Holiday rentals with outdoor seating in Madison

Condo with Movie Theater Near Opry

Cozy Home w/ shared rooftop near restaurants, concert venues, bars & cafés! Come enjoy the murals & theater! ✨ 13 min to Broadway & Airport ✨ 6 min to Opryland 🎥 100" Theater Screen 🎨 Instaworthy Murals 🎲 Board Games + Foldout Table & Chairs 🏋️ Shared Gym & Rooftop 🪵 Firepit & Cornhole 🛏️ 3 Beds/3 Baths + Patio 🧺 Washer & Dryer 🎞️ Disney+/Hulu/ESPN+ 🍽️ Full Kitchen - Keurig, Air Fryer, etc 📺 3 Smart TVs 📶 Fast WiFi 💄 Makeup Desk & Wall Mirrors 💨 Pedestal Fans ♿ Accessible Layout

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.

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.

Nash-Haven

Quiet and convenient- a great place to relax after a visit to downtown Nashville, or a quick overnight stay. Only 7 minutes to the airport, 15-20 minutes to the heart of downtown, and even closer to trending restaurants, shopping, and green way trails. Whether vacation or a business trip, enjoy a peaceful place to unwind. Includes large screened porch, a shared outdoor patio with moss covered bricks/stone walkways and waterfall pond garden complete with koi and goldfish to feed. Pets welcome.

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.

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.

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).

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

Cheerful, Fun, and Dog Friendly Home with Hot Tub

Located in the Madison neighborhood, you’re only a 10-15 minute drive away from downtown Nashville. Whether you’re looking for a place to call home while you explore and have fun in Nashville, or you’re just needing some rest and relaxation on a peaceful getaway, this cheerful and cozy home is the perfect place to stay. Local breweries, restaurants, and coffee shops are all nearby. Pet Friendly with pet fee of $50 per pet per stay. Brand new hot tub just added!

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..

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.

Dream Den Nashville

Mid century-modern inspired basement level apartment in Nashville, Tennessee! This private level of the home has two bedrooms, one bathroom, den, laundry room and kitchenette all decorated with vintage pieces! The home is just north of East Nashville and only 10 minutes away from Five Points, 15-20 minutes away from downtown, 5-10 minutes from Opry. Accessible very easily from all highways. STRP #2019068637