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Resort vacation rentals in Cumberland County

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Top-rated resorts in Cumberland County

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Superhost
A charming building is showcased with a welcoming entrance featuring a staircase. Surrounding foliage displays shades of autumn, while a pathway leads to the entrance, lined with colorful fallen leaves. The area is framed by trees, completing a tranquil neighborhood setting.
Resort in Crossville

Fairfield Glade 2 bdrm

The word “frolic” comes to mind at Resort at Fairfield Glade. This 12,700-acre wonderland in the rolling green hills of Tennessee is all about playing, really. Your comfy digs will be within a resort that’s designed for recreation — golf courses, tennis courts, riding stables and pools are on site, for starters. The surrounding Cumberland Plateau is just as enticing — the 110-foot Ozone Falls, the wild woodlands, and the rushing streams will enthrall both young and old.

A two-story building is surrounded by colorful autumn foliage. A pathway winds through the well-kept lawn, leading to the entrance. Large windows and a balcony create an inviting façade, while trees frame the scene against a clear blue sky.
Resort in Crossville
4.67 out of 5 average rating, 3 reviews

Wyndham Fairfield Glade | Resort Studio w/ Balcony

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. Located in the lush Cumberland Plateau region of Tennessee, you’ll have 12,700 acres of rolling hills to explore. Wyndham Fairfield Glade | Resort Studio w/ Balcony • Size: 390 - 390 • Kitchen: Mini • Baths: 1 • Accommodates: 2 Guests • Beds: Double Murphy Bed - 1 Double Sleeper Sofa - 1

A charming resort building is surrounded by a manicured lawn adorned with autumn leaves. Steps lead to the entrance, flanked by shrubbery and trees displaying vibrant fall colors. A clear blue sky with scattered clouds completes the serene outdoor setting.
Resort in Crossville
4.78 out of 5 average rating, 27 reviews

Wyndham Fairfield Glade | Resort Studio w/ Balcony

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. Located in the lush Cumberland Plateau region of Tennessee, you’ll have 12,700 acres of rolling hills to explore. Wyndham Fairfield Glade | Resort Studio w/ Balcony • Size: 390 - 390 • Kitchen: Mini • Baths: 1 • Accommodates: 2 Guests • Beds: Double Murphy Bed - 1 Double Sleeper Sofa - 1

A multi-level building is surrounded by colorful autumn foliage, with fallen leaves covering the pathway. A welcoming entrance leads to a balcony, and well-maintained shrubs frame the exterior, creating a pleasant environment. The sky is a clear blue, complementing the natural scenery.
Resort in Crossville
4.75 out of 5 average rating, 4 reviews

Wyndham Fairfield Glade | 2BR/2BA Balcony Suite

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. Located in the lush Cumberland Plateau region of Tennessee, you’ll have 12,700 acres of rolling hills to explore. Wyndham Fairfield Glade|2BR/2BA King Suite w/ Balc • Size: 935 - 1650 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 , Twin Bed - 2, Sleeper Sofa - 1

A two-story building is surrounded by vibrant fall foliage, with a well-maintained lawn and a winding pathway leading to the entrance. The exterior features wooden accents and several windows, providing a warm and welcoming appearance.
Resort in Crossville
4.63 out of 5 average rating, 19 reviews

Wyndham Fairfield Glade | 2BR/2BA Balcony Suite

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. Located in the lush Cumberland Plateau region of Tennessee, you’ll have 12,700 acres of rolling hills to explore. Wyndham Fairfield Glade|2BR/2BA King Suite w/ Balc • Size: 935 - 1650 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 , Twin Bed - 2, Sleeper Sofa - 1

The exterior of a multi-level building is showcased, surrounded by colorful fall foliage. A gently curving pathway leads to the entrance, bordered by manicured grass and shrubs. The bright blue sky adds a serene backdrop to this peaceful setting.
Resort in Crossville

Wyndham Fairfield Glade | 2BR/2BA Balcony Suite

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. Located in the lush Cumberland Plateau region of Tennessee, you’ll have 12,700 acres of rolling hills to explore. Wyndham Fairfield Glade|2BR/2BA King Suite w/ Balc • Size: 935 - 1650 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 , Twin Bed - 2, Sleeper Sofa - 1

