Chestnut Hill Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Nov 26 - Nov 27
Tomorrow
Nov 27 - Nov 28
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Vacation Rentals in Chestnut Hill

2 outdoor pools
Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park

4.0 star property
8.4 out of 10, Very Good, (1122)
"Best Location, new units, Indoor water park"
United States
Shalin
The price is NT$3,934
NT$5,499 total
includes taxes & fees
Dec 14 - Dec 15
Westgate Smoky Mountain Resort & Water Park
Condo, Multiple Beds, Pool Access, Mountain View (#C305 - No Pets) | Property grounds
Deer Ridge by JMR

Condo in Gatlinburg

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. "
United States
Matthew
The price is NT$2,768
NT$9,494 total
includes taxes & fees
Nov 30 - Dec 1
Deer Ridge by JMR
Smoke Of The Mountain | Loft Sleeps 8 Views Indoor Pool Access | Terrace/patio
Deer Ridge Mountain Resort

Condo resort in Gatlinburg

2.5 star property
9.0 out of 10, Wonderful, (139)
"Property was very nice! Loved my stay here "
United States
Iesha
The price is NT$1,871
NT$5,478 total
includes taxes & fees
Dec 2 - Dec 3
Deer Ridge Mountain Resort
Condo, Multiple Beds, Jetted Tub, Mountain View | Outdoor dining
Mountain View Condo 1205 - Two Bedroom Condo

Condo in Pigeon Forge

3.5 star property
8.2 out of 10, Very Good, (10)
"Love the location. Nice room. Very comfortable atmosphere. "
United States
Emilie
The price is NT$2,302
NT$10,236 total
includes taxes & fees
Dec 1 - Dec 2
Mountain View Condo 1205 - Two Bedroom Condo
Basic Chalet | Private kitchen | Full-size fridge, microwave, oven, stovetop
Gnoming Around

Cabin in Gatlinburg

3.5 star property
9.4 out of 10, Exceptional, (19)
"Everything about our stay at Gnoming around was perfect. The cabin was more than what I could have pictured wanting for a nice “cool” fall week away in the Smoky Mtns with my mom. Location was perfect with just a short 10 min drive into town. Mike, the owner was very responsive and friendly. I’ll be staying here again the future. I highly recommend to anyone looking for an escape, especially in the fall. "
United States
Matthew
Gnoming Around
Exterior
Viewpoint Condominiums

Apartment in Pigeon Forge

3.5 star property
8.8 out of 10, Excellent, (264)
"We felt like we were in heaven. The views are spectacular and the staff is so helpful and friendly."
United States
Lisa
Viewpoint Condominiums
Outdoor spa tub
A Top Notch Lodge

Cabin in Gatlinburg

5.0 star property
9.8 out of 10, Exceptional, (9)
"The cabin was awesome and the kids loved it."
United States
joseph
The price is NT$4,491
NT$11,801 total
includes taxes & fees
Dec 1 - Dec 2
A Top Notch Lodge
Basic Chalet | Living area | TV, fireplace
Beary Charming

Chalet in Gatlinburg

3.0 star property
8.8 out of 10, Excellent, (13)
"Absolutely love staying at Beary Charming it's our 2nd year and it's always amazing and absolutely beautiful. "
United States
Brittany
Beary Charming
Outdoor spa tub
Fireflies and Moonshine

Chalet in Gatlinburg

3.5 star property
9.8 out of 10, Exceptional, (31)
"Place was amazing "
United States
Michael
Fireflies and Moonshine
Dining
Beary Patch Hill

Cabin in Sevierville

3.5 star property
8.0 out of 10, Very Good, (4)
"Excellent cabin. Loved the linen and towel choice. My family felt safe. We would definitely book again !!!"
United States
Celicia
Beary Patch Hill
Basic Cabin | Living area | 40-inch LCD TV with satellite channels, TV
Distilled Memories

