Holiday Rentals in Chestnut Hill

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Holiday Rentals in Chestnut Hill

Viewpoint Condominiums

3.5 star property
8.8 out of 10, Excellent, (191)
"Location was not very easy to find. Once we found it, everything was amazing. Hope to stay here again and longer"
Viewpoint Condominiums

Timber Ridge Lodge - Walking Distance from Downtown Gatlinburg

3.0 star property
6.6 out of 10, (46)
"Appears to be under renovation. No one was at the counter upon arrival. Two phone numbers posted on the door to call for assistance. No one answered the primary number and someone answered the second number as did not offer any assistance. A hotel worker finally saw that they were people waiting outside’s de the office and opened the door. No greeting or sorry for the wait. Basically was handed a key and go find your room. Rooms are antiquated. Bathrooms are from another...
The price is €68
includes taxes & fees
2 Dec - 3 Dec
Timber Ridge Lodge - Walking Distance from Downtown Gatlinburg

LeConte - Secluded Mountain Top Cabin

9.4 out of 10, Exceptional, (16)
"Excellent venue. Would definitely rent again."
LeConte - Secluded Mountain Top Cabin

Winter Retreat! Minutes to Gatlbg-PForge!!

10.0 out of 10, Exceptional, (37)
"This property was in a beautiful location. We saw several bears during our stay at the property. We rented the property for our wedding and had rented several propertys for guests. Christy was great about answering my thousand questions and was quick to respond. The cabin was beautiful and we would rent again in a heartbeat. The only downfall was how tight the parking is in front of the cabin. I have a Tahoe and I dont think you could have gotten a second car backed in, but we would definitely...
The price is €332
includes taxes & fees
12 Dec - 13 Dec
Winter Retreat! Minutes to Gatlbg-PForge!!

Unique & authentic train depot vacation experience with hot tub & central AC

9.2 out of 10, Wonderful, (35)
"Trains are my special interest so staying in a caboose was great. "
Unique & authentic train depot vacation experience with hot tub & central AC

Relax in a Mountain Cabin in the Smokies, Gatlinburg

9.8 out of 10, Exceptional, (12)
"Good place "
The price is €194
includes taxes & fees
2 Dec - 3 Dec
Relax in a Mountain Cabin in the Smokies, Gatlinburg

Mins. to Dwntwn Gatlinburg! Skiing within 10 minutes! Book now and save big!

9.2 out of 10, Wonderful, (19)
"This was a great place to stay, not far from downtown. The cabin was fantastic, and customer service was excellent. I would recommend, and we would stay again. "
Mins. to Dwntwn Gatlinburg! Skiing within 10 minutes! Book now and save big!

Black Bear Lodge: Mountain-view Log Cabin Only 3 Miles from Downtown Gatlinburg

8.4 out of 10, Very good, (26)
"Pillows too small. Not enough storage for clothes in upstairs bedroom. Needs a dresser at least. Lots of cobwebs. Minor stuff but could be perfect with a few changes. "
Black Bear Lodge: Mountain-view Log Cabin Only 3 Miles from Downtown Gatlinburg

…Huge 3BD RETREAT w/ VIEWS!! …Pool Table…HOT TUB!…

9.6 out of 10, Exceptional, (71)
"The cabin was absolutely beautiful and enough room to sleep an extended family. The location was a perfect scenic drive about 20 minutes to all major attractions including Gatlinberg and Dollywood. The hot tub was great and I appreciate that they completely empty and clean it between each guest. Pictures can not do the view from the patio justice "
…Huge 3BD RETREAT w/ VIEWS!! …Pool Table…HOT TUB!…

Cedar Lodge

3.5 star property
9.2 out of 10, Wonderful, (52)
"Nice place! Clean and comfortable!! We were very pleased with the property and its location to the main strip. Sits right on a beautiful stream that is so relaxing to sit and listen to. Would definitely book again!"
The price is €350
includes taxes & fees
1 Dec - 2 Dec
Cedar Lodge

Highland Village D203 | 4 Bed, 2 Bath

9.4 out of 10, Exceptional, (29)
"My daughter and I wanted a girls’ weekend to relax, hike, watch movies, and enjoy the fall colors. This property was perfect - super clean, spacious, comfortable, and quiet. We had a lovely time and would definitely stay here again. "
Highland Village D203 | 4 Bed, 2 Bath

Baskins Creek Condos

4.0 star property
9.0 out of 10, Wonderful, (209)
"Condo is very spacious and cleaned. Location is excellent, nice walk to many attractions. I would stay here again!"
The price is €334
includes taxes & fees
1 Dec - 2 Dec
Baskins Creek Condos

Cozy Getaway Cabin with Hot Tub & Grill Great for Couples or Small Family 334

10.0 out of 10, Exceptional, (415)
"We have stayed in many cabins throughout the region and this one was the cleanest and most conveniently located to popular attractions and restaurants. Most definitely a do over"
The price is €293
includes taxes & fees
15 Dec - 16 Dec
Cozy Getaway Cabin with Hot Tub & Grill Great for Couples or Small Family 334

Mountain Vista: Cabin has Amazing Views of Mt. Leconte and the Great Smoky Mountains National Park

8.6 out of 10, Excellent, (8)
"The cabin and area were beautiful. We really enjoyed our stay and the surrounding areas. Our only complaint would be the jacuzzi bath tub was dirty and several of the sinks were plugged with foreign objects and slow draining, "
Mountain Vista: Cabin has Amazing Views of Mt. Leconte and the Great Smoky Mountains National Park

ASTONISHING VIEWS AT PRIVATE MANOR! CHRISTMAS AVAILABILITY & DISCOUNTED NIGHTS!

