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Chestnut Hill Holiday Rentals

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51 rentals in Chestnut Hill.
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Tranquil Mountain-Top Condo*1st Responders/Military Discount *, holiday rental in Chestnut Hill

Tranquil Mountain-Top Condo*1st Responders/Military Discount *

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Serenity Pointe - mountain condo close to downtown Sevierville and Pigeon Forge., holiday rental in Chestnut Hill

Serenity Pointe - mountain condo close to downtown Sevierville and Pigeon Forge.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New listing! Family farmhouse w/hot tub, theater room & game room - dogs OK!, holiday rental in Chestnut Hill

New listing! Family farmhouse w/hot tub, theater room & game room - dogs OK!

4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Adorable condo with balcony, fireplace & shared pool/sauna - dogs allowed!, holiday rental in Chestnut Hill

Adorable condo with balcony, fireplace & shared pool/sauna - dogs allowed!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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I Do Love Views, holiday rental in Chestnut Hill

I Do Love Views

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Mountain Bliss, holiday rental in Chestnut Hill

Mountain Bliss

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Relaxing Mountain Wynne’s, holiday rental in Chestnut Hill

Relaxing Mountain Wynne’s

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Mountain Rooster Inn, holiday rental in Chestnut Hill

Mountain Rooster Inn

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Romantic Getaway with Unbelievably Stunning, Panoramic Smoky Mountain Views!, holiday rental in Chestnut Hill

Romantic Getaway with Unbelievably Stunning, Panoramic Smoky Mountain Views!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful, Affordable, Cabin Near Pigeon Forge For Couples!, holiday rental in Chestnut Hill

Beautiful, Affordable, Cabin Near Pigeon Forge For Couples!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Breathtaking Views of Smoky Mts, Minutes from Gatlinburg, Perfect Retreat, holiday rental in Chestnut Hill

Breathtaking Views of Smoky Mts, Minutes from Gatlinburg, Perfect Retreat

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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'The Rusty Hook' - Spacious Lakefront 4 Bedroom W/Private Covered Dock, holiday rental in Chestnut Hill

'The Rusty Hook' - Spacious Lakefront 4 Bedroom W/Private Covered Dock

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful, Affordable, Cabin Near Pigeon Forge For Couples!, holiday rental in Chestnut Hill

Beautiful, Affordable, Cabin Near Pigeon Forge For Couples!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful, Affordable, Cabin Near Pigeon Forge For Couples!, holiday rental in Chestnut Hill

Beautiful, Affordable, Cabin Near Pigeon Forge For Couples!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lilly Cabin Near Pigeon Forge For Couples!, holiday rental in Chestnut Hill

Lilly Cabin Near Pigeon Forge For Couples!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful, Affordable, Cabin Near Pigeon Forge For Couples!, holiday rental in Chestnut Hill

Beautiful, Affordable, Cabin Near Pigeon Forge For Couples!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautiful 4 Bedroom 2 Bath Near Pigeon Forge Free Wi-Fi and ., holiday rental in Chestnut Hill

Beautiful 4 Bedroom 2 Bath Near Pigeon Forge Free Wi-Fi and .

4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Private and Peaceful Lakefront Cabin, just north of Smokey Mountains, holiday rental in Chestnut Hill

Private and Peaceful Lakefront Cabin, just north of Smokey Mountains

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Smoky Mountain Area Relaxation, Recreation, Family and Pet Friendly, holiday rental in Chestnut Hill

Smoky Mountain Area Relaxation, Recreation, Family and Pet Friendly

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakefront w/ Best Sunsets Views Hot Tub, HUGE Outdoor Spaces w/Fire Pit, WIFI, holiday rental in Chestnut Hill

Lakefront w/ Best Sunsets Views Hot Tub, HUGE Outdoor Spaces w/Fire Pit, WIFI

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous lake views in the treetops, holiday rental in Chestnut Hill

Gorgeous lake views in the treetops

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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New On VRBO- Newly Renovated Dockable LAKEFRONT Home for 2019, holiday rental in Chestnut Hill

New On VRBO- Newly Renovated Dockable LAKEFRONT Home for 2019

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Smokey Mountain Suite, holiday rental in Chestnut Hill

Smokey Mountain Suite

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Lake House with Mountain Views, holiday rental in Chestnut Hill

Lake House with Mountain Views

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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5 Bedroom Farmhouse with amazing Smoky Mountain Views, holiday rental in Chestnut Hill