The exterior of a welcoming resort building is surrounded by vibrant autumn foliage. The structure features a wooden staircase leading to an entrance, while a pathway meanders through a landscape of fallen leaves and greenery. Blue sky and scattered clouds are visible overhead.
Resort in Crossville

Wyndham Fairfield Glade | 2BR/2BA Balcony Suite

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. Located in the lush Cumberland Plateau region of Tennessee, you’ll have 12,700 acres of rolling hills to explore. Wyndham Fairfield Glade|2BR/2BA King Suite w/ Balc • Size: 935 - 1650 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 , Twin Bed - 2, Sleeper Sofa - 1

A welcoming exterior view features a two-story building with a wooden balcony and an inviting entrance. The surrounding area is enhanced by colorful autumn foliage and a gently curving pathway, creating a serene atmosphere in a well-maintained landscape.
Resort in Crossville

Wyndham Fairfield Glade|1BR/1BA King Suite w/ Balc

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. Located in the lush Cumberland Plateau region of Tennessee, you’ll have 12,700 acres of rolling hills to explore. Wyndham Fairfield Glade|1BR/1BA King Suite w/ Balc • Size: 750 - 930 • Kitchen: Kitchenette • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

A multi-unit building is surrounded by lush greenery and mature trees. The walkway leads to the entrance, framed by colorful autumn leaves scattered on the ground. Clear skies and soft clouds complete the scenic view of this tranquil resort setting.
Resort in Crossville
4.67 out of 5 average rating, 12 reviews

Wyndham Fairfield Glade|1BR/1BA King Suite w/ Balc

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. Located in the lush Cumberland Plateau region of Tennessee, you’ll have 12,700 acres of rolling hills to explore. Wyndham Fairfield Glade|1BR/1BA King Suite w/ Balc • Size: 750 - 930 • Kitchen: Kitchenette • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

A charming two-story building is nestled among vibrant autumn foliage. The exterior features a welcoming balcony and lush greenery, with a curved pathway leading to the entrance. Colorful leaves cover the ground, creating a warm, natural ambiance.
Resort in Crossville
5 out of 5 average rating, 4 reviews

Wyndham Fairfield Glade|1BR/1BA King Suite w/ Balc

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. Located in the lush Cumberland Plateau region of Tennessee, you’ll have 12,700 acres of rolling hills to explore. Wyndham Fairfield Glade|1BR/1BA King Suite w/ Balc • Size: 750 - 930 • Kitchen: Kitchenette • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

The exterior of the townhouse displays a two-story structure with a wooden staircase leading to the front entrance. Autumn leaves cover the walkway, and various trees provide seasonal color, creating a serene setting surrounded by well-maintained landscaping.
Resort in Crossville

Wyndham Fairfield Glade|4BR/4BA King Suite w/ Balc

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. Located in the lush Cumberland Plateau region of Tennessee, you’ll have 12,700 acres of rolling hills to explore. Wyndham Fairfield Glade|4BR/4BA King Suite w/ Balc • Size: 2326 - 2326 • Kitchen: Full • Baths: 4 • Accommodates: 12 Guests • Beds: Double Bed - 4 King Bed - 2

A two-story building is surrounded by vibrant autumn foliage, with leaves of orange and yellow carpeting the landscape. A gently curved pathway leads to the entrance, framed by manicured shrubs. The sky is a clear blue, creating a serene atmosphere in the residential setting.
Resort in Crossville
5 out of 5 average rating, 14 reviews

Wyndham Fairfield Glade|4BR/4BA King Suite w/ Balc

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. Located in the lush Cumberland Plateau region of Tennessee, you’ll have 12,700 acres of rolling hills to explore. Wyndham Fairfield Glade|4BR/4BA King Suite w/ Balc • Size: 2326 - 2326 • Kitchen: Full • Baths: 4 • Accommodates: 12 Guests • Beds: Double Bed - 4 King Bed - 2

