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Check prices for these dates

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Holiday Rentals in Chestnut Hill

Apartment | 2 bedrooms
Peace Serenity Relaxation in the Smokies

Peace Serenity Relaxation in the Smokies

2.0 star property
Gatlinburg
10.0 out of 10, Exceptional, (3)
"Amazing!! Would stay here in a heart beat "
United States
Erinn
Peace Serenity Relaxation in the Smokies
Property grounds
Happily Ever After

Happily Ever After

5.0 star property
Gatlinburg
9.8 out of 10, Exceptional, (18)
"Wonderful cabin! Would definitely stay again "
United States
ALEX
The price is 3.538.988 ₫
9.574.232 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Happily Ever After
Outdoor spa tub
LOVE SHACK

LOVE SHACK

3.0 star property
Sevierville
10.0 out of 10, Exceptional, (12)
"Cozy cabin in a beautiful area! The perfect couple’s getaway!!"
United States
William
LOVE SHACK
Family Cabin, Mountain View | Terrace/patio
Poppys Place Cabin

Poppys Place Cabin

5.0 star property
Dandridge
10.0 out of 10, Exceptional, (5)
"We loved the cabin! Would recommend to everyone! "
United States
Tracy
The price is 6.038.959 ₫
8.369.167 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Poppys Place Cabin
Outdoor spa tub
Fireflies and Moonshine

Fireflies and Moonshine

3.5 star property
Gatlinburg
9.8 out of 10, Exceptional, (31)
"Place was amazing "
United States
Michael
Fireflies and Moonshine
Condo, Multiple Beds, Balcony, Mountain View (#E306 - No Pets) | Living area | 40-inch flat-screen TV with cable channels, TV, fireplace
Deer Ridge Mountain Resort by Jackson Mountain Rentals

Deer Ridge Mountain Resort by Jackson Mountain Rentals

3.0 star property
Gatlinburg
9.0 out of 10, Wonderful, (126)
"Had a great relaxing time, Great view of the mountains from the patio."
United States
Mark
The price is 2.900.810 ₫
10.784.269 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Deer Ridge Mountain Resort by Jackson Mountain Rentals
Basic Chalet | Living area | TV, fireplace
Beary Charming

Beary Charming

3.0 star property
Gatlinburg
8.8 out of 10, Excellent, (13)
"Absolutely love staying at Beary Charming it's our 2nd year and it's always amazing and absolutely beautiful. "
United States
Brittany
Beary Charming
2 outdoor pools
Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park

4.0 star property
Gatlinburg
8.4 out of 10, Very good, (1124)
"Best Location, new units, Indoor water park"
United States
Shalin
The price is 2.586.995 ₫
3.808.441 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Westgate Smoky Mountain Resort & Water Park
Outdoor spa tub
A Top Notch Lodge

A Top Notch Lodge

5.0 star property
Gatlinburg
9.8 out of 10, Exceptional, (9)
"The cabin was awesome and the kids loved it."
United States
joseph
The price is 3.765.779 ₫
9.895.243 ₫ total
includes taxes & fees
7 Dec - 8 Dec
A Top Notch Lodge
BBQ/picnic Area
Lovely Cabin near GSMNP & Attractions

Lovely Cabin near GSMNP & Attractions

5.0 star property
Chalet Village
10.0 out of 10, Exceptional, (1)
The price is 4.878.635 ₫
9.960.656 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Lovely Cabin near GSMNP & Attractions
House | 2 bedrooms
Moonshine Hollow Dome by Rafting

Moonshine Hollow Dome by Rafting

2.0 star property
Cosby
The price is 3.794.056 ₫
7.488.996 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Moonshine Hollow Dome by Rafting
Cabin, Multiple Beds, Hot Tub, Mountain View (Smokies Bungalow) | Living area | 42-inch flat-screen TV with digital channels, fireplace
Smokies Bungalow

