Holiday Rentals in Woodside

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Holiday Rentals in Woodside

Charming and cozy studio in Ellicottville, NY

Ellicottville
10.0 out of 10, Exceptional, (29)
"Great communication from the property owners, excellent place to stay. Close to everything, walkable into town of you wanted to. "
United States
CHRISTOPHER
The price is €204
includes taxes & fees
7 Dec - 8 Dec
Charming and cozy studio in Ellicottville, NY

Ski-in/out Condo, King Bed + Fireplace

Ellicottville
9.8 out of 10, Exceptional, (69)
"Property is super clean and host is super responsive. It was well stocked with essentials and super easy short one turn drive into town. Smart TV’s were easy to use and the outdoor grill was great for family BBQ dinner. Spiral staircase to the upper bedroom was very fun!"
United States
Brian C.
Ski-in/out Condo, King Bed + Fireplace

Ski-in/out Condo, King Bed + Fireplace

Great Valley
9.8 out of 10, Exceptional, (77)
"Great spot, ski in and ski out "
United States
Brett F.
The price is €185
includes taxes & fees
9 Dec - 10 Dec
Ski-in/out Condo, King Bed + Fireplace

Cool & Quiet Condo–Walk to Town, AC & Balcony. Across street from Holiday Resort

2.0 star property
Ellicottville
9.4 out of 10, Exceptional, (16)
"This property was perfect for my family. Very well kept and communication upon arrival was great!"
United States
Jessica
The price is €222
includes taxes & fees
5 Dec - 6 Dec
Cool & Quiet Condo–Walk to Town, AC & Balcony. Across street from Holiday Resort

Cozy Studio Near Holiday Valley & Village

Ellicottville
10.0 out of 10, Exceptional, (13)
"Great stay, very clean and many amenities! Hope to stay here again in the future!"
United States
Beth A.
The price is €177
includes taxes & fees
16 Dec - 17 Dec
Cozy Studio Near Holiday Valley & Village

The Eagles Nest

4.0 star property
Ellicottville
9.6 out of 10, Exceptional, (4)
"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 €366
includes taxes & fees
7 Dec - 8 Dec
The Eagles Nest

Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views

Ellicottville
9.8 out of 10, Exceptional, (74)
"We did a trip that had us stopping in Erie PA for two days then to Buffalo to see the falls for two days. We did a high end loft in Buffalo. After staying in 4 different places this was our most favorite. We had our German Shepherd with us and the big yard was perfect. If we had it to do over again we would go straight here. "
United States
Cliff R.
The price is €182
includes taxes & fees
7 Dec - 8 Dec
Updated & Modern w/ King Bed ~ Pet Friendly ~ Sleeps 4 ~ Beautiful views

Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

Ellicottville
9.6 out of 10, Exceptional, (7)
"Great place for a getaway. Close to restaurants and shops. Cozy little place for two!"
United States
Jeremy S.
The price is €194
includes taxes & fees
7 Dec - 8 Dec
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

Ellicottville
10.0 out of 10, Exceptional, (64)
"Beautiful property close to everything!"
United States
joshua m.
The price is €477
includes taxes & fees
7 Dec - 8 Dec
UNIQUE Log Style Cozy Ski Chalet - Walking Distance To Town - Pets Welcome

-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

Ellicottville
9.8 out of 10, Exceptional, (45)
"One night stay, but very easy and in a great location!"
United States
Dennis L.
The price is €414
includes taxes & fees
9 Dec - 10 Dec
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

Charming 2-bedroom condo in superb Ellicottville with AC, WiFi

Ellicottville
9.8 out of 10, Exceptional, (8)
"It was very clean and quiet and lots of space. Will definitely be back for another stay. "
United States
Ashley
The price is €538
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi

SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

Ellicottville
10.0 out of 10, Exceptional, (58)
"The property is positioned in a really great location for Ellicottville. Everything from the code to open the door, to the checkout instructions was clear and easy to understand. The area was nice and quiet, and the property is clean and well-maintained. Will definitely be staying here again! "
United States
Christopher B.
The price is €374
includes taxes & fees
7 Dec - 8 Dec
SPACIOUS TOWNHOME, GREAT SLOPE VIEWS - PERFECT FOR YOUR OUTDOOR GETAWAY!

