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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Featured Cottages in Olean and around

Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit
Smart TV, fireplace, books

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

10.0 out of 10, Exceptional, (102)
"The house was clean, cozy and well stocked. Our week was relaxing and enjoyable, we wouldn't change a thing."
Modern cottage located in 250 private acres Pond Fishing Hiking Fire Pit
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Exterior detail

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

10.0 out of 10, Exceptional, (12)
"I loved staying here and would def come again. "
The price is €142
includes taxes & fees
28 Apr - 29 Apr
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Lime Lake Cottage w/ Lakefront Deck & Dock!
Terrace/patio

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
Smart TV, stereo

Stargazer... magnificent, picturesque view

9.8 out of 10, Exceptional, (51)
"Very accurate to listing. Property was perfect for my birthday weekend with my boyfriend and dogs. Beautiful views even in snowy weather. Lisa is AMAZING!!! We had a small accident and she replied and came to help very quickly!!! Could not have asked for a better weekend! Town of Wellsville is beautiful as well. "
The price is €207
includes taxes & fees
4 May - 5 May
Stargazer... magnificent, picturesque view
Lovely Cottage That Is Completely New With All The Luxuries You Would Want!
Property grounds

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

10.0 out of 10, Exceptional, (122)
"We had another wonderful stay at the cottage and truly appreciate the peaceful atmosphere both inside and out. The space had everything we needed to stay comfortable and cozy, especially with the weather in the teens, including great internal temperature, fireplace and bedding. The snowfall made it even more magical! Can't wait to return again. Thank you so much! "
Lovely Cottage That Is Completely New With All The Luxuries You Would Want!
Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.
Terrace/patio

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

9.8 out of 10, Exceptional, (10)
"So cozy and warm rolling hills covered with snow. So many good eating establishments and the best host and hostess.Its are favorite getaway "
Cozy, upgraded, pet friendly cabin, formerly Cuba Lake Vintage Duck House.
Updated Cuba Lake Retreat. Pontoon Available
Interior

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
Private Dock & Lake Views: Home on Lime Lake
Living area

Private Dock & Lake Views: Home on Lime Lake

Private Dock & Lake Views: Home on Lime Lake
Private Cottage at Saisons Inn in Ellicottville, New York
Outdoor pool, a heated pool

Private Cottage at Saisons Inn in Ellicottville, New York

9.8 out of 10, Exceptional, (20)
"Sweet cozy cottage with an amazing host!! The property owners were more than accommodating and very sweet! The hot tub was huge- great for relaxing. On the day of checkout the husband and wife team made a spectacular home cooked breakfast and were so nice. I would absolutely recommend this property and I will definitely be going back! "
Private Cottage at Saisons Inn in Ellicottville, New York
2-bedroom lakefront cottage on Rushford Lake with private dock.
Fridge, microwave, oven, stovetop

2-bedroom lakefront cottage on Rushford Lake with private dock.

2-bedroom lakefront cottage on Rushford Lake with private dock.
Private Dock & Lake Views: Home on Lime Lake
Interior

Private Dock & Lake Views: Home on Lime Lake

3.0 star property
Private Dock & Lake Views: Home on Lime Lake
Mountain-view Home in Great Valley w/ Large Yard!
House (2 Bedrooms) | Interior

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!
Nationally Registered Usonian Cottage at Lynn Hall by FLW's Fallingwater Builder
Smart TV, fireplace, books, stereo

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
Salamanca Home ~ 9 Mi to Holiday Valley Resort
House (2 Bedrooms) | Private kitchen

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!
House (4 Bedrooms) | Interior

Charming Historic Home ~ 1 Mi to Dtwn Olean!

3.0 star property
Charming Historic Home ~ 1 Mi to Dtwn Olean!
Great Valley Home w/ On-site Pond, 7 Mi to Skiing!
Interior

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!
Pet-friendly Franklinville Farmhouse w/ Sunroom!
House (3 Bedrooms) | Private kitchen

Pet-friendly Franklinville Farmhouse w/ Sunroom!

3.0 star property
Pet-friendly Franklinville Farmhouse w/ Sunroom!
Peaceful Allegany Home, Walk to Sbu!
Interior

Peaceful Allegany Home, Walk to Sbu!

3.0 star property
Peaceful Allegany Home, Walk to Sbu!
Lime Lake Cottage w/ Lakefront Deck & Dock!
Interior

Lime Lake Cottage w/ Lakefront Deck & Dock!

3.0 star property
Lime Lake Cottage w/ Lakefront Deck & Dock!
Mountaintop Ellicottville Home: 7 Mi to Ski Resort
House (5 Bedrooms) | Interior

Mountaintop Ellicottville Home: 7 Mi to Ski Resort

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

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

10.0 out of 10, Exceptional, (12)
"I loved staying here and would def come again. "
The price is €142
includes taxes & fees
28 Apr - 29 Apr
Cozy Country Get Away Suite with a view of the Enchanted Mountains
Beautiful & Cozy home
Private kitchen

Beautiful & Cozy home

9.4 out of 10, Exceptional, (3)
"Great stay . "
The price is €229
includes taxes & fees
1 May - 2 May
Beautiful & Cozy home
Charming Historic Home ~ 1 Mi to Dtwn Olean!
Fridge, microwave, stovetop, dishwasher

Charming Historic Home ~ 1 Mi to Dtwn Olean!

8.8 out of 10, Excellent, (13)
"Awesome house, only issue was cleanliness of the coffee cups. Most of them looked dirty. Other than that we would definitely rent the home again. I have family and friends who are interested in renting it in the future. Also, lots of food items opened (like sugar, spices) I wouldn't use something that is already opened."
Charming Historic Home ~ 1 Mi to Dtwn Olean!
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.