Smokies Bungalow

5.0 star property
Gatlinburg
9.8 out of 10, Exceptional, (13)
"I love to stay there, the caving was perfect. Looking forward to stay there next time i go to the Smokies again."
United States
Veronica
The price is 2.412.947 ₫
8.372.025 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Smokies Bungalow
Basic Cabin | Iron/ironing board, bed sheets
Moonshine Holler

Moonshine Holler

3.5 star property
Sevierville
10.0 out of 10, Exceptional, (6)
"Very nice and peaceful place "
United States
Donovan
Moonshine Holler
Cabin, 2 Bedrooms | Dining
Haven 2 Bedroom Cabin by RedAwning

Haven 2 Bedroom Cabin by RedAwning

3.0 star property
Gatlinburg
10.0 out of 10, Exceptional, (1)
The price is 7.097.491 ₫
16.977.821 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Haven 2 Bedroom Cabin by RedAwning
Terrace/patio
The Barn

The Barn

3.5 star property
Dandridge
9.4 out of 10, Exceptional, (3)
"It had plenty of room for everybody. It was quiet and clean entertainment for everyone "
United States
vanessa
The price is 5.435.063 ₫
7.682.235 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
The Barn
Family Cabin, 2 Bedrooms, Balcony, Mountain View | Living room | 60-inch Smart TV with digital channels, fireplace
The Good Place

The Good Place

5.0 star property
Sevierville
10.0 out of 10, Exceptional, (2)
"Todo perfecto para pasar unas pequeñas vacaciones ♥️"
Mexico
Yelena
The Good Place
Basic Chalet | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Gnoming Around

Gnoming Around

3.5 star property
Gatlinburg
9.4 out of 10, Exceptional, (19)
"Everything about our stay at Gnoming around was perfect. The cabin was more than what I could have pictured wanting for a nice “cool” fall week away in the Smoky Mtns with my mom. Location was perfect with just a short 10 min drive into town. Mike, the owner was very responsive and friendly. I’ll be staying here again the future. I highly recommend to anyone looking for an escape, especially in the fall. "
United States
Matthew
Gnoming Around
Family Cabin | Dining room
Family Oasis By Ghosal Luxury Lodging

Family Oasis By Ghosal Luxury Lodging

4.0 star property
Sevierville
10.0 out of 10, Exceptional, (3)
"This was place was great . Can fit up to 4 people which was perfect for our small family . Very clean . As well as the pool and hot tub area!!!"
United States
karina
Family Oasis By Ghosal Luxury Lodging
Dining
Tree Tops by HoneyBear Cabins

Tree Tops by HoneyBear Cabins

4.0 star property
Chalet Village
9.0 out of 10, Wonderful, (4)
"Beautiful view, plenty of space for the whole family. "
United States
Kendra
Tree Tops by HoneyBear Cabins
Exterior
The Willows

The Willows

3.0 star property
Sevierville
9.0 out of 10, Wonderful, (2)
"Awesome , amazing place "
United States
William
The price is 2.420.858 ₫
9.593.888 ₫ total
includes taxes & fees
8 Dec - 9 Dec
The Willows
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chestnut Hill Hotel Reviews

Hilton Garden Inn Pigeon Forge

Hilton Garden Inn Pigeon Forge

10/10 Excellent
"Very clean"
Jason 2-night trip
Posted 2 days ago
Hilton Garden Inn Pigeon Forge

Frequently asked questions

Can I find a holiday rental in Chestnut Hill?

Yes, you can find holiday rentals where you'll be only 14.4 mi (23.2 km) from Dollywood, providing a secluded option if you want a quiet place to stay.

What can I see and do in Chestnut Hill?

Explore the area and family-friendly sights such as Dollywood, or get out into nature at a spot like Chestnut Hill Park. In the wider area, you’ll find Forbidden Caverns and Douglas Lake.

What are holiday rentals like in Chestnut Hill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chestnut Hill. Holiday rentals offer extras such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family gatherings.