Guesthouse vacation rentals in Madison

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Top-rated guesthouse rentals in Madison

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Top guest favorite
A bright living space is showcased with an orange sofa adjacent to a coffee table. Wide glass doors open to a wooden deck, revealing a private garden with greenery. A ladder shelf holds potted plants, contributing to the inviting feel of the room.
Guesthouse in East End
4.97 out of 5 average rating, 310 reviews

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.

Top guest favorite
A stylish living area features a comfortable sofa and modern decor, seamlessly connected to a sleeping area through sliding barn doors. Textured curtains frame the windows, and a sleek dresser is positioned next to a cozy bed, creating a welcoming atmosphere.
Guesthouse in Lockeland Springs
4.98 out of 5 average rating, 396 reviews

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.

Top guest favorite
A living area is showcased with warm wooden walls and terra cotta tiled floors. A cozy sofa is paired with a rustic coffee table. A kitchen island with a countertop is visible, along with a window that allows natural light into the space.
Guesthouse in Inglewood
4.97 out of 5 average rating, 888 reviews

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.

Top guest favorite
An inviting cottage exterior is framed by lush greenery, featuring a concrete patio with two blue chairs. Large glass doors offer a glimpse of the interior, while flowering shrubs add color and texture to the serene outdoor setting.
Guesthouse in Nashville
4.94 out of 5 average rating, 732 reviews

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.

Top guest favorite
Guesthouse in East Nashville
4.99 out of 5 average rating, 285 reviews

Sunny & Spacious Private Carriage House!

Top 1% of homes, woo hoo! - Inspired by Nashville's historic RCA Studio B, East Nash Studio B has a classic vibe with a splash of music. 1 mile to 5 Points and 3 miles to Downtown gets you close to everything! This open & contemporary apartment has a unique view into Tuff Camino Studios below! So whether you're a traveling troubadour looking for your muse, a dynamic duo needing some downtime, or traveling for work and needing a cool place to stay, East Nash Studio B will be music to your ears!

Top guest favorite
The spacious main room features wooden ceilings and warm lighting. A comfortable couch is positioned near a television, while a kitchen island and dining area are visible. The doorway leads outside, with natural light filling the space through the windows adorned with soft curtains.
Guesthouse in Inglewood
4.95 out of 5 average rating, 532 reviews

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.)

Top guest favorite
A bright living area features a comfortable sofa paired with an accent chair. Large glass doors open to a balcony, allowing natural light to fill the space. A mounted television and wooden shelving display decorative items, enhancing the room's functionality.
Guesthouse in Cleveland Park
5 out of 5 average rating, 217 reviews

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.

Top guest favorite
A cozy bedroom features a plush queen bed adorned with decorative pillows and a star-themed accent pillow. Soft lighting is provided by wall sconces above the bed. Two windows allow natural light to enter, with a colorful cityscape painting displayed above the headboard.
Guesthouse in Lockeland Springs
4.99 out of 5 average rating, 650 reviews

East Nashville Guesthouse with a Relaxed Style

East Nashville apartment located above our garage. Dedicated gravel, parking spot right next to the unit. Full apartment with a living area/full kitchen, separate bedroom, and bathroom. Amenities include: washer & dryer, TV with all local channels and ), Apple TV, an assortment of board games, books and magazines, Google Fiber with 100 megabit speed, keyless entry. We live on premises and will be available if you need help with anything. Metro Nashville Short Term Rental Permit# 2095928

Top guest favorite
A modern living area features a comfortable couch adorned with throw pillows, complemented by a stylish coffee table. Bright natural light enters through two windows, and tasteful artwork is displayed on the walls. A patterned area rug adds a pop of color to the wooden floor.
Guesthouse in Lockeland Springs
4.99 out of 5 average rating, 678 reviews

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.

Top guest favorite
A bright living area features a red sofa paired with two stylish armchairs on a textured area rug. A round coffee table sits center stage, while large windows bring in natural light, offering views of the outside. A desk with chairs is positioned nearby.
Guesthouse in East Nashville
5 out of 5 average rating, 170 reviews

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

Top guest favorite
A modern living area displays a mix of comfort and style, featuring a yellow sofa, wooden coffee table, and a dining set with sleek chairs. The open kitchen is equipped with stainless steel appliances, while stone tiles add rustic charm to the space.
Guesthouse in East Nashville
4.96 out of 5 average rating, 378 reviews

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!

Top guest favorite
A cozy living area includes a comfortable sofa adorned with colorful cushions. Two stylish lamps flank the sofa, providing soft lighting. A round coffee table sits centrally, displaying magazines, while a piece of wall art adds a touch of color. Natural light filters through sheer curtains.
Guesthouse in Inglewood
4.98 out of 5 average rating, 163 reviews

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.

Popular amenities for Madison guesthouse rentals

When is the best time to visit Madison?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$19,262 GYDG$19,890 GYDG$20,728 GYDG$20,937 GYDG$21,146 GYDG$21,356 GYDG$20,937 GYDG$20,937 GYDG$21,146 GYDG$21,565 GYDG$20,937 GYDG$19,471 GYD
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Quick stats about guesthouse rentals in Madison

  • Total vacation rentals

    Explore 30 vacation rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at G$8,375 GYD 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 vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, 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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