Popular amenities for Cumberland County resorts

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly resorts

A charming exterior view of the property is framed by colorful autumn foliage. The building features a welcoming entrance with wooden steps leading to the front door. A manicured lawn with fallen leaves complements the paths that wind through the surrounding landscape.
Resort in Crossville

Wyndham Fairfield Glade | 2BR/2BA Balcony Suite

Superhost
A row of six white lounge chairs is positioned on a sandy beach, facing a serene lake. The vibrant autumn trees line the background, and gentle waves can be seen lapping at the shore under a clear blue sky.
Resort in Crossville

Fairfield Glade Resort - 2 Bedroom Condo

Superhost
A sandy beach area is lined with several white lounge chairs facing the calm blue water. Lush green trees and colorful foliage surround the shoreline, offering a serene environment. Gentle waves lap against the sandy beach under a bright sky with scattered clouds.
Resort in Crossville
4.5 out of 5 average rating, 4 reviews

Fairfield Glade Resort - 1 Bedroom Suite

Superhost
A multi-story building displays a light wood exterior, complemented by lush greenery and colorful autumn foliage. A wooden staircase leads to the entrance, framed by neatly manicured bushes. Pathways weave through the vibrant fallen leaves, contributing to the serene outdoor setting.
Resort in Crossville

Fairfield Glades 1 bdrm no resort fees

Superhost
The exterior of the resort unit is shown, featuring a charming wooden facade with multiple balconies. Surrounding trees display autumn foliage, while a pathway lined with fallen leaves leads to the entrance. The sky is partly cloudy, adding to the serene atmosphere of the setting.
Resort in Crossville

Wyndham Resort at Fairfield Glade- 2 bedrooms

Superhost
A multi-level building is surrounded by trees with autumn foliage. A pathway curves in the foreground, bordered by grassy areas and scattered fallen leaves. The building features a wooden deck and stairs leading to the entrance, with windows reflecting the natural light.
Resort in Crossville
5 out of 5 average rating, 4 reviews

Wyndham Resort at Fairfield Glade- 1 bedroom

Superhost
A sandy beach area is bordered by calm blue waters, with gentle waves lapping at the shore. Several lounge chairs are arranged in a row on the sand, facing the lake. Lush greenery and trees are visible in the background, enhancing the natural scenery.
Resort in Crossville

Fairfield Glade Resort - 1 Bedroom Suite

A charming two-story building is surrounded by colorful autumn foliage. Pathways meander through the neatly landscaped yard, featuring well-maintained grass and fallen leaves. The entrance is highlighted by wooden steps leading to a welcoming porch, framed by evergreen shrubs.
Resort in Crossville

Wyndham Fairfield Glade|1BR/1BA King Suite w/ Balc

Resort rentals with a pool

Superhost
A sandy beach area is visible with several lounge chairs arranged in a line along the shore. The water reflects clear blue skies and surrounded by trees displaying autumn colors. A small boat dock can be seen in the background, nestled against lush greenery.
Resort in Crossville

Fairfield Glade Resort - 2 Bedroom Condo

Superhost
A sandy beach is depicted along a tranquil lake, complemented by multiple lounge chairs arranged in a row. Lush greenery lines the shore, while colorful foliage reflects the seasonal changes in the background. Gentle waves lap against the beach under a clear blue sky.
Resort in Crossville

Fairfield Glade Resort - 2 Bedroom Condo

Superhost
A sandy beach is lined with several lounge chairs facing a tranquil lake, surrounded by trees displaying autumn colors. The clear blue water reflects the sky, while gentle waves lap against the shore. A few boats can be seen in the distance.
Resort in Crossville

Fairfield Glade Resort - 2 Bedroom Condo

Superhost
A charming exterior view captures a two-story resort building surrounded by autumn foliage. The pathway leads to the entrance, framed by manicured bushes and tall trees. Fallen leaves cover the ground, contrasting with the warm tones of the building.
Resort in Crossville

Wyndham Resort at Fairfield Glade- 2 bedrooms

Superhost
A sandy beach area extends beside the calm blue lake, with several white lounge chairs arranged in a row. Lush green trees create a backdrop, while gentle waves lap at the shore under a clear sky filled with fluffy white clouds.
Resort in Crossville

