Holiday rentals in Madison

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Top-rated holiday rentals in Madison

Guests agree: these stays 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, 904 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 Nashville
4.95 out of 5 average rating, 863 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.

Guest favourite
A modern two-story home features a sleek dark exterior with large windows allowing natural light to fill the spaces. A wooden staircase leads to the front door, while a small garden with green shrubs and flowers enhances the entrance. The surrounding area is paved and offers ample space.
Home in Nashville
4.92 out of 5 average rating, 105 reviews

Brand new - 10 mins from BroadWAY

Welcome to our brand new construction home, located just minutes away from the bustling downtown area and major highways. Our open floor plan is perfect for families and groups, with plenty of space to relax and unwind. The backyard is great for outdoor gatherings, and the end street location provides a peaceful and quiet atmosphere. Plus, with the woods across the street, you'll enjoy added privacy during your stay. Though we don’t mind you smoking outside please do not smoke inside.

Top guest favourite
A spacious living area features a large sectional sofa adorned with comfortable pillows and throws. A light-colored accent table sits in front, accompanied by several magazines. The room is brightened by natural light filtering through a nearby window, complementing the decorative mirror on the wall.
Flat in Goodlettsville
4.96 out of 5 average rating, 142 reviews

Homey & Comfy, kit &2 Brs, Sq. Ft. 950

Visit Music City Great Southern hospitality, plenty of music variety, you’d be surprised, tons of Country Music. download the app Visit Music City current with local things around town. The apt. is all remodeled, a large sectioned sofa with new 55 inch TV, Roku, Netflix and Amazon Prime. wi-fi. Evanhughes91 Imisseva2 2 Br, both beds are Queen. 1 full bath a walk-in closet. Full Kitchen, DR, and GR. You’ll feel right at home. 15 min. to downtown. Private entrance. Park at your door.

Top guest favourite
The entrance of the Tudor home features a charming arched brick doorway framed by lush greenery and floral planters. A stone pathway leads to the door, flanked by manicured grass and shrubs, creating an inviting approach to the house.
Guest suite in Nashville
4.98 out of 5 average rating, 228 reviews

Charming two bedroom suite near the Grand Ole Opry

Beautiful Tudor home on one of the most unique streets in Nashville. The eclectic collection of homes on our street is something everyone notes. Most of us know each other well and our kids have grown up together. To this day, we celebrate milestones, holidays and memories together. Miami (Avenue) might not be Mayberry, but it's pretty close! We hope you'll join us! Just 2 miles to the Grand Ole Opry, 12 to downtown Nashville and 10 to the Nashville International Airport (BNA).

Top 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, 417 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

Guest favourite
The living room features a mix of cozy seating options, including a patterned sofa and a dark armchair. A decorative area rug lies on the floor, complementing the modern decor. Shelves with framed art and a plant enhance the inviting atmosphere of the space.
Home in Nashville
4.97 out of 5 average rating, 103 reviews

Cheerful, Fun, and Dog Friendly Home with Hot Tub

Located in the Madison neighborhood, you’re only a 10-15 minute drive away from downtown Nashville. Whether you’re looking for a place to call home while you explore and have fun in Nashville, or you’re just needing some rest and relaxation on a peaceful getaway, this cheerful and cozy home is the perfect place to stay. Local breweries, restaurants, and coffee shops are all nearby. Pet Friendly with pet fee of $50 per pet per stay. Brand new hot tub just added!

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 Nashville
4.99 out of 5 average rating, 143 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 Nashville
4.97 out of 5 average rating, 435 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..

Top guest favourite
A newly renovated ranch home is set on a spacious, wooded lot. The front porch features a wooden railing and steps leading up to the entrance, surrounded by lush greenery and tall trees casting gentle shadows on the lawn.
Home in Nashville
4.98 out of 5 average rating, 111 reviews

RANCH BEAUT - 5Bd/3Ba, King Beds, Mins to Broadway

Welcome to Linda Lane, a newly renovated ranch home, with an open-plan & vaulted ceilings. Our comfortable home sits on a 1 acre wooded property, adorned with a seasonal creek. Make yourself right at home in this quiet neighborhood, 10 minutes from The Grand Ole Opry and just minutes from the hustle and bustle of Downtown/Broadway and Airport. Perfect for a family vacation, reunion or gathering of friends. We look forward to hosting you.

Guest favourite
An open-concept living area is presented, featuring a spacious gray sofa and a wooden coffee table. Four modern bar stools are positioned at a granite countertop separating the kitchen. Light streams through the large windows, complemented by light curtains, while a ceiling fan adds comfort.
Home in Nashville
4.83 out of 5 average rating, 241 reviews

The Little Madison Home- All yours & dog friendly.

Welcome to our Little Madison Home! We invite you to enjoy your own private home. 1 mile from grocery, 5 minutes from East Nashville and a 15 minute drive from Downtown. Our home is perfect for a romantic getaway, family visits, business travelers, solo travelers and sightseers. Pup friendly with a fenced in front and backyard to make a happy getaway for you and your best dog pal. Our Little Madison Home is the warm hug of housing.

Guest favourite
Home in Nashville
4.88 out of 5 average rating, 121 reviews

Music City Getaway, 10 min to Downtown and Opry

This beautiful Nashville home is tucked away 9 min from the Grand Ole Opry and 4 miles to Broadway ! Its an open concept 2500- sq feet 3 bedroom 2 baths perfect for families or couples. You can enjoy the beautiful backyard with cocktails or morning coffee or if you are the cook in your group ..., our kitchen is set up to inspire your inner Bobby Flay ...or Julia Child ..We can't wait to see Y'all in Nashville !

Popular amenities for Madison holiday rentals

When is the best time to visit Madison?

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Avg. price$154 SGD$159 SGD$202 SGD$197 SGD$211 SGD$212 SGD$200 SGD$188 SGD$177 SGD$193 SGD$171 SGD$168 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 $26 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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