Chestnut Hill Vacation Rentals

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Oct 7 - Oct 8
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Oct 8 - Oct 9
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Oct 17 - Oct 19

Vacation Rentals in Chestnut Hill

Deer Ridge Mountain Resort
Terrace/patio

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 P4,919
P11,745 total
includes taxes & fees
Oct 8 - Oct 9
Deer Ridge Mountain Resort
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, (96)
"Good place"
Timber Ridge Lodge - Walking Distance from Downtown Gatlinburg
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, (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 P8,281
P11,294 total
includes taxes & fees
Nov 2 - Nov 3
Westgate Smoky Mountain Resort & Water Park
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 P3,819
P17,344 total
includes taxes & fees
Oct 15 - Oct 16
Deer Ridge Mountain Resort by JMR
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 P25,521
P61,182 total
includes taxes & fees
Oct 19 - Oct 20
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 P17,245
P23,712 total
includes taxes & fees
Oct 20 - Oct 21
Baskins Creek Condos
Cedar Lodge
Property grounds

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 P6,827
P26,271 total
includes taxes & fees
Nov 7 - Nov 8
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 tub

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 P6,713
P23,796 total
includes taxes & fees
Oct 12 - Oct 13
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 P5,613
P18,394 total
includes taxes & fees
Oct 14 - Oct 15
Golf View Resort
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
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 P5,613
P17,744 total
includes taxes & fees
Oct 12 - Oct 13
Whispering Pines Condos by VTrips
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 P6,955
P7,807 total
includes taxes & fees
Nov 2 - Nov 3
Mountain Meadows
Viewpoint Condominiums
Exterior

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
Smith Creek Resort
Water park

Smith Creek Resort

5.0 star property
The price is P18,610
P53,659 total
includes taxes & fees
Oct 28 - Oct 29
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 P5,660
P18,088 total
includes taxes & fees
Oct 16 - Oct 17
Whispering Pines II
Pigeon River View Condos
Private kitchen

Pigeon River View Condos

4.0 star property
The price is P6,771
P20,423 total
includes taxes & fees
Oct 20 - Oct 21
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

Compass Hotel by Margaritaville

Compass Hotel by Margaritaville

10/10 Excellent
"Most definitely!"
Celine 3-night trip
Posted 3 days ago
Compass Hotel by Margaritaville

Find out more about Chestnut Hill

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:

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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.