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 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, 889 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 open living area showcases a comfortable sofa adorned with decorative pillows. A sleek kitchen features modern appliances and a central island. Natural light enters through multiple windows, enhancing the bright aesthetic. In the background, a doorway leads to an elegantly styled bathroom.
Guesthouse in East Nashville
4.97 out of 5 average rating, 125 reviews

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

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, 218 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
The main living area features a deep green couch adorned with colorful cushions, complemented by a round dining table with white chairs. Light filters through the windows, illuminating the warm decor, and a sliding barn door provides access to the adjacent bedroom.
Guesthouse in East Nashville
4.98 out of 5 average rating, 237 reviews

East Nash Private Guest House, Walk to Starbucks

Prime location! Enjoy Broadway or Nissan Stadium, then take a three-mile Uber to your private guest house in the heart of a historic district in popular East Nashville. Embrace Nashville like an “East Nash” local, walking to trendy coffee shops, restaurants, and bars like Rose Pepper, Jenni’s Ice Cream and Vinyl Tap. Home to tech executives and musicians alike, the culture is as diverse as it is exhilarating. The comforts of home or office await, with new furnishings and dedicated workspace.

Top guest favorite
A modern kitchen area features white cabinetry and stainless steel appliances, with three high-backed bar stools at the counter. Natural light floods the space through large windows, illuminating the cozy living area with a plush grey sofa and an HDTV on a stand.
Guesthouse in Bellmont - Hillsboro
5 out of 5 average rating, 407 reviews

Luxe, spacious & private w/WD

You'll live like a local in Historic Belmont-Hillsboro Village, one of Nashville's most desirable neighborhoods. Your home away from home is a clean, standalone, quiet & private oasis. You're minutes from everything. Walk to restaurants, Belmont U., Vandy, Hillsboro Vlg, 12 South & a grocery store. You'll have: HVAC, hardwoods, full bathroom, washer/dryer, WiFi, well-appointed kitchen, keyless lock & cable TV. No smoking, vaping, parties or pets. Free on-street parking. Sleeps 4.

Top guest favorite
A bright living area features large windows that allow natural light to illuminate the room. A modern fireplace is centered against a textured wall, with an abstract art piece above. A circular coffee table and a comfortable chair provide inviting seating options.
Guesthouse in Lockeland Springs
4.97 out of 5 average rating, 227 reviews

The Gwyneth: for design lovers, visiting Nashville

A bright and open luxury artisan guest space. Custom-built and complete with a full kitchen, loft bedroom, work space, fireplace, bespoke wallpaper and local art throughout. As natural light pours through tall windows and skylights, the Gwyneth is the perfect space for an intimate Nashville getaway with a girlfriend or partner, or an inspirational solo retreat. For both safety and cleanliness reasons, the space is not considered suitable for pets or children.

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, 171 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 bright living area features a light-colored sofa with decorative pillows and a wooden coffee table. A red accent chair adds vibrant color, while natural light enters through multiple windows. A fan hangs from the vaulted ceiling, complementing the modern decor.
Guesthouse in Cleveland Park
5 out of 5 average rating, 193 reviews

East Nashville Bird House-Cozy & Elegant Retreat

Relax in this stylish, private, light-filled guest house minutes from downtown and everywhere else you want to be. Inside, the vaulted ceilings showcase the art of Dolan Gaiman while outside, the Zen-inspired privacy wall allows you to enjoy your morning coffee on the private balcony with a view of the Batman building downtown. Whether in town for business or pleasure, let us help you make the most of Nashville.

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, 379 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!

Guest favorite
An outdoor space features a wooden picnic table set on a stone patio surrounded by a garden area. A cozy cottage with a gabled roof and a large central door is visible in the background, framed by trees and a wooden fence.
Guesthouse in East Nashville
4.89 out of 5 average rating, 140 reviews

Adorable 1 Bedroom Guest Cottage in East Nashville

Adorable artists' cottage. Extremely cozy with everything you need for your stay. Past guests really love the bed and have commented how comfortable it is. No cleaning required at check out! Walk to Rosepepper, Jeni's Icecream, 2 Ten Jack and more of East Nashville's favorite spots. Lovely and walkable neighborhood. Perfect location! Permit #2022056723

Popular amenities for Madison guesthouse rentals

When is the best time to visit Madison?

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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 ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 4,840 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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