Family-friendly holiday rentals in Oak Grove

4.94 out of 5 average rating, 198 reviews

The exterior of a rustic cabin features a combination of log siding and a green metal roof. A spacious covered porch welcomes guests, with large columns supporting the overhang. Surrounding trees provide shade and natural beauty, enhancing the serene rural setting.

Cabin in Russellville

Cozy Cabin with Private Walking Trail

Relax and retreat to this peaceful rural cabin with modern amenities and charming outdoor spaces situated on a working farm. Enjoy the walking trail through 10 acres of woods or swing while enjoying beautiful country views. Experience the best of both worlds in the historic 19th century cabin with a modern addition. A short drive to quaint downtown Russellville, Auburn, or Franklin KY each with plenty of shopping. The nearby Red River provides opportunities for kayaking, tubing or fishing.

The front exterior of the home features a welcoming covered porch with a bench and decorative pillows. A flag is displayed prominently beside the entrance, and colorful rose bushes line the walkway, which leads to the door. The siding is light-colored, complemented by dark shutters.

4.91 out of 5 average rating, 394 reviews

Fort Campbell Retreat w/ Tesla Charger

3 bedrooms and 1.5 bathrooms. Master has king size bed, walk-in closet and own half bath. Spare room has double bed and walk-in closet. Minutes from Fort Campbell, Downtown Clarksville and Governor's Square Mall. 45 Min from Nashville Airport. Neighborhood Walmart Marketplace within walking distance. Brand new washer, dryer and refrigerator. High-speed Wi-Fi, big screen TVs w/ Roku and Nespresso coffee. Relaxing patio deck backing up to a woodland paradise! 50amp Tesla Wall Charger.

4.84 out of 5 average rating, 164 reviews

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.

Home in Oak Grove

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.

The living room features a comfortable sofa and loveseat, accented with decorative pillows. A stylish coffee table is centered on a patterned area rug. Light streams through large windows covered with sheer curtains, and wall art complements the welcoming atmosphere.

4.95 out of 5 average rating, 265 reviews

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

4.95 out of 5 average rating, 605 reviews

Tiny home in Clarksville

Tiny Town's Tiny Ship

Our tiny ship is a tiny house with a flair for the nautical. Our Tiny Ship is stranded between a few homes and tucked away from sight. She has everything you need as you visit our fair city,. We have a wet bathroom with a 6 gal hot water tank (10 min continuous hot water. And a map to help ye on your travels! ⚓️⚓️ We welcome one pet, but they must be crated when left alone, and a $15 pet fee. Also, it is located on a main road with neighbors, so complete silence is impossible.

Place to stay in Ashland City

The Bridge House is seen suspended over a serene creek, framed by lush greenery. A calm water surface reflects the building and surrounding foliage. A gray dog stands on a rock in the foreground, appearing to enjoy the natural setting.

4.97 out of 5 average rating, 413 reviews

Bridge House over Blue Springs Creek

Magical in all seasons! Soothe your soul with an unforgettable escape, surrounded by nature and suspended twenty feet above a babbling brook! Listen to the rushing water and the bamboo whispering in the breeze, take in a sunset, or wade in the creek below. We hope you’ll enjoy this unique covered bridge conversion, expanding from bank to bank with a 50-foot front deck. Breakfast provided the first day includes fresh fruit, a half dozen eggs, and muffins, coffee and tea.

4.94 out of 5 average rating, 161 reviews

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.

Home in Oak Grove

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.

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

We are thrilled to welcome you to this Gorgeous cozy residential home, A lovely 3 bedroom & 2 full bathrooms space to unwind and relax after a busy day whether it is work or play. In a charming quiet neighborhood! Clarksville City the Queen City has everything you are looking for! From a relaxing family day at the Dunbar cave park to a fun night at the new oak grove casino! 5 mins away from all the restaurants & shop as well to any Fort Campbell gate! ! !

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, 148 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.

4.84 out of 5 average rating, 160 reviews

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.

Home in Oak Grove

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.

