Family-friendly vacation rentals in Montgomery County

A hot tub is positioned outside, with its water shimmering under a soft blue light. Large windows display the interior, showcasing a colorful seating area and decorative plants, creating a harmonious connection between indoor and outdoor relaxation spaces.

4.9 out of 5 average rating, 218 reviews

Elegant Entertainment Home The SPOT + HOT TUB

Top Reasons why you’ll love our home! We’re located in a very safe area just minutes away from many of the main attractions of Clarksville. You’ll reside in a 2,300 sqft house w/ 3 bedrooms furnished with insanely comfortable beds w 2 full bathrooms and 2 full kitchens for your convenience & space. The home sits beautifully on the edge of some of Tennessee's most beautiful trees and is also frequently visited by deer and other harmless wildlife. Grab some coffee and enjoy the morning nature view

KitchenIndoor spacesTV

Superhost

A spacious outdoor area is enclosed within a wooden pergola, featuring comfortable seating arranged around a central coffee table. A hot tub is positioned nearby, with textured flooring and greenery suggesting a serene setting for relaxation.

4.84 out of 5 average rating, 246 reviews

Private Yard: Hot Tub/B-Ball Court/X-Box/Fire Pit!

Newly Updated 3BR/1BA home that sleeps 7 people. Driveway holds 3 cars with free street parking if needed. This home comes fully equipped with wi-fi, exterior security cameras, alarm system for windows and doors for your safety & comfort, smart TVs in every room, kitchen with everyday appliances, fireplace, washer/dryer, BBQ grill, firepit w/sitting area, hot tub, & fenced in backyard. Mall 2mi, APSU 4.9mi, Oak Grove Casino 11.8mi, Fort Campbell 14mi, Vineyard/Winery 3.8mi, & Nashville 45-50min.

KitchenFamilyComfort

4.96 out of 5 average rating, 401 reviews

The exterior of a brick townhome is showcased, featuring a welcoming front door adorned with a decorative wreath. Flanking the entrance are neatly trimmed bushes and a small stone wall, creating a tidy appearance. Multiple large windows allow natural light to illuminate the space.

Townhouse in Clarksville

Stunning 2bedroom Townhome in Downtown Clarksville

Relax in this stylish, sun-filled Town home, just a hop, skip, and jump from everywhere you want to be. Enjoy your morning coffee on your private patio surrounded by Tennessee lush green trees. Located in the heart of downtown Clarksville, is just a short walk to shops, restaurants, live theater, Austin Peay State University, and the River Walk. 5 minute walk to Downtown Clarksville 45 minutes to Nashville 20 minutes to Fort Campbell Check out our other listings by clicking on our host profile.

FamilyIndoor spacesAccess

An outdoor seating area features a comfortable light-colored sofa adorned with a decorative pillow. A dark tabletop with a circular opening is positioned in the center. Two wooden rocking chairs are visible in the background, set against a brick wall.

4.92 out of 5 average rating, 215 reviews

Historic Downtown cottage FULL of Amenities

Take a break and unwind at this peaceful guest cottage located on historic Greenwood Ave. 1 mile from downtown and APSU, this quaint home is full of amenities and waiting for you! Enjoy cooking in the equipped kitchen,dine in front of the electric fireplace with remote settings. Plenty of games and Roku TV to pass your time. The queen bedroom is ideal for 2 adults while the living room has 2 twin ottoman beds available for kids. Full bath, laundry room, and a desk for the working professional.

Indoor spacesFamilyGrill

5.0 out of 5 average rating, 146 reviews

A cozy living area features a soft, neutral sectional sofa adorned with patterned cushions and a warm throw. A round wooden coffee table sits in the center, while colorful wall art adds a touch of character. A hanging chair provides an inviting seating option.

Townhouse in Clarksville

TOP 1% w/ King Bed! Cozy&Luxury Downtown Townhome

"Sunjoo's Place on Cigar Hill," Hosted by Byers & Harvey is a 2 BR/2.5 BA with a big bonus room in downtown! The MB has a king bed and ensuite with double vanity and tile shower. 2nd room has a queen bed and ensuite. Downstairs, you can find designated office/perfect kids hang out bonus room with big desk and trundle bed with 2 twin size mattress. However, there is NO bathroom and NO window in the basement. Up to 6 people (max 4 adults) can stay comfortably. Inquire about long-term stays!

FamilyKitchenAccuracy

A cozy lounge area is highlighted by a large sectional sofa in dark brown leather, providing ample seating for relaxation. Soft lighting is emitted from a floor lamp, while a patterned area rug enhances the space. Decorative cushions add a touch of comfort and style.

