Olean Chalets

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Chalets in Olean

Family & Friends Retreat w/HotTub, Amazing Views, 5 big bedrooms & 14 acres

Family & Friends Retreat w/HotTub, Amazing Views, 5 big bedrooms & 14 acres

Ellicottville NY
Located in Ellicottville, this chalet is in a rural location, within a 5-minute drive of Nannen Arboretum and Balloons Restaurant & Night Club.
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

Ellicottville NY
$187 nightly
The price is $211 total per night
$211 total
Nov 1 - Nov 2
Total with taxes and fees
With a stay at this chalet, you'll be centrally located in Ellicottville, within a 10-minute drive of Holiday Valley Resort and Watson's Chocolates.
Hot Tub
Pet friendly
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

Ellicottville NY
$519 nightly
The price is $586 total per night
$586 total
Oct 21 - Oct 22
Total with taxes and fees
With a stay at this chalet, you'll be centrally located in Ellicottville, within a 10-minute drive of Holiday Valley Resort and Nannen Arboretum.
Kitchen
Washer
Cozy 3 bedroom chalet with hot tub in Ellicottville minutes from Holiday Valley.

Cozy 3 bedroom chalet with hot tub in Ellicottville minutes from Holiday Valley.

Great Valley NY
With a stay at this chalet in Great Valley, you'll be within a 5-minute drive of Holiday Valley Resort and Snow Pine Village.
Hot Tub
Kitchen
Spacious 6 Bedroom Chalet Near Holiday Valley

Spacious 6 Bedroom Chalet Near Holiday Valley

Ellicottville NY
With a stay at this chalet in Ellicottville, you'll be steps from Holiday Valley Resort and Sky Flyer Mountain Coaster.
Swiss Miss – Storybook A-Frame Retreat Near Holiday Valley & Ellicottville

Swiss Miss – Storybook A-Frame Retreat Near Holiday Valley & Ellicottville

Little Valley NY
With a stay at this chalet in Little Valley, you'll be within a 15-minute drive of Holiday Valley Resort and Nannen Arboretum.
Kitchen
Washer
Alpine Hideaway

Alpine Hideaway

Great Valley NY
With a stay at this chalet in Great Valley, you'll be 9.1 mi (14.6 km) from Holiday Valley Resort and 8.7 mi (14 km) from Snow Pine Village.
Air conditioning
Outdoor Space
Modern Chalet, 2 Acre lot, HOT TUB and NEW OUTDOOR FIREPIT

Modern Chalet, 2 Acre lot, HOT TUB and NEW OUTDOOR FIREPIT

Ellicottville NY
With a stay at this chalet in Ellicottville, you'll be in the mountains, within a 15-minute drive of Holiday Valley Resort and Snow Bird.
Hot Tub
Kitchen
Beautiful Ski Chalet with Hot Tub in Ellicottville

Beautiful Ski Chalet with Hot Tub in Ellicottville

Ellicottville NY
$520 nightly
The price is $588 total per night
$588 total
Oct 29 - Oct 30
Total with taxes and fees
With a stay at this chalet in Ellicottville, you'll be within a 10-minute drive of Holiday Valley Resort and Nannen Arboretum.
Kitchen
Washer
Beautiful 12 Bdrm Rustic Chalets Built For Large Group Entertaining w/ Privacy

Beautiful 12 Bdrm Rustic Chalets Built For Large Group Entertaining w/ Privacy

Great Valley NY
With a stay at this chalet in Great Valley, you'll be within a 15-minute drive of Holiday Valley Resort and Allegheny River.
Not Your Everyday Mini Chalet, foot of Holiday Valley Resort! Walk to Downtown

Not Your Everyday Mini Chalet, foot of Holiday Valley Resort! Walk to Downtown

Ellicottville NY
With a stay at this chalet in Ellicottville, you'll be within a 10-minute walk of Holiday Valley Resort and Sunrise Quad.
Pool
Kitchen
Spacious & Beautiful 8 Bdrm Chalet Set Up For Large Group Entertaining!

Spacious & Beautiful 8 Bdrm Chalet Set Up For Large Group Entertaining!

Great Valley NY
When you stay at this chalet in Great Valley, you'll be in the mountains and 15 minutes by car from Holiday Valley Resort.
Don't see what you're looking for?
See all available properties in Olean
View all properties
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.

Olean Chalets essential information

Accommodation
47 Chalets
Lowest Price
$211
Highest Price
$588
Popular accommodation
Family & Friends Retreat w/HotTub, Amazing Views, 5 big bedrooms & 14 acres, Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville, UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome, Cozy 3 bedroom chalet with hot tub in Ellicottville minutes from Holiday Valley., Spacious 6 Bedroom Chalet Near Holiday Valley, Swiss Miss – Storybook A-Frame Retreat Near Holiday Valley & Ellicottville, Alpine Hideaway, Modern Chalet, 2 Acre lot, HOT TUB and NEW OUTDOOR FIREPIT, Beautiful Ski Chalet with Hot Tub in Ellicottville, Beautiful 12 Bdrm Rustic Chalets Built For Large Group Entertaining w/ Privacy, Not Your Everyday Mini Chalet, foot of Holiday Valley Resort! Walk to Downtown, Spacious & Beautiful 8 Bdrm Chalet Set Up For Large Group Entertaining!

Top Picks