Chestnut Hill Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chestnut Hill vacation rentals

Westgate Smoky Mountain Resort & Water Park

Westgate Smoky Mountain Resort & Water Park
4.0 star property
Gatlinburg
8.4 out of 10, Very Good, (1,234 reviews)
"We loved our stay"
United States
Minikai
$173 nightly
The price is $195
May 26 - May 27
Total with taxes and fees
Westgate Smoky Mountain Resort & Water Park

The Good Place

The Good Place
5.0 star property
Sevierville
10.0 out of 10, Exceptional, (3 reviews)
"The cabin was spotless with so many amenities. Their hospitality made this trip special for my family and we can’t wait to come back next year! "
United States
Giovann
$576 nightly
The price is $649
Jun 20 - Jun 21
Total with taxes and fees
The Good Place

Gnoming Around

Gnoming Around
3.5 star property
Gatlinburg
9.4 out of 10, Exceptional, (21 reviews)
"super nice"
United States
Danielle
$293 nightly
The price is $330
May 27 - May 28
Total with taxes and fees
Gnoming Around

Smoky Mountain Log Cabin Just For Two-Gatlinburg TN

Smoky Mountain Log Cabin Just For Two-Gatlinburg TN
Gatlinburg
9.2 out of 10, Wonderful, (234 reviews)
"Super cozy cabin. Perfect for a simple weekend getaway. "
United States
Shannon P.
$182 nightly
The price is $202
May 27 - May 28
Total with taxes and fees
Smoky Mountain Log Cabin Just For Two-Gatlinburg TN

Beautiful Open Views, Very Private, Gas Fireplace's on all year & more!

Beautiful Open Views, Very Private, Gas Fireplace's on all year & more!
Gatlinburg
10.0 out of 10, Exceptional, (419 reviews)
"This cabin is absolutely beautiful with a gorgeous view!!"
United States
Kelly E.
Beautiful Open Views, Very Private, Gas Fireplace's on all year & more!

Fireflies and Moonshine

Fireflies and Moonshine
3.5 star property
Gatlinburg
9.8 out of 10, Exceptional, (32 reviews)
"Place was amazing "
United States
Michael
$377 nightly
The price is $425
May 27 - May 28
Total with taxes and fees
Fireflies and Moonshine

Smokies Log Cabin, Hot Tub After Every Hike, 10 Min to Pigeon Forge & Gatlinburg

Smokies Log Cabin, Hot Tub After Every Hike, 10 Min to Pigeon Forge & Gatlinburg
Sevierville
10.0 out of 10, Exceptional, (141 reviews)
"We had a wonderful stay! Everything was exactly as described. We enjoyed everything and the cabin had everything that we needed! Looking forward to return."
United States
Daniel
$352 nightly
The price is $391
Jun 14 - Jun 15
Total with taxes and fees
Smokies Log Cabin, Hot Tub After Every Hike, 10 Min to Pigeon Forge & Gatlinburg

Ultra Views Of Great Smoky Mountains & Mt. LeConte

Ultra Views Of Great Smoky Mountains & Mt. LeConte
Gatlinburg
9.8 out of 10, Exceptional, (108 reviews)
"It was a great stay with a beautiful view. Great location as well."
United States
Kyle B.
$341 nightly
The price is $379
Jun 2 - Jun 3
Total with taxes and fees
Ultra Views Of Great Smoky Mountains & Mt. LeConte

Mountain Heaven Cabin in Pigeon Forge

Mountain Heaven Cabin in Pigeon Forge
Sevierville
9.8 out of 10, Exceptional, (254 reviews)
"Great place to stay near all pigeon forge activities and convenient to gatlinburg."
United States
Jesse E.
$341 nightly
The price is $380
May 26 - May 27
Total with taxes and fees
Mountain Heaven Cabin in Pigeon Forge

A Cabin With An Extraordinary View

A Cabin With An Extraordinary View
Pigeon Forge
9.0 out of 10, Wonderful, (392 reviews)
"Hot tub was great. My son loved the pool table. "
United States
Tammy
$253 nightly
The price is $281
May 28 - May 29
Total with taxes and fees
A Cabin With An Extraordinary View

Stay in a Yurt! Cozy Comfort & Nature Bliss

Stay in a Yurt! Cozy Comfort & Nature Bliss
Gatlinburg
9.4 out of 10, Exceptional, (81 reviews)
"It was great stay!"
United States
Cheng C.
$300 nightly
The price is $333
May 25 - May 26
Total with taxes and fees
Stay in a Yurt! Cozy Comfort & Nature Bliss

Whispering Pines Retreat By Ghosal Luxury Lodging

Whispering Pines Retreat By Ghosal Luxury Lodging
4.0 star property
Gatlinburg
10.0 out of 10, Exceptional, (11 reviews)
"Will book again in the future! "
United States
Charity
$765 nightly
The price is $862
Jun 7 - Jun 8
Total with taxes and fees
Whispering Pines Retreat By Ghosal Luxury Lodging

Amazing Views! Hot Tub,Pool Table,Fireplace,Relax!

