Family-friendly holiday rentals in Madison

4.96 out of 5 average rating, 100 reviews

The exterior of a charming blue bungalow is shown, featuring flower boxes under the windows filled with colorful plants. A well-maintained yard includes neatly trimmed shrubs and a landscaped flower bed surrounded by decorative stones. Lush green grass completes the inviting outdoor setting.

Bungalow in Nashville

*Old Hickory Village Bungalow* 3 bedroom* 1 bath

This charming 1930’s bungalow has all you need for a relaxing comfortable stay minutes to Music City nightlife Centrally located the home is a short 20-30 min commute to East / downtown Nashville and the BNA airport. Situated in the middle of one of Nashvilles best suburbs. Old Hickory Village offers picture book homes, family friendly sidewalks, park, restaurants & coffee shops. Boat rentals at Blue Turtle Bay marina are only few minutes walk. Uber / Lift and delivery services available

4.99 out of 5 average rating, 227 reviews

A modern living area features a green sofa and a brown lounge chair, complemented by a round coffee table. Natural light filters through large windows adorned with soft drapes. Sleek bar stools are visible at the kitchen counter, enhancing the open layout.

Guest house in Nashville

Super Walkable - King Bed w/ Off Street Parking!

Enjoy a cozy, yet modern, centrally-located private guesthouse! Within a short walk to many bars, shopping, restaurants, grocery stores, and coffee shops! And only a 10 minute Uber to downtown Nashville! This new guesthouse boasts modern amenities, comfy beds, and offers plenty of space to relax. It sits atop a garage on our property and is located on a quiet street in a bustling neighborhood! Downtown/Bridgestone/Stadium - ~3 miles Restaurants/Shops - Many options within 2 blocks to 1 Mile

A charming two-story house sits on a well-maintained lawn, framed by trees. The front porch, with steps leading up, enhances curb appeal. A gravel driveway accommodates parking, and a separate building is visible nearby, ensuring a peaceful setting.

4.92 out of 5 average rating, 240 reviews

Blissful Boho Chic Two Bedroom Main Level

Enjoy your own space away from the hustle and bustle of Nashville, but still close enough to hit all of your favorite places. This two bedroom two bath is perfect for your family or group of friends. 2 Queen Beds 1 Blow up Mattress (upon request) Downtown is 25min East Nashville is 20min 12 South is 23min LGBTQIA+ friendly. BLM. Veteran owned. This is a safe space for ALL. *Note: there is another unit on site, so no loud parties are allowed. IF you need an event look at other listing.

4.95 out of 5 average rating, 871 reviews

The interior of the cottage features a cozy sleeping area with a spacious bed dressed in soft linens. Wooden walls provide warmth, while rustic decor enhances the vintage charm. A kitchenette is visible in the background, and natural light enters through the windows.

Cottage in Madison

Recharge and Renew in a Preserved Historic Cottage

Breathe healthy in this hypoallergenic environment. Stay warm around a central stone fireplace and soak up the cultural significance of staying in a carefully restored domestic cottage listed on the National Register of Historic Places. Enjoy a soak in the hot tub to relax a little more. This original tiny house has no separate bedrooms. Spa is near the main house-70 feet from the cottage. Swim wear required. It is private for the cottage guests only. We are 7 miles from downtown Nashville.

4.98 out of 5 average rating, 140 reviews

An open living space showcases a light-colored sofa adorned with decorative pillows, paired with a modern coffee table. A dining area features a wooden table surrounded by chairs, and large windows allow natural light to fill the room, highlighting the neutral color palette.

Townhouse in Madison

*~*Nashville Rooftop Deck BBQ PingPong Fire Pit*~*

🏠 Experience the perfect blend of modern luxury and comfort in this brand-new Nashville home! With 2 true bedrooms and 2.5 baths, your group has plenty of space to relax and unwind. The expansive rooftop patio offers breathtaking views of downtown Nashville, making it one of the best spots in the city for New Year’s Eve and July 4th fireworks. Plus, its prime location just 6 min from Gaylord Hotel & Opry Mills Mall makes it ideal for a visit this May! Book for an unforgettable stay today!🔑

4.98 out of 5 average rating, 229 reviews

The entrance of the Tudor home features a charming arched brick doorway framed by lush greenery and floral planters. A stone pathway leads to the door, flanked by manicured grass and shrubs, creating an inviting approach to the house.

