Vacation rentals with a pool in Montgomery County

FountaineBleau Max with POOL

Experience a VACATION-style stay in our pristine top-floor suite with a waterpark-inspired POOL and backyard. Located in a QUIET neighborhood. This FAMILY-FRIENDLY home offers a peaceful retreat central to several popular destinations. Few minutes drive to Clarksville’s shops and RESTAURANTS. 60-70 min. commute to downtown Nashville and the airport. PARTY PACKAGE!! PARTY PACKAGE!!! If planning a Birthday, Reunion, Get together, Honeymoon, or affordable backyard wedding. Ensure to ask host.

Blue Ridge Townhome

Welcome to The Blue Ridge Townhome- centrally located in Clarksville with Tennova hospital a short walk away and a multitude of restaurants and shopping a few minutes drive away. Easy access to I-24 with Nashville a straight shot down the highway. Fort Campbell is within 25 minutes, downtown/Austin Peay University is 15 minutes. The townhome has two bedrooms (1 King, 1 Full) with ensuite bathrooms, fully equipped kitchen, high speed internet, and private patio all just for you.

Tranquil TN Townhouse

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.

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.

Modern Townhome | Pool | Near Fort Campbell

Relax in this stylish and spacious townhome, perfectly located near the best shopping, restaurants, and Fort Campbell. Enjoy a fully equipped kitchen, comfortable bedrooms, fast Wi-Fi, free parking, and access to the community pool everything you need for a relaxing stay in Clarksville. No lifeguard community pool Must sign pool waiver. Please inquire about operation status before booking!

Spacious~Fun~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 & for 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.

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.