Amazing Views! Hot Tub,Pool Table,Fireplace,Relax!
Gatlinburg
10.0 out of 10, Exceptional, (265 reviews)
"Cabin was clean and cozy, hot tub was nice and the views were incredible! "
United States
Olivia N.
$231 nightly
The price is $255
May 25 - May 26
Total with taxes and fees
Amazing Views! Hot Tub,Pool Table,Fireplace,Relax!

3 minutes to parkway!! Hot tub!! Flat driveway!!

3 minutes to parkway!! Hot tub!! Flat driveway!!
Pigeon Forge
10.0 out of 10, Exceptional, (56 reviews)
"Loved the cabin, family friendly, great location, and fair pricing."
United States
Kassie J.
$336 nightly
The price is $372
May 25 - May 26
Total with taxes and fees
3 minutes to parkway!! Hot tub!! Flat driveway!!

Private wrap around deck, hot tub under the stars, dog run, horseshoe, fire pit

Private wrap around deck, hot tub under the stars, dog run, horseshoe, fire pit
Sevierville
9.8 out of 10, Exceptional, (266 reviews)
"Mary Beth was a very good host, and the house was perfect and I’m sure we will be back."
United States
Tracie R.
$540 nightly
The price is $577
Jun 13 - Jun 14
Total with taxes and fees
Private wrap around deck, hot tub under the stars, dog run, horseshoe, fire pit

A Bearadise

A Bearadise
5.0 star property
Pigeon Forge
10.0 out of 10, Exceptional, (15 reviews)
"Awesome property easy check in can't wait to go back!!"
United States
teresa
$453 nightly
The price is $509
May 27 - May 28
Total with taxes and fees
A Bearadise

Smoky Top Cabin

Smoky Top Cabin
5.0 star property
Sevierville
10.0 out of 10, Exceptional, (1 review)
$459 nightly
The price is $518
May 27 - May 28
Total with taxes and fees
Smoky Top Cabin

Privacy with a view ! Romantic. Great getaway/honeymoon spot. Wifi/TV, Free Tix

Privacy with a view ! Romantic. Great getaway/honeymoon spot. Wifi/TV, Free Tix
Gatlinburg
10.0 out of 10, Exceptional, (447 reviews)
"Great cabin! Great host! Wonderful private view of a gorgeous mountain. True romantic lovers getaway destination!"
United States
Jason B.
$293 nightly
The price is $326
May 31 - Jun 1
Total with taxes and fees
Privacy with a view ! Romantic. Great getaway/honeymoon spot. Wifi/TV, Free Tix

Sunrise Woods Retreat

Sunrise Woods Retreat
5.0 star property
Sevierville
9.4 out of 10, Exceptional, (6 reviews)
"Super clean and comfy! And best of all very close to all the attractions. My family loved it!!"
United States
ROCIO
$316 nightly
The price is $357
May 26 - May 27
Total with taxes and fees
Sunrise Woods Retreat

Smoky Mountain Top Cabin, New Hot Tub, 10 mins to Gatlinburg or Pigeon Forge

Smoky Mountain Top Cabin, New Hot Tub, 10 mins to Gatlinburg or Pigeon Forge
Sevierville
9.4 out of 10, Exceptional, (134 reviews)
"Great place! Neat spot. "
United States
Patrick H.
$296 nightly
The price is $329
May 26 - May 27
Total with taxes and fees
Smoky Mountain Top Cabin, New Hot Tub, 10 mins to Gatlinburg or Pigeon Forge
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chestnut Hill Hotel Reviews

Find out more about Chestnut Hill

Everything you need to know about Chestnut Hill vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chestnut Hill vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chestnut Hill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chestnut Hill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chestnut Hill. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chestnut Hill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $59 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chestnut Hill rentals

At Expedia, we put the best Chestnut Hill vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chestnut Hill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chestnut Hill vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chestnut Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.