Woodside Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Woodside vacation rentals

Interior

Apartment in Chaffee

Beautiful and modern 3 bedroom, 1 bath Duplex. Sleeps 6
10.0 out of 10, Exceptional, (49 reviews)
"Enjoyed very much and will stay there again if available."
Canada
JEFF S.
The price is ￥21,020
￥41,065 total
includes taxes & fees
Feb 1 - Feb 2
Beautiful and modern 3 bedroom, 1 bath Duplex. Sleeps 6
Property grounds

Apartment in Ellicottville

Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
9.8 out of 10, Exceptional, (76 reviews)
"Space was clean and quiet. We loved how pet friendly the house was! The perfect spot for a getaway"
United States
Natalie Q.
The price is ￥18,684
￥36,244 total
includes taxes & fees
Jan 27 - Jan 28
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
Exterior

Chalet in Ellicottville

Unique Large Chalet w/ Hot Tub! A Hidden Gem!
The price is ￥155,544
￥278,430 total
includes taxes & fees
Jan 27 - Jan 28
Unique Large Chalet w/ Hot Tub! A Hidden Gem!
Premium Villa, Mountain View | Terrace/patio

Villa in Ellicottville

The Eagles Nest
4.5 star property
9.6 out of 10, Exceptional, (4 reviews)
"Our stay was perfect. The property manager, Jess, is very nice and was very relaxed and accommodating. The home had everything we needed and then some. Lots of space to relax, amazing views, and very peaceful. "
United States
Erin
The price is ￥41,402
￥64,379 total
includes taxes & fees
Jan 27 - Jan 28
The Eagles Nest
Fridge, microwave, oven, stovetop

Vacation Home in Springville

21min from Buffalo Bills Stadium! Family-sized home with game room & firepit.
10.0 out of 10, Exceptional, (15 reviews)
"We were happy with everything!"
United States
Bryan T.
The price is ￥21,798
￥46,978 total
includes taxes & fees
Jan 27 - Jan 28
21min from Buffalo Bills Stadium! Family-sized home with game room & firepit.
Smart TV

Chalet in Ellicottville

Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville
9.6 out of 10, Exceptional, (10 reviews)
"Great place for a getaway. Close to restaurants and shops. Cozy little place for two!"
United States
Jeremy S.
The price is ￥31,140
￥48,208 total
includes taxes & fees
Feb 4 - Feb 5
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville
Interior

Apartment in West Falls

Cozy Cuddler's Cottage
9.8 out of 10, Exceptional, (6 reviews)
"Great location for Sabres and Bills games "
United States
Darrin S.
The price is ￥19,463
￥44,196 total
includes taxes & fees
Jan 27 - Jan 28
Cozy Cuddler's Cottage
Fridge, microwave, oven, stovetop

Apartment in Cattaraugus

Cattaraugus, Your home away from home
10.0 out of 10, Exceptional, (5 reviews)
"Great stay. The place was clean and as described. "
United States
Mark S.
The price is ￥12,612
￥33,429 total
includes taxes & fees
Jan 27 - Jan 28
Cattaraugus, Your home away from home
Fridge, microwave, oven, stovetop

Apartment in Cattaraugus

Cattaraugus, Home sweet home!
8.0 out of 10, Very Good, (2 reviews)
"The kitchen was amazing and was so nice to host my family a few nights and have the cooking space!! There was a list of things to do upon entering which was great (I’m a local but moved long time ago) The only downside was the beds. They are very hard and I had to lay on pillows for some sort of relief. It was very disappointing as we drove there and we’re out on adventures everyday and would have preferred to sleep in better comfort. "
United States
Kayla
The price is ￥15,414
￥45,041 total
includes taxes & fees
Jan 27 - Jan 28
Cattaraugus, Home sweet home!
Interior

Apartment in Blasdell

Charming 2-bedroom apartment in Pleasant Blasdell with morning breakfast.
9.8 out of 10, Exceptional, (7 reviews)
"The place was fairly clean. Well stocked and the hosts were incredibly nice! "
United States
Matthew
The price is ￥21,020
￥42,281 total
includes taxes & fees
Jan 27 - Jan 28
Charming 2-bedroom apartment in Pleasant Blasdell with morning breakfast.
House, Balcony, Courtyard View | Dining

Villa in Ellicottville

The Kelly House
2.5 star property
The price is ￥53,688
￥84,023 total
includes taxes & fees
Jan 27 - Jan 28
The Kelly House
Private kitchen

