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Chestnut Hill Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Chestnut Hill holiday rentals

A cozy cabin interior with a stone fireplace, leather furniture, and a sign reading "Distilled Meridies."

1. 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 HK$1,165
HK$2,464 total
includes taxes & fees
26 Oct - 27 Oct
Distilled Memories
A balcony with a table, two chairs, and a magazine.

2. Romantic | Panoramic Views | Hot Tub & Pool Table

Romantic | Panoramic Views | Hot Tub & Pool Table
Sevierville
10.0 out of 10, Exceptional, (158 reviews)
"Wonderful stay, exactly as described and pictured!"
United States
Angela D.
The price is HK$1,334
HK$2,909 total
includes taxes & fees
9 Nov - 10 Nov
Romantic | Panoramic Views | Hot Tub & Pool Table
Exterior

3. Tiny Fox Pondside Cabin + Wellness Retreat

Tiny Fox Pondside Cabin + Wellness Retreat
Newport
9.8 out of 10, Exceptional, (157 reviews)
"Wonderful visit! Tammy was very responsive & a gracious host!"
United States
Kelly
The price is HK$777
HK$1,387 total
includes taxes & fees
27 Oct - 28 Oct
Tiny Fox Pondside Cabin + Wellness Retreat
A stone staircase leading up a grassy slope surrounded by dense forest.

4. Pet Friendly, secluded Moonfall Cottage Gatlinburg!

Pet Friendly, secluded Moonfall Cottage Gatlinburg!
Gatlinburg
10.0 out of 10, Exceptional, (222 reviews)
"The host has done a great job with the place. Very clean and very pet friendly. Nice quiet place with everything you need for a weekend getaway. Will definitely be staying again in the future."
United States
Chris T.
The price is HK$855
HK$1,668 total
includes taxes & fees
11 Oct - 12 Oct
Pet Friendly, secluded Moonfall Cottage Gatlinburg!
A wooden cabin with a porch, two chairs, and a door.

5. Sweet Delight: Tiny Cabin by the Great Smoky Mountains

Sweet Delight: Tiny Cabin by the Great Smoky Mountains
Cosby
9.2 out of 10, Wonderful, (66 reviews)
"Perfect place for us to stay. The place was clean and gatlinburg was not far."
United States
Abigail B.
The price is HK$549
HK$1,256 total
includes taxes & fees
11 Oct - 12 Oct
Sweet Delight: Tiny Cabin by the Great Smoky Mountains
A spacious cabin interior with a kitchen island, dining area, and a cozy living room.

6. Homey Cozy Dog Friendly Cabin Surrounded By Beautiful Mountain Trees w/Hot Tub+

Homey Cozy Dog Friendly Cabin Surrounded By Beautiful Mountain Trees w/Hot Tub+
Cosby
10.0 out of 10, Exceptional, (89 reviews)
"We love this place. Away from tourists but close to stores and restaurants. It only takes about 25 minutes to get to Gatlinburg. You will not regret staying here!"
United States
Amy K.
The price is HK$687
HK$2,099 total
includes taxes & fees
9 Nov - 10 Nov
Homey Cozy Dog Friendly Cabin Surrounded By Beautiful Mountain Trees w/Hot Tub+
A cozy log cabin interior with a stone fireplace, wooden walls, and a large window with curtains.

7. The Willows

The Willows
3.0 star property
Sevierville
9.8 out of 10, Exceptional, (6 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 HK$1,031
HK$2,357 total
includes taxes & fees
3 Nov - 4 Nov
The Willows
A cozy log cabin interior with a fireplace, leather sofas, a television, and a ceiling fan.

8. 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 HK$946
HK$4,128 total
includes taxes & fees
10 Nov - 11 Nov
A Bearadise
A wooden deck with a hot tub and a bench.

