
Family-friendly holiday rentals in Montgomery County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Montgomery County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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

A cozy studio apartment downtown Clarksville
The allée des fraises loft is a studio loft inspired by my stay in Paris and London, located on the second floor of an historic 1890’s building. The charming brick walls and rustic aesthetics add character to this bright space. Perfect for a couple’s getaway or a solo traveler in town for work. Walking distance to coffee shops, restaurants, local cafes, boutiques, breweries and more. Near Austin Peay State University, Fort Campbell and less than hour from Nashville. A parking pass is provided.

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.

Paradise Hill Tiny House
Relax in this calm, stylish space. Come enjoy your stay at our small, quaint, inviting tiny house located in a peaceful country setting. Property is very close to the Historic Southside Market, Historic Collinsville and a short drive to beautiful Charlotte, TN where you can shop their unique variety of farm to table and craft stores. Only 14 miles to Clarksville, TN, 26 miles to Dickson, TN and 42 miles to Nashville! Come relax in the country and soak in the beauty and peacefulness of it all!

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!

The PINK HOUSE in Downtown Clarksville
The Pink House Clarksville is located in downtown Clarksville 5 minutes to Austin Peay and F&M Bank ARENA and downtown restaurants. It is 20 minutes to Fort Campbell area, 45 minutes to Nashville, and 20 min to most of Clarksville areas. Cottage includes fully stocked kitchen, relaxing seating areas in backyard and SUNROOM, and on premise parking. There is also a SPEAKEASY themed airbnb NEXT DOOR you can rent as well! Be sure to bring your best camera for all the photo opportunities!

2 Bedroom Hidden Gem, Downtown Clarksville
Kick back and relax in this calm, stylish space. This is a charming home nestled in the heart of Clarksville! This cozy Airbnb is the perfect choice for your stay in the vibrant city of Clarksville. As you step inside, you'll be greeted by a warm and inviting atmosphere. The living room is tastefully furnished, providing a comfortable space for relaxation and entertainment. Whether you're visiting for business or pleasure, this is the perfect home away from home. Book your stay today!

Entire 3BR House close to APSU Ft Campbell &Casino
Entire 3 bedroom house , located just minutes from Austin Peay, Fort Campbell, and the Oak Grove Casino. This home has a beautiful open floor plan with a kitchen, dining area, and living room for everyone to enjoy together. Go out into the spacious backyard which also includes a swing set for the kids! Enjoy this beautiful home and all that it has to offer. ✔3 Comfy Bedrooms ✔Fully Equipped Kitchen ✔Large Backyard ✔Smart TV ✔Washer/Dryer ✔High-Speed Wi-Fi ✔1 car garage & driveway

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.

Serene private new construction walk out apartment
Beautiful 1 bed 1 bath apartment tucked into the woods in Cumberland Heights. Enjoy a private getaway but still convenient access to all that Clarksville has to offer. Close to Austin Peay State University, 10 minutes from downtown and 30 minutes from Fort Campbell. The Space: Comfortable queen bed with full bath (shower only-no tub). Private entrance to walkout basement apartment. No access to main house from apartment. Full kitchen with coffee provided.

Lighthouse of the Mid-South
Recently remodeled! New second story addition! An Amish built lighthouse that has been furnished and is tucked away in the county but only 15 min from downtown and APSU. The heating and cooling is an in-wall unit as well as a space heater. It's situated on a pond across a foot bridge from the barn. Behind is 4 acres of trees with trails through it that run up to a cattle pasture. There is plenty of space to roam with a play set to entertain the kids.

Eclectic Getaway with Hot tub and Hiking Trails
The Element; perfect house for a calming getaway. Centrally located but also surrounded by Dunbar Cave State Park. You can access the hiking trails within walking distance of the house. This property frequently has Deer, birds, squirrels, and other animals in the back yard! The house is also Less than 5 miles (less than 10 minutes) to downtown and the F&M bank convention center as well as Clarksville’s best restaurants and breweries.
Popular amenities for Montgomery County family-friendly rentals
Family-friendly home rentals with a hot tub

Save monthly stay*sleep 9*pay weekly*3 mil to post

*HOT tub, countryside privacy, NO cleaning fee!

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

Serenity Cottage 300mbps WiFi - Dog Friendly

Stonewood Main W/Hot Tub

Gun Valley Ranch - Hot Tub

Happy home for the Holidays with Hot tub!

Tiny Barn Hot Tub Military Discnt 45 min2 Nashvlle
Family- and pet-friendly home rentals

The Lofts of Downtown (540 N 2nd St, #211)

The Lofty Hideaway

Historic "Red House" in downtown Clarksville

Tee Time Treasures (1625 Gold Club Ln, #602)

Luxury Newer Home with Fire Pit and trampoline

The Boxwood

Gorgeous Cozy Home Near Fort Campbell and Casino

Renovated 2bed 1bath! Near Ft. Campbell
Family-friendly home rentals with a pool

Luxury Loft In Historic Downtown Dickson

BRAND NEW! Vibrant & Exquisite -1 Mile to Downtown

Resort-Style Living - Blocks From Broadway!

Luxe Farmhouse Retreat with Incredible Views

One-Of-A-Kind! Roll Up Garage Door, Pool,Speakeasy

HippyTonk💛Walk to Broadway! Retro Fun w/Pool+Gym

The Swiftie Shangri-La - Walk to Gulch & Music Row

Historical 1865 tobacco barn building. Top Floor
Destinations to explore
- Rentals with an EV charger Montgomery County
- Pet-friendly rentals Montgomery County
- Rentals with a hot tub Montgomery County
- Townhouse rentals Montgomery County
- Rentals with a firepit Montgomery County
- Rentals with a patio Montgomery County
- Smoking-friendly rentals Montgomery County
- Flat rentals Montgomery County
- House rentals Montgomery County
- Fitness-friendly rentals Montgomery County
- Rentals with breakfast Montgomery County
- Rentals with pools Montgomery County
- Rentals with a washing machine and dryer Montgomery County
- Rentals with a fireplace Montgomery County
- Apartment rentals Montgomery County
- Rentals with outdoor seating Montgomery County
- Family-friendly rentals Tennessee
- Family-friendly rentals United States
- Music Row
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Land Between the Lakes National Recreation Area
- Ascend Amphitheater
- Nashville Zoo at Grassmere
- Radnor Lake State Park
- Country Music Hall of Fame and Museum
- Bicentennial Capitol Mall State Park
- The Parthenon
- First Tennessee Park
- Percy Warner Park
- Shelby Golf Course
- Tennessee Performing Arts Center
- Eddy Grove Vineyard
- Frist Art Museum
- Adventure Science Center
- Golf Club of Tennessee
- John Seigenthaler Pedestrian Bridge
- Cumberland Park
- Tie Breaker Family Aquatic Center
- General Jackson Showboat
- Beachaven Vineyards & Winery




