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Gatlinburg Wine Trail Vacation Homes and Villas with Pools

Find Luxury Places to Stay Near Gatlinburg Wine Trail with a Swimming Pool. Find pool near Gatlinburg Wine Trail.

Pool

Only stays with pool access are shown on this page

134 stays

a parking lot in front of a hotel at Laurel Inn in Gatlinburg

From US $189

Laurel Inn Pool available

8.5 (204 Reviews) Apartment

Apartments • Free on-site parking • Outdoor swimming pool

Gatlinburg Gatlinburg SkyPark • 816m from Gatlinburg Wine Trail

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a large building with a parking lot in front of it at Gatlinburg Chateau Rentals in Gatlinburg

From US $230

Gatlinburg Chateau Rentals Pool available

8.1 (76 Reviews) Apartment

Apartments • Free on-site parking • Swimming pool

Gatlinburg Gatlinburg SkyPark • 1.6km from Gatlinburg Wine Trail

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a house on the side of a hill at Mins to Gburg Sleeps 8 Hot Tub Arcade Area Pool in Gatlinburg

From US $505

Mins to Gburg Sleeps 8 Hot Tub Arcade Area Pool Pool available

9.6 (80 Reviews) Chalet

The entire place is yours • 168 m² size • Free on-site parking

Gatlinburg Gatlinburg SkyPark • 1.9km from Gatlinburg Wine Trail

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a house in the woods with a large window at Big Mountain View! Downtown Gatlinburg Chalet Village! Hot Tub! Fan Favorite! AFrame Dreams! Magazine-Featured! Stunning Interiors! Little Green Cabin in Gatlinburg

From US $409

Big Mountain View! Downtown Gatlinburg Chalet Village! Hot Tub! Fan Favorite! AFrame Dreams! Magazine-Featured! Stunning Interiors! Little Green Cabin Pool available

9.8 (19 Reviews) Holiday_home

The entire place is yours • 173 m² size • Free on-site parking

Gatlinburg Ober Mountain • 2.1km from Gatlinburg Wine Trail

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a living room with a lot of windows at Family Chalet With Sauna, HotTub, Heavenly Views! Mins to Downtown! in Gatlinburg

From US $611

Family Chalet With Sauna, HotTub, Heavenly Views! Mins to Downtown! Pool available

9.9 (30 Reviews) Chalet

The entire place is yours • 186 m² size • Free on-site parking

Gatlinburg Ober Mountain • 1.9km from Gatlinburg Wine Trail

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a collage of pictures of a cabin room with a fireplace at High Bear Activity, Handicap Ramp, Hot Tub, Fire Table, Game Room, Family Cabin in Gatlinburg

From US $449

High Bear Activity, Handicap Ramp, Hot Tub, Fire Table, Game Room, Family Cabin Pool available

9.9 (27 Reviews) Chalet

The entire place is yours • 260 m² size • Free on-site parking

Gatlinburg Ober Mountain • 2.0km from Gatlinburg Wine Trail

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a living room with a fireplace in a log cabin at Mountain Springs Chalet- A Romantic Smoky Mountain Escape - Private Original A-Frame Chalet - access to Buckberry Creek, Mature Hardwood Forest, very close to Ober Gatlinburg, the Great Smoky Mountains National Park, and Downtown Gatlinburg in the Smokies in Gatlinburg

From US $433

Mountain Springs Chalet- A Romantic Smoky Mountain Escape - Private Original A-Frame Chalet - access to Buckberry Creek, Mature Hardwood Forest, very close to Ober Gatlinburg, the Great Smoky Mountains National Park, and Downtown Gatlinburg in the Smokies Pool available

9.0 (45 Reviews) Chalet

The entire place is yours • 104 m² size • Free on-site parking

Gatlinburg Ober Mountain • 2.4km from Gatlinburg Wine Trail

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a house in the middle of a forest in the fall at Big Bear Shack - Handicap Accessible & Dog Friendly in Gatlinburg

