Holiday rentals in Madison

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Top-rated holiday rentals in Madison

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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, 893 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.

Guest favourite
The interior of the cottage features a cozy sleeping area with a spacious bed dressed in soft linens. Wooden walls provide warmth, while rustic decor enhances the vintage charm. A kitchenette is visible in the background, and natural light enters through the windows.
Cottage in Madison
4.95 out of 5 average rating, 849 reviews

Recharge and Renew in a Preserved Historic Cottage

Breathe healthy in this hypoallergenic environment. Stay warm around a central stone fireplace and soak up the cultural significance of staying in a carefully restored domestic cottage listed on the National Register of Historic Places. Enjoy a soak in the hot tub to relax a little more. This original tiny house has no separate bedrooms. Spa is near the main house-70 feet from the cottage. Swim wear required. It is private for the cottage guests only. We are 7 miles from downtown Nashville.

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, 536 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 favourite
A cozy living area features a stone fireplace surrounded by reclaimed wood paneling. Double glass doors lead to the screen porch, while a vibrant red refrigerator adds a pop of color. Comfortable seating includes a soft couch and a decorative rug enhances the warm ambiance.
Flat in Nashville
5 out of 5 average rating, 291 reviews

Nash-Haven

Quiet and convenient- a great place to relax after a visit to downtown Nashville, or a quick overnight stay. Only 7 minutes to the airport, 15-20 minutes to the heart of downtown, and even closer to trending restaurants, shopping, and green way trails. Whether vacation or a business trip, enjoy a peaceful place to unwind. Includes large screened porch, a shared outdoor patio with moss covered bricks/stone walkways and waterfall pond garden complete with koi and goldfish to feed. Pets welcome.

Top guest favourite
Flat in Goodlettsville
4.96 out of 5 average rating, 263 reviews

Chocolate Gravy (lower level guest quarters)

Travelers please note Chocolate Gravy is exempt from hosting Airbnb guests with Service Animals or Emotional Support Animals. I have severe allergies. It is duly noted on my Airbnb account. There is a private entry with functional accommodations for those seeking privacy. It’s cozy, yet spacious. Coffee, creamer, bottled water, pastry and or yogurt are provided to fit our guests’ own schedules. An ideal space for couples or business travelers and only minutes from downtown Nashville!

Guest favourite
A cozy studio space features a patterned bedspread on the queen-size bed. A small desk with a chair is positioned next to a mini fridge and microwave, with a coffee maker nearby. The bathroom door is open, revealing a well-lit entry.
Guest suite in Madison
4.93 out of 5 average rating, 212 reviews

Cozy 1 bath/1 bed retreat. 15 min from Downtown!

Private studio apartment attached to our house. It has its own entry and self check-in. No shared spaces. My wife and I live in the front portion of the home. We try to be really quiet & respectful of our guests, but it is a lived in home. ;-) Private 1-bedroom, 1-bathroom Mini fridge Microwave Coffee Maker Queen-size bed Fresh linens and towels High-speed Wi-Fi Free parking on premises Smart TV for streaming your favorite shows Air conditioning and heating Permit #2024002149

Top guest favourite
The exterior of the home features a white facade with large windows, surrounded by green landscaping. A wooden gazebo is seen in the foreground, providing a shaded area for relaxation, while tall trees frame the property, contributing to a serene environment.
Home in East Nashville
4.9 out of 5 average rating, 192 reviews

Private Studio Apartment in East Nashville Home

Enjoy the sights and sounds of Music City from a lovely corner of East Nashville. This is a studio apartment in our home with a private entrance with a fully equipped kitchen and private bathroom. High Speed internet with cable TV. Perfectly located, less than 15min from BNA Airport, Opryland, Lower Broadway, The Gulch, and Vanderbilt University. Enjoy a cocktail out in the gazebo or stroll around our wonderful neighborhood. Or play some 8 ball on our pool table!

