Chestnut Hill Vacation Rentals

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Our top choices for Chestnut Hill vacation rentals

Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park
4.0 star property
Gatlinburg
8.4 out of 10, Very Good, (1,141 reviews)
"Balcony view scenic! It was beautiful!"
United States
Ashlee
The price is NT$3,101
NT$4,565 total
includes taxes & fees
Jan 19 - Jan 20
Westgate Smoky Mountain Resort & Water Park

2bdrm Cabin 2 Gburg Pet Friendly Fire Pit Game

2bdrm Cabin 2 Gburg Pet Friendly Fire Pit Game
2.0 star property
Gatlinburg
10.0 out of 10, Exceptional, (3 reviews)
"Everything with the cabin was amazing. It was clean and had everything we needed for our stay. Will definitely book again!"
United States
Tiesha
The price is NT$1,824
NT$8,156 total
includes taxes & fees
Jan 20 - Jan 21
2bdrm Cabin 2 Gburg Pet Friendly Fire Pit Game

Deer Ridge Mountain Resort

Deer Ridge Mountain Resort
2.5 star property
Gatlinburg
9.0 out of 10, Wonderful, (177 reviews)
"It was great with a nice view and a lot of attractions. "
United States
Marvin
The price is NT$2,284
NT$5,961 total
includes taxes & fees
Jan 22 - Jan 23
Deer Ridge Mountain Resort

Mountain View Condo 1205 - Two Bedroom Condo

Mountain View Condo 1205 - Two Bedroom Condo
3.5 star property
Pigeon Forge
8.2 out of 10, Very Good, (10 reviews)
"Love the location. Nice room. Very comfortable atmosphere. "
United States
Emilie
The price is NT$2,314
NT$10,289 total
includes taxes & fees
Jan 20 - Jan 21
Mountain View Condo 1205 - Two Bedroom Condo

Fireflies and Moonshine

Fireflies and Moonshine
3.5 star property
Gatlinburg
9.8 out of 10, Exceptional, (31 reviews)
"Place was amazing "
United States
Michael
The price is NT$4,517
NT$12,221 total
includes taxes & fees
Jan 19 - Jan 20
Fireflies and Moonshine

Honeymoon Hills Gatlinburg Cabin Rentals

Honeymoon Hills Gatlinburg Cabin Rentals
3.5 star property
Gatlinburg
8.8 out of 10, Excellent, (214 reviews)
"Great communication - and even more amazing stay"
United States
Rayniesha
The price is NT$3,446
NT$6,915 total
includes taxes & fees
Jan 19 - Jan 20
Honeymoon Hills Gatlinburg Cabin Rentals

Viewpoint Condominiums

Viewpoint Condominiums
3.5 star property
Pigeon Forge
8.8 out of 10, Excellent, (266 reviews)
"We felt like we were in heaven. The views are spectacular and the staff is so helpful and friendly."
United States
Lisa
Viewpoint Condominiums

Gnoming Around

Gnoming Around
3.5 star property
Gatlinburg
9.4 out of 10, Exceptional, (20 reviews)
"Was able to pay extra for an early check-in "
United States
Douglas
Gnoming Around

A Top Notch Lodge

A Top Notch Lodge
5.0 star property
Gatlinburg
9.8 out of 10, Exceptional, (9 reviews)
"The cabin was awesome and the kids loved it."
United States
joseph
The price is NT$4,742
NT$12,119 total
includes taxes & fees
Jan 19 - Jan 20
A Top Notch Lodge

Beary Patch Hill

Beary Patch Hill
3.5 star property
Sevierville
8.4 out of 10, Very Good, (5 reviews)
"Excellent cabin. Loved the linen and towel choice. My family felt safe. We would definitely book again !!!"
United States
Celicia
Beary Patch Hill

Beary Charming

Beary Charming
3.0 star property
Gatlinburg
8.8 out of 10, Excellent, (14 reviews)
"Cute little cozy cabin! Loved our stay this weekend!"
United States
Larisa
The price is NT$3,248
NT$8,300 total
includes taxes & fees
Jan 19 - Jan 20
Beary Charming

