Wintersvacationsrentals - Vacation Rentals in Woodstock

Property Image From US $715
         

10.0 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $231
         

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10.0 (2 Reviews)
House
  • Parking
  • Accessibility
  • Security/Safety
Property Image From US $228
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Property Image From US $377
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $187
         

10.0 (13 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Property Image From US $311
         

10.0 (11 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Woodstock

Over 128+ Luxury Places to Stay in or Near Woodstock
Property Image From US $1,757
         

New
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $1,062
         

9.2 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $1,007
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $825
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $777
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Property Image From US $725
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Woodstock

Over 24+ Top-Rated Vacation Rentals with a Pool in or Near Woodstock
Property Image From US $163
         

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9.5 (99 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $115
         

9.0 (865 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $110
         

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8.8 (232 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $119
         

Property Image From US $144
         

Property Image From US $123
         

Property Image From US $116
         

Property Image From US $90
         

8.0 (982 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Woodstock

Over 40+ Pet-Friendly Vacation Rentals in or Near Woodstock
Property Image From US $296
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Property Image From US $467
         

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9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $364
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $383
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $236
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
Property Image From US $224
         

Property Image From US $341
         

9.8 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Woodstock

Over 24+ Large Vacation Homes & Villas in or Near Woodstock
Property Image From US $305
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Child Friendly
Property Image From US $570
         

Property Image From US $677
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Property Image From US $293
         

8.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $304
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $681
         

New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Woodstock

Over 8+ Wheelchair Accessible Vacation Homes in or Near Woodstock
Property Image From US $89
         

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7.7 (118 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From US $89
         

6.2 (502 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Property Image From US $107
         

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7.5 (162 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $80
         

6.2 (484 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Property Image From US $123
         

7.5 (136 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Pool
Property Image From US $56
         

6.3 (85 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From US $81
         

5.4 (119 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Property Image From US $88
         

4.6 (96 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Woodstock Varoom and Airbnb Places to Stay Under $200

Over 30+ Woodstock Varoom and Airbnb Places to Stay Under $200
Property Image From US $144
         

7.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • View
Property Image From US $172
         

9.4 (43 Reviews)
Hotel
  • Parking
  • Balcony/Terrace
  • Accessibility
Property Image From US $160
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Security/Safety
Property Image From US $149
         

9.8 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Woodstock

Over 32+ Instantly Bookable Vacation Homes in or Near Woodstock
Property Image From US $238
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Property Image From US $499
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $326
         

9.8 (48 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $327
         

9.6 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $227
         

Property Image From US $382
         

9.2 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

About Woodstock Vacation Rentals

With more than 137 Woodstock vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Wintersvacationsrentals 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 Woodstock.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Wintersvacationsrentals Woodstock, 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 Woodstock. Places to stay near Woodstock are 1115.58 ft² on average, with prices averaging $416 a night.

Wintersvacationsrentals 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 Rental Accommodation Types in Woodstock

Type Count
Vacation Homes 89
Hotels with Suites 23
Holiday Apartments 11
Cottages 5
Others 3
B&B 2
Cabin Rentals 2
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Woodstock

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

Weather in Woodstock

View the weather forecast for Woodstock before booking your Woodstock 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

Complexes around Woodstock, IL