Holiday In The Hamptons - Vacation Rentals in Woodside

Serene Orchard Park Apartment: Large Yard & Patio! From US $289
         

10.0 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Serene Orchard Park Apartment Large Yard and Patio! From US $118
         

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9.5 (2 Reviews)
Apartment
  • Parking
  • Accessibility
  • Security/Safety
The Fields of Eden Inn From US $178
         

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9.8 (91 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Burdick Blueberry Farm Guest House From US $219
         

10.0 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Woodside

Over 40+ Luxury Places to Stay in or Near Woodside
Private Estate near Ellicottville awaits you! From US $763
         

The Mountain View Retreat From US $614
         

9.8 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Entertain in this 4 bedroom farmhouse with hot tub From US $449
         

The Pond House in Springville! From US $377
         

9.6 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Woodside

Over 3+ Top-Rated Vacation Rentals with a Pool in or Near Woodside
The Orange House with heated pool, Sleeps 8 From US $267
         

9.8 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Rustic hillside cabin- hot tub & spectacular views From US $349
         

5.0 (2 Reviews)
Ski Chalet
  • Air Conditioner
  • Pool
  • Private Pool

Pet-Friendly Vacation Rentals in Woodside

Over 11+ Pet-Friendly Vacation Rentals in or Near Woodside
Microtel Inn & Suites Springville From US $131
         

7.5 (156 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Chalet close to Ellicottville, NY with breathtaking views. From US $288
         

9.8 (96 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Clementine 🍊 From US $135
         

9.6 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Cottage @ Chestnut Hill Guest House & Farm From US $358
         

9.6 (7 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
'Alpine House' Modern Delevan Cabin on 2 Acres From US $279
         

9.4 (16 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy cabin tucked away in the woods. pets and kid welcomed From US $255
         

6.0 (2 Reviews)
Cabin
  • Pet Friendly
  • Security/Safety
  • Sports/Activities
See More Pet-Friendly Vacation Rentals in Woodside on PetFriendly.io

Large Vacation Homes & Villas in Woodside

Over 3+ Large Vacation Homes & Villas in or Near Woodside
Relaxing 3 story townhouse From US $208
         

Wheelchair Accessible Vacation Homes in Woodside

Over 2+ Wheelchair Accessible Vacation Homes in or Near Woodside
Private yet close to all amenities From US $221
         

5.0 (5 Reviews)
House
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Microtel Inn & Suites by Wyndham Springville From US $119
         

8.0 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV

Woodside Varoom and Airbnb Places to Stay Under $200

Over 11+ Woodside Varoom and Airbnb Places to Stay Under $200
Inlaw apartment nestled in the Enchanted Mountains. From US $189
         

The Fields of Eden Inn From US $139
         

9.0 (87 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Springville Depot Inn - Suite with Private Yard! From US $199
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Charming studio with WiFi and AC in enchanting North Collins From US $156
         

Village Retreat, with four bedrooms and large yard From US $127
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Take it easy at this unique and tranquil getaway. From US $191
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

About Woodside Vacation Rentals

With more than 49 Woodside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Holidayinthehamptons and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Woodside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Holidayinthehamptons Woodside, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Woodside. Places to stay near Woodside are 541.7 ft² on average, with prices averaging $280 a night.

Holidayinthehamptons makes it easy and safe to find and compare vacation rentals in Woodside with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Woodside

Type Count
Vacation Homes 16
Holiday Apartments 10
Cabin Rentals 9
Ski Chalet Rentals 5
Hotels with Suites 3
Others 3
B&B 1
Cottages 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Woodside

Pro Tip: Holidayinthehamptons makes it easy to compare the best listings on Holidayinthehamptons homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Holidayinthehamptons homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Woodside.

Weather in Woodside

View the weather forecast for Woodside before booking your Woodside Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F