Woodside Holiday Rentals

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Holiday Rentals in Woodside

Charming 4-bedroom house with AC in Orchard Park - hometown of the Buffalo Bills

10.0 out of 10, Exceptional, (7)
The price is NZ$895
includes taxes & fees
6 Oct - 7 Oct
Charming 4-bedroom house with AC in Orchard Park - hometown of the Buffalo Bills

3 Bedroom Townhouse with Hot Tub

9.6 out of 10, Exceptional, (21)
"Very nice time will definitely return."
3 Bedroom Townhouse with Hot Tub

Family & Friends Retreat w/HotTub, Amazing Views, 5 big bedrooms & 14 acres

9.2 out of 10, Wonderful, (10)
"Perfect for our large group with lots of beds, and close proximity to skiing and downtown. "
Family & Friends Retreat w/HotTub, Amazing Views, 5 big bedrooms & 14 acres

Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room

9.8 out of 10, Exceptional, (152)
"It was perfect. "
The price is NZ$1,215
includes taxes & fees
6 Oct - 7 Oct
Quality in Town, Hot Tub Great Reviews!CLEAN! Comfy Beds Photo wall Game room

Home in Hamburg, NY.

The price is NZ$403
includes taxes & fees
27 Oct - 28 Oct
Home in Hamburg, NY.

33 W. Washington - Large Village Home with Room for the Whole Family!

9.6 out of 10, Exceptional, (80)
"Had a great stay as always!"
The price is NZ$1,060
includes taxes & fees
6 Oct - 7 Oct
33 W. Washington - Large Village Home with Room for the Whole Family!

Ellicottville all-Season chalet

9.8 out of 10, Exceptional, (254)
"This was the perfect house for a family getaway! They had everything you could need for the weekend. I would definitely recommend this to others! "
Ellicottville all-Season chalet

Clean,Cozy &Updated Home with Jacuzzi, Fenced in yard, BarShed, Firepit & MORE!

10.0 out of 10, Exceptional, (2)
"We were in town for a Bills game. This house was great! Very clean, lots of cool features, nice neighborhood. Stacie was a great host and gave good recommendations and information about the area. Easy check in/out. We walked to the Bills game, so we didn't have to pay for parking (the new stadium will be even closer). It was a great time. Would definitely recommend!"
Clean,Cozy &Updated Home with Jacuzzi, Fenced in yard, BarShed, Firepit & MORE!

NEWLY BUILT condo - premium features, game room, firepit, short walk to village

10.0 out of 10, Exceptional, (17)
"Thank you for a great stay"
The price is NZ$1,490
includes taxes & fees
31 Oct - 1 Nov
NEWLY BUILT condo - premium features, game room, firepit, short walk to village

Rental House located TWO minutes walking distance to Ellicottville town!

10.0 out of 10, Exceptional, (70)
"We have been going to holiday valley for 27 years and our stay here checked all the boxes. As advertisedGreat locationPlenty of roomEveryone had their own bathWill be staying here again"
Rental House located TWO minutes walking distance to Ellicottville town!

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

9.8 out of 10, Exceptional, (53)
"Great location, great communication with owner, great snow! Perfect size for family of 4. "
The price is NZ$673
includes taxes & fees
6 Oct - 7 Oct
Across from Holiday Valley, sleeps 10, entire TH, walk to VLG, CLEAN, updated

Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

9.6 out of 10, Exceptional, (7)
"Great time, perfect place for our little getaway. Loved the hot tub!"
The price is NZ$376
includes taxes & fees
13 Oct - 14 Oct
Timberline Lodge - Ski Wing - Charming chalet in downtown Ellicottville

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

9.8 out of 10, Exceptional, (41)
"One night stay, but very easy and in a great location!"
The price is NZ$884
includes taxes & fees
28 Oct - 29 Oct
-RARE- In-Village rental! 4-Bedrooms w HOT TUB & AC

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

10.0 out of 10, Exceptional, (69)
"We have stayed here several times and its always perfect. Look forward to coming back!"
COME REST AT THE NEST! Year round, water front home close to Ellicottville!

A Cozy home away from home 1 Bedroom Apartment

9.8 out of 10, Exceptional, (42)
"Was close to the activities we were doing!"
The price is NZ$294
includes taxes & fees
14 Oct - 15 Oct
A Cozy home away from home 1 Bedroom Apartment

Charming 3-bedroom house in delightful Orchard Park with WiFi, AC

10.0 out of 10, Exceptional, (13)
"Very nice house to stay in. Very well stocked and location was amazing. Will definitely use again for Bills games."
The price is NZ$657
includes taxes & fees
6 Oct - 7 Oct
Charming 3-bedroom house in delightful Orchard Park with WiFi, AC

Spotless & Cozy Renovated Loft. Comfort & Convenience in Lake View, NY.

9.0 out of 10, Wonderful, (4)
"Very clean and comfortable would stay there again ! "
Spotless & Cozy Renovated Loft. Comfort & Convenience in Lake View, NY.

⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️

9.8 out of 10, Exceptional, (33)
"Great location and the place was very clean"
⛰️HISTORIC COMFY CONDO IN HEART OF ELLICOTTVILLE, PVT PARKING, FLEXIBLE CANCEL⛰️

Angola on the Lake- Grandview Bay-25 minutes from Highmark Stadium

9.6 out of 10, Exceptional, (7)
"Family loved the beach right out the back door. Beautiful sunsets, wonderful sandy beach area, back seating area to enjoy watching the kids play. House was much nicer than the photos and more roomy than we anticipated. We enjoyed our stay and didn't want to leave. Hoping to come back next year."
Angola on the Lake- Grandview Bay-25 minutes from Highmark Stadium

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

9.8 out of 10, Exceptional, (8)
"It was very clean and quiet and lots of space. Will definitely be back for another stay. "
The price is NZ$554
includes taxes & fees
6 Oct - 7 Oct
Charming 2-bedroom condo in superb Ellicottville with AC, WiFi
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

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, 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 NZ$294 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?

Charming 4-bedroom house with AC in Orchard Park - hometown of the Buffalo Bills: This holiday home rental outside of Woodside is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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.