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Resort holiday rentals in Madison

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Top-rated resort rentals in Madison

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A wide view of the outdoor swimming pool is captured, surrounded by lounge chairs. The pool area is complemented by colorful landscaping and a backdrop of modern buildings under a clear blue sky.

Resort in Downtown Nashville

Wyndham Marg Vacation Club Nashville|King Studio

You won’t have to head all the way to the Caribbean to find your lost shaker of salt. In fact, it’s right upstairs at the resort’s rooftop bar. Lounge poolside until the sun hangs low, take it easy by the fire pit, and see panoramic views of downtown as live music loosens your mood. Wyndham Marg Vacation Club Nashville|King Studio • Size: 400 - 554 • Kitchen: Mini • Baths: 1 - Standing Shower no tub • Accommodates: 4 Guests • Beds: Double Sleeper Sofa - 1 King Bed - 1

An expansive outdoor swimming pool is featured with lounge chairs positioned along its perimeter. The pool area is surrounded by landscaped greenery. In the background, a skyline of downtown buildings is visible under a clear blue sky.

Resort in Downtown Nashville

Wyndham Marg Vacation Club Nashville|King Studio

You won’t have to head all the way to the Caribbean to find your lost shaker of salt. In fact, it’s right upstairs at the resort’s rooftop bar. Lounge poolside until the sun hangs low, take it easy by the fire pit, and see panoramic views of downtown as live music loosens your mood. Wyndham Marg Vacation Club Nashville|King Studio • Size: 400 - 554 • Kitchen: Mini • Baths: 1 - Standing Shower no tub • Accommodates: 4 Guests • Beds: Double Sleeper Sofa - 1 King Bed - 1

A modern kitchen area features dark wooden cabinetry and a granite countertop, complemented by stainless steel appliances. An open layout connects to a cozy living space with a dining table and seating by a window, allowing for natural light to brighten the room.

Resort in Nashville

5 out of 5 average rating, 4 reviews

Nashville Getaway and Fun Trip

Steeped in Southern traditions of hospitality and charm, you’ll want for nothing as you adventure day and night in Music City. Luckily, this warm, friendly resort is close to Nashville’s best music, liquor, and historical landmarks. Located just one mile from the Grand Ole Opry. Conveniently located near popular destinations like the Country Music Hall of Fame and Museum and the Nashville Zoo, you can easily explore all that Nashville has to offer.

Resort in Nashville

Wyndham Nashville- 2 bedroom lockoff

Just one mile from the Grand Ole Opry near the Cumberland River, Wyndham Nashville is a charming vacation resort convenient to local attractions and transportation. Spacious one suites, all furnished in a lovely country décor with amenities like cable TV, DVD players, complimentary Wi-Fi, in-unit washers and dryers, and full kitchen. Solo travelers, couples, groups, and families can make themselves right at home in these accommodations.

Resort in Nashville

Wyndham Nashville Resort | 3BR/3BA King Bed Suite

Steeped in Southern traditions of hospitality and charm, you’ll want for nothing as you adventure day and night in Music City. Luckily, this warm, friendly resort is close to Nashville’s best music, liquor, and historical landmarks. Wyndham Nashville Resort | 3BR/3BA King Bed Suite • Size: 1605 - 1671 • Kitchen: Full • Baths: 3 • Accommodates: 8 Guests • Beds: King Bed - 2 Queen Sleeper Sofa - 1 Varies

An outdoor swimming pool is surrounded by lounge chairs featuring blue canvas fabric. Umbrellas provide shade around the pool area, while light clouds drift across a bright blue sky, adding to the inviting atmosphere of the resort.

Resort in Nashville

Wyndham Nashville Resort | 3BR/3BA King Bed Suite

Steeped in Southern traditions of hospitality and charm, you’ll want for nothing as you adventure day and night in Music City. Luckily, this warm, friendly resort is close to Nashville’s best music, liquor, and historical landmarks. Wyndham Nashville Resort | 3BR/3BA King Bed Suite • Size: 1605 - 1671 • Kitchen: Full • Baths: 3 • Accommodates: 8 Guests • Beds: King Bed - 2 Queen Sleeper Sofa - 1 Varies

An outdoor pool area is framed by lounge chairs and shaded umbrellas. The clear blue water of the pool reflects the sky and nearby buildings, creating a relaxing atmosphere for guests. Surrounding greenery adds a touch of nature to the setting.

Resort in Nashville

Wyndham Nashville Resort | 3BR/3BA King Bed Suite

Steeped in Southern traditions of hospitality and charm, you’ll want for nothing as you adventure day and night in Music City. Luckily, this warm, friendly resort is close to Nashville’s best music, liquor, and historical landmarks. Wyndham Nashville Resort | 3BR/3BA King Bed Suite • Size: 1605 - 1671 • Kitchen: Full • Baths: 3 • Accommodates: 8 Guests • Beds: King Bed - 2 Queen Sleeper Sofa - 1 Varies

An outdoor swimming pool is surrounded by a spacious deck furnished with lounge chairs. Blue umbrellas are positioned to provide shade, and several trees are visible in the background, enhancing the resort's inviting atmosphere.