Guest suite in Nashville

Charming two bedroom suite near the Grand Ole Opry

Beautiful Tudor home on one of the most unique streets in Nashville. The eclectic collection of homes on our street is something everyone notes. Most of us know each other well and our kids have grown up together. To this day, we celebrate milestones, holidays and memories together. Miami (Avenue) might not be Mayberry, but it's pretty close! We hope you'll join us! Just 2 miles to the Grand Ole Opry, 12 to downtown Nashville and 10 to the Nashville International Airport (BNA).

5 out of 5 average rating, 194 reviews

A cozy bedroom features a spacious bed with a teal coverlet, complemented by matching pillows. Natural light filters through two windows, with a small dining table and chairs positioned nearby. Decorative plants and wall art add an inviting touch to the room.

Guest suite in Nashville

Eastside Zen Den! …quiet, convenient studio

Welcome to your own private entrance suite that is attached to our home. We are in a quiet, safe Nashville neighborhood, 15 minutes to downtown or airport. 10 minutes to opryland area or popular 5 points area. Rest, reset, explore this amazing city. Enjoy the birds from the front porch. There is also plenty of parking. We love Nashville and live here with our sweet well behaved cat and dog. We respect guests privacy, but are readily available if you need anything at all! Welcome!

A cozy studio space is showcased with natural light filling the room. A spacious bed is positioned beside a small table with four chairs. Artwork adorns the walls, while a ceiling fan adds comfort. A doorway leads to a bright area beyond.

4.91 out of 5 average rating, 428 reviews

Fun East Nashville Studio

Explore Nashville using this cute studio to call home base. Walkable to East Nashville bars, restaurants, shops, and more, the studio is just a ten-minute drive to downtown Nashville. Please note this space is a part of a larger home, however it has its own entrance, parking spot, yard, and is cut off from the rest of the house. Local spots: Shotgun Willies BBQ El Fuego Inglewood Lounge The Underdog American Legion Post 82 High Class Hillbilly Backslide Vintage

A private rooftop deck features a modern fire pit surrounded by comfortable seating. String lights hang above, creating a welcoming ambiance. A wall-mounted TV adds convenience, while the sky displays a colorful sunset, enhancing the outdoor space.

4.99 out of 5 average rating, 146 reviews

10 min from Broadway Townhome with Rooftop+Firepit

Welcome to our centrally located townhouse in the heart of a peaceful neighborhood, just a short 10-15 minute drive away from the vibrant activities of Nashville! With keyless entry for your convenience, you can check in hassle free. Our townhouse is equipped with everything you need to make the most of your visit to Music City including; • Fully stocked and equipped kitchen • High speed wifi • Washer/Dryer • Private rooftop • Fireplace . Smart TVs

An open-concept living area is presented, featuring a spacious gray sofa and a wooden coffee table. Four modern bar stools are positioned at a granite countertop separating the kitchen. Light streams through the large windows, complemented by light curtains, while a ceiling fan adds comfort.

4.83 out of 5 average rating, 244 reviews

The Little Madison Home- All yours & dog friendly.

Welcome to our Little Madison Home! We invite you to enjoy your own private home. 1 mile from grocery, 5 minutes from East Nashville and a 15 minute drive from Downtown. Our home is perfect for a romantic getaway, family visits, business travelers, solo travelers and sightseers. Pup friendly with a fenced in front and backyard to make a happy getaway for you and your best dog pal. Our Little Madison Home is the warm hug of housing.

4.97 out of 5 average rating, 437 reviews

A spacious living area features a comfortable sofa with textured cushions and a matching armchair positioned near a gas fireplace. Soft blue walls and carefully chosen artwork complement the soothing decor, creating a welcoming space for relaxation.

Flat in Madison

Peggy Street Retreat

When your accommodations matter as much as your location, welcome to Peggy Street Retreat! We have, and always will, put cleanliness first, but equally important is comfort, so we provide firm, comfortable, back friendly furniture.. Enjoy the total privacy of your own one bedroom apartment, beautifully decorated & stocked w/quality basics, a mere 15-20 mins north of downtown in Madison, easily accessed with keyless entry..