Gburg Pet-friendly Studio Cabin 5 Firepit Games

Gburg Pet-friendly Studio Cabin 5 Firepit Games
2.0 star property
Gatlinburg
10.0 out of 10, Exceptional, (3 reviews)
"Great Place! "
United States
John
The price is NT$2,122
NT$7,476 total
includes taxes & fees
Jan 26 - Jan 27
Gburg Pet-friendly Studio Cabin 5 Firepit Games

Distilled Memories

Distilled Memories
3.0 star property
Sevierville
9.6 out of 10, Exceptional, (19 reviews)
"Everything was perfect, lovely cabin "
United States
Anabel
Distilled Memories

Sweet Surrender

Sweet Surrender
3.5 star property
Pigeon Forge
9.2 out of 10, Wonderful, (10 reviews)
"Couldn’t find the park but everything else was great"
United States
Rebecca
The price is NT$2,893
NT$9,992 total
includes taxes & fees
Jan 20 - Jan 21
Sweet Surrender

Gatlinburg Condo w/ Smoky Views: Walk to Town!

Gatlinburg Condo w/ Smoky Views: Walk to Town!
3.0 star property
Downtown Gatlinburg
8.0 out of 10, Very Good, (3 reviews)
"The condo was walking distance to town. It was very clean and updated. I wouldn't hesitate to stay here again. Great communication with the host as well as the owner. Highly recommend!"
United States
TAMMY
The price is NT$3,477
NT$13,056 total
includes taxes & fees
Jan 20 - Jan 21
Gatlinburg Condo w/ Smoky Views: Walk to Town!

Tree Tops by HoneyBear Cabins

Tree Tops by HoneyBear Cabins
4.0 star property
Chalet Village
9.0 out of 10, Wonderful, (6 reviews)
"The cabin was clean, organized, and well-equipped with everything needed for an unforgettable stay."
United States
Edel
Tree Tops by HoneyBear Cabins

Bear's Den by Jackson Mountain Rentals

Bear's Den by Jackson Mountain Rentals
4.5 star property
Gatlinburg
10.0 out of 10, Exceptional, (2 reviews)
"Adorable cabin with comfortable furnishings which was perfect for our mountain get away. We enjoyed the hot tub for two and the warm fireplace as well. The kitchen was well equipped although we needed to bring all of our own condiments. Would definitely return for another visit!"
United States
Julie
The price is NT$3,319
NT$14,341 total
includes taxes & fees
Jan 18 - Jan 19
Bear's Den by Jackson Mountain Rentals

Rustic River Lodge by HoneyBearCabins

Rustic River Lodge by HoneyBearCabins
4.0 star property
Sevierville
7.4 out of 10, Good, (3 reviews)
"This was a beautiful property and located pretty close to a beautiful river that we spent alot of our time in. The porches were very accomodating and the kitchen space was spectacular. Overall one of our best stays. The property management was also very accomodating for such a last minute set-up. My only con: The upstairs was pretty hot. There are some window units and it was pretty hot outside and we did not compain during our stay. I'm sure their are ways the property management can fix this...
United States
Justine
The price is NT$3,636
NT$9,631 total
includes taxes & fees
Jan 19 - Jan 20
Rustic River Lodge by HoneyBearCabins

The Willows

The Willows
3.0 star property
Sevierville
9.4 out of 10, Exceptional, (3 reviews)
"Awesome , amazing place "
United States
William
The price is NT$2,710
NT$11,284 total
includes taxes & fees
Jan 20 - Jan 21
The Willows

Moonshine Holler

Moonshine Holler
3.5 star property
Sevierville
10.0 out of 10, Exceptional, (6 reviews)
"Very nice and peaceful place "
United States
Donovan
Moonshine Holler
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

Find out more about Chestnut Hill

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Frequently asked questions

Can I find a vacation rental in Chestnut Hill?

Yes, you can find vacation rentals where you'll be only 14.4 mi (23.2 km) from Dollywood, providing a more remote option if you'd like a quiet spot to stay.

What's the top vacation rental in Chestnut Hill?

Westgate Smoky Mountain Resort & Water Park: This vacation home rental outside of Chestnut Hill offers 2 hot tubs, a barbecue grill, 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 larger area, you’ll find Forbidden Caverns and Douglas Lake.

What are vacation rentals like in Chestnut Hill?

Vacation rentals are privately owned properties you can reserve for several days or longer in Chestnut Hill. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a family trip or a small group gathering.