Go Luxury Villas - Vacation Rentals in Shady

Romantic Cottage -Amazing Views -Spa -Woodstock NY From US $343
         

10.0 (83 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Cozy Woodstock Home with Fire Pit! From US $272
         

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9.3 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Accessibility
The Herwood Inn From US $197
         

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9.6 (90 Reviews)
House
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  • TV
Pet Friendly Cabin Doh-Ray up @ 1500 ft From US $311
         

10.0 (67 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
HUGE KITCHEN 4 Private Acres, 7 Min to Town, WiFi, AC, Fireplace From US $291
         

Luxury Places to Stay in Shady

Over 150+ Luxury Places to Stay in or Near Shady
Walk To Woodstock, Streamside W/In Ground Pool From US $2,544
         

10.0 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Woodstock Historic Artist Estate - The Museum House From US $871
         

10.0 (6 Reviews)
House
  • Air Conditioner
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  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Shady

Over 28+ Top-Rated Vacation Rentals with a Pool in or Near Shady
HOT TUB w/POOL, STREAM on 7 Acres, JUST 2 MINUTES FROM TOWN From US $479
         

10.0 (102 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Mid-Century Modern Gem, Heated Pool, 1 Mile from Town From US $572
         

10.0 (35 Reviews)
House
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  • Parking
  • Pet Friendly
Modern Farmhouse Getaway From US $819
         

10.0 (25 Reviews)
House
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  • Parking
  • Pool
Twin Gables of Woodstock From US $178
         

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9.8 (189 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Shady

Over 49+ Pet-Friendly Vacation Rentals in or Near Shady
The Herwood Inn From US $363
         

9.4 (71 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Iconic Woodstock Home - Private, Walk to Town, Family & Pet friendly From US $397
         

Woodstock House on 35 private acres Mountain Views From US $418
         

10.0 (52 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Woodstock historic artist estate - The Pond House From US $690
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Shady on PetFriendly.io

Large Vacation Homes & Villas in Shady

Over 5+ Large Vacation Homes & Villas in or Near Shady
Secluded Cabin with Hot Tub - 5 Miles to Woodstock From US $407
         

Morning Glory B&B Woodstock NY From US $199
         

8.4 (62 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
🇺🇦Byrdcliffe Arts Colony in the Catskills w/Hot Tub From US $841
         

STREAMSIDE Walk To Town, Hot Tub, 4 Br 2.5 Bath, Game Room From US $200
         

5.0 (11 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Shady

Over 1+ Wheelchair Accessible Vacation Homes in or Near Shady
Woodstock Way Hotel From US $245
         

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9.2 (184 Reviews)
Hotel
  • Air Conditioner
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  • Pet Friendly

Shady Varoom and Airbnb Places to Stay Under $200

Over 35+ Shady Varoom and Airbnb Places to Stay Under $200
Renovated home seconds from town From US $136
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Twin Gables of Woodstock From US $169
         

9.4 (157 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi! From US $195
         

8.2 (10 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Mid-Century Woodstock Retreat From US $172
         

Margaret's Cottage New listing Woodstock Village From US $179
         

9.6 (23 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Stunning Woodstock NY Chalet with panoramic Catskill Mountains Views From US $174
         

9.8 (57 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Shady

Over 52+ Instantly Bookable Vacation Homes in or Near Shady
Woodstock Historic Artist Estate - The Carriage House From US $382
         

9.8 (45 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Colorful Modern Hideaway In Downtown Woodstock - AC & WiFi From US $364
         

About Shady Vacation Rentals

With more than 159 Shady vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Goluxuryvillas 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 Shady.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Goluxuryvillas Shady, 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 Shady. Places to stay near Shady are 781.44 ft² on average, with prices averaging $399 a night.

Goluxuryvillas makes it easy and safe to find and compare vacation rentals in Shady 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 Shady

Type Count
Vacation Homes 83
Holiday Apartments 30
Cottages 22
Cabin Rentals 9
Hotels with Suites 6
Ski Chalet Rentals 3
B&B 2
Others 2

Use these Quick Filters to Find a Vacation Rental in Shady

Pro Tip: Goluxuryvillas makes it easy to compare the best listings on Goluxuryvillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Goluxuryvillas 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 Shady.

Weather in Shady

View the weather forecast for Shady before booking your Shady 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