Search Cottages in Olean

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 28 Cottages in Olean with updated reviews, rates, and availability.

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, (101)
"Thanks David for another wonderful week. "
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, (11)
"great little getaway, very beautiful places around to drive to!"
The price is AED 327
AED 524 total
includes taxes & fees
27 Mar - 28 Mar
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!
Charming cottage, great for families, pet-friendly
Fridge, microwave, oven, stovetop

Charming cottage, great for families, pet-friendly

9.6 out of 10, Exceptional, (171)
"We had a great time at this house! The game room was excellent. We all spent most of our time in there. The kids especially loved it! We will be back!"
Charming cottage, great for families, pet-friendly
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 AED 496
AED 814 total
includes taxes & fees
27 Mar - 28 Mar
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, (19)
"Hot Tub was awesome as snow was falling."
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 | Microwave, oven, stovetop, highchair

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 | Microwave, oven, stovetop, dishwasher

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!
Spacious Victorian Home 1/4 Mi to Holiday Valley!
Outdoor dining

Spacious Victorian Home 1/4 Mi to Holiday Valley!

3.0 star property
Spacious Victorian Home 1/4 Mi to Holiday Valley!
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.
Don't see what you're looking for?
See all available properties in Olean
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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, (11)
"great little getaway, very beautiful places around to drive to!"
The price is AED 327
AED 524 total
includes taxes & fees
27 Mar - 28 Mar
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!
Outdoor spa tub

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

9.8 out of 10, Exceptional, (238)
"This was our second time as a group staying here. Had a great time as usual. Place was clean and organized. Would have liked to have the porch available to use but due to the snow understand that was not an option. Overall, great time and look forward to renting again next year. "
All-Season ski chalet in Ellicottville, NY, outdoor hot tub with stunning views!
Beautiful 6 bedroom Ellicottville Chalet
TV, fireplace, foosball

Beautiful 6 bedroom Ellicottville Chalet

10.0 out of 10, Exceptional, (51)
"The location and accommodations were excellent. The place is spacious and beautiful. The kitchen was our favorite hangout spot."
Beautiful 6 bedroom Ellicottville Chalet
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

Why book your cottage in Olean with Expedia?
We think that traveling should be hassle-free, so if you’re chasing cottages in Olean at a competitive price, Expedia has got you covered. Keep costs down and pick a wallet-friendly option far from the rush of the city, or book a 5-star cottage to spoil your favorite people.
How can I find cheap cottages in Olean?
With Expedia’s filter tool, sourcing cheap cottages in Olean has never been simpler. To view properties that are friendly on the wallet, narrow your search results by budget, star rating and amenities.