Resort in Nashville

4.67 out of 5 average rating, 3 reviews

Wyndham Nashville Resort | 2BR/2BA King Bed Suite

Steeped in Southern traditions of hospitality and charm, you’ll want for nothing as you adventure day and night in Music City. Luckily, this warm, friendly resort is close to Nashville’s best music, liquor, and historical landmarks. Wyndham Nashville Resort | 2BR/2BA King Bed Suite • Size: 1066 - 1180 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1 Varies

An outdoor swimming pool is surrounded by lounge chairs and umbrellas, providing a space for relaxation. Apartment buildings are visible in the background, with some featuring balconies that overlook the pool area. A clear blue sky with fluffy white clouds enhances the atmosphere.

Resort in Nashville

4.67 out of 5 average rating, 15 reviews

Wyndham Nashville Resort | 2BR/2BA King Bed Suite

Steeped in Southern traditions of hospitality and charm, you’ll want for nothing as you adventure day and night in Music City. Luckily, this warm, friendly resort is close to Nashville’s best music, liquor, and historical landmarks. Wyndham Nashville Resort | 2BR/2BA King Bed Suite • Size: 1066 - 1180 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1 Varies

A clear blue swimming pool is surrounded by lounge chairs, with vibrant blue umbrellas providing shade. Multiple residential buildings are visible in the background against a sunny sky dotted with fluffy clouds.

Resort in Nashville

4.9 out of 5 average rating, 10 reviews

Wyndham Nashville Resort | 1BR/1BA King Bed Suite

Steeped in Southern traditions of hospitality and charm, you’ll want for nothing as you adventure day and night in Music City. Luckily, this warm, friendly resort is close to Nashville’s best music, liquor, and historical landmarks. Wyndham Nashville Resort | 1BR/1BA King Bed Suite • Size: 928 - 988 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1 Varies

An outdoor swimming pool is surrounded by lounge chairs and umbrellas, creating a relaxing atmosphere. The pool reflects the sky, and nearby buildings feature balconies that overlook the area. Light clouds drift overhead, enhancing the leisurely setting.

Resort in Nashville

Wyndham Nashville Resort | 1BR/1BA King Bed Suite

Steeped in Southern traditions of hospitality and charm, you’ll want for nothing as you adventure day and night in Music City. Luckily, this warm, friendly resort is close to Nashville’s best music, liquor, and historical landmarks. Wyndham Nashville Resort | 1BR/1BA King Bed Suite • Size: 928 - 988 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1 Varies

An outdoor swimming pool is surrounded by lounge chairs with blue cushions, offering ample seating for relaxation. Umbrellas provide shade over the seating area. Nearby, light-colored buildings offer a backdrop, while fluffy clouds drift across a bright blue sky.

Resort in Nashville

4.67 out of 5 average rating, 6 reviews

Wyndham Nashville Resort | 1BR/1BA King Bed Suite

Steeped in Southern traditions of hospitality and charm, you’ll want for nothing as you adventure day and night in Music City. Luckily, this warm, friendly resort is close to Nashville’s best music, liquor, and historical landmarks. Wyndham Nashville Resort | 1BR/1BA King Bed Suite • Size: 928 - 988 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1 Varies

Popular amenities for resort rentals in Madison

Free parking on premises

Air conditioning

Family-friendly resort rentals

A clear and inviting swimming pool is surrounded by lounge chairs beneath large blue umbrellas. The area is well-maintained, and a clubhouse is visible in the background, framed by lush greenery and the adjacent residential building.

Resort in Nashville

Nashville Resort - 1 Bedroom Suite

Aerial view of two multi-story buildings surrounded by greenery and open spaces. The buildings feature multiple balconies, providing residential flair. A parking lot is visible in the foreground, accommodating various vehicles, while a tree-lined landscape adds a natural backdrop to the scene.

Resort in Nashville

Nashville Resort

An outdoor swimming pool is surrounded by lounge chairs with blue cushions and umbrellas. The pool area is flanked by a two-story building in a light color, with trees providing greenery in the background.

Resort in Nashville

Nashville Resort - 1 Bedroom Suite

A modern outdoor pool area is visible, featuring clear blue water and a spacious deck with lounge chairs. Sun loungers are positioned alongside the pool. A sheltered section with seating can be seen in the background, creating an inviting atmosphere for relaxation.

Resort in Downtown Nashville

Margaritaville - Nashville - Studio

A swimming pool is surrounded by lounge chairs beneath blue umbrellas, providing shade to guests. The pool area is framed by a cluster of trees, and a multi-story building stands in the background, featuring balconies for residents.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

A contemporary multi-story building showcases a sleek design with large windows and a welcoming entrance. The name 'Margaritaville' is prominently displayed on the roof, and vibrant greenery surrounds the facade. The scene is set against an evening sky, enhancing the modern urban aesthetic.

