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.

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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.
Guesthouse in East End
4.97 out of 5 average rating, 305 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.
Guesthouse 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
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
4.99 out of 5 average rating, 199 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 favourite
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, 641 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 favourite
Guesthouse 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.
Guesthouse 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.
Guesthouse 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 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, 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.
Guesthouse 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.

Guest favourite
A cozy living room features a dark sectional sofa with a textured throw blanket. A circular light fixture hangs from the ceiling above, while a wall-mounted TV is positioned for viewing. Natural light enters through two windows, illuminating the minimalist decor.
Guesthouse in East Nashville
4.91 out of 5 average rating, 606 reviews

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.

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.
Guesthouse 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.

Top Guest favourite
A spacious driveway is presented, leading to a detached garage with two doors. The garage is framed by a wooden fence and features a landscaped area with small trees. The surrounding space is cleared and includes a patch of green lawn.
Guesthouse in East Nashville
5 out of 5 average rating, 216 reviews

Sunny East Nash Getaway | King Bed + 2 Balconies

☕ Bright + airy guest house with two private balconies 🛏️ King bedroom + queen sofa bed — sleeps 4 comfortably 🌳 Shared fenced yard, great for pups 🍳 Full kitchen + washer/dryer, ideal for longer stays 🌐 Fast WiFi + Smart TVs for cozy nights in 🎶 Walk to coffee shops, dining, and East Nashville favorites

Popular amenities for Madison guesthouses

When is the best time to visit Madison?

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Avg. price$164 NZD$169 NZD$176 NZD$178 NZD$180 NZD$182 NZD$178 NZD$178 NZD$180 NZD$184 NZD$178 NZD$166 NZD
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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 $71 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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