Family-friendly holiday rentals in Madison

4.95 out of 5 average rating, 857 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 Nashville

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.

Superhost

A charming brick home is set amidst a lush green lawn, highlighted by mature trees and carefully tended flower beds. The entrance features a welcoming pathway, leading to large windows that invite natural light into the living space.

Cottage in Nashville

4.9 out of 5 average rating, 100 reviews

Charming Home In A Historic Quiet Nashville Haven

This cozy chic 3 bedroom, 2-bath home, ideally located near the vibrant East Nashville neighborhood and, the iconic Grand Ol' Opry, with just a short 15-minute drive to downtown. Each carefully curated room ensures a restful night's sleep with cozy bedding and the promise of fresh morning coffee. The equipped kitchen invites you to indulge in culinary adventures or whip up a quick meal. Alternatively, relish moments of tranquility on the expansive 2-acre property, perfect for unwinding.

A light-filled living area features large windows dressed in sheer curtains, allowing for natural sunlight. A circular coffee table is surrounded by a cozy arrangement of chairs, including a rattan seat and upholstered armchairs. A staircase with modern railing provides a subtle backdrop.

4.94 out of 5 average rating, 389 reviews

East Nashville bliss -Burrus St Bungalow -new reno

Great location off Ellington Parkway in the trendy East Nashville/Inglewood area. ~8 miles to Broadway, this newly renovated, mid century modern 2 story cottage style home sits on a quiet street minutes from the airport, downtown, and East Nashville hotspots. Much heart, soul, and sweat into the updated floor plan and renovation. This along with talented designers helping to style and decorate created the perfect vibe for this 1700 square foot gem. Short term rental permit #2019040384

A modern two-story home features a sleek dark exterior with large windows allowing natural light to fill the spaces. A wooden staircase leads to the front door, while a small garden with green shrubs and flowers enhances the entrance. The surrounding area is paved and offers ample space.

4.92 out of 5 average rating, 104 reviews

Brand new - 10 mins from BroadWAY

Welcome to our brand new construction home, located just minutes away from the bustling downtown area and major highways. Our open floor plan is perfect for families and groups, with plenty of space to relax and unwind. The backyard is great for outdoor gatherings, and the end street location provides a peaceful and quiet atmosphere. Plus, with the woods across the street, you'll enjoy added privacy during your stay. Though we don’t mind you smoking outside please do not smoke inside.

4.96 out of 5 average rating, 141 reviews

A spacious living area features a large sectional sofa adorned with comfortable pillows and throws. A light-colored accent table sits in front, accompanied by several magazines. The room is brightened by natural light filtering through a nearby window, complementing the decorative mirror on the wall.

Flat in Goodlettsville

Homey & Comfy, kit &2 Brs, Sq. Ft. 950

Visit Music City Great Southern hospitality, plenty of music variety, you’d be surprised, tons of Country Music. download the app Visit Music City current with local things around town. The apt. is all remodeled, a large sectioned sofa with new 55 inch TV, Roku, Netflix and Amazon Prime. wi-fi. Evanhughes91 Imisseva2 2 Br, both beds are Queen. 1 full bath a walk-in closet. Full Kitchen, DR, and GR. You’ll feel right at home. 15 min. to downtown. Private entrance. Park at your door.

4.98 out of 5 average rating, 227 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).

4.92 out of 5 average rating, 223 reviews

A cozy studio space features a patterned bedspread on the queen-size bed. A small desk with a chair is positioned next to a mini fridge and microwave, with a coffee maker nearby. The bathroom door is open, revealing a well-lit entry.

Guest suite in Nashville

Cozy 1 bath/1 bed retreat. 15 min from Downtown!

Private studio apartment attached to our house. It has its own entry and self check-in. No shared spaces. My wife and I live in the front portion of the home. We try to be really quiet & respectful of our guests, but it is a lived in home. ;-) Private 1-bedroom, 1-bathroom Mini fridge Microwave Coffee Maker Queen-size bed Fresh linens and towels High-speed Wi-Fi Free parking on premises Smart TV for streaming your favorite shows Air conditioning and heating Permit #2024002149

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.