Guest favourite
A cozy studio space is showcased with natural light filling the room. A spacious bed is positioned beside a small table with four chairs. Artwork adorns the walls, while a ceiling fan adds comfort. A doorway leads to a bright area beyond.
Home in Inglewood
4.91 out of 5 average rating, 390 reviews

Fun East Nashville Studio

Explore Nashville using this cute studio to call home base. Walkable to East Nashville bars, restaurants, shops, and more, the studio is just a ten-minute drive to downtown Nashville. Please note this space is a part of a larger home, however it has its own entrance, parking spot, yard, and is cut off from the rest of the house. Local spots: Shotgun Willies BBQ El Fuego Inglewood Lounge The Underdog American Legion Post 82 High Class Hillbilly Backslide Vintage

Top guest favourite
A modern basement apartment is highlighted by a spacious bed, a gas log fireplace, and a wall-mounted TV. A small refrigerator and microwave are situated nearby. The room features a colorful area rug and light walls, contributing to a clean and inviting atmosphere.
Guest suite in East Nashville
4.94 out of 5 average rating, 765 reviews

Dreamy Private Studio Retreat - modern & spotless

Modern, clean, basement apartment with your very own private/ external entrance (you have sole occupancy of the 375 sq/ft apartment, and our family is upstairs, with no access to your room... meaning our guests only interact with us if that is their vibe...) on a beautiful acre of land, with secure parking in East Nashville. An easy 10 minute Uber to downtown, Ryman Auditorium, Broadway, Nissan Stadium and even less to hipster 5-points or the Grand Ole Opry.

Top guest favourite
An outdoor seating area features two chairs positioned beside a vibrant mural adorned with large pink flowers. A small side table holds a decorative item. String lights illuminate the space, creating a cozy atmosphere against a backdrop of gravel and greenery.
Guest suite in Nashville
4.98 out of 5 average rating, 451 reviews

Simply Suite: Cozy Apartment, 13 mins to Downtown

This personal guest suite is a separate entrance to the left, backside of our brick home. Self check-in with smart locks, Apartment style, Privately located, quiet neighborhood. Walgreens on the end of our street. 1 mile to Cedar Hill Park/Cedar Hill Disc Golf Course. 9 mins to Fontanel/Nashville Zoo, 11 minutes to Opryland, 14 miles to Cheekwood Art & Gardens, 13 minutes to Downtown & 5 Points area. Refuel & then go explore the city! Permit #2019036213

Top guest favourite
A private rooftop deck features a modern fire pit surrounded by comfortable seating. String lights hang above, creating a welcoming ambiance. A wall-mounted TV adds convenience, while the sky displays a colorful sunset, enhancing the outdoor space.
Home in Madison
4.99 out of 5 average rating, 139 reviews

10 min from Broadway Townhome with Rooftop+Firepit

Welcome to our centrally located townhouse in the heart of a peaceful neighborhood, just a short 10-15 minute drive away from the vibrant activities of Nashville! With keyless entry for your convenience, you can check in hassle free. Our townhouse is equipped with everything you need to make the most of your visit to Music City including; • Fully stocked and equipped kitchen • High speed wifi • Washer/Dryer • Private rooftop • Fireplace . Smart TVs

Top guest favourite
A spacious living area features a comfortable sofa with textured cushions and a matching armchair positioned near a gas fireplace. Soft blue walls and carefully chosen artwork complement the soothing decor, creating a welcoming space for relaxation.
Flat in Madison
4.97 out of 5 average rating, 433 reviews

Peggy Street Retreat

When your accommodations matter as much as your location, welcome to Peggy Street Retreat! We have, and always will, put cleanliness first.. as of 2025 we are pleased to announce the arrival of our new back friendly furniture! Firm, yet so comfortable.. Enjoy the total privacy of your own one bedroom apartment, beautifully decorated & stocked w/quality basics, a mere 15-20 mins north of downtown in Madison, easily accessed with keyless entry..

Popular amenities for Madison holiday rentals

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Avg. price$152 SGD$157 SGD$198 SGD$193 SGD$207 SGD$208 SGD$197 SGD$184 SGD$174 SGD$189 SGD$168 SGD$165 SGD
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Quick stats about holiday rentals in Madison

  • Total holiday rentals

    Explore 1,350 holiday rentals in Madison

  • Nightly prices starting at

    Madison holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 73,890 verified reviews to help you choose

  • Family-friendly holiday rentals

    850 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 260 rentals that welcome pets

  • Holiday rentals with a pool

    500 properties feature pools

  • Rentals with dedicated workspaces

    770 properties have a dedicated workspace

  • Wifi availability

    1,340 of Madison holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Madison rentals

  • 4.8 Average rating

    Madison stays are highly rated by guests – averaging 4.8 out of 5!

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