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Compare 20 Cottages in Olean with updated reviews, rates, and availability.

Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit

10.0 out of 10, Exceptional, (95)
"Quiet, only nature sounds when on trails and near house. Pretty private, beautiful scenery, hiking & fishing. Stargazing is incredible here, LOOK UP! My girlfriend and I stayed at David’s cottage to unplug and unwind for our anniversary. While we found ourselves using the tv as Penn state disappointed us against OSU, that was the only disappointment during the wonderful weekend we had. The immediate back yard had a great view of the hillside. The house was well stocked for our long weekend,...
Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit

Charming cottage, great for families, pet-friendly

9.6 out of 10, Exceptional, (164)
"The house was absolutely perfect for our trip! The house had all kinds of fun stuff to use including the hot tub which was amazing after walking all day at the fall festival. We would definitely come back. "
Charming cottage, great for families, pet-friendly

Cozy Country Get Away Suite with a view of the Enchanted Mountains

10.0 out of 10, Exceptional, (11)
"great little getaway, very beautiful places around to drive to!"
The price is AED 327
AED 524 total
includes taxes & fees
24 Dec - 25 Dec
Cozy Country Get Away Suite with a view of the Enchanted Mountains

Lovely Cottage That Is Completely New With All The Luxuries You Would Want!

10.0 out of 10, Exceptional, (118)
"This is just what we needed. Quiet and peaceful. Thanks Bette"
Lovely Cottage That Is Completely New With All The Luxuries You Would Want!

Lime Lake Cottage w/ Lakefront Deck & Dock!

9.6 out of 10, Exceptional, (5)
"Family member also on lake so we enjoyed water sports with them."
Lime Lake Cottage w/ Lakefront Deck & Dock!

Stargazer... magnificent, picturesque view

9.8 out of 10, Exceptional, (49)
"We love it! It’s beautiful! Warm! Clean! Spacious! Great view! "
The price is AED 496
AED 822 total
includes taxes & fees
5 Jan - 6 January 2025
Stargazer... magnificent, picturesque view

Private Cottage at Saisons Inn in Ellicottville, New York

9.8 out of 10, Exceptional, (16)
"We had a great stay! We would stay again with JY and Deborah:) They were great and very accommodating!"
Private Cottage at Saisons Inn in Ellicottville, New York

Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.

9.8 out of 10, Exceptional, (9)
"Great spot, friendly owner, lot's of fun things to do, just an overall great time! "
Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.

Updated Cuba Lake Retreat. Pontoon Available

10.0 out of 10, Exceptional, (1)
"Very comfortable and quiet loved it"
Updated Cuba Lake Retreat. Pontoon Available

Salamanca Home ~ 9 Mi to Holiday Valley Resort

3.0 star property
10.0 out of 10, Exceptional, (1)
"The stay was amazing, the host was wonderful. Property in Great shape. Can't wait to go again."
Salamanca Home ~ 9 Mi to Holiday Valley Resort

Charming Historic Home ~ 1 Mi to Dtwn Olean!

3.0 star property
Charming Historic Home ~ 1 Mi to Dtwn Olean!

Nationally Registered Usonian Cottage at Lynn Hall by FLW's Fallingwater Builder

10.0 out of 10, Exceptional, (1)
"The owners have done an amazing job restoring this fabulous piece of organic modernism architecture to its fullest. Not only is it authentic, it is tasteful and high-end in every aspect - all the amenities are quality. We felt immersed in luxury yet comfortable and relaxed. The owners’ tour is not to be missed, informative, delicious appetizers and wine, and added a deeper dimension to our stay. Cannot recommend this stay enough if you want to spoil yourself while out in the Pennsylvania Wilds!"
Nationally Registered Usonian Cottage at Lynn Hall by FLW's Fallingwater Builder

Mountain-view Home in Great Valley w/ Large Yard!

3.0 star property
8.0 out of 10, Very Good, (1)
"We liked the house, however we were not able to enjoy the outside because of the rain all weekend. It was situated close to the area we were interested in visiting and we were able to enjoy the casino and shopping.Thank you for having us."
Mountain-view Home in Great Valley w/ Large Yard!

Lime Lake Cottage w/ Lakefront Deck & Dock!

3.0 star property
Lime Lake Cottage w/ Lakefront Deck & Dock!

Entire Chalet! Hot Tub! Vaulted Timber Ceiling! AC

Entire Chalet! Hot Tub! Vaulted Timber Ceiling! AC

Pet-friendly Franklinville Farmhouse w/ Sunroom!

3.0 star property
Pet-friendly Franklinville Farmhouse w/ Sunroom!

Great Valley Home w/ On-site Pond, 7 Mi to Skiing!

3.0 star property
Great Valley Home w/ On-site Pond, 7 Mi to Skiing!

Spacious Victorian Home 1/4 Mi to Holiday Valley!

3.0 star property
Spacious Victorian Home 1/4 Mi to Holiday Valley!

Mountaintop Ellicottville Home: 7 Mi to Ski Resort

3.0 star property
Mountaintop Ellicottville Home: 7 Mi to Ski Resort

Peaceful Allegany Home, Walk to Sbu!

3.0 star property
Peaceful Allegany Home, Walk to Sbu!
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 property types in Olean

Cozy Country Get Away Suite with a view of the Enchanted Mountains

10.0 out of 10, Exceptional, (11)
"great little getaway, very beautiful places around to drive to!"
The price is AED 327
AED 524 total
includes taxes & fees
24 Dec - 25 Dec
Cozy Country Get Away Suite with a view of the Enchanted Mountains

All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!

9.8 out of 10, Exceptional, (228)
"We have stayed at this property several times and it never disappoints. "
All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!

New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥

10.0 out of 10, Exceptional, (30)
"The Chalet was exactly what we needed for our large family to feel cozy and rejuvenated. The layout of the home allowed everyone to spread out for privacy and personal space, while also allowing ample space in the common areas for gathering together for fellowship and group activities. The setting of the home in the hills and farmlands is just stunningly picturesque, complete with wildlife and gorgeous vistas. The fire pit area was a hit for making s’mores and sharing stories. The decks and...
The price is AED 4,720
AED 7,286 total
includes taxes & fees
26 Dec - 27 Dec
New & Stunning Chalet!⛷ A+ Reno, Hot-Tub, Barrel Sauna, Slope Views, Fire Pit🔥
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

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