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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Chestnut Hill holiday rentals

2 outdoor pools
Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park
4.0 star property
8.4 out of 10, Very good, (1127)
"Best Location, new units, Indoor water park"
United States
Shalin
The price is ฿3,049
฿4,488 total
includes taxes & fees
4 Jan - 5 Jan 2026
Westgate Smoky Mountain Resort & Water Park
Interior entrance
Beary Charming

Chalet in Gatlinburg

Beary Charming
3.0 star property
8.8 out of 10, Excellent, (14)
"Cute little cozy cabin! Loved our stay this weekend!"
United States
Larisa
The price is ฿3,091
฿8,044 total
includes taxes & fees
11 Jan - 12 Jan 2026
Beary Charming
Outdoor spa tub
Gnoming Around

Cabin in Gatlinburg

Gnoming Around
3.5 star property
9.4 out of 10, Exceptional, (20)
"Was able to pay extra for an early check-in "
United States
Douglas
Gnoming Around
2 bedrooms, iron/ironing board, free WiFi, bed sheets
A Top Notch Lodge

Cabin in Gatlinburg

A Top Notch Lodge
5.0 star property
9.8 out of 10, Exceptional, (9)
"The cabin was awesome and the kids loved it."
United States
joseph
The price is ฿4,065
฿11,241 total
includes taxes & fees
11 Jan - 12 Jan 2026
A Top Notch Lodge
Indoor pool
Pine Needles 6 - One Bedroom Chalet

Chalet in Pigeon Forge

Pine Needles 6 - One Bedroom Chalet
3.5 star property
9.2 out of 10, Wonderful, (12)
"Nice and clean. Close enough to everything to be convenient but just far enough away to be quite and secluded."
United States
Robert
Pine Needles 6 - One Bedroom Chalet
Family Cabin, 2 Bedrooms, Balcony, Mountain View | Living room | 60-inch Smart TV with digital channels, fireplace
The Good Place

Cabin in Sevierville

The Good Place
5.0 star property
10.0 out of 10, Exceptional, (2)
"Todo perfecto para pasar unas pequeñas vacaciones ♥️"
Mexico
Yelena
The Good Place
Basic Cabin | Living room
Fireflies and Moonshine

Chalet in Gatlinburg

Fireflies and Moonshine
3.5 star property
9.8 out of 10, Exceptional, (31)
"Place was amazing "
United States
Michael
The price is ฿4,339
฿11,907 total
includes taxes & fees
11 Jan - 12 Jan 2026
Fireflies and Moonshine
Property grounds
Smokies Bungalow

Cabin in Gatlinburg

Smokies Bungalow
5.0 star property
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 ฿2,844
฿9,866 total
includes taxes & fees
4 Jan - 5 Jan 2026
Smokies Bungalow
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

Hampton Inn Pigeon Forge

Hampton Inn Pigeon Forge

10/10 Excellent
"Room was clean and staff was very friendly "
Cheryl 3-night trip
Posted 1 day ago
Hampton Inn Pigeon Forge

Find out more about Chestnut Hill

Search for holiday rentals in Chestnut Hill on Expedia! You can easily find your home rentals, villas, holiday apartments in Chestnut Hill using one of the methods below:

  • View our selection of featured holiday rentals in Chestnut Hill
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  • Enter your travel dates to view the best deals on holiday rentals in Chestnut Hill while they last

Look no further and take a look at our great range of rental properties in Chestnut Hill!

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 are some of the best holiday rentals that Chestnut Hill has to offer?

Westgate Smoky Mountain Resort & Water Park: This holiday home rental outside of Chestnut Hill offers 2 hot tubs, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.