Chestnut Hill Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Holiday Rentals in Chestnut Hill

Timber Ridge Lodge - Walking Distance from Downtown Gatlinburg
Premium bedding, individually decorated, individually furnished, desk

Timber Ridge Lodge - Walking Distance from Downtown Gatlinburg

3.0 star property
6.2 out of 10, (97)
"Good place"
Timber Ridge Lodge - Walking Distance from Downtown Gatlinburg
Deer Ridge Mountain Resort
Terrace/patio

Deer Ridge Mountain Resort

2.5 star property
9.0 out of 10, Wonderful, (99)
"Clean room, full kitchen, and amazing views. A great place to stay for friends and family."
The price is S$263
includes taxes & fees
21 Oct - 22 Oct
Deer Ridge Mountain Resort
Deer Ridge Mountain Resort by JMR
Living area

Deer Ridge Mountain Resort by JMR

3.0 star property
9.0 out of 10, Wonderful, (124)
"Nice place to stay with family."
The price is S$389
includes taxes & fees
15 Oct - 16 Oct
Deer Ridge Mountain Resort by JMR
Westgate Smoky Mountain Resort & Water Park
2 outdoor pools

Westgate Smoky Mountain Resort & Water Park

4.0 star property
8.4 out of 10, Very good, (1116)
"This was the best stay ever near the Smoky Mountains. The experience was definitely enjoyable, and I would highly recommend it!"
The price is S$253
includes taxes & fees
2 Nov - 3 Nov
Westgate Smoky Mountain Resort & Water Park
Smith Creek Reserve Luxury Cabins
Living area

Smith Creek Reserve Luxury Cabins

5.0 star property
10.0 out of 10, Exceptional, (1)
The price is S$1,371
includes taxes & fees
21 Oct - 22 Oct
Smith Creek Reserve Luxury Cabins
Baskins Creek Condos
BBQ/picnic Area

Baskins Creek Condos

4.0 star property
9.0 out of 10, Wonderful, (253)
"The rooms were great."
The price is S$485
includes taxes & fees
23 Oct - 24 Oct
Baskins Creek Condos
Cedar Lodge
Property grounds

Cedar Lodge

3.5 star property
9.0 out of 10, Wonderful, (61)
"The area was a jewel tucked away from the hustle and bustle. Really enjoyed the quiet time next to the creek and deck compared to the race of main highway. "
The price is S$534
includes taxes & fees
7 Nov - 8 Nov
Cedar Lodge
Deer Ridge by JMR
Property grounds

Deer Ridge by JMR

3.0 star property
8.8 out of 10, Excellent, (84)
"The views are amazing. Very spacious and very quiet will be returning on my next family trip and to stay longer. "
Deer Ridge by JMR
Gatlinburg Adventure Cabins
Jetted bathtub

Gatlinburg Adventure Cabins

2.5 star property
7.2 out of 10, Good, (42)
"It was cozy little place... nice and quiet!!! Plenty of woods to explore... a nature trail to walk down! Everything was in good condition and very clean! The communication with the owner was easy and we got responses right away! If you want to have a nice quiet romantic weekend away... this place is perfect!"
Gatlinburg Adventure Cabins
Bear Crossing by VTrips
Private kitchen

Bear Crossing by VTrips

3.0 star property
8.8 out of 10, Excellent, (10)
"The condo was clean. The pool was nice. "
The price is S$533
includes taxes & fees
12 Oct - 13 Oct
Bear Crossing by VTrips
Luxe Smoky Mountain Cabin: Indoor Pool & Fire Pit!
Interior

Luxe Smoky Mountain Cabin: Indoor Pool & Fire Pit!

3.0 star property
10.0 out of 10, Exceptional, (1)
Luxe Smoky Mountain Cabin: Indoor Pool & Fire Pit!
Golf View Resort
Property amenity

Golf View Resort

2.5 star property
9.0 out of 10, Wonderful, (22)
"Condo was absolutely amazing. Great pool area and very very close to unit. I am a golfer and my finance is a beach/pool person so this fit us perfectly. Proximity to everything was unmatched. Definitely will be back. "
The price is S$412
includes taxes & fees
14 Oct - 15 Oct
Golf View Resort
Whispering Pines Condos by VTrips
Outdoor dining

Whispering Pines Condos by VTrips

2.5 star property
7.2 out of 10, Good, (7)
"We loved whole set up feeling of home away from home....The mountain view from the patio in the mornings....was very unique and relaxing...I love that the Condo was fully equipped with whatever amenities we needed. Me and family loved it....we most definitely be reserving another condo in the very near future...I would definitely recommend this place."
The price is S$398
includes taxes & fees
12 Oct - 13 Oct
Whispering Pines Condos by VTrips
A Cabin In The Woods
Individually decorated, individually furnished, bed sheets

A Cabin In The Woods

3.0 star property
8.4 out of 10, Very good, (32)
"What an absolutely adorable cabin! Perfectly tucked away next to a little creek, the scenery was absolutely gorgeous. It is a little more rustic, but it was absolutely charming. The hot tub was a fantastic bonus!"
A Cabin In The Woods
Viewpoint Condominiums
Exterior

Viewpoint Condominiums

3.5 star property
8.8 out of 10, Excellent, (261)
"We felt like we were in heaven. The views are spectacular and the staff is so helpful and friendly."
Viewpoint Condominiums
Smith Creek Resort
Water park

Smith Creek Resort

5.0 star property
10.0 out of 10, Exceptional, (1)
"Unbelievable place!!! We thoroughly enjoyed our stay here. Top of the line everything. Highend, exclusive and overall just perfect. You can’t go wrong staying at this AMAZING RESORT!!!!"
The price is S$1,175
includes taxes & fees
28 Oct - 29 Oct
Smith Creek Resort
Honeymoon Hills Gatlinburg Cabin Rentals
Premium bedding, individually decorated, individually furnished

Honeymoon Hills Gatlinburg Cabin Rentals

3.5 star property
8.8 out of 10, Excellent, (212)
"Overall a was a great place!"
Honeymoon Hills Gatlinburg Cabin Rentals
Whispering Pines II
Private kitchen

Whispering Pines II

3.0 star property
9.4 out of 10, Exceptional, (6)
"Beautiful property, location convenient for volleyball tournament. Convenient to national park and shopping. "
The price is S$402
includes taxes & fees
16 Oct - 17 Oct
Whispering Pines II
Mountain Meadows
Exterior

Mountain Meadows

2.5 star property
6.0 out of 10, (2)
"There was no one working at the registration desk and I was unable to check in. I spent 1.5 hrs calling a number posted number in the office to check in. After 20 plus calls to multiple numbers I had to pay for other lodgings. Very poorly run! I would definitely not recommend!"
The price is S$174
includes taxes & fees
2 Nov - 3 Nov
Mountain Meadows
Pigeon River View Condos
Private kitchen

Pigeon River View Condos

4.0 star property
The price is S$458
includes taxes & fees
15 Oct - 16 Oct
Pigeon River View Condos
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
"Just a relief and relaxing from check in and daily going and coming. Everything was where it was supposed to be. I’m a Diamond member and for almost 20 years Hilton properties are tops "
Tim 3-night trip
Posted 1 day ago
Hampton 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 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 cultural attractions such as Titanic Museum, or visit one of the family-friendly sights such as Dollywood. 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.