5 Bedroom Farmhouse with amazing Smoky Mountain Views

5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Beautiful Cabin on Douglas Lake, holiday rental in Chestnut Hill

Beautiful Cabin on Douglas Lake

4 bedrooms
2 bathrooms
Sleeps 20
Match: Sleeps
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High End 3 Bedroom Cabin with Amazing Views, holiday rental in Chestnut Hill

High End 3 Bedroom Cabin with Amazing Views

3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Kelly’s Cove  Douglas Lake Cottage, holiday rental in Chestnut Hill

Kelly’s Cove Douglas Lake Cottage

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Free Xplorie Attractions Every Day! - Robert's Retreat, holiday rental in Chestnut Hill

Free Xplorie Attractions Every Day! - Robert's Retreat

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Free Xplorie Attractions Every Day! - Angel Cove, holiday rental in Chestnut Hill

Free Xplorie Attractions Every Day! - Angel Cove

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Serene Mountain Hide Away, Mountain Top, holiday rental in Chestnut Hill

Serene Mountain Hide Away, Mountain Top

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Free Xplorie Attractions Every Day! - Country Oasis, holiday rental in Chestnut Hill

Free Xplorie Attractions Every Day! - Country Oasis

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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LAKEFRONT private dock main channel sleeps 8, holiday rental in Chestnut Hill

LAKEFRONT private dock main channel sleeps 8

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Free Xplorie Attractions Every Day! - Stillwater Cove, holiday rental in Chestnut Hill

Free Xplorie Attractions Every Day! - Stillwater Cove

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Free Xplorie Attractions Every Day! - Wonderland Cove, holiday rental in Chestnut Hill

Free Xplorie Attractions Every Day! - Wonderland Cove

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Driftwood (Sleeps 10), holiday rental in Chestnut Hill

Driftwood (Sleeps 10)

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Chapel Cove (Sleeps 6), holiday rental in Chestnut Hill

Chapel Cove (Sleeps 6)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Come visit 1 Ski Lodge, where you can hike, boat, & enjoy mountain & lake views!, holiday rental in Chestnut Hill

Come visit 1 Ski Lodge, where you can hike, boat, & enjoy mountain & lake views!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Free Xplorie Attractions Every Day! - Water's Edge, holiday rental in Chestnut Hill

Free Xplorie Attractions Every Day! - Water's Edge

3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Sunset Breeze (Sleeps 6), holiday rental in Chestnut Hill

Sunset Breeze (Sleeps 6)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Free Attractions Every Day! - Paradise Point, holiday rental in Chestnut Hill

Free Attractions Every Day! - Paradise Point

3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Luxury Douglas Lake cabin with backyard private dock to relax, swim and fish!, holiday rental in Chestnut Hill

Luxury Douglas Lake cabin with backyard private dock to relax, swim and fish!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Free Xplorie Attractions Every Day! - Ponderosa Log Cabin, holiday rental in Chestnut Hill

Free Xplorie Attractions Every Day! - Ponderosa Log Cabin

6 bedrooms
3 bathrooms
Sleeps 17
Match: Sleeps
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New listing! Family-friendly home in the woods w/ a private hot tub & pool table, holiday rental in Chestnut Hill

New listing! Family-friendly home in the woods w/ a private hot tub & pool table

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Luxurious 6-Bedroom Lake-front Cabin near the Smoky Mountains Sleeps up to 16, holiday rental in Chestnut Hill

Luxurious 6-Bedroom Lake-front Cabin near the Smoky Mountains Sleeps up to 16

6 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Breath-taking Lake-Front 7 Bedroom Luxury Villa. Up to 18 People!, holiday rental in Chestnut Hill

Breath-taking Lake-Front 7 Bedroom Luxury Villa. Up to 18 People!

7 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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Bear Pause - 2 Bedrooms, 2 Baths, Sleeps 6, holiday rental in Chestnut Hill

Bear Pause - 2 Bedrooms, 2 Baths, Sleeps 6

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Private Home on 3+ Acres in Smoky Mountains, holiday rental in Chestnut Hill

Private Home on 3+ Acres in Smoky Mountains

5 bedrooms
5 bathrooms
Sleeps 25
Match: Sleeps
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Smoky Mountain Lake-Front 7 Bedroom Luxury Villa for Up to 18 People!, holiday rental in Chestnut Hill

Smoky Mountain Lake-Front 7 Bedroom Luxury Villa for Up to 18 People!

7 bedrooms
6 bathrooms
Sleeps 18
Match: Sleeps
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