Beautiful new Lake Erie- view rental

Hamburg
10.0 out of 10, Exceptional, (59)
"Very peaceful and quiet "
United States
Timothy
Beautiful new Lake Erie- view rental

Best Village Location! Firepit/Games/Bar/Yard/Outdoor Movie Theater/Etc.

Ellicottville
10.0 out of 10, Exceptional, (31)
"Perfect location, great house, wonderful hosts"
United States
Jennifer B.
The price is €532
includes taxes & fees
16 Dec - 17 Dec
Best Village Location! Firepit/Games/Bar/Yard/Outdoor Movie Theater/Etc.

Gondola House- fun central! Quick walk to village and slopes, Fun Central! Game Room, Hot Tub, Steps

2.5 star property
Ellicottville
10.0 out of 10, Exceptional, (14)
"Great accommodation. Plenty of room for everyone. Loved the game room"
United States
Elaine D.
The price is €800
includes taxes & fees
8 Dec - 9 Dec
Gondola House- fun central! Quick walk to village and slopes, Fun Central! Game Room, Hot Tub, Steps

Adorable Tiny House in heart of Ellicottville - minutes to ski, walk to town

2.0 star property
Ellicottville
9.6 out of 10, Exceptional, (5)
"Very cute and fun place to stay. Location is perfect!"
United States
Trudy P.
The price is €211
includes taxes & fees
10 Dec - 11 Dec
Adorable Tiny House in heart of Ellicottville - minutes to ski, walk to town

COME REST AT THE NEST! Year round, water front home close to Ellicottville!

Machias
10.0 out of 10, Exceptional, (74)
"We have stayed here several times and its always perfect. Look forward to coming back!"
United States
Vicky M.
The price is €256
includes taxes & fees
14 Dec - 15 Dec
COME REST AT THE NEST! Year round, water front home close to Ellicottville!

21min from Buffalo Bills Stadium! Family-sized home with game room & firepit.

Springville
10.0 out of 10, Exceptional, (14)
"We were happy with everything!"
United States
Bryan T.
21min from Buffalo Bills Stadium! Family-sized home with game room & firepit.

New Virtual Tour - Walkable to Town, 3 Bed 2.5 Bath

Ellicottville
10.0 out of 10, Exceptional, (54)
"Great townhouse, very clean, owners extremely responsive, would certainly stay there again! "
United States
Robert T.
The price is €625
includes taxes & fees
4 Jan - 5 Jan 2026
New Virtual Tour - Walkable to Town, 3 Bed 2.5 Bath

Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated

Ellicottville
9.8 out of 10, Exceptional, (53)
"We stayed for a birthday weekend and love it! The location was perfect, a short 20 minute walk to the main street in town with bars, restaurants, and shops. Close to holiday valley too. We had anything we could have needed and would book again."
United States
Samantha W.
The price is €346
includes taxes & fees
7 Dec - 8 Dec
Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated
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

Everything you need to know about Woodside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodside holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodside holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woodside holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodside. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodside holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodside holiday rentals we have selected for you start as low as €182 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodside rentals

At Expedia, we put the best Woodside holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Woodside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodside holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Woodside?

Yes, there are holiday rentals close to the most popular sights in Woodside, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Woodside has to offer?

Cool & Quiet Condo–Walk to Town, AC & Balcony. Across street from Holiday Resort: This holiday home rental outside of Woodside is located near skiing, and has a fireplace, a balcony and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

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 wider area, you’ll find Kissing Bridge Ski Resort and Hamburg Fairgrounds.

What are holiday rentals like in Woodside?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodside. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for families.