Guest house holiday rentals in Madison

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Top-rated guest house rentals in Madison

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Top guest favourite
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.
Guest house in East End
4.97 out of 5 average rating, 306 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 favourite
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.
Guest house in Inglewood
4.97 out of 5 average rating, 881 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 favourite
An open living area features a blend of modern and cozy elements. A comfortable gray couch and a single armchair are arranged near a coffee table, while a well-equipped kitchen with a stylish backsplash is visible in the background. Natural light streams through multiple windows.
Guest house in East Nashville
4.99 out of 5 average rating, 278 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 favourite
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.
Guest house in Cleveland Park
5 out of 5 average rating, 200 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.

Guest favourite
A modern living area features a sleek black sofa paired with a low wooden coffee table. A decorative rug with earthy tones lies on the floor, complemented by a cozy basket in the corner. Light streams in from a large window, illuminating the rustic wooden door.
Guest house in East Nashville
4.8 out of 5 average rating, 301 reviews

★ Cabin style Oasis in the city★10 mins - Downtown

Our private guest house is located on a beautiful piece of land in East Nashville. This private cabin feels like you are in the country but with all the urban convenience of the city. It is walking distance to a independent cafe and a bar/lounge up the road. East Nashville is a convenient distance to all the great things Nashville has to offer. 10 minute drive from Downtown too! There is a grocery store 1 mile away. We look forward to your stay and are eager to make it a comfortable one.

Top guest favourite
Guest house in Lockeland Springs
4.99 out of 5 average rating, 172 reviews

The Builder’s Loft | Clean & Cozy Guesthouse

Soak up East Nashville in this beautifully curated 470 sq ft guesthouse in historic Lockeland Springs. Designed with comfort in mind, it features a full kitchen, luxe spa-like bathroom, and plush memory foam bed. Stroll to some of the best restaurants, local boutiques, and lively bars, or tee off at Shelby Golf Course! Enjoy free parking in the attached driveway. Downtown spots like Broadway, the Gulch, and Midtown are less than 5 miles away, making this the perfect home base for your stay.

Top guest favourite
A bright living room features a white sofa adorned with green cushions, complemented by a dark armchair. Natural light filters through multiple windows, highlighting the artful arrangement of wooden wall hangings. A TV is positioned on a wooden media console, paired with a round black coffee table and a small dining table for two.
Guest house in Lockeland Springs
5 out of 5 average rating, 125 reviews

Historic Lockeland Springs 2BR The Koselig Korner

Step into this Scandinavian-inspired retreat blending the charm of Lofoten, Norway with the beauty of the Pacific Northwest. Nestled in historic Lockeland Springs, this 2BR guesthouse offers walkable access to East Nashville’s best spots and is just two blocks from Shelby Park and Golf Course. Downtown hotspots like Lower Broadway, the Gulch, and Midtown are less than 5 miles away. Built for vinyl nights, slow sips, and stories worth taking home. Come experience Nashville like a local!

Top guest favourite
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.
Guest house in East Nashville
5 out of 5 average rating, 167 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 favourite
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.
Guest house in Cleveland Park
5 out of 5 average rating, 189 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 favourite
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.
Guest house in East Nashville
4.96 out of 5 average rating, 374 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 favourite
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.
Guest house in Inglewood
4.95 out of 5 average rating, 524 reviews

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.

Top guest favourite
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.
Guest house in Inglewood
4.98 out of 5 average rating, 156 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 guest house rentals in Madison

When is the best time to visit Madison?

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Avg. price$120 SGD$124 SGD$129 SGD$131 SGD$132 SGD$133 SGD$131 SGD$131 SGD$132 SGD$135 SGD$131 SGD$122 SGD
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Quick stats about guest house rentals in Madison

  • Total holiday rentals

    Explore 30 holiday rentals in Madison

  • Nightly prices starting at

    Madison holiday rentals start at $52 SGD 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

  • Wifi availability

    30 of Madison holiday rentals include wifi 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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