Vacation rentals in Madison

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Top-rated vacation rentals in Madison

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Guest favorite
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 East Nashville
4.97 out of 5 average rating, 926 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 favorite
A charming two-story house sits on a well-maintained lawn, framed by trees. The front porch, with steps leading up, enhances curb appeal. A gravel driveway accommodates parking, and a separate building is visible nearby, ensuring a peaceful setting.
Home in Madison
4.92 out of 5 average rating, 250 reviews

Blissful Boho Chic Two Bedroom Main Level

Enjoy your own space away from the hustle and bustle of Nashville, but still close enough to hit all of your favorite places. This two bedroom two bath is perfect for your family or group of friends. 2 Queen Beds 1 Blow up Mattress (upon request) Downtown is 25min East Nashville is 20min 12 South is 23min LGBTQIA+ friendly. BLM. Veteran owned. This is a safe space for ALL. *Note: there is another unit on site, so no loud parties are allowed. IF you need an event look at other listing.

Top guest favorite
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, 892 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 favorite
A charming brick home is set amidst a lush green lawn, highlighted by mature trees and carefully tended flower beds. The entrance features a welcoming pathway, leading to large windows that invite natural light into the living space.
Cottage in Madison
4.9 out of 5 average rating, 109 reviews

Charming Home In A Historic Quiet Nashville Haven

This cozy chic 3 bedroom, 2-bath home, ideally located near the vibrant East Nashville neighborhood and, the iconic Grand Ol' Opry, with just a short 15-minute drive to downtown. Each carefully curated room ensures a restful night's sleep with cozy bedding and the promise of fresh morning coffee. The equipped kitchen invites you to indulge in culinary adventures or whip up a quick meal. Alternatively, relish moments of tranquility on the expansive 2-acre property, perfect for unwinding.

Top guest favorite
The front porch is adorned with greenery and hanging plants, featuring a decorative macrame piece. A variety of vibrant flowers are seen in pots, along with a stone pathway leading to the entrance, which is framed by a welcoming wooden railing.
Guest suite in East Nashville
5 out of 5 average rating, 203 reviews

Eastside Zen Den! …quiet, convenient studio

Welcome to your own private entrance suite that is attached to our home. We are in a quiet, safe Nashville neighborhood, 15 minutes to downtown or airport. 10 minutes to opryland area or popular 5 points area. Rest, reset, explore this amazing city. Enjoy the birds from the front porch. There is also plenty of parking. We love Nashville and live here with our sweet well behaved cat and dog. We respect guests privacy, but are readily available if you need anything at all! Welcome!

Top guest favorite
An inviting open-plan living space features a rich leather armchair and a sleek wood stove. Large windows frame views of the surrounding forest, with a dining area visible in the background. Natural wood accents and warm tones create a cozy atmosphere.
Cabin in Goodlettsville
4.94 out of 5 average rating, 532 reviews

Enjoy Nature at a Secluded Cabin near Nashville #2018038413

Made from reclaimed materials, this charming and newly constructed cabin has a vintage style that sits perfectly amongst the forest. It features a gorgeous open plan space and floor-to-ceiling windows that provide a 180-degree view of nature outside. Secluded on its own quiet 42 acres, the cabin lets you feel alone with nature. Further out, there's easy access to stores and restaurants with a few lovely places for antique shopping. Nashville itself is just a short drive away.

Top guest favorite
A charming treehouse is nestled among tall trees, featuring earthy wooden tones and a rustic design. Soft outdoor lighting creates a cozy ambiance, while a path made of stones leads to the entrance. The treehouse is elevated, providing a unique vantage point into the surrounding nature.
Treehouse in Greenbrier
4.98 out of 5 average rating, 328 reviews

Nashville Luxury Dream Treehouse +Spa

This beautifully designed and luxurious treehouse sits on a ridge overlooking our creek. With only a 25min drive to downtown Nashville, you are tucked away amidst the towering hardwoods-away from the city noise. With careful attention to detail, the treehouse decor and design is meticulously curated to create an atmosphere of rest and beauty. This space is ideal for a couple, but can sleep four (twin beds in the loft). Parties are not permitted on the premises.

Top guest favorite
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 East Nashville
4.92 out of 5 average rating, 451 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 favorite
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 Madison
4.96 out of 5 average rating, 114 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 favorite
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, 155 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

Guest favorite
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 Madison
4.83 out of 5 average rating, 248 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.

Top guest favorite
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.
Apartment in Madison
4.97 out of 5 average rating, 443 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, but equally important is comfort, so we provide firm, comfortable, back friendly furniture.. 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 vacation rentals

Quick stats about vacation rentals in Madison

  • Total vacation rentals

    Explore 1,330 vacation rentals in Madison

  • Nightly prices starting at

    Madison vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 75,020 verified reviews to help you choose

  • Family-friendly vacation rentals

    870 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 260 rentals that welcome pets

  • Vacation rentals with a pool

    460 properties feature pools

  • Rentals with dedicated workspaces

    760 properties have a dedicated workspace

  • Wi-Fi availability

    1,320 of Madison vacation rentals include wi-fi 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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