Fairfield Glade Resort - 2 Bedroom Condo

Superhost
A sandy beach is visible along a calm lake, framed by lush trees in autumn colors. Several lounge chairs are arranged in a row on the shore, while gentle waves lap at the water's edge under a bright sky dotted with fluffy clouds.
Resort in Crossville

Fairfield Glade Resort - 1 Bedroom Suite

Superhost
A sandy shoreline is lined with white lounge chairs, facing a tranquil lake. The clear blue water reflects the vibrant autumn foliage on the surrounding hills. Tall, green trees provide a natural backdrop along the water's edge, creating a peaceful outdoor setting.
Resort in Crossville

Fairfield Glade Resort - 1 Bedroom Suite

Superhost
A sandy beach area is seen, lined with several lounge chairs facing a calm lake. The turquoise water gently meets the shore under a partly cloudy sky. Lush green trees and colorful autumn foliage frame the water's edge, creating a serene outdoor setting.
Resort in Crossville

Fairfield Glade Resort - 1 Bedroom Suite

Resort rentals with a gym

Guest favourite
A sandy beach is lined with several white lounge chairs facing a calm lake. The water reflects the surrounding vibrant autumn foliage, while green trees provide a natural backdrop. A dock is visible in the distance, along with gentle waves lapping at the shore.
Resort in Crossville
5 out of 5 average rating, 6 reviews

Fairfield Glade Resort - 2 Bedroom Condo

Superhost
A sandy beach stretches alongside a calm lake, surrounded by trees with autumn foliage. Several white lounge chairs are arranged in a row on the sand, facing the water. The serene landscape features a clear blue sky with fluffy clouds, enhancing the tranquil scene.
Resort in Crossville
5 out of 5 average rating, 3 reviews

Fairfield Glade Resort - 1 Bedroom Suite

Superhost
A sandy beach area lines the edge of a calm lake, complemented by gentle waves and a backdrop of trees in autumn colors. Several lounge chairs are arranged in a row, inviting relaxation, while the shoreline extends toward a scenic landscape at the water's edge.
Resort in Crossville
4.8 out of 5 average rating, 15 reviews

Fairfield Glade Resort - 2 Bedroom Condo

Superhost
A sandy beach area stretches along a calm lake, with several light-colored lounge chairs arranged in a row on the shore. Lush trees line the water's edge, offering greenery against the blue sky and reflecting lightly on the lake's surface.
Resort in Crossville
5 out of 5 average rating, 5 reviews

Fairfield Glade Resort - 2 Bedroom Condo

Guest favourite
A sandy beach area is visible, featuring several lounge chairs arranged in a row facing a calm lake. Lush trees line the waterfront, and the shoreline is illuminated by soft, natural light. The water reflects blue skies with scattered clouds.
Resort in Crossville
4.85 out of 5 average rating, 20 reviews

Fairfield Glade Resort - 2 Bedroom Condo

Superhost
A serene beach area features a sandy shoreline leading to a calm lake. Sun loungers are arranged in a row on the sand, with trees lining the water's edge. The scene is enhanced by autumn foliage in the background under a clear blue sky.
Resort in Crossville
4.75 out of 5 average rating, 4 reviews

Fairfield Glade Resort - 2 Bedroom Condo

Superhost
A sandy beach is lined with several lounge chairs, facing a calm lake. Trees with autumn foliage frame the water, and a few boats are visible in the distance. Soft clouds float in a bright blue sky, contributing to a serene outdoor setting.
Resort in Crossville
4.75 out of 5 average rating, 4 reviews

Fairfield Glade Resort - 1 Bedroom Suite

Superhost
A sandy beach area is lined with several lounge chairs facing a calm blue lake. The shoreline features lush greenery, and colorful autumn leaves are visible on the trees across the water. The sky is partly cloudy, enhancing the serene ambiance.
Resort in Crossville
4.93 out of 5 average rating, 15 reviews

Fairfield Glade Resort - 2 Bedroom Condo

Destinations to explore