4.89 out of 5 average rating, 123 reviews

Music City Getaway, 10 min to Downtown and Opry

This beautiful Nashville home is tucked away 9 min from the Grand Ole Opry and 4 miles to Broadway ! Its an open concept 2500- sq feet 3 bedroom 2 baths perfect for families or couples. You can enjoy the beautiful backyard with cocktails or morning coffee or if you are the cook in your group ..., our kitchen is set up to inspire your inner Bobby Flay ...or Julia Child ..We can't wait to see Y'all in Nashville !

Popular amenities for Madison family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

An indoor game room features various entertainment options, including a ping pong table, foosball table, and a darts area. The space is designed with artificial grass flooring, white walls, and wooden accents. Ample lighting enhances the playful atmosphere for group activities.

4.8 out of 5 average rating, 219 reviews

Graycroft Luxe Retreat Spacious Group Stay

A covered balcony features comfortable outdoor couches and chairs arranged around a propane fire table. The space is surrounded by lush greenery, offering views of the water through the railing slats. A ceiling fan provides additional comfort on warm days.

4.94 out of 5 average rating, 140 reviews

Closest Lake House to Nashville

Guest suite in Hendersonville

An open space features a game area with a red pool table and a foosball table. A cozy leather couch is positioned nearby, alongside a dining area with a modern table and chairs. A full kitchen and white cabinetry are visible in the background.

4.92 out of 5 average rating, 264 reviews

Hot tub & Pool table! 20 minutes to Nashville!

The exterior of a single-family home showcases a welcoming front porch adorned with potted plants. The house features a light gray brick facade, with a blue front door and house number displayed prominently. A well-maintained lawn surrounds the property, providing a pleasant outdoor space.

4.98 out of 5 average rating, 104 reviews

Pool O'Clock-E Nashville, Riverside- with hot tub!

A welcoming single-story home is depicted, featuring a red front door framed by white columns. Soft outdoor lighting highlights the entrance and surrounding landscaping. The driveway leads up to the house, offering a spacious and inviting approach.

4.93 out of 5 average rating, 173 reviews

East Nashville River Retreat

4.98 out of 5 average rating, 251 reviews

An open living area features a spacious sectional sofa adorned with decorative pillows. A wooden coffee table is centered on a herringbone floor, while a dining table is positioned nearby. The kitchen, equipped with modern appliances, is visible in the background, enhancing the inviting layout.

Home in Mt. Juliet

Carriage House On Lake sleeps8

A cozy breakfast nook is featured, with a round wooden table surrounded by red stools. A built-in seating area with plush red cushions is complemented by framed pictures on the walls. Natural light streams in through the large windows, enhancing the inviting space.

4.93 out of 5 average rating, 257 reviews

Vintage 1920s Craftsman in East Nashville

Superhost

The exterior of a black cabin is shown, featuring large glass doors that provide views into the interior. Surrounding trees create a natural backdrop, and a gravel pathway leads to a fenced entrance. Outdoor lights are visible, enhancing the welcoming feel of the space.

Cabin in Joelton

4.83 out of 5 average rating, 250 reviews

Tennessee Mountain Home | w/ SPA

Family- and pet-friendly home rentals

An outdoor dining area is shaded by a canopy, featuring a large table surrounded by six chairs. A patterned rug adds texture to the space. A hammock is suspended nearby, with a backdrop of lush greenery and a gently sloping yard.

4.92 out of 5 average rating, 131 reviews

Private 4 Bedroom with Sports Field Near Downtown!

4.99 out of 5 average rating, 131 reviews

A vibrant peacock is perched on a wooden fence, showcasing its colorful feathers against a natural backdrop. The cabin, surrounded by greenery, features a two-story design with a garage below. Guests are engaged in a creative session at a communal table, while a person interacts with friendly goats.

Cabin in Hendersonville

The Sanctuary | Art, Nature & Animal Farm Retreat

4.94 out of 5 average rating, 113 reviews

A spacious studio apartment features a queen size bed positioned against a brick accent wall. A modern smart TV is mounted above a decorative fireplace. A cozy seating area includes a pullout sofa, with a kitchenette and dining space visible in the background, surrounded by large windows.

