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Chestnut Hill Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Chestnut Hill vacation rentals

A cozy living room with a stone fireplace, a comfortable sofa, a wooden staircase, and a large window offering a mountain view.

1. Deer Ridge Mountain Resort

Deer Ridge Mountain Resort
3.5 star property
Gatlinburg
8.8 out of 10, Excellent, (411 reviews)
"Property is at great location ."
United States
Neetu
The price is ￥14,648
￥35,222 total
includes taxes & fees
Oct 21 - Oct 22
Deer Ridge Mountain Resort
A log cabin-style hotel with multiple balconies, a swimming pool, and lush greenery surrounding the property.

2. Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park
4.0 star property
Gatlinburg
8.4 out of 10, Very good, (1,386 reviews)
"Great to stay"
United States
James
The price is ￥21,192
￥29,238 total
includes taxes & fees
Nov 15 - Nov 16
Westgate Smoky Mountain Resort & Water Park
A wooden cabin with a deck, surrounded by dense forest and a stream.

3. Honeymoon Hills Gatlinburg Cabin Rentals

Honeymoon Hills Gatlinburg Cabin Rentals
3.5 star property
Gatlinburg
8.8 out of 10, Excellent, (217 reviews)
"Overall a was a great place!"
United States
José M
The price is ￥47,248
￥68,416 total
includes taxes & fees
Nov 17 - Nov 18
Honeymoon Hills Gatlinburg Cabin Rentals
A cozy cabin interior with a stone fireplace, leather furniture, and a sign reading "Distilled Meridies."

4. Distilled Memories

Distilled Memories
3.0 star property
Sevierville
9.6 out of 10, Exceptional, (34 reviews)
"Very nice stay"
United States
Mandy
The price is ￥23,466
￥49,620 total
includes taxes & fees
Oct 26 - Oct 27
Distilled Memories
A spacious living room with a fireplace, a comfortable sofa, a coffee table, and a balcony with outdoor seating.

5. Deer Ridge Mountain Resort by Jackson Mountain Rentals

Deer Ridge Mountain Resort by Jackson Mountain Rentals
3.0 star property
Gatlinburg
9.0 out of 10, Wonderful, (131 reviews)
"Nice place to stay with family."
United States
Dhvanitkumar
The price is ￥16,750
￥52,313 total
includes taxes & fees
Oct 25 - Oct 26
Deer Ridge Mountain Resort by Jackson Mountain Rentals
A wooden cabin kitchen with a dining table set for six, stainless steel appliances, and a large window overlooking greenery.

6. Pinot Splash

Pinot Splash
4.0 star property
Gatlinburg
10.0 out of 10, Exceptional, (6 reviews)
"Everything about this place was perfect!!!! Easy communication with the property and perfect spot for the family!!!"
United States
Chelsea
The price is ￥37,695
￥112,877 total
includes taxes & fees
Oct 20 - Oct 21
Pinot Splash
A cozy cabin interior with wooden walls, a fireplace, leather sofas, patterned armchairs, and a dining area with a table and chairs.

7. Fireflies and Moonshine

Fireflies and Moonshine
3.5 star property
Gatlinburg
9.8 out of 10, Exceptional, (35 reviews)
"Lots of space, great atmosphere. Close to town but in the woods. Really relaxing."
United States
Harold
The price is ￥31,003
￥70,589 total
includes taxes & fees
Nov 2 - Nov 3
Fireflies and Moonshine
A wooden deck with a hot tub and a bench.

8. Moonshine Holler

Moonshine Holler
3.5 star property
Sevierville
10.0 out of 10, Exceptional, (15 reviews)
"The Stay was perfect and everything was arranged nice."
United States
Leroy
The price is ￥23,018
￥50,005 total
includes taxes & fees
Oct 25 - Oct 26
Moonshine Holler
Exterior

9. Lil' Smoky Studio

Lil' Smoky Studio
2.0 star property
Gatlinburg
10.0 out of 10, Exceptional, (1 review)
Lil' Smoky Studio
A cozy log cabin interior with a fireplace, leather seating, a dining area, and large windows offering a view of the outdoors.

10. Cabin On A Cloud

Cabin On A Cloud
3.0 star property
Gatlinburg
10.0 out of 10, Exceptional, (14 reviews)
"We had an amazing stay! The cabin was very convenient to downtown Gatlinburg and only about 25 minutes from Dollywood. It had everything we needed, and the hosts were great communicators. We would definitely stay here again!"
United States
Katie
The price is ￥37,033
￥74,716 total
includes taxes & fees
Nov 18 - Nov 19
Cabin On A Cloud
A cozy log cabin interior with a fireplace, leather sofas, a television, and a ceiling fan.

11. A Bearadise

A Bearadise
5.0 star property
Pigeon Forge
10.0 out of 10, Exceptional, (17 reviews)
"Awesome property easy check in can't wait to go back!!"
United States
teresa
The price is ￥18,489
￥82,481 total
includes taxes & fees
Oct 20 - Oct 21
A Bearadise
A resort with a large swimming pool, lounge areas, and a building with multiple levels.

