Vacation rentals with a pool in Cumberland County

Condo in Cumberland County

Large sliding glass doors provide a view of the tranquil lake, framed by two smaller windows. Natural light fills the room, highlighting the subtle tan wall color and wooden deck visible outside. A colorful area rug enhances the space's warmth.

4.92 out of 5 average rating, 50 reviews

Fairfield 'Lake Front' Golf & Dock 3 bd 2.5 bath

LAKEFRONT is an UNDERSTATEMENT!!!Golf or Fishing...Bring Your Boat!! Private Dock This Condo Features a Queen Bedroom/Full Bedroom/Twin bedroom/ & Twin Trundle..Fully Equipped Kitchen w/Granite/Dining Area& 2 Dens/Wi-Fi/1 Full Bath Top Level & 1/2 Bath Main Level/Full Bath Lower Level...Work Station/Incredible Lake View w/Deck & Covered Lower Patio. Access to ALL of Fairfield Glade Resort Amenities ⛳ (See the Endless List under Amenities)...PRIVATE DOCK SO BRING THE BOAT & ROD, KAYAK. ENJOY ⛳🐟

An indoor pool area features a large rectangular swimming pool with clear water. White plastic chairs are arranged along the sides. The high ceiling showcases wooden beams, and soft lighting illuminates the space, creating a serene atmosphere.

4.93 out of 5 average rating, 15 reviews

2 Bedroom Deluxe at Wyndham Fairfield Glade Resort

We love our condo at Wyndham Resort at Fairfield Glade and want to share it with our guests! This spacious two-bedroom resort suite measures 935 to 1,650 square feet. You will enjoy a king bed in the master bedroom, two single beds (100cm x 200cm) in the 2nd bedroom, and one queen sleeper sofa in the living room. Additional amenities include a full kitchen and dining area, two bathrooms, washer/dryer and some with porch or balcony. Please contact the host for the most current COVID-19 updates.

Top guest favorite

A bright living area is characterized by high ceilings and large windows, allowing ample natural light. A circular sectional sofa is arranged around a coffee table, complemented by additional seating. Artwork adorns the walls, while a fireplace adds a cozy touch to the space.

Townhouse in Crossville

4.99 out of 5 average rating, 95 reviews

9th Hole Gallery, Entire Home, provided by artists

We look onto the ninth hole of Dorchester Country Club, in beautiful Fairfield Glade, one of five courses in the community. A short walk to swim in an ADULT only pool. Amenities : Hiking trails, lakes for swimming, kayaking, water boarding. Well suited for couples, business travelers, families (with kids grade school age), and groups of six. When booking please enter the total number of guests, as groups over 4 will incur additional charges. Check in after 4:00pm, checkout by 10:00am.

Top guest favorite

An indoor swimming pool area is visible, featuring a spacious pool with clear water and lane markings. A ramp leads into the pool, and several white chairs are arranged along the perimeter. Large windows allow ample natural light to illuminate the space.

Apartment in Crossville

5 out of 5 average rating, 7 reviews

4 BEDROOM Deluxe@ Wyndham Resort @ Fairfield Glade

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. At the resort, you can look forward to fun for the whole family with nine walking trails, miniature golf, beaches, boat rentals, golf courses, tennis courts, and more. Pictures used are stock photos and may not be exact room. Must be 21 years old to check in.

The exterior of a three-story townhome is shown, featuring grey siding and large windows. A small flowering tree is positioned in front, surrounded by neatly trimmed shrubbery and a landscaped pathway. Sunlight dapples the green lawn, highlighting the peaceful setting.

4.85 out of 5 average rating, 13 reviews

The Glade Escape! @ Fairfield Glade Resort

Welcome to our charming 4-bedroom, 2.5-bathroom townhome nestled in the serene community of Fairfield Glade in Crossville, Tennessee. The open-concept layout connects the living room to the fully equipped kitchen, complete with modern appliances and ample space for preparing delicious meals. Whether you're seeking a relaxing escape or an adventure-filled retreat, our condo in the ❤️ of FFG is the perfect home base for exploring Crossville, Tennessee, and its picturesque surroundings.

An inviting hallway leads toward a bright living space, featuring sliding glass doors that open to a porch. A wooden console table is placed against the wall, accompanied by decorative items. Natural light fills the area, enhancing the open and interconnected layout.

4.91 out of 5 average rating, 75 reviews

14 Wilshire Retreat

Come and enjoy our quiet, condo in the ❤️ of Fairfield Glades, Wilshire Heights area. Renovated in Dec 2019, guests can enjoy an open floor plan, new appliances and decor. Our unit sleeps 6 with a daybed/ trundle on the main level, King and Queen beds in the upper level rooms. Enjoy a glass of your favorite beverage on one of two porches and optional access to onsite resort amenities. Rainy days are made easy watching shows on the flat screen and/or using the high speed WIFI.

4.95 out of 5 average rating, 58 reviews

A clear blue pool is surrounded by a spacious patio. A diving board extends into the water, while several umbrellas provide shaded seating areas nearby. Lush greenery and a gazebo enhance the serene outdoor space.

Home in Spring City

New Hot Tub! Relaxing lake front retreat with Pool

Relax with the whole family at this peaceful lake front retreat. Located on Watts Bar lake, enjoy the entire 4.4 acre peninsula with over 1,000 feet of lake frontage! Spend your stay enjoying natures beauty. Take a dip in the pool, cool off under the gazebo with built in fan, or warm up in the Hot tub overlooking the lake. Indoors you’ll find cozy seating to take in the lake views or watch TV. At night enjoy the fire pit or have sweet dreams on one of the many comfy beds.

A modern living area features a sleek gray sectional sofa with accent pillows, complemented by two table lamps. A round clock hangs on the wall, and a small dining table with four chairs is visible in the background. Light wood flooring enhances the open space.

4.89 out of 5 average rating, 36 reviews

★Cozy 2B/1.5B ♥ of Fairfield Glade -KING BED, WIFI

Cozy, quiet 2bed/1.5 bath condo - sleeps 6. Completely renovated June 2018 & located in the HEART of Fairfield Glade, Wilshire Heights area- includes guest access to all amenities - golf, pools, and so much more! Living/dining/kitchen - open floor plan, TV, 1/2 bath on ground floor. Bedrooms & 1 bath upstairs- King bed, queen bed, 2 twin beds. Walk out patio from living room w/ table & chairs outside. Washer/dryer combo in half bath. You're going to LOVE this space!

5 out of 5 average rating, 15 reviews

Home in Crossville

Super Host! Sweet ranch in a fabulous neighborhood

Welcome to the Fairfield Glade Treehouse. Perfect for a vacation or extended snowbird stay. Near Crossville. Open concept ranch less than a mile to the golf course. Huge walk in primary shower. Fully stocked kitchen. 800 ft to private marina and beach. Endless amenities include: putting greens, private playground, community center, pool, gym, private marina, walking trails, etc. (some amenities will cost a small fee to use) *Ask owner for more information.

An indoor swimming pool is featured with clear blue water and a gentle slope for accessibility. Smooth stairs with handrails lead into the water. White chairs are arranged along the pool's edge, and large windows allow natural light to illuminate the space.

4.83 out of 5 average rating, 6 reviews

Fairfield Glade 1BR Dlx w/ Full Kitchen

If you enjoy outdoor beauty, quiet surroundings, and an activity list that never ends, this is your vacation oasis. At the resort, you can look forward to fun for the whole family with nine walking trails, miniature golf, beaches, boat rentals, golf courses, tennis courts, and more. Around town, explore parks like Cumberland Mountain State Park and Ozone Falls. Or sip on local vino at Stonehaus and Chestnut Hill wineries.

4.77 out of 5 average rating, 111 reviews

A modern living area features a gray sectional sofa with a neutral accent pillow, providing ample seating. A glass dining table is surrounded by four chairs. Decorative wall elements include mirrors and star shapes, enhancing the room's visual interest.

Townhouse in Crossville

Fairfield Glade-2 BDRM condo w/king bed, WiFi #85

2 bed/1.5 bath condo/town home ; Entry level: Living room (TV), dining room, kitchen & half bath on ground floor. Upstairs:2 bedrooms 1 full bath Wilshire Heights area (heart) of Fairfield Glade. Full kitchen but no dishwasher & all items needed in the kitchen are provided for cooking, etc. TV in living room & open dining room; walk out deck w/ table outside.Stackable washer/dryer in closet on ground floor.

Top guest favorite

An outdoor pool area features a circular hot tub surrounded by a stone edge. Two lounge chairs with colorful striped cushions sit adjacent, and a potted plant decorates the central space. A green lawn and beige fences provide a serene backdrop.

Guesthouse in Crossville

4.97 out of 5 average rating, 88 reviews

Outdoor Oasis on the Plateau

Located in the heart of the Cumberland Plateau. Just 2 minutes off of Interstate 40. 90 minutes from Nashville and 60 minutes from Knoxville. 15 minutes to Lake Tansi and 15 minutes to Fairfield Glade. Great hiking, fishing, falls, golf and state parks. 25 golf courses within 40 minutes. Heated seasonal pool and outdoor pool house unparalleled. Pool is open from beginning of May to end of September.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Popular amenities for Cumberland County rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Cumberland County

A comfortable living area features a large sectional sofa positioned near a stone fireplace. A flat-screen television is mounted above the fireplace. A dining table with upholstered chairs is visible, while abundant natural light filters through floor-to-ceiling windows adorned with soft drapes.

Fairfield Glade Wyndham 2BR King

StevenRating, 5 stars11 months ago

We came into town for an no prep drag race which was at crossville drag way. But also found a town called muddy pond just outside crossville it’s a small Amish town and was awesome. The condo we stayed in was clean and neat and the master bathroom was amazing! One of those bathrooms that make you want to start a remodel at home lol. Overall we were very pleased and will be back!

A living area features a leather sofa and a recliner, complemented by a dark wooden coffee table. A large TV is mounted on a cabinet, and sliding glass doors allow natural light and offer views of the outdoor patio and greenery beyond.

Home in Crossville

Lake View Condo Fairfield Glade

AnnaRating, 5 stars11 months ago

We loved our stay at Linda’s in Fairfield Glade! The space was really cozy, comfortable, clean and in a beautiful setting. Would definitely stay there again. Thanks so much for having us in your home!

Home in Cumberland County

A spacious living area features a comfortable leather sofa arranged around a stone fireplace, providing a cozy focal point. Large windows allow natural light to fill the room, while a dining table with upholstered chairs offers seating for shared meals.

Fairfield Glade Condos 2BR

The exterior of the golf villa is displayed, featuring a two-story structure surrounded by lush greenery. A walkway leads to the entrance, which is framed by a pair of leafed trees. Two large windows and a light fixture enhance the welcoming appearance.

Home in Crossville

Resort Vacations at Fairfield Glade TN

Show all

Condo rentals with a pool

An indoor swimming pool is featured, showcasing clear water with marked lanes for lap swimming. Accessible entry steps lead into the pool, and white plastic chairs are arranged around the poolside area. Natural light flows in through large windows lining the walls.

5 out of 5 average rating, 3 reviews

Wyndham Fairfield Glade Resort

NicoleRating, 5 stars60 months ago

We had four people staying in the condo, it was a perfectly sized space to accommodate us. It was extremely clean, and we had everything we needed for the weekend. We did bring our own snacks and food to prepare meals, which I would recommend doing! We really appreciated seeing staff being mindful and practicing precautions the entire stay. When we arrived, we did have to wait about an hour after check-in as it wasn’t ready yet. And our wristband/keycards weren’t properly activated so they sent a maintenance person to fix that, who was very helpful. We got to see two baby raccoons from the back porch as soon as we arrived though, so we didn’t mind. Would highly recommend this stay for a quiet getaway!! We had a great time.

A two-story building is surrounded by vibrant autumn foliage. Wooden decks with railing are visible on the front, leading to the entrance. Bushes and small trees are neatly arranged along the sidewalk, with fallen leaves covering the ground in warm colors.

4.75 out of 5 average rating, 4 reviews

Fairfield Glade 1 Bedroom

JonettaRating, 5 stars42 months ago

Thank you the place was awesome and we definitely enjoyed every bit of the stay the best part was the jetted tub and fireplace omggg the place was awesome and amazing and the host was very pleasant and courteous in giving me an extra bedroom we enjoyed it all we didn’t want to leave lol will definitely be back!!!

An indoor swimming pool is shown, featuring a long lane with clear water reflecting overhead lights. Comfortable white chairs are positioned alongside the pool, and a shallow area is accessible via gently sloping steps. Large windows allow natural light to enter the space.

DonaldRating, 5 stars44 months ago

Fairfield Glade, TN-Fairfield Glade Resort- Studio

Great place.

An indoor swimming pool is surrounded by a spacious area featuring white plastic chairs arranged neatly along the edge. High ceilings with wooden beams contribute to an open feel. The clear water reflects the gentle lighting from overhead fixtures.

4.71 out of 5 average rating, 7 reviews

1 Bedroom Deluxe at Wyndham Fairfield Glade Resort

DerekRating, 5 stars52 months ago

Shuli was nice enough to give us a free upgrade to a 2 bedroom and we were blown away. Beautiful and roomy private condo with a fireplace and fully stocked kitchen that will make your stay beyond comfortable and relaxing The location is full of so much to do anytime of year and the rentals are large enough for full family trips without feeling crowded. The area is very quiet and not rowdy, I believe we were told it’s kind of like a retirement community. We had such a peaceful time and definitely plan to be back again! They may ask you to sit thru some sales presentation for a free deal of some kind but we just politely turned it down.

A multi-level residence is framed by autumn foliage, displaying a light-colored exterior and wooden features. The entrance is highlighted by a set of stairs and a porch area, while well-maintained shrubs and trees contribute to the inviting appearance of the property.