Tiny home in Hopkinsville

A spacious bedroom features large glass doors, offering views of the surrounding nature. Soft natural light fills the room, highlighting a comfortable queen bed with crisp linens. Nearby, a cozy seating area and a small workspace complement the inviting atmosphere.

5 out of 5 average rating, 157 reviews

Romantic, Peaceful Getaway in Nature

Enjoy beautiful views of nature when you stay in this unique place! Large windows on two sides of the home make it a truly serene space. Whether you are looking to walk trails on the property or enjoy the scenery in the comfort of home, you will find serenity during your stay here. If you'd like to bring a well-behaved dog, check out our other very similar rental! www.airbnb.com/h/3907witty

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, 137 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.

Popular amenities for Oak Grove family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 318 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.

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, 236 reviews

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

4.94 out of 5 average rating, 392 reviews

A unique structure resembling a boat stands on a grassy hillside, surrounded by trees. A wooden deck encircles the building, featuring round windows along its exterior. The rustic design and red metal roof complement the natural landscape.

Boat in Springfield

Sheet

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, 166 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

4.98 out of 5 average rating, 295 reviews

A serene lakeside dock is visible, surrounded by mist and tranquil waters. Two wooden chairs and a small table are placed on the deck, offering a peaceful spot to relax and appreciate the natural beauty. Lush vegetation borders the lake, enhancing the secluded atmosphere.

Guest suite in Nashville

Lake House Retreat

4.97 out of 5 average rating, 242 reviews

A two-story white manor features large windows and a welcoming front porch, surrounded by manicured shrubs and a grassy lawn. The structure is set against a backdrop of wooded hills, conveying a sense of privacy and tranquility.

Home in Joelton

White Oaks Inn Country manor in rural neighborhood

4.97 out of 5 average rating, 153 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)

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 107 reviews

A cozy living space features a stone fireplace with a flat-screen television mounted above. A light-colored armchair and a decorative pouf complement the room's soft neutral palette. Natural light enters through large windows dressed with sheer curtains, enhancing the inviting ambiance.

Home in Elkton

Elkton Family House

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, 224 reviews

Spacious | 4BR Boho | Family + Pet Friendly

4.9 out of 5 average rating, 29 reviews

Little Sorrento

4.96 out of 5 average rating, 25 reviews

Home in Hopkinsville

Cozy quaint cottage 3 bedrooms

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, 114 reviews

Stunning 5 Bed 2.5 Bath

Apartment in Hopkinsville

A two-story brick apartment building is positioned on a grassy lot, surrounded by trees. The facade features multiple windows with dark shutters and a central entrance highlighted by a blue door. Clear blue skies create a bright backdrop for the exterior.

4.9 out of 5 average rating, 30 reviews

Apt 3 - Furnished 2 bdr 2nd floor Apartment

4.99 out of 5 average rating, 178 reviews

A welcoming farmhouse is set among mature trees, with a sign reading 'Itty Bitty Acres' prominently displayed. The gravel path leads to the front porch, where rocking chairs are positioned for relaxation. Open fields create a serene backdrop in the distance.

Home in Springfield

“Updated Historic Farmhouse, Incredible Views!

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, 108 reviews

Beautiful Townhome with Pool

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, 87 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

4.85 out of 5 average rating, 46 reviews

Home in Pleasant View

The Southern Oasis - Country Escape with Pool

5 out of 5 average rating, 3 reviews

Condo in Clarksville

Cottage w/ Community Pool (0.8 Miles from Winery)

4.97 out of 5 average rating, 178 reviews

A two-story brick home is showcased against a clear blue sky. The exterior features evenly spaced windows with dark shutters and a welcoming front staircase leading to the entrance. Lush green grass surrounds the house, enhancing its inviting curb appeal.

Home in Nashville

Home Away from Home (w/Theater Room, Pool & Spa)

4.98 out of 5 average rating, 112 reviews

An outdoor fire pit area is framed by a wooden structure with string lights overhead, casting a warm glow. Two swings hang from the structure, while the surrounding green space adds to the inviting atmosphere. The home is visible in the background.

Home in Cheatham County

Solitude of Music City- Heated Pool-HotTub-FirePit

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.