From US $531

Big Bear Shack - Handicap Accessible & Dog Friendly Pool available

8.8 (7 Reviews) Holiday_home

The entire place is yours • 209 m² size • Free on-site parking

Gatlinburg Gatlinburg SkyPark • 1.8km from Gatlinburg Wine Trail

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a living room with a couch and a fireplace at Misty Mountain Getaway in Gatlinburg

From US $262

Misty Mountain Getaway Pool available

8.4 (36 Reviews) Holiday_home

The entire place is yours • 85 m² size • Kitchen

Gatlinburg Ober Mountain • 2.7km from Gatlinburg Wine Trail

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a brown leather couch in a living room at Oak Square 309 in Gatlinburg

From US $215

Oak Square 309 Pool available

9.3 (29 Reviews) Apartment

The entire place is yours • 42 m² size • Swimming pool

Gatlinburg Gatlinburg SkyPark • 435m from Gatlinburg Wine Trail

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a tree house in the middle of the forest at New Cozy Mountain Chalet Hot Tub Near Downtown in Gatlinburg

From US $294

New Cozy Mountain Chalet Hot Tub Near Downtown Pool available

9.5 (64 Reviews) Chalet

The entire place is yours • 149 m² size • Kitchen

Gatlinburg Gatlinburg Wine Trail • 1.8km from Gatlinburg Wine Trail

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a living room with a fireplace and a view of the mountains at Gatlinburg Cabin in Smoky Mountains - Hot Tub & Views in Gatlinburg

From US $362

Gatlinburg Cabin in Smoky Mountains - Hot Tub & Views Pool available

8.5 (4 Reviews) Holiday_home

The entire place is yours • 111 m² size • Free on-site parking

Gatlinburg Gatlinburg Wine Trail • 1.8km from Gatlinburg Wine Trail

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a living room with a couch and a chair at Walk to Anakeesta Romantic 1BR w Fireplace in Gatlinburg

From US $186

Walk to Anakeesta Romantic 1BR w Fireplace Pool available

8.9 (28 Reviews) Holiday_home

The entire place is yours • 56 m² size • Outdoor swimming pool

Gatlinburg Gatlinburg SkyPark • 907m from Gatlinburg Wine Trail

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a bedroom with a large bed with blue walls at Gatlinburg Chateau Condo 309 in Gatlinburg

From US $241

Gatlinburg Chateau Condo 309 Pool available

8.9 (21 Reviews) Apartment

The entire place is yours • 70 m² size • Swimming pool

Gatlinburg Gatlinburg SkyPark • 1.6km from Gatlinburg Wine Trail

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a large brown bear standing on a ladder at Bears Among Us in Gatlinburg

From US $395

Bears Among Us Pool available

9.5 (46 Reviews) Chalet

The entire place is yours • 111 m² size • Free on-site parking

Gatlinburg Gatlinburg Wine Trail • 2.0km from Gatlinburg Wine Trail

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a wooden house with a wrap around porch at Big Bear Bend Gatlinburg Chalet Village in Gatlinburg

From US $239

Big Bear Bend Gatlinburg Chalet Village Pool available

9.7 (17 Reviews) Holiday_home

The entire place is yours • 111 m² size • Free on-site parking

Gatlinburg Gatlinburg SkyPark • 2.4km from Gatlinburg Wine Trail

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a table and chairs on a deck with a view at Kickback Kabin in Gatlinburg

From US $331

Kickback Kabin Pool available

8.9 (19 Reviews) Holiday_home

The entire place is yours • 104 m² size • Free on-site parking

Gatlinburg Gatlinburg SkyPark • 2.0km from Gatlinburg Wine Trail

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a house with a stone chimney and a deck at Gatlinburg Cabin With Breathtaking Views, Hot Tub, Sauna, 10 min to downtown and National Park in Gatlinburg

From US $469

Gatlinburg Cabin With Breathtaking Views, Hot Tub, Sauna, 10 min to downtown and National Park Pool available

