
Guesthouse holiday rentals in Madison
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Top-rated Guesthouses in Madison
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Private Garden Cottage in Historic 5 Points Neighborhood
Pick vegetables and herbs from the garden to make fresh salads in the well-stocked kitchen of a home that blends barn comfort with modern touches. African safari photos, farmhouse glasses, and wood features add to the coziness of the interior. STRP Permit: 2/0/1/8/0/0/6/8/4/3 Set just minutes from an urban downtown, you can feel like you've escaped to the countryside at this private garden cottage. Complete with an vegetable garden to make fresh salads and a fire pit to kick back at when the day is done, this space is inspired by and decorated to make you feel like you're enjoying Green Acres. Be it photos of African Safari, the farmhouse glasses, or modern wooden features, this guesthouse gives you the comfort of modern living with the feel of barn comfort. As our guest, feel free to pick fresh vegetables from the garden, enjoy a bonfire under the lights, and lounge in one of adirondack chairs on the deck. We also provide you with a private parking space in the back alleyway. East Nashville is a laid-back, artsy section of Music City. This historic district is a hub of arts, local music, award-winning dining, boutique shopping, and craft beer. Head across the river to experience all the nearby downtown attractions. Lyft, Uber, Bird and Lime are all cheap and easy modes or travel. East Nashville is also very walkable with a grocery store, post office, coffee shop, restaurants, and more within a block or two.

The Little Phoenix on Fatherland, Hip Home Mid-Century Flair
The Little Phoenix is accessed from a private parking area off of the Alley behind the main house with it's own entrance gate and private back yard. Ideal for a couple or a group of 3 there is also a full size kitchen. I live full-time in time in the main house and work in the neighborhood (I am an architect and actually designed both the main house and the guest house you will be staying in). There is additional on-street parking on Fatherland Street in front of the main house. I love showing off the main house, so if you are interested in design - request a tour. The home is in bustling East Nashville, a short walk from a variety of cafes, restaurants, and shops. Head to Lockeland Table and the Public House for some of the best local food and neighborhood hangouts on the east side. STR Permit #2020049209 I walk all the time to most outings and to the park and the bus runs in front of the house, so public transportation is an option. Downtown is 18 blocks away - a 2-5 minute Lift ride. Nashville requires this listing to include the Short Term Rental Permit number, which is #. The Little Phoenix is a passion project that only came about with the tragedy of a devastating house fire at the main house. It was a forced re-invention of sorts of the entire property and allowed me to create a private guest house to share.

Beautiful Musician's Guesthouse near Vanderbilt University
Live the Nashville lifestyle in this home belonging to an established songwriter. It's full of musical instruments, including a piano and guitars for guests' use. High-end finishes throughout and a dutch door opens out to the yard. Comfortable and quiet, right in the middle of all the action Nashville has to offer. We are following Airbnb's strict cleaning protocol during this time and are committed to keeping our guests safe and healthy by properly cleaning and sanitizing all commonly used surfaces (door handles, light switches, remotes, and many more). Permit #2017055472 Located behind a 4,000 sq ft century home, this house was built in March. It is a custom design, built to utilize every square inch. It is the home of an established Nashville songwriter and is filled with musical instruments and a wonderful creative energy. Full access to the entire house. Including the gorgeous 100 year old piano. Someone will be on-site and available as needed Set in one of the best areas of Nashville, the house is located just off of Route 65. This house is mere minutes from Downtown and just blocks away from the 12 South neighborhood, Vanderbilt, Belmont, and Music Row. The house is located in a very central area. Just a $6 Uber ride will get you downtown. Ample parking is always available as well if you're driving.

Luxurious Cozy Guesthouse
This space is completely private and separate from the main residence. It has a king size bed, bathroom with shower, full kitchen, and living area with flat screen and cable. Vaulted ceilings with thick wooden beams give the apartment a spacious feel. The floor is done in a terra cotta Mexican tile; the decor is bright and funky. French doors open to a private courtyard area connected to covered parking. It's located in historic Inglewood/East Nashville. The quiet neighborhood is covered with mature trees and is just one block from the Cumberland River. It feels like you are far from the big city, but in reality, you are minutes from Opry Mills and downtown Nashville. Hip restaurants, coffee shop, pub, and public transit are just blocks away. **We are huge child and animal lovers, but our space is not safe for children. We have a no child under 12 policy, and a not pet policy. Sorry for any inconvenience this may cause.