12. Smith Creek Resort

Smith Creek Resort
5.0 star property
Sevierville
10.0 out of 10, Exceptional, (3 reviews)
"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!!!!"
United States
Jenny
The price is ￥61,894
￥158,277 total
includes taxes & fees
Oct 21 - Oct 22
Smith Creek Resort
Pool

13. Happily Ever After

Happily Ever After
5.0 star property
Gatlinburg
10.0 out of 10, Exceptional, (22 reviews)
"We love the cabin"
United States
shaun
The price is ￥49,018
￥100,995 total
includes taxes & fees
Nov 14 - Nov 15
Happily Ever After
A cozy log cabin interior with a stone fireplace, wooden walls, and a large window with curtains.

14. The Willows

The Willows
3.0 star property
Sevierville
9.8 out of 10, Exceptional, (7 reviews)
"Was an ideal getaway cabin far enough from crowds but close enough to the attractions. Highly recommend and will be staying here again when we return!"
United States
Jerid
The price is ￥20,764
￥47,465 total
includes taxes & fees
Nov 3 - Nov 4
The Willows
A balcony with a table and chairs, overlooking a cityscape with buildings and greenery.

15. Whispering Pines by Jackson Mountain Rentals

Whispering Pines by Jackson Mountain Rentals
3.5 star property
Pigeon Forge
9.4 out of 10, Exceptional, (51 reviews)
"nice location, "
United States
Louise
The price is ￥17,521
￥66,484 total
includes taxes & fees
Nov 1 - Nov 2
Whispering Pines by Jackson Mountain Rentals
A cabin with a deck, outdoor seating, and a fire pit.

16. Romantic Cabin Retreat By Ghosal Luxury Lodging

Romantic Cabin Retreat By Ghosal Luxury Lodging
4.0 star property
Gatlinburg
10.0 out of 10, Exceptional, (8 reviews)
"The property was very easy to get to and while feeling secluded in the mountains, we were also only 10-15 minutes away from the downtown life. The cabin was clean, the pool and hot tub were well maintained. There was a lot to do at the cabin so we could just stay in if we wanted to. Would recommend to any couple looking for a get away!"
United States
Michael
The price is ￥67,987
￥126,065 total
includes taxes & fees
Oct 30 - Oct 31
Romantic Cabin Retreat By Ghosal Luxury Lodging
A cozy cabin interior with a fireplace, leather furniture, and a ceiling fan.

17. Pinot Paradise

Pinot Paradise
2.0 star property
Pigeon Forge
9.6 out of 10, Exceptional, (7 reviews)
"Beautiful place to visit and they’re on my anniversary had a good time. It’s clean and well kept very comfortable and I travel a lot."
United States
Athena
The price is ￥23,039
￥61,336 total
includes taxes & fees
Nov 3 - Nov 4
Pinot Paradise
A wooden cabin interior with a black leather sofa, a dining table, and a kitchen area.

18. A Top Notch Lodge

A Top Notch Lodge
5.0 star property
Gatlinburg
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful cottage in peaceful location. Relatively close to Gatlinburg, 5 minutes drive. I would definitely stay there again."
United States
Fred
The price is ￥24,745
￥59,080 total
includes taxes & fees
Oct 25 - Oct 26
A Top Notch Lodge
A neatly arranged bedroom with a bed, two bedside tables, a framed sign above the bed, and a view of the outdoors through a window.

19. Timber Ridge Lodge - Walking Distance from Downtown Gatlinburg

Timber Ridge Lodge - Walking Distance from Downtown Gatlinburg
3.0 star property
Gatlinburg
5.8 out of 10, (178 reviews)
"Location is what you’re paying for here. No towels, no soap, shampoo or toiletries. Had issues checking in with Expedia reservation. Wouldn’t pay this price for this accommodation again."
United States
Travis
The price is ￥7,458
￥9,120 total
includes taxes & fees
Nov 1 - Nov 2
Timber Ridge Lodge - Walking Distance from Downtown Gatlinburg
A wooden deck with a hot tub, red chairs, and a wooden pergola.

20. Gnoming Around

Gnoming Around
3.5 star property
Gatlinburg
9.4 out of 10, Exceptional, (23 reviews)
"super nice"
United States
Danielle
The price is ￥26,759
￥56,896 total
includes taxes & fees
Oct 21 - Oct 22
Gnoming Around
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

Econo Lodge Pigeon Forge Riverside

Econo Lodge Pigeon Forge Riverside

10/10 Excellent
"This Econolodge is far better than we expected. There was a nice refrigerator, a microwave and a coffee maker in the room, new heat/air conditioner and updated furnishings. I don't think there's a room with a bad view. The pool is awesome and the fire pit area is so nice. I was surprised by the really lovely outdoor dining area outside the breakfast room. The food for breakfast was typical, nothing special but sufficient. There is no safe in the room. It wasn't an issue for us but that's just good information to have. Overall, I would highly recommend this hotel to everyone."
Nikki 3-night trip
Posted less than an hour ago
Econo Lodge Pigeon Forge Riverside

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

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 Island at Pigeon Forge and Forbidden Caverns.

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.