Resort in Downtown Nashville

Margaritaville Vacation Club-Nashville StudioDelux

An outdoor swimming pool is surrounded by lounge chairs under shaded umbrellas. The pool features a clear blue surface, with a textured concrete deck that leads to nearby access points. Lush greenery and flowering plants are visible in the background, enhancing the serene environment.

Resort in Nashville

Nashville Resort - 1 Bedroom Suite

The image captures a well-maintained resort exterior featuring multiple buildings arranged around a landscaped pathway. Lush greenery and flowering plants enhance the outdoor space, while soft lighting from the buildings creates a welcoming atmosphere as dusk approaches.

Resort in Nashville

Club Wyndham Nashville One-Bedroom Suite

Resort rentals with a pool

A pool area is featured with a clear blue body of water surrounded by a spacious concrete deck. Lounge chairs with blue fabric are arranged along the poolside, with umbrellas providing shade. Surrounding greenery adds a touch of nature to the space.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

A well-maintained outdoor pool area features clear blue water surrounded by lounge chairs and shaded umbrella tables. The pool is bordered by a concrete deck, and additional greenery enhances the setting. Nearby, a building presents a neutral facade, contributing to the tranquil environment.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

A clear pool is surrounded by lounge chairs and umbrellas, providing a space for relaxation. The backdrop features a multi-story building and lush greenery, contributing to a serene outdoor environment. The pool's calm water reflects the sky and nearby structures.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

A serene outdoor pool area is surrounded by lounge chairs and shaded seating options. The pool features a clear blue surface, reflecting the surrounding greenery. Adjacent to the pool, a clubhouse can be seen, contributing to the inviting landscape.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

A well-maintained outdoor pool is surrounded by lounge chairs with blue umbrellas. Adjacent is a building featuring multiple stories, enhancing the resort's inviting atmosphere. Lush greenery can be seen in the background, contributing to a serene environment.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

A pool area features a clear blue swimming pool surrounded by lounge chairs under shaded umbrellas. The poolside is bordered with a concrete deck, and a clubhouse is visible in the background, accompanied by landscaped greenery.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

An outdoor swimming pool is surrounded by lounge chairs under blue umbrellas. The pool area is bordered by light-colored buildings with balconies. Lush greenery is visible in the background, complementing the inviting atmosphere of the space.

Resort in Nashville

Nashville Resort - 1 Bedroom Suite

A swimming pool is centrally located, surrounded by lounge chairs and blue umbrellas. Two buildings are visible in the background, partially obscured by trees. The pool area features a spacious deck with ample space for relaxation and recreation.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

Resort rentals with a gym

The outdoor pool area is surrounded by lounge chairs and blue umbrellas, providing ample seating for relaxation. A spacious pool deck leads to the inviting clear waters of the pool, while the nearby building adds a residential touch to the setting.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

A swimming pool area is surrounded by lounge chairs under blue umbrellas. The clear water reflects the sky and nearby trees. The pool is framed by a beige building with multiple balconies, adding to the inviting atmosphere of the space.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

Resort in Downtown Nashville

4 out of 5 average rating, 4 reviews

Margaritaville - Nashville - Studio

A spacious pool area features a large swimming pool surrounded by lounge chairs and blue umbrellas. The well-maintained grounds include a building in the background and a landscaped area with trees, contributing to a calm outdoor environment.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

A clear swimming pool is framed by loungers and wooden decking. Lounge chairs are positioned beside the pool, with shaded seating areas visible in the background. The building's exterior is characterized by large windows reflecting sunlight and providing a modern architectural contrast.

Resort in Downtown Nashville

Margaritaville - Nashville - Studio

A clean, inviting pool area is featured, surrounded by lounge chairs on both sides. The water's surface reflects the clear blue sky above. The backdrop includes a multi-story building with large windows, allowing natural light to enhance the space.

Resort in Downtown Nashville

Margaritaville - Nashville - Studio

A clean outdoor swimming pool is surrounded by lounge chairs under blue umbrellas. The pool area is enclosed with a fence, and the nearby building features several balconies overlooking the space. Lush greenery is visible in the background, providing a serene atmosphere.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

An outdoor swimming pool is surrounded by lounge chairs under blue umbrellas. The pool area is bordered by greenery and features a spacious deck. A building with multiple balconies is visible in the background, contributing to a relaxed atmosphere.

Resort in Nashville

Nashville Resort - 2 Bedroom Condo

Quick stats about resort rentals in Madison

Total holiday rentals
Explore 50 holiday rentals in Madison
Nightly prices starting at
Madison holiday rentals start at $63 SGD per night before taxes and fees
Verified guest reviews
Over 50 verified reviews to help you choose
Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities
Holiday rentals with a pool
50 properties feature pools
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
50 of Madison holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Madison rentals
4.6 Average rating
Madison stays receive an average rating of 4.6 out of 5 from guests

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