9.9 (21 Reviews) Chalet

The entire place is yours • 143 m² size • Free on-site parking

Gatlinburg Ober Mountain • 2.4km from Gatlinburg Wine Trail

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a house with two dogs looking out of the window at Heavenly View - Bear Themed Cabin, HotTub, Dog-Friendly, Near Gatlinburg in Gatlinburg

From US $267

Heavenly View - Bear Themed Cabin, HotTub, Dog-Friendly, Near Gatlinburg Pool available

9.0 (31 Reviews) Chalet

The entire place is yours • 1150 m² size • Free on-site parking

Gatlinburg Ober Mountain • 1.9km from Gatlinburg Wine Trail

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a living room with a couch and a fireplace at Bear Cub Retreat in Gatlinburg

From US $195

Bear Cub Retreat Pool available

7.8 (29 Reviews) Apartment

The entire place is yours • 85 m² size • Free on-site parking

Gatlinburg Ober Mountain • 2.7km from Gatlinburg Wine Trail

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a living room with a couch and a fireplace at The Overlook - '21 Cabin - Gorgeous Unobstructed Views - Fire Pit Table - GameRm - HotTub - Xbox - Lots of Bears in Gatlinburg

From US $481

The Overlook - '21 Cabin - Gorgeous Unobstructed Views - Fire Pit Table - GameRm - HotTub - Xbox - Lots of Bears Pool available

10.0 (19 Reviews) Chalet

The entire place is yours • 186 m² size • Free on-site parking

Gatlinburg Gatlinburg SkyPark • 1.5km from Gatlinburg Wine Trail

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a bedroom with a large bed with red pillows at Oak Square 201 in Gatlinburg

From US $160

Oak Square 201 Pool available

7.7 (22 Reviews) Apartment

The entire place is yours • 39 m² size • Swimming pool

Gatlinburg Gatlinburg Wine Trail • 344m from Gatlinburg Wine Trail

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a living room with a couch and a fireplace at Relaxing 3BR Cottage 1 mile to Main st attractions Views in Gatlinburg

From US $348

Relaxing 3BR Cottage 1 mile to Main st attractions Views Pool available

9.1 (25 Reviews) Chalet

The entire place is yours • 172 m² size • Free on-site parking

Gatlinburg Gatlinburg SkyPark • 2.3km from Gatlinburg Wine Trail

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a living room with a fireplace in a log cabin at Mountainside - New Luxury Cabin-Fire Table-Hot Tub-3 Pools-PS5-Bears in Gatlinburg

From US $331

Mountainside - New Luxury Cabin-Fire Table-Hot Tub-3 Pools-PS5-Bears Pool available

10.0 (16 Reviews) Chalet

The entire place is yours • 121 m² size • Kitchen

Gatlinburg Gatlinburg SkyPark • 2.1km from Gatlinburg Wine Trail

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a living room with a pool table at Escape to Sugar Chalet: The Rustic Modern Retreat in Gatlinburg

From US $523

Escape to Sugar Chalet: The Rustic Modern Retreat Pool available

9.3 (21 Reviews) Chalet

The entire place is yours • 139 m² size • Free on-site parking

Gatlinburg Ober Mountain • 2.7km from Gatlinburg Wine Trail

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a bedroom with a bed and a television and a balcony at Oak Square 210 in Gatlinburg

From US $160

Oak Square 210 Pool available

7.5 (21 Reviews) Apartment

The entire place is yours • 44 m² size • Swimming pool

Gatlinburg Gatlinburg Wine Trail • 344m from Gatlinburg Wine Trail

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a wooden deck with a hot tub on a porch at Lovers Hideaway in Gatlinburg

From US $288

Lovers Hideaway Pool available

9.2 (8 Reviews) Holiday_home

The entire place is yours • 93 m² size • Free on-site parking

Gatlinburg Gatlinburg SkyPark • 2.5km from Gatlinburg Wine Trail

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a snow covered street in a village with houses at Two bedroom mountain condo, 2 minutes from ski resort, pool and clubhouse onsite ! in Gatlinburg

From US $132

Two bedroom mountain condo, 2 minutes from ski resort, pool and clubhouse onsite ! Pool available

