Holiday rentals with a pool in Bowling Green

4.95 out of 5 average rating, 79 reviews

Guest house in Gallatin

Lakeshore Living- guest studio

You will absolutely love your time spent here in this BRAND new guesthouse suit. This is a 750sq ft studio apartment, equipped with everything you will need to have the perfect stay. The studio is attached to my home, but you have your own private entrance and entire space to yourself. Key features include: a private bathroom with a brand new gorgeous tile shower, an open floor plan with vaulted ceilings to optimize the space, as well as a brand new custom built kitchen with everything you need!

5 out of 5 average rating, 37 reviews

Home in Gallatin

A Little Bit Country - Close to Nashville w/ pool!

New home with experienced hosts! This home is the perfect space for family and friends to gather!! 35 mins to downtown Nashville & close to local shops, restaurants & Publix. This spacious 2600 sq ft home sits on 2 peaceful acres, in Gallatin. This beautifully designed home offers 4 bedrooms, a bonus room & 3 full baths. Take advantage of both the indoor & outdoor game areas. Inside enjoy arcade games, ping pong, and darts. Outside kick back on the large deck w/ a POOL, grill and a fire pit.

4.89 out of 5 average rating, 73 reviews

Home in Mount Sherman

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

4.86 out of 5 average rating, 237 reviews

Barn in Hendersonville

Hendersonville Homestead

After spending several years living in the heart of Nashville, we bought this nearly 3 acre property as newlyweds and have dreams of turning it into a mini-farm some day. We love having the space and quiet and want to share it with you! This AirBNB is a small, one-bedroom apartment attached to our workshop behind our main house. Our guests can enjoy the quiet space including a full kitchen, dining area, living room, and patio area. The pool is open from May-October with a few rules/hours.

4.94 out of 5 average rating, 54 reviews

Farm stay in Glasgow

Quiet horse farm with pool, hot tub and more!

Come stay with us for a unique experience. Pool, hot tub and fire pit are ready for your stay at this unforgettable escape. A quiet horse farm down a 1 mile gravel drive situated on 25 acres completely surrounded by woods that back up to the Barren River Lake. If you are looking for solitude come enjoy the tranquil surroundings, take in the sights of Kentucky or just enjoy the pool/hot tub. You will come upon our dogs, cats, chickens and horses. We work full time and run the farm.

Guest house in Bowling Green

4.96 out of 5 average rating, 80 reviews

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. You will have exclusive use of Poolhouse, backyard & In-ground pool (open May to Sept) blacktop driveway parking. Come enjoy our private Poolhouse with many indoor - outdoor amenities for a relaxing get-a-way.

4.81 out of 5 average rating, 101 reviews

Home in Hendersonville

Family Lake house W/Pool minutes from downtown

Super Hosts invite you to reserve your stay at this beautiful ranch style lakefront home. Located just minutes from downtown Nashville. A perfect vacation for your family, multiple families, family reunions, celebrations or just relaxing and enjoying the best of both worlds. Enjoy the pool (open Memorial Day thru Labor Day, depending on weather) or lake, shopping, great dining and kick off your heels on Broadway. We do require the purchase of insurance offered by Airbnb.

4.62 out of 5 average rating, 90 reviews

Cabin in Bowling Green

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.

4.75 out of 5 average rating, 113 reviews

Townhouse in Nashville

Country Guest Home with Private Hot Tub

Private guest villa attached to our large home on 11 scenic acres in Goodlettsville, a suburb of Nashville—just 10 mins from Rivergate Mall. Enjoy a stunning vaulted entry with chandelier and picture window. We offer luxury concierge services, on-site shop items, and a warm welcome for pets. Perfect for families, wedding groups, or a peaceful getaway. PLEASE READ FULL DESCRIPTION & WATCH VIDEO WALKTHROUGHS BEFORE BOOKING.

