
Holiday rentals in Olean
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Top-rated holiday rentals in Olean
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Country Get Away Suite
If you're passing through town on your travels or a local looking for a private get away, this is the perfect place to kick back, relax and enjoy some peace and quiet. You can sit by the fire, look across to see fireflies in the field or tilt your head back to have an amazing star-gazing experience. A one of a kind property to make memories with friends, family, or for a special romantic get away. Access to 93 acres with trails to walk or mountain bike on, fields to wander through and wildlife.

Stylish & Secluded Hideaway, 5 mins to EVL
This private space is quietly tucked away in a stand of pines in the woods alongside Bryant Hill Creek. A wall of windows brings nature and natural light pouring into the space, and a fully-equipped kitchen and European bathroom provide modern comfort. Less than 4 miles outside of E-ville, it comfortably sleeps 2 adults and offers a chic and romantic setting for a couple to hide away with easy access to downtown. 4x4 a must in the snow, or simply park at the foot of the driveway. Tv & wifi.

Loft Condo in Wildflower
This is a ground level loft condo that is bright, clean and nicely updated. We are minutes from the Holiday Valley Resort and a short walk to the Village of Ellicottville. This condo offers AC for the summer and a gas fireplace for the winter. We have complimentary coffee and tea with cream and sugar on site. Kitchen is equipped with some spices, oils and cookware. We also supply clean linens and towels. This place is great for 2 to 6 guest for family or close friends with 3 beds and a futon .

Joe's Cozy Loft
Joe's Cozy Loft is now under new management! Expect the same great accommodations and amenities as before but with seamless and Superhost service. Your stay with us includes wifi, off street parking after business hrs, a luxurious 2 person jet tub, laundry capabilities, a private deck with grill and more. We are a short walk or drive to many local restaurants and taverns. We are nestled in the heart of the the Enchanted Mountains with easy access to Ellicottville skiing, Buffalo and much more!

Welcome to Pine Cone Cabin!
This cozy retreat is perfect for a getaway or to be near skiing, hunting (lots of public land nearby), or Houghton U. & Letchworth. It has a fully stocked kitchen, the master bedroom has a queen bed, and the loft has two twin beds. The living room is comfortable, and it is quiet!!! Hunters, check out the map in the pics. Even though you get the full "cabin life" experience, there's a full bathroom, Wi-Fi, and maybe amenities that make a start here comfortable and relaxing. Enjoy your stay!

Stylish 3-bedroom home near Ellicottville, NY
Stylish, entire residential 3 bedroom/ 1 bath home. Close to Ellicottville/skiing -30 mins., St. Bonaventure University, Cutco, Rock City Park, Allegany State Park, kayak launch, biking, and walking trail. Niagara Falls is a 1.5-hour drive, Zippo 30 minutes. Walmart and movie theater are 2 miles away. Many restaurants are nearby. A seasonal 2 screen drive-in movie theater-20 min. drive. 2 queen beds , 1 double bed, and a chair converts to a twin size bed. Fully equipped kitchen.

Chateau Pine, Ellicottville
Bienvenue! Welcome to Chateau Pine Ellicottville. Love where you stay and play! We are all about our guests' experience. Got kids? Basketball, Tennis, Volleyball, Soccer, Baseball, Playgrounds and a Skate Park are right in our backyard. Major Attractions: Downtown Ellicottville: 3/4 mile (2 min drive, 10-15 min walk) Holiday Valley: 2 miles (5 min drive) Holimont: 2.2 miles (6 min drive) Griffis Sculpture Park: 8.6 miles (14 min drive) Seneca Casino: 13.7 miles (20 min drive)

A tranquil cabin with a nice view on 90 acres.>
A semi remote, off the grid, newly constructed,comfortable 14' x 24' cabin with a 8' x 14' porch. Solar powered with running hot water and heat. Located on 90 acres of recreational and hunting land. The electricity is sourced from an on-site solar system, with a remote start generator to assure never losing power. This location is for those who are looking for an experience different from the hotel/motel setting. However, still providing all basic amenities Hunting is available.

SnowPine Condo, Sleeps 6, Patio, A/C
Cozy, renovated condo at SnowPine Village. Perfect for summer adventures with ski-in/ski-out access when the snow falls! 🌿 Great for hiking & outdoor fun 🏌️ Pickleball courts on site 🏡 Covered patio w/ grill & seating ❄️ Mini-split A/C, stay cool in summer 🛏️ King bed + loft w/ bunks, sleeps 6 🔥 Fireplace 🍳 Fully stocked kitchen 📶 Fast WiFi + Roku TVs 📍 Short drive to Ellicottville & Holiday Valley 🅿️ Ample parking (2 car limit in ski season)

Stylish & Inviting, Close to lake, 1BR-Sleeps 2
This unique place has a style all its own. This 1BR space "delivers" when it comes to comfort and convenience. Comes with a fully equipped kitchen and all the amenities to make your stay as comfortable and easy as possible. Has a deck if you would like to just relax or enjoy a meal. This cozy space is on the second story so if you have a hard time with stairs sadly we aren't the place for you. Try us out, you won't be disappointed!!

Cozy Cabin with a Vista - 500 Private Acres
Modern Cabin sitting on 500 private acres. We have private trails, fishing, and hiking available to all guests. Features 2 bedrooms with 4 twin beds, full kitchen, WiFi, DirecTV, gas fireplace, AC, sauna, and 1 full bath. Our cabin also has a large loft area with a futon and 4 twin beds. Comfortably sleeps between six and eight guests with air conditioning and heating. Kitchen stocked with cooking essentials.

Comfy studio nestled in the woods (New Listing)
Nestled in the forest only seven minutes’ drive from Holiday Valley, this contemporary style self-contained studio apartment is the perfect weekend getaway for skiing and nature-loving couples. With every luxury and convenience, you can home cook meals or barbecue on the deck overlooking the creek, with nothing but forest beyond. Relax and watch a movie on our LCD screen or use high speed internet on cable.
Popular amenities for Olean holiday rentals
Other great holiday rentals in Olean

Maple Weekend, Amish Trail, Cabin by Ellicottville

The Woodland Haven

Seneca Heights Oasis with Hot Tub

Aranar Landscape Hotels & Villas

Timberdoodle Lodge: Grammy's Cottage

Lakeside Cottage with Private Dock

Northern Homestead

Retro 2 BR bungalow free parking, Wi-Fi, big yard
When is the best time to visit Olean?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £74 | £75 | £76 | £72 | £78 | £82 | £92 | £87 | £79 | £87 | £106 | £86 |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 11°C | 5°C | 0°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Olean?
Olean has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Olean?
Experience the best of Olean with our apartment rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Olean?
Four-legged friends are welcome in Olean. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Olean?
Yes! Work meets play with ease at over 20 vacation rentals in Olean featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Olean have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Olean. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Olean have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Olean. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Olean have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Olean. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Olean have free parking?
Absolutely! We offer over 10 house rentals with free parking in Olean. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Olean

Total holiday rentals
Explore 50 holiday rentals in Olean

Nightly prices starting at
Olean holiday rentals start at £38 per night before taxes and fees

Verified guest reviews
Over 2,050 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Olean holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Olean rentals

4.8 Average rating
Olean stays are highly rated by guests – averaging 4.8 out of 5!
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