8.9 (9 Reviews) Apartment

The entire place is yours • 93 m² size • Free on-site parking

Gatlinburg Ober Mountain • 2.9km from Gatlinburg Wine Trail

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a large brick building in front of a street at Park Place Condos in Gatlinburg

From US $253

Park Place Condos Pool available

8.5 (339 Reviews) Apartment

Apartments • Free on-site parking • Outdoor swimming pool

Gatlinburg Gatlinburg Wine Trail • 178m from Gatlinburg Wine Trail

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a house with a red door and a tree at Southern Oak at Chalet Village - 5 Minutes from Gatlinburg and National Park in Gatlinburg

From US $304

Southern Oak at Chalet Village - 5 Minutes from Gatlinburg and National Park Pool available

9.4 (14 Reviews) Chalet

The entire place is yours • 143 m² size • Free on-site parking

Gatlinburg Gatlinburg Wine Trail • 1.7km from Gatlinburg Wine Trail

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a living room with a stone wall at Woodhaven - Private - 3 Suites - Gorgeous Views - 3 Pools - GameRm - HotTub - Lots of Bears in Gatlinburg

From US $434

Woodhaven - Private - 3 Suites - Gorgeous Views - 3 Pools - GameRm - HotTub - Lots of Bears Pool available

8.8 (15 Reviews) Chalet

The entire place is yours • 260 m² size • Free on-site parking

Gatlinburg Ober Mountain • 2.5km from Gatlinburg Wine Trail

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a hot tub on top of a wooden fence at Ski Mtn Chalet: Hot Tub, Sauna, Fireplace, Arcade Games, Mountain Views in Gatlinburg

From US $269

Ski Mtn Chalet: Hot Tub, Sauna, Fireplace, Arcade Games, Mountain Views Pool available

9.0 (13 Reviews) Chalet

The entire place is yours • 125 m² size • Free on-site parking

Gatlinburg Ober Mountain • 2.3km from Gatlinburg Wine Trail

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a house on a hill with a deck and a building at Creekside Manor Too cabin in Gatlinburg

From US $372

Creekside Manor Too cabin Pool available

9.7 (3 Reviews) Holiday_home

The entire place is yours • Free on-site parking • Outdoor swimming pool

Gatlinburg Gatlinburg SkyPark • 2.2km from Gatlinburg Wine Trail

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a house with a pool in the middle of a room with windows at Birch Lodge by AvantStay Indoor Pool Theater Game Room Stunning Views in Gatlinburg

From US $809

Birch Lodge by AvantStay Indoor Pool Theater Game Room Stunning Views Pool available

8.2 (6 Reviews) Holiday_home

The entire place is yours • 204 m² size • Free on-site parking

Gatlinburg Gatlinburg SkyPark • 2.6km from Gatlinburg Wine Trail

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a kitchen with white cabinets and a table and chairs at Serene Views Community Pool in Gatlinburg

From US $257

Serene Views Community Pool Pool available

8.0 (4 Reviews) Holiday_home

The entire place is yours • 105 m² size • Free on-site parking

Gatlinburg Gatlinburg SkyPark • 891m from Gatlinburg Wine Trail

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a living room with a table and a couch at Cozy Mountain Getaway! Mountain views! 2 bed, 2 bath, Sleeps 6 in Gatlinburg

From US $225

Cozy Mountain Getaway! Mountain views! 2 bed, 2 bath, Sleeps 6 Pool available

9.2 (75 Reviews) Apartment

The entire place is yours • 98 m² size • Free on-site parking

Gatlinburg Ober Mountain • 2.8km from Gatlinburg Wine Trail

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Find Gatlinburg Wine Trail Rentals, Hotels, and Resorts with Swimming Pools.

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Frequently Asked Questions About Vacation Rentals With Pools in Gatlinburg Wine Trail

There are a lot of vacation rentals with pools in Gatlinburg Wine Trail. If you plan on staying in the Gatlinburg Wine Trail area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals with Pools in Gatlinburg Wine Trail: