Family-friendly holiday rentals in Hopkinsville

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.

4.86 out of 5 average rating, 235 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.

A sectional sofa in a soft gray color occupies the space, accompanied by two round wooden coffee tables. A light green accent wall contrasts with the white walls. Sunlight enters through a nearby door, illuminating the dining area with a small table and decorative wall art.

4.93 out of 5 average rating, 147 reviews

The Dragonfly

Enjoy the changing seasons in Clarksville with us! Located in a quaint neighborhood in northern Clarksville, this three bedroom, two bath home is five minutes from Fort Campbell, and 20 minutes from downtown Clarksville and Austin Peay State University. Conveniently located on Tiny Town Road with easy access to I-24, Fort Campbell, and many of Clarksville's major roads, this a great place for your home base as you explore the greater Clarksville area and Nashville is just an hour or so away!

4.78 out of 5 average rating, 111 reviews

The front entrance of a single-story brick home is presented, featuring a white door with a minimalistic design. Flanking the entrance are two symmetrical shrubs and a pathway leading to the steps. Natural light filters through the window-lined facade beneath a canopy of trees.

Home in Hopkinsville

Quiet 3 bedroom home in Hopkinsville, Ky

Relax in this Peaceful 3 bedroom home located off Lafayette Rd. This home has 4 beds, 1 King, 1 queen, and 2 twin beds. This home is minutes to Ft Campbell Blvd and down town Hopkinsville. Only 10 min from the Main Gate at Ft. Campbell. Enjoy a full Kitchen, living and dining area. The Kitchen is fully furnished with everything you will need to cook and a Keurig Coffee Maker. We provide the fastest WiFi available and 3 smart televisions for our guest to enjoy. No Smoking.

The living room features a comfortable tan sectional sofa adorned with blue accent pillows. A wooden coffee table sits at the center, complemented by a decorative plant. Natural light filters through sheer curtains above two windows, enhancing the inviting atmosphere.

4.84 out of 5 average rating, 164 reviews

Happy Hidaway! Pets Welcome~Fenced Yard.

Welcome to our home! Less than 5 minutes from Ft Campbell gate 4, which offers convenience for military personnel. Just 10-mile distance to Austin Peay State University and 4 miles from I-24, our house provides easy access to Kentucky, Alabama, or Georgia. We are walking distance to the casino, and 2.2-mile from Walmart and various dining options. For those looking to explore Nashville, we are just an hour away. Please take note of our pet fee and additional guest fee detailed below.

4.97 out of 5 average rating, 152 reviews

The treehouse is illuminated by soft outdoor lights, highlighting its wooden structure and welcoming design. A gently curving walkway leads to the entrance, surrounded by tall trees and a glimpse of Lake Malone visible in the background.

Treehouse in Lewisburg

Treehouse with HOT TUB!(Lake Malone)

Prepare to be taken to new heights as you enjoy this beautiful, private treehouse located on Lake Malone. It features an absolutely stunning view of the lake through an 8x14 glass door that opens up to allow the cool lake breezes to waft your cares away as you relax in the recliner. It also features a hot tub, large deck, full kitchen, Jacuzzi tub, rainfall shower, beautiful woodwork, two complimentary kayaks, and many other unique features that will make your stay unforgettable.

4.96 out of 5 average rating, 412 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.

The living room features a light blue wall, two comfortable sofas, and a patterned area rug. A coffee table sits center, with a ceiling fan above providing airflow. A window allows natural light, while a dining area is visible through the open doorway.

4.94 out of 5 average rating, 161 reviews

Paw-fect for pet lovers & thrill seekers

Whatever brings you to Oak Grove KY or Clarksville TN and surrounding areas, this renovated three bedroom house is sure to make you feel at home, away from home, in all the right ways. Paw-fect space is perfectly equipped for you to enjoy a home suitable for all groups. Book your next trip with confidence and learn why so many guests have ranked this house the premier place to stay in Oak Grove KY. Message us for more information about discounted extended stays.

Farm stay in Hopkinsville

The kitchen features a U-shaped countertop with wooden cabinetry and a deep sink, complemented by a tile backsplash. A dining area with a round table and chairs is visible in the background, along with a decorative wall piece and clock adding subtle detail to the space.

4.86 out of 5 average rating, 147 reviews

Quiet country setting.

Hello! Thank you for considering staying with us during your stay in or around Hopkinsville, Ky. Whether you’re coming for work, pleasure or, to visit family, we think you’ll love staying here. It’s a warm and inviting home, with all the amenities you need for the perfect stay. We live on the farm, and will be around if you require anything during your stay. Please email if you have any questions. We look forward to hearing from you.

The exterior of the house is illuminated by soft lighting along the pathway, enhancing the welcoming entrance. An American flag is displayed, and the covered porch features a welcoming door. The well-maintained lawn is bordered by neatly arranged flowers.

4.84 out of 5 average rating, 160 reviews

Beautiful 3-bedroom house

Cozy and family-friendly 3-bedroom home in Oak Grove, KY. Enjoy high-speed Wi-Fi, air conditioning, a fully equipped kitchen, laundry area, outdoor grill, and everything needed for a comfortable stay. Located less than 10 minutes from Oak Grove Racing & Gaming and Fort Campbell Military Base, 20 minutes from downtown Clarksville, TN, and under 1 hour from Nashville. Perfect for families, business travelers, and long or short stays.

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.

4.96 out of 5 average rating, 132 reviews

Beautiful & Airy Retreat with Lots of Character

Welcome to your spacious and airy retreat at Russet Ridge! Nestled in a prime location just minutes from Wilma Rudolph Boulevard, this charming three-bedroom, two-bath home offers the perfect blend of comfort, convenience, and style. Whether you’re in town for a relaxing getaway, a business trip, or just exploring the area, this home provides the ideal setting for any stay.

4.94 out of 5 average rating, 317 reviews

The cabin features a welcoming front porch with wooden railings and steps leading up to a central door with a rustic design. Natural wood elements complement the structure, blending with the surrounding greenery for an inviting appearance.

Cabin in Hopkinsville

1 Bedroom, 1 Bathroom Cozy Cabin with Hot Tub.

The Lodge is a small 2 person only cabin on 45 acres of western KY countryside with amazing sunsets included. It has a private drive and a relaxing front porch with a 2 person only hot tub. Once you walk through the cabin doors, you will be transported to the Smokey mountains without the mountains. The owners live onsite if any problems arise that need immediate attention.

Tiny home in Hopkinsville

The image captures a serene outdoor sunset view framed by large glass doors. Two modern chairs are positioned on a wooden deck, overlooking a grassy area and trees silhouetted against a vibrant sky filled with shades of orange and purple.

5 out of 5 average rating, 110 reviews

Peaceful, Romantic Getaway in Nature

Enjoy the lovely setting of this romantic spot in nature. Conveniently located less than ten minutes from downtown Hopkinsville in a private area with great views of the outdoors and wildlife. Guests can enjoy our hiking trails during their stay. Handicap accessible: walk-in shower 5x5 ft, all doorways >32 inches, no steps. Well-behaved pets allowed with pre-approval.

Popular amenities for Hopkinsville family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A light-filled living room features a comfortable, spacious sectional sofa and a cozy armchair. A ceiling fan adds a touch of warmth, while a stylish coffee table sits on a soft area rug. A stone fireplace serves as a focal point in the background.

4.85 out of 5 average rating, 48 reviews

Work Stay+Grill+Sunroom+2mil to post/food/shops

An exterior view of the Rocky Ford Retreat features a charming porch with wooden seating and a well-manicured front yard. The home is surrounded by lush greenery, with inviting outdoor spaces visible, suggesting a serene atmosphere for relaxation.

4.88 out of 5 average rating, 34 reviews

HOT tub, cozy countryside privacy, fireplace!

4.89 out of 5 average rating, 35 reviews

Home in Lewisburg

Hot Tub Haven with Private Dock on Lake Malone

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, 202 reviews

Elegant Entertainment Home The SPOT + HOT TUB

A two-story family house is framed by greenery, featuring a brick exterior and white siding. A stone pathway leads to the front door, while two young trees stand in the well-maintained yard. Windows are adorned with shutters, creating an inviting facade.

4.58 out of 5 average rating, 24 reviews

Happy home for the Holidays with Hot tub!

A cozy living room features a deep brown leather sofa paired with a bright orange chair. Light streams in through large windows, framed by soft white curtains. A wooden coffee table holds decorative items, while wall art depicting butterflies is displayed above the sofa.