Apartment in Hamburg

Home in Hamburg, NY.
9.8 out of 10, Exceptional, (6 reviews)
"The sofa bed was dirty other than that I’d stay there again "
United States
Bryan A.
The price is ￥23,822
￥34,509 total
includes taxes & fees
Jan 27 - Jan 28
Home in Hamburg, NY.
Property grounds

Vacation Home in Ellicottville

Quiet & Cozy Condo–Walk to Town,fireplace ,free shuttle 2 holiday valley resort
9.6 out of 10, Exceptional, (23 reviews)
"This property was perfect for my family. Very well kept and communication upon arrival was great!"
United States
Jessica
The price is ￥18,528
￥40,114 total
includes taxes & fees
Jan 27 - Jan 28
Quiet & Cozy Condo–Walk to Town,fireplace ,free shuttle 2 holiday valley resort
Exterior

Vacation Home in Ellicottville

Adorable Tiny House in heart of Ellicottville - minutes to ski, walk to town
9.8 out of 10, Exceptional, (6 reviews)
"Very cute and fun place to stay. Location is perfect!"
United States
Trudy P.
The price is ￥19,463
￥37,124 total
includes taxes & fees
Feb 3 - Feb 4
Adorable Tiny House in heart of Ellicottville - minutes to ski, walk to town
Interior

Apartment in West Falls

Spacious kid friendly apt near East Aurora
10.0 out of 10, Exceptional, (10 reviews)
"Great stay in a great location. "
United States
Anonymous traveler
The price is ￥31,140
￥59,680 total
includes taxes & fees
Jan 27 - Jan 28
Spacious kid friendly apt near East Aurora
Fridge, microwave, oven, stovetop

Vacation Home in Orchard Park

Charming 3-bedroom house in delightful Orchard Park with WiFi, AC
9.8 out of 10, Exceptional, (18 reviews)
"This was a great place -- the house is very clean and the location is perfect!"
United States
Tony C.
The price is ￥23,355
￥59,680 total
includes taxes & fees
Jan 27 - Jan 28
Charming 3-bedroom house in delightful Orchard Park with WiFi, AC
Desk, laptop workspace, iron/ironing board, free WiFi

Villa in Ellicottville

The Allen House
3.5 star property
The price is ￥58,076
￥82,753 total
includes taxes & fees
Feb 8 - Feb 9
The Allen House
TV, fireplace

Vacation Home in Ellicottville

Huge Home & Studio-Hot Tub-Sauna-Pet Friendly-Amazing Views
10.0 out of 10, Exceptional, (7 reviews)
"Awesome property! "
United States
Rashmi V.
The price is ￥73,274
￥144,731 total
includes taxes & fees
Jan 27 - Jan 28
Huge Home & Studio-Hot Tub-Sauna-Pet Friendly-Amazing Views
Exterior

Vacation Home in Ellicottville

Lincoln Boutique Motel- Lower Room #6
10.0 out of 10, Exceptional, (1 review)
"The Lincoln Motel was perfect for our one night stay in Ellicottville. Great vibe, contemporary feel, and close to the village. We will be back for sure! "
United States
Anonymous traveler
The price is ￥28,960
￥37,299 total
includes taxes & fees
Jan 28 - Jan 29
Lincoln Boutique Motel- Lower Room #6
6 bedrooms, iron/ironing board, free WiFi, bed sheets

Apartment in East Aurora

Beneath The Bank- All Five Rooms
10.0 out of 10, Exceptional, (1 review)
"The entire stay was outstanding. The location was perfect. The unit was amazing. Well appointed, extremely clean and well kept. Host was gracious and attentive. "
United States
Rich K.
The price is ￥131,956
￥227,849 total
includes taxes & fees
Jan 28 - Jan 29
Beneath The Bank- All Five Rooms
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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Top Woodside Hotel Reviews

The Tamarack Club

The Tamarack Club

10/10 Excellent
"Yes"
skip 1-night trip
Posted 2 days ago
The Tamarack Club

Find out more about Woodside

Search for holiday rentals in Woodside on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodside using one of the methods below:

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Look no further and take a look at our great range of rental properties in Woodside!

Frequently asked questions

Can I find vacation rentals in Woodside?

Yes, we have vacation rentals close to top sights in Woodside, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental that Woodside has to offer?

⛷️ Stunning 8 Bed Mountain Chalet | Steps from Holiday Valley | Hot Tub, Sauna, Theatre & Bar: This vacation home rental near Woodside is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a selection of games and a hot tub.

What can I see and do in Woodside?

While you're exploring the area, Eternal Flame Falls and Chestnut Ridge Park are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Kissing Bridge Ski Resort and Hamburg Fairgrounds.

What are vacation rentals like in Woodside?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Woodside. Vacation rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family getaway.