K, 1 Q bed. 3 Queen air mattresses also available. Quality linens. Modernized, open concept, Kit/dining seats 9 -15 people. New 2024 in is large screened porch, pergola & pool house, W/full bath & K/ wet bar. Wooded trails alongside water’s edge. Fire pits for s’mores & nature galore. Our nieces & nephews call it “Camp Uncle Kenneth”, our guests call it home away from home

Historic Cedar Hill Mansion on Large Farm w/ Pool!

Leave your stresses behind and escape to this idyllic vacation rental in Cedar Hill, TN. The historic home, constructed in 1855, sits on a 178-acre farm and boasts ample space, including 5 bedrooms, 5 full bathrooms, and 2 half bathrooms. Your entire group can enjoy swimming in the seasonal pool, listening to the sounds of nature along the walking trails, touring the Bell Witch Cave, and spending days in Nashville. Take a trip back in time while enjoying the conveniences of modern amenities!

Chipman House - pool and hot tub

Relax in the inviting hot tub, unwind by the cozy firepit, do some brainstorming on the relaxing back porch, splash in the pool, or explore the breathtaking countryside. Enjoy it all at this beautifully remodeled home tucked away on acres of privacy. Ideal for families needing room to roam, couples wanting a sweet spot, or that someone needing an ultimate peaceful retreat. Conveniently located 20 minutes from Gallatin, 20 minutes from Lebanon (off I-40) and 1 hour from of Nashville.

Frey's Rustic Dive / Poolhouse

Our home is sitting on a beautiful country tree line with complete privacy but has city convenience. We are located within 3 miles to shopping & restaurants, 5 miles to downtown Bowling Green, 4 miles to WKU Campus, 3 miles to Lost River Cave, 40 miles to Mammoth cave. Private use of Poolhouse, backyard & In-ground pool (open May to Sept) blacktop driveway parking. Come enjoy our Poolhouse with many indoor - outdoor amenities for a relaxing get-a-way. #WC0045

Whispering Waters Rustic Retreat

Consider this the perfect place to "unplug". Nestled on over 5 wooded acres, this cabin provides a perfect retreat from the monotonous grind of city life. Located just 4 miles from Interstate 65, the convenience and comfort are hard to match. Cabin is located back a gravel drive surrounded by nature. Large mature trees surround the property and cascading goldfish ponds trickle to add to the environment. Hot tub open year round. Pool open during warmer months.

North Nashville Swim and Relax

Welcome to the newest addition to our retreat collection. See 1000's of reviews from our other homes as reference. ** Pool open early May 1, 2025!** This home is located 30 Mins from downtown Nashville and just a few minutes from the grocery stores, coffee shops and restaurants in White House TN. Featuring 3000sqft of living space, situated on a 2.5 acre lot with a wonderful pool to relax your work stresses away, we can't wait to welcome you to our home.

Elmwood Pool House- country home near Nashville

Located on the property of "Historic Elmwood circa 1868" This unique place has a style all its own. Nestled on 17 acres in the small community of Sideview, only 35 minutes form downtown Nashville. The pool house is a free standing 2500sf home with its own porch and private carport. The driveway and pool area is shared with the main house and the owners. The barns and pastures with Mules are in view but NOT accessible.

6 bedroom 5 bath Dream Escape

This beautiful 6-bedroom 5 bath estate is the perfect get away. Boasting an impressive pool, river view, and huge balcony, this luxurious home has everything you need and more! Located minutes from shopping and restaurants, yet tucked away on the banks of the river, with 4600 square feet, this is the perfect private escape!

Stylish 1BD/1B Next to WKU + Gym

Are you looking for a conveniently located yet peaceful place near downtown? This unit is perfect for you! It's just a 1-minute drive from Western Kentucky University and a 10-minute drive from the National Corvette Museum. Ideal for students, solo adventurers, and business travelers!