Guest house holiday rentals in Madison

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Top-rated guest house rentals in Madison

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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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 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.
Guest house in East Nashville
4.97 out of 5 average rating, 117 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 favourite
A bright living area is depicted, featuring a modern television on a dark console. Two comfortable armchairs, one orange and one gray, are arranged around a coffee table. A patterned area rug complements the space, while natural light streams through the windows.
Guest house in Lockeland Springs
4.99 out of 5 average rating, 285 reviews

Airy Guest House in Heart of East Nashville!

Enjoy a relaxing visit to Music City at our upstairs studio guest house, located a five minute walk to Five Points. We are less than two miles from Downtown/Lower Broadway, 15 minute drive to Opry Mills and a few minutes drive to Shelby Park. This is a super walkable neighborhood, just a few blocks from some of the city's best destinations: Margot, Lockeland Table, Bongo Java, Frothy Monkey, Snooze, Five Points Pizza, etc! No check out chores! Happy to help with celebrations or welcome baskets!

Top guest favourite
A bright living room features a spacious white sofa with decorative pillows, a warm yellow chair, and a coffee table topped with flowers. Large windows provide natural light, while a guitar rests against the wall, enhancing the inviting ambiance of the space.
Guest house in Nashville
4.99 out of 5 average rating, 125 reviews

Private Home 2 mi to Downtown * Walk to Shops

Explore Nashville from this pristine one-bdrm carriage house 1.8 miles to Downtown. Walk to Publix, coffee and over a dozen restaurants. Within 10 min to almost everything and in an amazing historic neighborhood. Free driveway parking. Generously stocked, ultra clean, keypad entry, soaring ceilings, 650 sq ft (not a studio), king bed, queen sofabed & outdoor seating. Near 12South, Vanderbilt, Geodis, Melrose, Belmont, Broadway, WeHo & more. Ask about Winter Discounts for stays over 14 days!

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
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.

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, 300 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, 170 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 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.
Guest house in Lockeland Springs
4.99 out of 5 average rating, 671 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 favourite
A cozy sitting area features a bright yellow armchair beside a small round table. A patterned area rug complements the space, while a painting adorned with vibrant colors hangs above a sofa with soft cushions. Natural light filters in from a nearby window.
Guest house in Lockeland Springs
4.99 out of 5 average rating, 325 reviews

1 bd/1 ba in heart of trendy East Nashville

In the heart of East Nashville's historic Lockeland Springs neighborhood, less than a 5 minute walk to the restaurants and shops in one of Nashville's most trendy areas - 5 Points, you will find this one bedroom/ one bath cozy cottage a perfect location for your next visit to Nashville. Private parking, private entrance to the apartment, queen bed and sofa/ twin bed, full bath with walk-in shower, balcony and fully equipped kitchen!

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, 166 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
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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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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