4.92 out of 5 average rating, 413 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, 143 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

4.97 out of 5 average rating, 434 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 Nashville

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.. as of 2025 we are pleased to announce the arrival of our new back friendly furniture! Firm, yet so comfortable.. 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..

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, 240 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.

4.88 out of 5 average rating, 120 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, 218 reviews

Game Area Haven with Hot Tub!

4.94 out of 5 average rating, 389 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

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, 258 reviews

Hot tub & Pool table! 20 minutes to Nashville!

4.91 out of 5 average rating, 327 reviews

Home in Gra-Mar Acres

Saltwater Pool & Brand New Hot Tub+Games

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, 102 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, 244 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 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, 140 reviews

EAST NASHVILLE RETREAT! 8 BEDS +12 PPL, 4Bed/2.5B

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 163 reviews

The living area features a spacious layout with a leather sofa adorned with decorative pillows, surrounded by plush armchairs. A stylish coffee table sits atop a patterned rug. Natural light filters through large windows, highlighting the modern kitchen in the background.

Home in Gra-Mar Acres

Peaceful Nashville Ranch • A Cozy Place to Unwind!

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, 128 reviews

Private 4 Bedroom with Sports Field Near Downtown!

4.99 out of 5 average rating, 126 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

Guest suite in Gra-Mar Acres

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.

4.94 out of 5 average rating, 111 reviews

Studio, Private Entry & Yard, 10 mins to downtown

4.94 out of 5 average rating, 395 reviews

A welcoming sign is positioned in a circular flower bed, surrounded by soft green grass. In the background, a screened porch is visible, complemented by wooden steps and a flag displayed near the entrance of the historic cabin.

Cabin in Nashville

Country Music Legendary Cabin near Opry on 5 acres

A welcoming bedroom features a spacious bed with a reclaimed wood headboard, soft linens, and decorative pillows. Natural light filters through a window, illuminating a mirror and a vintage ladder. Two bedside tables with lamps and a green dresser add a touch of color to the neutral decor.

4.96 out of 5 average rating, 401 reviews

Abner's Eastside Cottage

5 out of 5 average rating, 300 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

4.99 out of 5 average rating, 139 reviews

Apartment in Inglewood

Condo with Movie Theater Near Opry

Family-friendly home rentals with a pool

Superhost

A cozy living area is equipped with a fireplace and a flat-screen television on a light-colored cabinet. Open shelving displays decorative items, with a painting of a city skyline above the mantel. Comfortable seating arrangements invite relaxation.

Home in Hendersonville

4.83 out of 5 average rating, 111 reviews

Family Lake house W/Pool minutes from downtown

4.96 out of 5 average rating, 181 reviews

The living area features a comfortable gray sofa, two accent chairs, and a smart TV mounted on the wall, all set against a modern, dark-painted backdrop. The bedroom showcases a king bed with neutral bedding and a decorative accent pillow. The kitchen includes sleek cabinetry and an island with seating.

Home in Edgehill

New Downtown Mid-Rise Condo with Heated Pool

Guest house in Mount Juliet

The entrance features a brick facade, complemented by a wooden deck and several steps leading up to the door. A small seating area with white chairs is set beside the entrance, and a welcoming sign adds a friendly touch. Surrounding greenery provides a natural ambiance.

4.96 out of 5 average rating, 318 reviews

Hidden Haven - comfy, cozy, & close to Nashville

4.86 out of 5 average rating, 264 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

4.88 out of 5 average rating, 279 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 Nashville

ParkView & pool access near Downtown Nashville

4.97 out of 5 average rating, 105 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

4.98 out of 5 average rating, 108 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

Superhost

A refreshing in-ground pool is set within a spacious backyard area, accompanied by several blue lounge chairs for relaxation. A brick chimney and rear porch are visible on the house, framed by a manicured lawn and a wooden privacy fence.