9. 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 HK$1,052
HK$2,381 total
includes taxes & fees
1 Nov - 2 Nov
Moonshine Holler
A log cabin-style hotel with multiple balconies, a swimming pool, and lush greenery surrounding the property.

10. Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park
4.0 star property
Gatlinburg
8.4 out of 10, Very good, (1,379 reviews)
"Great to stay"
United States
James
The price is HK$1,123
HK$1,532 total
includes taxes & fees
1 Nov - 2 Nov
Westgate Smoky Mountain Resort & Water Park
A wooden deck with a round table and chairs, a bench, and a 'Welcome to our porch' sign.

11. Real Log Cabin W/ ⛰Amazing Views⛰, Hot Tub, Sauna, Games

Real Log Cabin W/ ⛰Amazing Views⛰, Hot Tub, Sauna, Games
Gatlinburg
9.8 out of 10, Exceptional, (291 reviews)
"Cozy cabin that was perfect for our family of four. The views were beautiful from both the front and back of the house. I think we enjoyed the screened in porch and porch swing the most."
United States
Emily W.
The price is HK$1,356
HK$2,871 total
includes taxes & fees
2 Nov - 3 Nov
Real Log Cabin W/ ⛰Amazing Views⛰, Hot Tub, Sauna, Games
A log cabin with a metal roof, surrounded by snow-covered trees.

12. Smoky Mountain Getaway for Two-Gatlinburg Tennessee

Smoky Mountain Getaway for Two-Gatlinburg Tennessee
Gatlinburg
9.0 out of 10, Wonderful, (213 reviews)
"My husband and I stayed here for 10 days, we loved it! It was very clean, quiet and had everything we needed. In a quiet area only about 10 minutes from Gatlinburg. The host was excellent, replied quickly to our questions and requests for additional supplies needed since it was a longer stay. Would highly recommend and would definitely book again."
United States
Deborah
The price is HK$699
HK$1,536 total
includes taxes & fees
3 Nov - 4 Nov
Smoky Mountain Getaway for Two-Gatlinburg Tennessee
A cozy cabin interior with wooden walls, a fireplace, leather sofas, patterned armchairs, and a dining area with a table and chairs.

13. 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 HK$1,540
HK$3,506 total
includes taxes & fees
19 Oct - 20 Oct
Fireflies and Moonshine
A wooden cabin with a door, a window, and a porch.

14. The Treehouse, Pet and 420 Friendly

The Treehouse, Pet and 420 Friendly
Gatlinburg
9.6 out of 10, Exceptional, (66 reviews)
"Perfect little cabin to rest in while we enjoyed the Smoky Mountains. Host is very nice and friendly. Checkin in very smooth and easy."
United States
Anonymous traveller
The price is HK$934
HK$1,736 total
includes taxes & fees
10 Nov - 11 Nov
The Treehouse, Pet and 420 Friendly
A wooden cabin with a balcony, surrounded by trees.

15. 🌲Comfy Cozy Hilltop Cabin🏡 Hot Tub🔥Fast Wifi ☀️View 🌙Quiet ✨Near Dollywood

🌲Comfy Cozy Hilltop Cabin🏡 Hot Tub🔥Fast Wifi ☀️View 🌙Quiet ✨Near Dollywood
Sevierville
9.8 out of 10, Exceptional, (263 reviews)
"The cabin was in a perfect location not far from all the activities. The cabin was clean & had all the essentials. We enjoyed our stay."
United States
Johnnie A.
🌲Comfy Cozy Hilltop Cabin🏡 Hot Tub🔥Fast Wifi ☀️View 🌙Quiet ✨Near Dollywood
Property grounds

16. Stay in a Yurt! Cozy Comfort & Nature Bliss

Stay in a Yurt! Cozy Comfort & Nature Bliss
Gatlinburg
9.4 out of 10, Exceptional, (100 reviews)
"We had a great stay! Cabin had a fantastic view of the smokies."
United States
Abigail B.
The price is HK$1,185
HK$2,852 total
includes taxes & fees
8 Nov - 9 Nov
Stay in a Yurt! Cozy Comfort & Nature Bliss
A compact kitchen with a marble countertop, a built-in oven, and a window with a view of trees.