4.86 out of 5 average rating, 165 reviews

Eclectic Getaway with Hot tub and Hiking Trails

4.9 out of 5 average rating, 437 reviews

A spacious sleeping area features a large bed adorned with decorative pillows. The headboard is complemented by a green floral wall, while warm lamp lighting creates a calming ambiance. A cozy seating area and an intricately designed cabinet are also visible, adding a touch of charm.

Barn in Clarksville

Tiny Barn on a Farm Hot Tub 45 min to Nashville

5 out of 5 average rating, 11 reviews

Fifty Shaydes Of Play Clarksville

Family- and pet-friendly home rentals

The open living area features a two-tone staircase with wooden railings and a hexagonal wall design. Comfortable, grey rounded sofas are arranged around a round marble table, with decorative yellow cushions enhancing the seating area. The kitchen is visible in the background, showcasing convenient access.

4.88 out of 5 average rating, 108 reviews

Riverfront Oasis

A living room is presented with a light-colored ceiling fan above. A grey sofa and a chair are arranged around a coffee table, with a patterned rug beneath. A television stands on a low media unit, and large windows are framed by navy curtains, allowing natural light to enter.

4.87 out of 5 average rating, 223 reviews

Spacious | 4BR Boho | Family + Pet Friendly

A single-family home is depicted with a brick facade and a neatly maintained lawn. The entrance features a set of stairs leading up to the front door, flanked by two large windows. A two-car garage is visible on the right side.

4.71 out of 5 average rating, 21 reviews

The Rosy Outlook

A single-story home is depicted with a light gray exterior and a blue front door. Lush green shrubs border the front, and a spacious driveway leads to an attached garage. The lawn is well-maintained, complemented by the clear blue sky above.

4.77 out of 5 average rating, 158 reviews

Gorgeous Cozy Home Near Fort Campbell and Casino

A dining area features a round wooden table surrounded by four black chairs. A decorative wall greeting is visible, along with large windows allowing natural light. A television is positioned next to the table, and a standing snack dispenser adds a functional touch.

4.96 out of 5 average rating, 111 reviews

Renovated 2bed 1bath! Near Ft. Campbell

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, 113 reviews

Stunning 5 Bed 2.5 Bath

4.95 out of 5 average rating, 19 reviews

A charming single-story home features a welcoming front porch surrounded by lush greenery. Potted plants add color to the entrance, while a large tree provides shade. The driveway leads to a two-car garage, and a peaceful sky enhances the overall serene atmosphere.

Home in Hopkinsville

Clean, Modern, 3BR 2 bath Pet-friendly, EV Charger

The entryway features exposed brick walls and polished wooden floors. A vintage dresser stands opposite a large mirror, reflecting light from elegant chandeliers above. A staircase with black railings leads to the upper floor, while additional seating is arranged nearby.

4.97 out of 5 average rating, 118 reviews

Stay at Our Firehouse in Downtown Clarksville!

Family-friendly home rentals with a pool

A modern kitchen features dark cabinetry complemented by light granite countertops. Stainless steel appliances, including a refrigerator and microwave, are visible. Two pendant lights hang above the kitchen island, and a sink is positioned between the counter space. A decorative sign is displayed on the backsplash.

4.89 out of 5 average rating, 107 reviews

Beautiful Townhome with Pool

4.81 out of 5 average rating, 42 reviews

Two red Adirondack chairs are positioned in front of a cabin, facing a small fire pit. The cabin features a porch with a wooden bench and a welcoming entrance. Surrounding grassy areas and trees provide a natural setting.

Cabin in Clarksville

Bluffside Cabin 2

5 out of 5 average rating, 29 reviews

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

A comfortable living room area is featured, with two light-colored sofas adorned with various patterned throw pillows. A square ottoman is positioned in the center, while a decorative area rug adds texture to the floor. A wall-mounted artwork enhances the space.

4.99 out of 5 average rating, 84 reviews

Rustic Retreat

4.98 out of 5 average rating, 88 reviews

A welcoming living area features a purple sofa and a light-colored armchair, positioned on a multi-colored area rug. A simple bookshelf stands in the corner, while a small table holds a potted plant. The grey mountain mural adds depth to the room.

Townhouse in Clarksville

Blue Ridge Townhome

Apartment in Clarksville

New place to stay

Cottage w/ Community Pool (0.8 Miles from Winery)

New place to stay

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

A bright living area is displayed with a comfortable orange sofa and an accent chair. A wooden coffee table sits in the center, complemented by a decorative rug. Natural light enters through windows, highlighting a piece of art featuring a cow on the wall.