Woodside Vacation Rentals

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Our top choices for Woodside vacation rentals

9.8 out of 10, Exceptional, (79 reviews)
"Super cute place! Very cozy we all enjoyed our stay. Thank you "
United States
Scott R M.
The price is ¥15,816
¥32,170 total
includes taxes & fees
Mar 23 - Mar 24
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views
9.8 out of 10, Exceptional, (85 reviews)
"Clean and well supplied. Nice back deck where the family enjoyed playing games that were available. Enjoyed our stay."
United States
Carrie B.
The price is ¥16,132
¥34,129 total
includes taxes & fees
Mar 17 - Mar 18
Ski-in/out Condo, King Bed + Fireplace
10.0 out of 10, Exceptional, (17 reviews)
"Great place across the road from The ski hill and close to town. Great coffee station with keurig, nespresso and even coffee beans and grinder if you wanted to brew a pot! Clean and cozy would definitely book again! "
Canada
Leslie
The price is ¥13,127
¥28,767 total
includes taxes & fees
Mar 24 - Mar 25
Cozy Studio Near Holiday Valley & Village
9.8 out of 10, Exceptional, (72 reviews)
"Comfortable, clean and has everything you need and some extras. Great location. Very good host.Had a great stay."
Canada
Debrah P.
The price is ¥16,374
¥34,304 total
includes taxes & fees
Apr 1 - Apr 2
Ski-in/out Condo, King Bed + Fireplace

Apartment in West Falls

Cozy Cuddler's Cottage
9.8 out of 10, Exceptional, (7 reviews)
"Great location for Sabres and Bills games "
United States
Darrin S.
The price is ¥15,816
¥40,298 total
includes taxes & fees
Mar 16 - Mar 17
Cozy Cuddler's Cottage
9.6 out of 10, Exceptional, (27 reviews)
"Great spot! Would absolutely stay here again!"
United States
Brittney O.
The price is ¥17,239
¥37,352 total
includes taxes & fees
Mar 29 - Mar 30
Quiet & Cozy Condo–Walk to Town,fireplace ,free shuttle 2 holiday valley resort
10.0 out of 10, Exceptional, (6 reviews)
"Great stay. The place was clean and as described. "
United States
Mark S.
The price is ¥12,811
¥33,421 total
includes taxes & fees
Mar 13 - Mar 14
Cattaraugus, Your home away from home
10.0 out of 10, Exceptional, (80 reviews)
"We came for the fall fest, this location was great. Exactly as listed ans had everything we could need. "
United States
Kristen D.
The price is ¥27,678
¥45,931 total
includes taxes & fees
Mar 15 - Mar 16
REST AT THE NEST! Water front home close to ski slopes and Ellicottville!

Apartment in Cattaraugus

Cattaraugus, Home sweet home!
7.4 out of 10, Good, (3 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 ¥15,738
¥45,987 total
includes taxes & fees
Mar 13 - Mar 14
Cattaraugus, Home sweet home!

Villa in Ellicottville

The Allen House
3.5 star property
The price is ¥34,004
¥55,822 total
includes taxes & fees
Mar 17 - Mar 18
The Allen House
10.0 out of 10, Exceptional, (67 reviews)
"it was a great time the accommodations where perfect. great location and lovely town house. "
United States
Louann M.
The price is ¥18,362
¥54,169 total
includes taxes & fees
Mar 18 - Mar 19
SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!
10.0 out of 10, Exceptional, (49 reviews)
"Enjoyed very much and will stay there again if available."
Canada
JEFF S.
The price is ¥21,352
¥41,889 total
includes taxes & fees
Mar 18 - Mar 19
Beautiful and modern 3 bedroom, 1 bath Duplex. Sleeps 6
9.4 out of 10, Exceptional, (54 reviews)
"Super close to everything. "
United States
Alicia H.
The price is ¥16,939
¥48,451 total
includes taxes & fees
Mar 15 - Mar 16
New! Ideal location! Walk to Town! Family Fun! Mountain/Park Views! Pet Friendly
10.0 out of 10, Exceptional, (15 reviews)
"We were happy with everything!"
United States
Bryan T.
The price is ¥22,142
¥46,837 total
includes taxes & fees
Mar 25 - Mar 26
21min from Buffalo Bills Stadium! Family-sized home with game room & firepit.
9.8 out of 10, Exceptional, (19 reviews)
"Great place! Will hopefully stay again soon!!! Host was fantastic!!! "
United States
John F.
The price is ¥17,964
¥37,897 total
includes taxes & fees
Apr 1 - Apr 2
Ski-in/out Condo, King Bed, 2 Full Baths

Villa in Ellicottville

The Kelly House
3.0 star property
The price is ¥55,087
¥85,974 total
includes taxes & fees
Mar 24 - Mar 25
The Kelly House
4.5 star property
9.6 out of 10, Exceptional, (5 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 ¥41,229
¥64,461 total
includes taxes & fees
Mar 22 - Mar 23
The Eagles Nest, Couples Escape - Hot Tub & Views
The price is ¥98,929
¥171,662 total
includes taxes & fees
Mar 13 - Mar 14
New Chalet has 2 Bedroom guest apartment ground level 1.2 from Ellicottvile
10.0 out of 10, Exceptional, (10 reviews)
"Great stay in a great location. "
United States
Anonymous traveler
The price is ¥19,770
¥45,246 total
includes taxes & fees
Mar 16 - Mar 17
Spacious kid friendly apt near East Aurora
9.6 out of 10, Exceptional, (11 reviews)
"Everything was fabulous! The room was perfect and had everything we needed. It was a perfect getaway!"
United States
Kristin H.
The price is ¥20,561
¥33,957 total
includes taxes & fees
Mar 29 - Mar 30
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville
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

Find out more about Woodside

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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. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. 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 Gaming at the 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.