17. Guest Favorite! The Loft. Jacuzzi ,420&Pets welcome

Guest Favorite! The Loft. Jacuzzi ,420&Pets welcome
Gatlinburg
9.4 out of 10, Exceptional, (99 reviews)
"Our dog really enjoyed the stay. Andre, is a wonderful hostess. "
United States
Luke S.
Guest Favorite! The Loft. Jacuzzi ,420&Pets welcome
A cabin interior with a stone fireplace, a wooden ceiling fan, a stone-tub hot tub, a leather sofa, and a wooden coffee table.

18. Gatlinburg Log Cabin For a Perfect Honeymoon- Pet Friendly

Gatlinburg Log Cabin For a Perfect Honeymoon- Pet Friendly
Gatlinburg
9.2 out of 10, Wonderful, (182 reviews)
"Good place to stay "
United States
Sicondria Michala
The price is HK$735
HK$1,584 total
includes taxes & fees
26 Oct - 27 Oct
Gatlinburg Log Cabin For a Perfect Honeymoon- Pet Friendly
A hot tub on a wooden deck with a view of autumn foliage.

19. Secluded Romance, Hot Tub, Fireplace, Decor, Honeymoons

Secluded Romance, Hot Tub, Fireplace, Decor, Honeymoons
Sevierville
10.0 out of 10, Exceptional, (251 reviews)
"Overall a great stay very friendly hosts . Very clean cabin and very comfortable beds . 10/10 would stay again"
United States
Justin C.
Secluded Romance, Hot Tub, Fireplace, Decor, Honeymoons
A rustic cabin surrounded by snow-covered trees.

20. SAVE! ROMATIC GATLINBURG GETAWAY!!

SAVE! ROMATIC GATLINBURG GETAWAY!!
Gatlinburg
9.2 out of 10, Wonderful, (183 reviews)
"super cute cabin, easy to get to right off of the main road and in a quite location. would definitely stay here again!"
United States
Sara G.
The price is HK$735
HK$1,584 total
includes taxes & fees
26 Oct - 27 Oct
SAVE! ROMATIC GATLINBURG GETAWAY!!
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

Hotel Indigo Gatlinburg Downtown by IHG

Hotel Indigo Gatlinburg Downtown by IHG

10/10 Excellent
"The entire property is beautifully maintained, showing great attention to detail. Our room was spacious and decorated in a modern style, with a plush, comfortable bed adorned with crisp, freshly laundered sheets that had a clean, welcoming scent. The daily housekeeping staff does an excellent job, consistently going above and beyond with thorough cleaning and friendly service. We booked a package that included a complimentary breakfast each morning, and to our surprise, we also received a $40 dinner credit—about $10 per night—which was a nice bonus. The location is very convenient, within walking distance of Gatlinburg's main sights, shops, and outdoor activities, just a few minutes' drive from the Welcome Center. Parking is plentiful, well-lit, and feels secure, giving us peace of mind. The onsite restaurant offers a limited menu focused on sit-down dining; if you’re after a buffet or more extensive options, it might not be the best fit. There’s also a small store that sells souvenirs and travel essentials—very handy for last-minute shopping or picking up essentials for your stay."
Marissa 4-night trip
Posted 3 hours ago
Hotel Indigo Gatlinburg Downtown by IHG

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:

  • View our selection of featured holiday rentals in Chestnut Hill
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  • Enter your travel dates to view the best deals on holiday rentals in Chestnut Hill while they last

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

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 family-friendly sights such as Dollywood, or get out into nature at a spot like Chestnut Hill Park. In the wider area, you’ll find Island at Pigeon Forge and Forbidden Caverns.

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.