4.79 out of 5 average rating, 126 reviews

Home in Hendersonville

Luxury Retreat with Pool, Games Room N. Nashville

This stunning home with pool on 2 acres has a resort like feel to it. The home sleeps up to 16 guests! Located just 20 minutes from downtown Nashville in an Uber, you can combine the beauty of the countryside with the hustle and ‘honky tonk’ of music city! Two large living rooms, an enormous games room and multiple dining areas will provide you with all the comfort and space you and your friends/family could need.

4.99 out of 5 average rating, 69 reviews

Home in Dixon Springs

The Family Farmhouse

Relax in the countryside as you enjoy the breathtaking sights of our rolling hillsides and babbling brooks. Take advantage of the quiet seclusion of The Family Farmhouse. Enjoy an evening swim under the stars in the pool. Witness the everyday sights of grazing cattle and wildlife. Hike our hillside, and take in the beautiful views of the Cumberland Valley.

4.89 out of 5 average rating, 135 reviews

Farm stay in Raywick

Adorable one bedroom w/ fireplace. Bourbon trail

Keep it simple at this peaceful and centrally-located place along the bourbon trail .. Sit back and enjoy the view of the farm , cattle , and the sun that rises above the surrounding knobs. Listen to the birds as you have your morning coffee and the coyotes as you sit by the fire pit in the evening ..

Holiday rentals for every style

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Popular amenities for Bowling Green rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 35 reviews

Home in Hendersonville

HuntsRetreat Beautiful CapeCod home Ideal Location

RachelRating, 5 stars3 weeks ago

Great stay in Tennessee for families! Kids loved the pool and I loved the secluded area. We would definitely come back and stay here.

4.67 out of 5 average rating, 15 reviews

Home in Goodlettsville

Retreat 20 minutes to Nashville

CelinaRating, 5 stars1 month ago

Beautiful home! Large, great size bedrooms. Very clean! The owners were very helpful and answered any questions we had, right away. We would definitely book here again!

4.83 out of 5 average rating, 48 reviews

Home in Goodlettsville

Whispering Heart Ridge

SarinaRating, 5 stars2 weeks ago

Beautiful home with lots to do that included horseshoes and corn-hole. We had beautiful weather so we were able to enjoy the pool as well as hot tub and outdoor fire in the evenings. We had visiting deer, turkeys, squirrels and many birds that came out to the feeders. The host provided great info about the surrounding area. We were 2 families coming together with 10 adults and had plenty of space for us all. Truly enjoyed our stay and would look into coming again.

Home in Horse Cave

5 out of 5 average rating, 4 reviews

A corner paradise close to Mammoth Cave

CheyanneRating, 5 stars7 months ago

Missi was a wonderful host and very responsive. My family and I had a wonderful evening relaxing on the covered porch and watching a movie together on the massive flat screen. The beds were comfy and clean. I highly recommend staying at this home.

Home in Bowling Green

4.82 out of 5 average rating, 11 reviews

Bowling Green Farmhouse 10 Mi to Mammoth Cave

MattRating, 5 stars9 months ago

it was a very beautiful home in an amazing country setting. some amazing restaurants and bars close by.

4.5 out of 5 average rating, 10 reviews

Home in Gallatin

Lake Estate, Dock, Pool, Hot Tub

StefanieRating, 5 stars1 week ago

The Wildlife and water were amazing, and just enjoying the peacefulness of the house and area was amazing!!!

5 out of 5 average rating, 13 reviews

Home in Bethpage

Chipman House - pool and hot tub

JasmineRating, 5 stars5 days ago

Staying at this Airbnb felt like a true escape—it was peaceful, beautifully kept, and instantly felt like home. From the moment we arrived, everything was welcoming and thoughtfully prepared. Amee was an amazing host! The space was spotless, cozy, and had all the little touches that made it easy to relax and unwind. Whether we were enjoying quiet mornings or winding down in the evening, it offered exactly what we needed. It was the perfect balance of comfort and tranquility—like a hidden gem. We’re already looking forward to coming back!