Vacation rentals with a pool in Montgomery County

Boots and Bliss| A Clarksville Townhome

Welcome to your Clarksville getaway! This inviting home is perfect for families, military guests, business travelers, and extended stays. Enjoy living spaces, a well-equipped kitchen, and cozy bedrooms for a relaxing stay. Conveniently located near Fort Campbell, shopping, dining, parks, entertainment, and local attractions. Whether you're visiting family, relocating, working in the area, or enjoying a weekend getaway, this home offers comfort and convenience. Book your stay and enjoy your stay!

Tranquil TN Townhouse - King Bed - pool

Your family will be close to everything when you stay at this centrally-located place. Walking distance from the hospital as well as some restaurants. Everything you need is a short drive away, downtown Clarksville 15 min away, mall 5 min drive and Ft. Campbell at 25 min away. This tranquil townhouse has everything you need to stay for work or play, including a designated desk space. During the season, May through August, cool down by the pool just a short walk away.

Bluffside Cabin 2

BRING LINENS,TOWELS AND PILLOWS. For some indoor fun, visit the game room . Challenge your family and friends to a game of ping pong, or try your hand at other games available in the room. When the sun begins to set, gather around the fire pit outside your cabin for a cozy evening of storytelling and roasting marshmallows. Best of all, your furry friend is welcome to join you on your adventure. (Pet Friendly)

The Family Float at Autumn Ridge (311 Hawkins Rd)

This brand new 2-bedroom, 1-bathroom condo comes equipped with a full kitchen, TV in the living area, an outdoor patio, and in-unit washer/dryer. This layout is ideal for working professionals looking to each have their own space or two couples looking to enjoy the pool in the summer. Go for a walk around community and feel welcome in our comfortable, professional environment. We look forward to serving you!

4-Bed Clarksville Home|Near Downtown |Pool & Grill

Escape into the rolling hills of Clarksville in this spacious 4-bedroom, 3-bathroom retreat where every detail is designed for rest, connection, and memory-making. Whether you're gathering with family, celebrating with friends, or simply craving a change of scenery, this home offers the perfect blend of comfort and character — complete with a private pool, cozy fireplaces, and room for everyone to unwind.

Music City Family Oasis | Pool & Waterslide

Welcome to Music City Family Oasis! Enjoy our spacious 5-bedroom, 3-bath home in a quiet neighborhood near Fort Campbell. Make memories with a pool and waterslide, in-ground trampoline, ping pong table, firepit, and board games galore. Just 45 minutes from Nashville and minutes from Beachaven Vineyards & Winery, it’s the perfect spot for family fun, relaxation, and exploring Middle Tennessee.

Spacious~Fun Filled~85in TV~FT Camp~Pool~Arcade

Be our guest! Bring the whole family to “The Clarksville” with lots of room to maneuver, cook that family meal, get cozy & have fun. -Wi-Fi -Large TVs -Game Room -Pool -Basketball Goal -Bicycles -Board Games -Kids activities -Patio -Spacious Kitchen & Living area -On site laundry facility -Free parking -Jacuzzi Tub -Reclining seating w/USB & cup holders -Brochures

Cottage w/ Community Pool (0.8 Miles from Winery)

The Cottage at Governors Crossing, hosted by Byers & Harvey, is a spacious open-concept stay near Vanderbilt Hospital and Premier Medical Group—perfect for traveling nurses, extended stays, and medical visits. Enjoy a fully equipped kitchen, comfortable living space, and convenient access to Clarksville dining, shopping, and parks.

Rally Point Inn: pool, gym, hot tub, arcade

Bring the whole crew—this artsy 5-bedroom home sleeps 14 and was made for memory-making. Dive into the pool, soak in the hot tub, battle it out in the game room, or unwind in the spa-style master suite. Near Fort Campbell, cave-filled parks, and wedding venues, it’s your launchpad for family fun, celebration, and adventure.

Cozy Corner Cottage

Escape to Cozy Corner Cottage! Unwind in our retreat, perfect for relaxation and exploration. Enjoy a fully equipped kitchen, comfy living area, and peaceful bedrooms. Our haven offers a homey atmosphere, rustic charm, and warm hospitality, making your stay truly unforgettable.

The welcome nest

Welcome to the welcome nest a cozy modern RV retreat tucked into a quiet Clarksville backyard. Enjoy a plush mattress and clean modern touches close to Fort Campbell. It’s perfect for short stays, Family visits or a quiet weekend escape.

Modern Midtown Retreat

Experience modern comfort in the heart of Clarksville! Our bright and contemporary townhouse features a fully equipped kitchen, cozy living area, and peaceful bedrooms. Perfect for a relaxing getaway or urban adventure.