Chestnut Hill Vacation Rentals

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Vacation Rentals in Chestnut Hill

Deer Ridge Mountain Resort

2.5 star property
9.0 out of 10, Wonderful, (94)
"Clean room, full kitchen, and amazing views. A great place to stay for friends and family."
The price is ¥12,774
¥30,499 total
includes taxes & fees
Oct 21 - Oct 22
Deer Ridge Mountain Resort

Timber Ridge Lodge - Walking Distance from Downtown Gatlinburg

3.0 star property
6.2 out of 10, (96)
"Good place"
Timber Ridge Lodge - Walking Distance from Downtown Gatlinburg

Westgate Smoky Mountain Resort & Water Park

4.0 star property
8.4 out of 10, Very Good, (1114)
"This was the best stay ever near the Smoky Mountains. The experience was definitely enjoyable, and I would highly recommend it!"
The price is ¥21,103
¥28,780 total
includes taxes & fees
Nov 2 - Nov 3
Westgate Smoky Mountain Resort & Water Park

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 ¥9,918
¥45,040 total
includes taxes & fees
Oct 15 - Oct 16
Deer Ridge Mountain Resort by JMR

Smith Creek Reserve Luxury Cabins

5.0 star property
10.0 out of 10, Exceptional, (1)
The price is ¥66,273
¥158,879 total
includes taxes & fees
Oct 19 - Oct 20
Smith Creek Reserve Luxury Cabins

Baskins Creek Condos

4.0 star property
9.0 out of 10, Wonderful, (253)
"The rooms were great."
The price is ¥40,509
¥55,699 total
includes taxes & fees
Oct 13 - Oct 14
Baskins Creek Condos

Cedar Lodge

3.5 star property
9.0 out of 10, Wonderful, (60)
"We had a great time on vacation we loved the condo it made us feel at home on vacation I would definitely rent from them again and I probably will next year."
The price is ¥16,177
¥65,655 total
includes taxes & fees
Nov 7 - Nov 8
Cedar Lodge

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

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

Unique & authentic train depot vacation experience with Free Attraction Tickets

9.2 out of 10, Wonderful, (51)
"We had a wonderful time staying at Smoky Mountain Station. Place was clean, check-in was smooth and as advertised. One listing mentions laundry which is not available, luckily laundromats are nearby. The location was great, minutes from Dollywood and walkable to a fun mountain coaster. Everything we could need was only minutes away. Outdoors was setup perfect for meals and had a fantastic hot tub and fire pit area. Our train loving toddlers are still talking about sleeping in a caboose! Thank...
Unique & authentic train depot vacation experience with Free Attraction Tickets

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 ¥17,432
¥61,794 total
includes taxes & fees
Oct 8 - Oct 9
Bear Crossing by VTrips

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

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 ¥14,577
¥47,766 total
includes taxes & fees
Oct 14 - Oct 15
Golf View Resort

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

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 ¥14,577
¥46,079 total
includes taxes & fees
Oct 12 - Oct 13
Whispering Pines Condos by VTrips

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 ¥17,578
¥19,731 total
includes taxes & fees
Nov 2 - Nov 3
Mountain Meadows

Viewpoint Condominiums

3.5 star property
8.8 out of 10, Excellent, (260)
"We felt like we were in heaven. The views are spectacular and the staff is so helpful and friendly."
Viewpoint Condominiums

Slide into Fun! Families Love Mountain Lake Lodge!

9.2 out of 10, Wonderful, (28)
"The cabin is great for a large family like mine!!! Would definitely stay again"
The price is ¥98,602
¥220,689 total
includes taxes & fees
Oct 19 - Oct 20
Slide into Fun! Families Love Mountain Lake Lodge!

Smith Creek Resort

5.0 star property
The price is ¥47,930
¥138,198 total
includes taxes & fees
Oct 28 - Oct 29
Smith Creek Resort

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
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

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 cultural attractions such as Titanic Museum, or visit a family-friendly sight such as Dollywood. 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.