Guest suite in Nashville

Studio, Private Entry & Yard, 10 mins to downtown

5 out of 5 average rating, 303 reviews

A cozy living area features a stone fireplace surrounded by reclaimed wood paneling. Double glass doors lead to the screen porch, while a vibrant red refrigerator adds a pop of color. Comfortable seating includes a soft couch and a decorative rug enhances the warm ambiance.

Flat in Nashville

Nash-Haven

A charming single-family home features a well-maintained front yard with manicured grass and flower beds. The entrance, highlighted by an orange door, is flanked by two columned porches with wooden rocking chairs, providing a cozy spot to relax. A stone walkway leads to the entrance.

4.93 out of 5 average rating, 141 reviews

East Nashville Retreat - Hot Tub, Games, Sleeps 12

Cottage in Lockeland Springs

A modern kitchen features pink cabinetry and appliances, complemented by a sleek gold-accented dining table with plush bar stools. A striking black and white zebra rug anchors the space, and a flowering tree adds a touch of color against the chevron-patterned wall.

4.99 out of 5 average rating, 662 reviews

The Nashville Pinky with Outdoor Movie & Woodfire Pizza Oven

4.99 out of 5 average rating, 144 reviews

Apartment in Inglewood

Condo with Movie Theater Near Opry

A single-story home is depicted with a light-colored exterior, featuring a welcoming front porch with two chairs and decorative plants. A grassy lawn surrounds the home, and a driveway leads to the side, providing accessibility for vehicles.

4.97 out of 5 average rating, 119 reviews

Charming Historic Home in East Nashville!

Family-friendly home rentals with a pool

Apartment in Watkins Park

A modern living area is showcased with a spacious blue sofa adorned with yellow and textured cushions. A glass coffee table sits atop a patterned rug, while two brown armchairs are positioned nearby. A wall-mounted television adds convenience, and the kitchen area is visible in the background.

4.91 out of 5 average rating, 237 reviews

Stay in a piece of History! The 1865 Apt Sleeps 8!

4.86 out of 5 average rating, 265 reviews

A private pool area is surrounded by lush greenery and features a shimmering blue pool. Sun loungers sit along the edge, while a shaded seating area with an umbrella provides a space to relax. A hammock is visible in the background, inviting comfort.

Barn in Hendersonville

Hendersonville Homestead

4.86 out of 5 average rating, 234 reviews

A hot tub is positioned beneath soft lighting, creating a relaxing ambience. Surrounding plants and a decorative rug add warmth to the space. A vibrant wall tapestry showcases floral patterns, enhancing the inviting atmosphere of this enclosed area.

Flat in Inglewood

Music City Hideout With Hot Tub and Giant Gazebo

4.88 out of 5 average rating, 280 reviews

A private patio area features cedar rocking chairs under a shaded structure. Lush green grass extends into the yard, surrounded by various trees, with a view of a fire pit and gravel space in the background. Soft clouds drift across the blue sky.

Guest suite in Hermitage

ParkView & pool access near Downtown Nashville

4.99 out of 5 average rating, 427 reviews

A spacious bedroom features a large bed with white linens, complemented by elegant wood furniture. A decorative brick wall adds texture, while two windows allow natural light to illuminate the room. Recessed lighting and a ceiling fan provide a comfortable ambiance.

Guest suite in Franklin

The Music Inn - Entire Private Guest Suite

4.97 out of 5 average rating, 106 reviews

An outdoor pool area is displayed with a clear blue pool surrounded by a spacious deck. Comfortable lounge chairs are positioned for sunbathing, while greenery and trees provide shade. A nearby structure offers storage or changing facilities, completing this relaxing outdoor space.

Home in Smyrna

Smyrna house on Acre + Pool + BBQ

The outdoor area features a clear blue pool surrounded by a textured patio. Comfortable seating arrangements include a lounge chair and a seating area with cushions, all framed by greenery and a white railing, providing a serene setting for relaxation.

4.95 out of 5 average rating, 111 reviews

Goodwin Oasis

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.