
Guest house holiday rentals in Madison
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Top-rated guest house rentals in Madison
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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.

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.

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!

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.

★ 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.

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.

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!

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

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.

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!

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.

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
Family-friendly guest house rentals

Sweet Country Suite

Cozy East Nashville Cottage with Relaxed Southern Style

Franklin Suite Spot. Walk to everything!

Charming 12 South Studio

The Goat Hauler

The Franklin Farmhouse of Franklin, TN

Quiet country setting near Leipers Fork/Natchez Tr

Private and Convenient 70 inch TV, Hot Tub & More
Guest house rentals with a patio

A Stone's Throw to downtown Franklin, sleeps 2!

NEW! 20 mins to Nashville with boat dock!

Grab N Go Breakfast @ The Guesthouse Nashville

Belmont-Hillsboro Garden House

Lilian's Cottage

Stylish, peaceful guesthouse in Lockeland Springs

12 South Carriage House - 3 miles from Downtown!

Brand new 2 bedroom guest house close to downtown.
Guest house rentals with a washing machine and dryer

King Studio | Walk to Downtown & Nissan Stadium

The Little Phoenix on Fatherland, Hip Home Mid-Century Flair

Tiny House on Lillian Alleyway

The Russell House in 5 Points - WALK TO EVRYTHNG!

Private Home 2 mi to Downtown * Walk to Shops

Sunny East Nash Getaway | King Bed + 2 Balconies

🏡🏡 Greenwood Guest House with Hot Tub! ♨️♨️
Luxe, spacious & private w/WD
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 4°C | 6°C | 11°C | 16°C | 21°C | 25°C | 27°C | 27°C | 23°C | 17°C | 10°C | 6°C |
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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- Music Row
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Nashville Shores Lakeside Resort
- Ascend Amphitheater
- Nashville Zoo at Grassmere
- Radnor Lake State Park
- Country Music Hall of Fame and Museum
- Bicentennial Capitol Mall State Park
- The Parthenon
- First Tennessee Park
- Percy Warner Park
- Shelby Golf Course
- Tennessee Performing Arts Center
- Old Fort Golf Course
- Arrington Vineyards
- Golf Club of Tennessee
- Frist Art Museum
- Adventure Science Center
- The Club at Olde Stone
- Cedar Crest Golf Club
- John Seigenthaler Pedestrian Bridge
- General Jackson Showboat




