Charming Cottage with Yard - 2 Mi to Tinker St! 
Best Price Match
9.1 (15 Reviews) Holiday_home
The entire place is yours • 93 m² size • On-site parking
Best Price Match 14+ Vacation Rentals Near Woodstock
NearbyHoliday - Vacation Rentals in Woodstock
The Mod Cabin Best Price Match
10.0 (7 Reviews) Holiday_home
The entire place is yours • 19 m² size • Free on-site parking
Best Price Match 
Enchanted Woodstock Cottage with hot tub Best Price Match
9.3 (3 Reviews) Holiday_home
The entire place is yours • 130 m² size • Free on-site parking
Best Price Match 
1890 CapeCod farmhouse:Charming, Private, Spacious Best Price Match
9.9 (12 Reviews) Holiday_home
The entire place is yours • 149 m² size • Free on-site parking
Best Price Match 
Chic Farmhouse Woodstock Saugerties Skiing HITS Best Price Match
9.4 (12 Reviews) Holiday_home
The entire place is yours • 1000 m² size • Free on-site parking
Best Price Match 
Romantic, Magical Cottage in Catskills nr Woodstock Best Price Match
9.3 (3 Reviews) Country_house
Free on-site parking • Balcony • Free WiFi
Best Price Match 
UpdatedandPet-Friendly Cabin By Hikes and Woodstock! Best Price Match
8.8 (6 Reviews) Holiday_home
The entire place is yours • 68 m² size • On-site parking
Best Price Match 
Catskills Retro Retreat- Upstate Home w Hot Tub Best Price Match
9.6 (5 Reviews) Holiday_home
The entire place is yours • 139 m² size • Free on-site parking
Best Price Match Luxury Places to Stay in Woodstock
Over 2+ Luxury Places to Stay in or Near Woodstock
Romantic, Magical Cottage in Catskills nr Woodstock Best Price Match
9.3 (3 Reviews) Country_house
Free on-site parking • Balcony • Free WiFi
Best Price Match 1890 CapeCod farmhouse:Charming, Private, Spacious Best Price Match
9.9 (12 Reviews) Holiday_home
The entire place is yours • 149 m² size • Free on-site parking
Best Price Match Pet-Friendly Vacation Rentals in Woodstock
Over 5+ Pet-Friendly Vacation Rentals in or Near Woodstock
The Mod Cabin Pets allowed Best Price Match
10.0 (7 Reviews) Holiday_home
The entire place is yours • 19 m² size • Free on-site parking
Best Price Match 
AutoCamp Catskills Pets allowed Best Price Match
8.5 (229 Reviews) Hotel
Free on-site parking • Restaurant • Pet friendly
Best Price Match 1890 CapeCod farmhouse:Charming, Private, Spacious Pets allowed Best Price Match
9.9 (12 Reviews) Holiday_home
The entire place is yours • 149 m² size • Free on-site parking
Best Price Match Catskills Retro Retreat- Upstate Home w Hot Tub Pets allowed Best Price Match
9.6 (5 Reviews) Holiday_home
The entire place is yours • 139 m² size • Free on-site parking
Best Price Match UpdatedandPet-Friendly Cabin By Hikes and Woodstock! Pets allowed Best Price Match
8.8 (6 Reviews) Holiday_home
The entire place is yours • 68 m² size • On-site parking
Best Price Match Vacation Rentals in Woodstock
Over 8+ Vacation Rentals in or Near Woodstock
Charming Cottage with Yard - 2 Mi to Tinker St! Best Price Match
9.1 (15 Reviews) Holiday_home
The entire place is yours • 93 m² size • On-site parking
Best Price Match The Mod Cabin Best Price Match
10.0 (7 Reviews) Holiday_home
The entire place is yours • 19 m² size • Free on-site parking
Best Price Match Enchanted Woodstock Cottage with hot tub Best Price Match
9.3 (3 Reviews) Holiday_home
The entire place is yours • 130 m² size • Free on-site parking
Best Price Match 1890 CapeCod farmhouse:Charming, Private, Spacious Best Price Match
9.9 (12 Reviews) Holiday_home
The entire place is yours • 149 m² size • Free on-site parking
Best Price Match Chic Farmhouse Woodstock Saugerties Skiing HITS Best Price Match
9.4 (12 Reviews) Holiday_home
The entire place is yours • 1000 m² size • Free on-site parking
Best Price Match Romantic, Magical Cottage in Catskills nr Woodstock Best Price Match
9.3 (3 Reviews) Country_house
Free on-site parking • Balcony • Free WiFi
Best Price Match UpdatedandPet-Friendly Cabin By Hikes and Woodstock! Best Price Match
8.8 (6 Reviews) Holiday_home