Cabin in Sevierville

3.0 star property
9.4 out of 10, Exceptional, (14)
" We enjoyed our stay "
United States
Shanata
Distilled Memories
Condo, Multiple Beds, Balcony, Mountain View (#E306 - No Pets) | Living area | 40-inch flat-screen TV with cable channels, TV, fireplace
Deer Ridge Mountain Resort by JMR

Condo in Gatlinburg

3.0 star property
9.0 out of 10, Wonderful, (126)
"Had a great relaxing time, Great view of the mountains from the patio."
United States
Mark
The price is NT$3,459
NT$12,861 total
includes taxes & fees
Dec 16 - Dec 17
Deer Ridge Mountain Resort by JMR
Exterior
The Willows

Cabin in Sevierville

3.0 star property
9.0 out of 10, Wonderful, (2)
"Awesome , amazing place "
United States
William
The price is NT$3,363
NT$11,977 total
includes taxes & fees
Dec 1 - Dec 2
The Willows
Exterior
Sweet Surrender

Cabin in Pigeon Forge

3.5 star property
9.2 out of 10, Wonderful, (10)
"Couldn’t find the park but everything else was great"
United States
Rebecca
The price is NT$2,878
NT$9,940 total
includes taxes & fees
Dec 1 - Dec 2
Sweet Surrender
Apartment | 2 bedrooms
Sleeps 4 Hot Tub Indoor Pool Mountain Views

Apartment in Gatlinburg

2.0 star property
9.4 out of 10, Exceptional, (6)
"Great view, very clean and relaxing "
United States
Lashaundra
Sleeps 4 Hot Tub Indoor Pool Mountain Views
Cabin, 2 Bedrooms | Living area
Rosey Bear 2 Bedroom Cabin

Cabin in Sevierville

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very prompt to communicate with the property also very clean quiet place to stay "
United States
Kenneth
The price is NT$6,699
NT$18,657 total
includes taxes & fees
Nov 30 - Dec 1
Rosey Bear 2 Bedroom Cabin
Family Cabin, 2 Bedrooms, Hot Tub, City View | Private kitchen | Fridge, microwave, oven, stovetop
Moonshine Ridge Cabin with Hot Tub and Fire Pit

Cabin in Pigeon Forge

5.0 star property
7.8 out of 10, Good, (9)
"Beautiful cabin everything we were looking for. "
United States
Milissa
Moonshine Ridge Cabin with Hot Tub and Fire Pit
House (2 Bedrooms) | Front of property
Mins to Dollywood: Boujee Bear Cabin w/ Hot Tub!

Cottage in Sevierville

3.0 star property
The price is NT$3,742
NT$12,074 total
includes taxes & fees
Nov 30 - Dec 1
Mins to Dollywood: Boujee Bear Cabin w/ Hot Tub!
Exterior
Laurel Point Resort

Aparthotel in Chalet Village

2.5 star property
8.8 out of 10, Excellent, (316)
"Great place with great views!! Need to make it a little more homey, like with throw blankets and pillows in living area. Also a few games to play or books. "
United States
Donna
Laurel Point Resort
Dining
Tree Tops by HoneyBear Cabins

Vacation Home in Chalet Village

4.0 star property
9.0 out of 10, Wonderful, (4)
"Beautiful property with amazing views of Smoky Mountains. Our family thoroughly enjoyed it. Incredible weather, can’t wait to go back ."
United States
Denise
The price is NT$6,850
NT$15,585 total
includes taxes & fees
Nov 30 - Dec 1
Tree Tops by HoneyBear Cabins
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chestnut Hill Hotel Reviews

Compass Hotel by Margaritaville

Compass Hotel by Margaritaville

10/10 Excellent
"Great stay and extremely clean and affordable! My kids loved the amenities."
Sam 1-night trip
Posted 22 hours ago
Compass Hotel by Margaritaville

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
  • Use the map to find apartments and other holiday homes in the Chestnut Hill neighbourhood you prefer
  • 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 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 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.