8.8 out of 10, Excellent, (18)
"We enjoyed our vacation!"
ASTONISHING VIEWS AT PRIVATE MANOR! CHRISTMAS AVAILABILITY & DISCOUNTED NIGHTS!

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

9.6 out of 10, Exceptional, (171)
"The cabin, location, and space was great. We would rent it again! If we were to recommend improvements, the following would make it better. 1) Replacing $6 shower curtains that have a good amount of black mold on them would be a plus. 2) Having cleaners clean everything including dusty baseboards, trim in highly used areas, and upper windows would be good. 3) The upstairs bed feels like it has a hole in the middle. Other than the listed items, it was a great stay, and again would rent...
🌲Comfy Cozy Hilltop Cabin🏡 Hot Tub🔥Fast Wifi ☀️View 🌙Quiet ✨Near Dollywood

Spectacular MTN Views w/Christmas decorations, Minutes to Gatlinburg, Hot Tub

10.0 out of 10, Exceptional, (242)
"Easy access quiet location. Cute cosy cabin enjoyed our stay. Hot tub was a nice feature after hiking in the smokies "
Spectacular MTN Views w/Christmas decorations, Minutes to Gatlinburg, Hot Tub

See y'all in April 2025 **GLAMPING IN THE SMOKIES**PRIVATE**LAKE**

10.0 out of 10, Exceptional, (68)
"We really enjoyed our stay and glamping experience. The entry instructions were easy to follow and it was a little bit magical walking down to the tent for the first time. Everything was perfect and very clean, even for my clean freak husband. We stayed with our 3 year old who was very excited to find games and toys for him to play with. We loved sitting on the balcony and even though it got into the upper 30s, we were all warm in our beds without the electric blankets. They really thought of...
See y'all in April 2025 **GLAMPING IN THE SMOKIES**PRIVATE**LAKE**

Cozy,quiet,close to fun,Smokies,disc rates in fall,couples,check pre booking

10.0 out of 10, Exceptional, (161)
"Very clean and lovely house. Owners were extremely responsive and helpful with all questions. "
Cozy,quiet,close to fun,Smokies,disc rates in fall,couples,check pre booking

Great For Couples.. Great Location. Close To Downtonwn Gatlinburg.

9.8 out of 10, Exceptional, (398)
"Nice place to stay, relatively close to town, and it doesn't take long to get to main roads. Nicely furnished. Bring all food items you'll need (seasonings, etc.). The outdoor lights across the street are bright and the (1) parking space is on a rather steep slope (a couple nearby rocks are useful) and also very close to the fire hydrant."
Great For Couples.. Great Location. Close To Downtonwn Gatlinburg.
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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Other types of properties in Chestnut Hill you may be interested in

Wilderness at the Smokies - Stone Hill Lodge

3.5 star property
8.4 out of 10, Very good, (2911)
" Great"
The price is €156
includes taxes & fees
19 Dec - 20 Dec
Wilderness at the Smokies - Stone Hill Lodge

Glenstone Lodge

3.5 star property
8.4 out of 10, Very good, (2285)
"Had inside pool room. Hotel is very old and in dire need of remodel. But for Rocky top football tournaments the hotel was great for what we needed. Hotel staff was friendly and the kids loved the pool. Parking, like everywhere else in Gatlinburg, was difficult. After 8pm, no parking available. Lot was full and had to park at hotel next door. Other than that, no issues with anything at the hotel. Would recommend for anyone looking for a pool hotel and pretty neat the rooms are inside pool...
The price is €81
includes taxes & fees
1 Dec - 2 Dec
Glenstone Lodge

The Ramsey Hotel & Convention Center

3.0 star property
8.4 out of 10, Very good, (1096)
"A little outdated, but overall it was a comfortable and convenient place to stay in Pigeon Forge."
The price is €136
includes taxes & fees
8 Dec - 9 Dec
The Ramsey Hotel & Convention Center
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.

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?

Unique & authentic train depot vacation experience with hot tub & central AC: This holiday home rental outside of Chestnut Hill is located in the city centre, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a garden, 1 hot tub and a selection of books so that you can immerse yourself in your holiday.

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 Douglas Lake and Smoky Mountain Deer Farm and Exotic Petting Zoo.

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.