The entire place is yours • 68 m² size • On-site parking
Best Price Match Catskills Retro Retreat- Upstate Home w Hot Tub Best Price Match
9.6 (5 Reviews) Holiday_home
The entire place is yours • 139 m² size • Free on-site parking
Best Price Match Cabin Places to Stay in Woodstock
Over 1+ Cabin Places to Stay in or Near Woodstock
Romantic, Magical Cottage in Catskills nr Woodstock Best Price Match
9.3 (3 Reviews) Country_house
Free on-site parking • Balcony • Free WiFi
Best Price Match Hotels in Woodstock
Over 6+ Hotels in or Near Woodstock
Morning Glory B n B Woodstock NY Best Price Match
8.6 (64 Reviews) Bed_and_breakfast
Breakfast • Free on-site parking • Free WiFi
Best Price Match 
Twin Gables of Woodstock Best Price Match
9.2 (161 Reviews) Hotel
Breakfast • Free on-site parking • Free WiFi
Best Price Match 
Woodstock Way Hotel Best Price Match
9.1 (148 Reviews) Hotel
Free on-site parking • Spa • Pet friendly
Best Price Match 
Hotel Dylan Best Price Match
9.0 (126 Reviews) Hotel
Free on-site parking • Outdoor swimming pool • Restaurant
Best Price Match AutoCamp Catskills Best Price Match
8.5 (229 Reviews) Hotel
Free on-site parking • Restaurant • Pet friendly
Best Price Match Cheap Places to Stay in Woodstock
Over 6+ Cheap Places to Stay in or Near Woodstock
Twin Gables of Woodstock Best Price Match
9.2 (161 Reviews) Hotel
Breakfast • Free on-site parking • Free WiFi
Best Price Match Hotel Dylan Best Price Match
9.0 (126 Reviews) Hotel
Free on-site parking • Outdoor swimming pool • Restaurant
Best Price Match Morning Glory B n B Woodstock NY Best Price Match
8.6 (64 Reviews) Bed_and_breakfast
Breakfast • Free on-site parking • Free WiFi
Best Price Match Woodstock Way Hotel Best Price Match
9.1 (148 Reviews) Hotel
Free on-site parking • Spa • Pet friendly
Best Price Match AutoCamp Catskills Best Price Match
8.5 (229 Reviews) Hotel
Free on-site parking • Restaurant • Pet friendly
Best Price Match About Woodstock Vacation Rentals
Looking for places to stay in Woodstock? Compare top options in New York.
With more than 14 Woodstock vacation rentals, we can help you find a place to stay. These rentals, including vacation homes, holiday homes, and other short-term private accommodations, offer top-notch amenities with strong value, giving you comfort and luxury at the same time. Get more value and more room when you stay in Woodstock.
Looking for last-minute deals or the best offers on cottages, condos, private villas, and large vacation homes? NearbyHoliday makes it easy to compare different options with a single click. Looking for a rental by owner with swimming pools, hot tubs, pet-friendly stays, or large-suite comforts? You can compare vacation rentals by owner and other popular Airbnb-style properties in Woodstock. Prices average US $270 a night.
NearbyHoliday makes it easy and safe to find and compare vacation rentals in Woodstock, 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 Stay Categories in Woodstock
Use These Quick Filters to Find a Vacation Rental in Woodstock
Browse the most useful filters to narrow down vacation rentals, holiday homes, and other places to stay in Woodstock.
Pro Tip: Use the quick filters above to compare vacation rentals, holiday homes, hotels, resorts, cabins, villas, and pet-friendly places to stay in Woodstock. These links help you narrow your search faster, discover short-term rentals with the amenities and pricing that fit your trip, and browse popular stay types before checking availability, last-minute options, and the best deals for your preferred travel style.
Weather in Woodstock
Average temperatures and rainfall by month range to help plan your stay in Woodstock.
Mar - May
Avg High13°C / 55°F
Avg Low3°C / 37°F
Rainfall106 mm / 4.2 in
Jun - Aug
Avg High25°C / 77°F
Avg Low16°C / 60°F
Rainfall106 mm / 4.2 in
Sep - Nov
Avg High15°C / 59°F
Avg Low7°C / 44°F
Rainfall94 mm / 3.7 in
Dec - Feb
Avg High2°C / 36°F
Avg Low-6°C / 21°F
Rainfall90 mm / 3.5 in