Guest house holiday rentals in Madison

Chic Haven: The Artisanal Carriage House

Step into our meticulously crafted and inviting guest house nestled in the heart of Historic East Nashville's most vibrant neighborhood. Immerse yourself in convenience with a stroll to iconic spots like Cafe Roze, Rosepepper, Jeni's, and Five Daughter's, all just minutes away. And when the city beckons, a quick 12-minute Uber ride lands you amidst the excitement of Broadway. Relish in the little luxuries of our space – chill your favorite brews in the Smeg, savor a Nespresso coffee, or unwind

Walkable, Modern, King Bed & Private 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

Storybook Nashville Guesthouse | For Couples/Solo

Step into our thoughtfully designed East Nashville guesthouse—perfect for couples & solo travelers. Nestled in one of the city’s most walkable neighborhoods, you’ll be close to local favorites like Mas Tacos, Lyra, Peninsula, Folk, Xiao Bao, Redheaded Stranger, & Turkey and the Wolf. Enjoy the vibrant local scene or take a 10 min drive to Broadway, Nissan Stadium, and more. Whether you're here for a weekend escape, a quiet reset, or a taste of Nashville’s rhythm, this is your ideal home base.

The Goat Hauler

A fully detached, yellow cottage nestled in the hottest neighborhood in Nashville, tucked away in private back yard. Once inside, guests will feel like they are staying in an upscale hotel that simultaneously feels like your own home away from home. Set in a perfect location that is easy to explore all that Nashville has to offer, but also allows you to leave behind the hustle and bustle of downtown Honky Tonks and enjoy complete privacy in a quiet setting.

Guesthouse in 12South • Mins to Downtown!

Welcome to our Beechwood Guesthouse. Stay here and you'll find yourself in the heart of 12South; the perfect spot for vacation or business travelers, parents visiting their kids at college, fun-seekers looking for great nightlife, or a romantic getaway! • Walkable to restaurants & bars • 2.5 miles from Honky Tonk Row • Keypad entry • Free WiFi • Washer & Dryer • Free parking on-site • Check-in at 4 pm // Check-out at 10 am PERMIT# Listed in Pictures

Contemporary Private Guesthouse in East Nashville

Give yourself a private getaway that combines modern living with easy access to the best of Nashville. Featuring a full assortment of amenities and gorgeous aesthetics. This detached, upstairs guesthouse boasts a charming style you won't find anywhere else. We built the carriage house specifically with our guests in mind. Taking into consideration what we like when we rent homes while on vacation, we designed the space with ease and privacy in mind.

Cottage in a Japanese Garden in East Nashville

Enchanting brand new cottage nestled in a Japanese inspired garden, located in the heart of East Nashville! This is a 1 bedroom, 1 1/2 bath two-story bungalow with a private patio, washer/dryer, queen sleeper sofa, kitchen and Wifi / Sling TV. The space is a just a short walk from many popular restaurants, such as Rosepepper, Two Ten Jack, Wild Cow, Eastland Cafe, Pomadoro, Roze Cafe and others!

Wayside Cottage (East Nashville)

With over 450 5-star reviews, Wayside Cottage is nestled in the quiet, tree-lined Rosebank neighborhood and is near Shelby Park & Greenway trail system. Enjoy nearby eateries, pubs, independent shops, live music, microbreweries, coffee shops, etc. Just 2 mi from bustling 5 Points in East Nashville, 10 mins from downtown, and 12 mi from the airport.

HGTV Remodeled Apartment Close to Everything

Step into your own HGTV episode! This professionally remodeled apartment by Masters of Flip’s Kortney Wilson sits in the heart of Nashville’s coolest neighborhood - East Nashville. Walk to Five Points’ legendary music venues, award-winning restaurants, and artisan coffee shops - all while being 5 minutes from downtown Nashville.