4.96 out of 5 average rating, 162 reviews

Home Theatre w/Warm Southern Comfort

2200 sq.ft home, comfortable, warmly decorated, open floor plan, 3bd, 2b w/ large porch, furnished upper deck with nightlights, no access from below for your safety and peace of mind. It overlooks a beautiful view of forrest greenery w/ local wild life. A pet enclosure; home theatre w/refreshments, foosball & lota of family games; Fire Pit- w/ wood; Laundry space; Deep freezer; Storage shed; Family walking track & park within 2 min walking. **(2) EXTERIOR CAMERAS FOR GUEST SAFETY

Indoor spacesFamilyAmenities

4.96 out of 5 average rating, 453 reviews

A cozy cabin is nestled among lush greenery, partially obscured by mature trees. A gravel path leads to the entrance, which is flanked by wooden accents. A small outdoor seating area is visible, enhancing the connection to the serene natural surroundings.

Cabin in Chapmansboro

White Duck

Keep it simple at this peaceful and centrally-located cabin minutes from Interstate 24. Twenty minutes from Clarksville, APSU and nearby Fort Campbell KY to the north and thirty minutes from downtown Nashville and all it has to offer to the south. The quiet woodsy setting and comfortable interior of White Duck provide a restful transition from a day of sightseeing or an exciting football or hockey game. **There is a $50 pet fee** Please include your pet during the booking process.

KitchenFamilyGetting around

A single-story brick home is positioned on a gently sloping lawn, surrounded by greenery. A concrete pathway leads to the front entrance, flanked by small shrubs. Large windows provide ample natural light, contributing to a welcoming appearance from the peaceful neighborhood.

4.98 out of 5 average rating, 130 reviews

Henrietta House: Quiet Comfort with Fenced Yard

Henrietta House is a recently renovated home on a quiet, leafy street in an established neighborhood. Perfect for families or anyone looking for a fun and relaxing getaway, the home has a full kitchen and a fenced back yard. We are a 15 minute drive to APSU and downtown Clarksville; 5 minutes from Exit 11 on I-24, 5 minutes to Publix and Walmart, 30-40 minutes to Ft. Campbell, 45 minutes to downtown Nashville. Driveway or garage parking. Dogs welcome. No added-on cleaning fee.

KitchenFamilyOutdoor spaces

A spacious living area features a large sectional sofa, a round coffee table, and a wooden TV stand. Natural light enters through large windows, illuminating the soft color palette. A decorative wall art piece and a staircase add to the modern design.

4.89 out of 5 average rating, 129 reviews

Stunning 5 Bed 2.5 Bath

Beautifully renovated 5 bedroom 2.5 bathroom home located in the heart of Clarksville! Close to all of the amenities of Fort Campbell Blvd, Wilma Rudolph Blvd, and Tiny Town Rd. Easily could sleep 10 or more! This home is pet friendly, with stylish furnishings and super comfortable beds. Serene patio space with market lights that backs to trees. Air hockey and foosball table in the garage for your enjoyment!.

KitchenIndoor spacesCheckout

A bright bedroom features a spacious white bed adorned with decorative pillows. Exposed brick accents a wall behind the bed, complemented by two windows with bamboo shades. Nightstands flank the bed, and a ceiling fan provides a refreshing breeze. A door leads to a bathroom.

4.98 out of 5 average rating, 125 reviews

Stay at Our Firehouse in Downtown Clarksville!

We hope you will enjoy our fully renovated historic home! Originally built in the 1920's to be used by the local fire brigade, the home is oozing with character. We are within walking distance of downtown Clarksville, F&M Bank Arena, and Austin Peay State University! • Great for families • Large Kitchen • Free WiFi • Washer & Dryer • Free parking on-site • Check in at 4 pm // Check out at 11 am

KitchenFamilyWalkability

A spacious living room is filled with natural light from several windows. A long, comfortable sectional couch and a central coffee table offer ample seating. Two wicker chairs are positioned nearby, and a vibrant area rug adds a touch of color to the wood floor.

4.87 out of 5 average rating, 159 reviews

Great for the whole family!

Kick back and relax in this calm, stylish space. With 2 living rooms & an outdoor living area, there will be plenty of space for you to spread out and get comfy. New 65" Smart TV & long comfy couch - perfect for movie nights with the whole group! Local Attractions- 5 miles from Downtown Clarksville (~10min) 15 miles from Fort Campbell (~30min) 45 miles from Downtown Nashville (~45min)

Indoor spacesKitchenComfort

A spacious living area is highlighted by a cozy seating arrangement with a large sofa and throw blanket. Natural light filters through the sheer curtains, illuminating the space. A mounted TV is positioned above a modern fireplace, and a dining table is visible in the background near the kitchen.