Cottage in the Valley - A Suite Stay for Two
Fully remodeled with a full kitchen & laundry our cottage is perfect for your Nashville retreat! Enjoy the spacious walk-in shower with rainfall showerhead, a queen Casper mattress, and the softest linens. AT&T Fiber included with free Netflix as well as a PlayStation & games! We're on a quiet street and convenient 15 minute access to downtown, Vanderbilt, Lipscomb, BNA airport, and many natural areas. 10 minutes from the Nashville Zoo and 2 blocks from Ellington Agriculture's hikes and parks.

Wayside Cottage (East Nashville)
With over 500 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. *NOTE: There is a new house being built next door. So between Jan and Feb we expect some noisy construction 7am - 7pm Mon-Sat (starts 9am Sat.)

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.

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.

East Nash Gem | Luxe Touches, Near Music and More
Nestled in a peaceful pocket of vibrant East Nashville, this stunning one-bedroom guest house is the perfect oasis to recharge for your adventures in Nashville. Filled with light and professionally designed for comfort and luxury, you will have everything you need with a serene bedroom, fully equipped kitchen, flexible work station and full-sized washer/dryer. 10 min to Downtown & Nissan Stadium 20 min to airport

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!

BrushHill Cottage- near Opry/dwntwn w/full kitchen
Our home is nestled in the quiet Inglewood neighborhood of trendy East Nashville. Our private driveway and entrance to the peaceful guest cottage will give you the best of both worlds. Wake up to bird song and tree-lined views with only a 10-minute drive to the popular Five Points or just 20 minutes to the heart of downtown.

Cozy East Nashville Cottage with Relaxed Southern Style
Relax in this stylish, private, sun-filled cottage just a hop, skip and jump from everywhere you want to be. Bring your pet (please inform us beforehand as we accept pets on a case by case basis and yes there might be a pet fee) and enjoy the backyard over a morning coffee at this chill getaway in desirable East Nashville.
Popular amenities for Madison guesthouses
Family-Friendly guesthouses

Sweet Country Suite

Hidden Haven - comfy, cozy, & close to Nashville

East Nash Private Guest House, Walk to Starbucks

The Goat Hauler

Spacious 1 Bedroom East Nashville Guest House

The Stewart House in 12th South - Entire House

Chic Haven: The Artisanal Carriage House

Private and Convenient 70 inch TV, Hot Tub & More
Guesthouses with a patio

River Waterfront 15min Downtown! Guest House Suite

Belmont-Hillsboro Garden House

The Builder’s Loft | Clean & Cozy Guesthouse

Stylish, peaceful guesthouse in Lockeland Springs

Historic Lockeland Springs 2BR The Koselig Korner

12 South Carriage House - 3 miles from Downtown!

Loft in East Nashville

Brand new 2 bedroom guest house close to downtown.
Guest house rentals with a washing machine and dryer

King Studio | Walk to Downtown & Nissan Stadium

Hip Hide away East Nash - free parking on premises

Private Guesthouse Near DT in Walkable Area

Little Garage Mahal - East End/East Nashville

🏡🏡 Greenwood Guest House with Hot Tub! ♨️♨️
Luxe, spacious & private w/WD

HGTV Remodeled Apartment Close to Everything

The Napping House - Delightful 12 South Guesthouse
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $159 NZD | $164 NZD | $171 NZD | $173 NZD | $175 NZD | $176 NZD | $173 NZD | $173 NZD | $175 NZD | $178 NZD | $173 NZD | $161 NZD |
| Avg. temp | 4°C | 6°C | 11°C | 16°C | 21°C | 25°C | 27°C | 27°C | 23°C | 17°C | 10°C | 6°C |
Quick stats about guesthouse rentals in Madison

Total holiday rentals
Explore 30 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 4,680 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Madison holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Madison rentals

4.9 Average rating
Madison stays are highly rated by guests—averaging 4.9 out of 5!
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- Music Row
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Nashville Shores Lakeside Resort
- Ascend Amphitheater
- Nashville Zoo at Grassmere
- Bicentennial Capitol Mall State Park
- The Parthenon
- Country Music Hall of Fame and Museum
- Radnor Lake State Park
- First Tennessee Park
- Percy Warner Park
- Shelby Golf Course
- Tennessee Performing Arts Center
- Arrington Vineyards
- Frist Art Museum
- Adventure Science Center
- Old Fort Golf Course
- The Club at Olde Stone
- Golf Club of Tennessee
- John Seigenthaler Pedestrian Bridge
- Cedar Crest Golf Club
- Cumberland Park




