Weekend Getaways - Vacation Rentals in Woodstock

Fox River/Chain of Lakes Waterfront Home with Hot Tub From US $710
         

10.0 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Peaceful Harvard Vacation Rental 3 Mi to Town! From US $231
         

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10.0 (2 Reviews)
House
  • Parking
  • Accessibility
  • Security/Safety
Steps to Metra - Fully Updated - Sleeps 7 From US $228
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Beautiful Fox River Waterfront House Getaway From US $377
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Peaceful Harvard Vacation Rental: 3 Mi to Town! From US $165
         

10.0 (14 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Riverfront Charmer with Character & Entertainment From US $313
         

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
Perfect Barn for Getaways From US $1,757
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub From US $1,105
         

9.2 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Grand 1800s Victorian Gem: Updated/by Downtown From US $998
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Home on Fox River: Modern Decor Style! From US $825
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
20-Acre Farmhouse with Event Barn, New Pavilion, Game Room, Pool & Pond From US $777
         

9.6 (5 Reviews)
House
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  • Security/Safety
  • Bedding/Linens
The Matador - Home on BVGC course From US $725
         

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

Top-Rated Vacation Rentals with a Pool in Woodstock

Over 24+ Top-Rated Vacation Rentals with a Pool in or Near Woodstock
Harmony Inn, Huntley Illinois From US $163
         

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9.5 (95 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Hampton Inn McHenry From US $115
         

9.0 (878 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Country Inn & Suites by Radisson, Crystal Lake, IL From US $111
         

Hampton Inn McHenry From US $110
         

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8.7 (224 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG From US $123
         

Country Inn & Suites by Radisson, Crystal Lake, IL From US $144
         

Holiday Inn Chicago Nw Crystal Lk Conv Ctr by IHG From US $113
         

AmericInn by Wyndham Woodstock IL From US $85
         

8.0 (987 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Woodstock

Over 39+ Pet-Friendly Vacation Rentals in or Near Woodstock
In-ground pool, private! In town location near it all. Updated, Clean! From US $284
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Charming Crystal Lake Retreat From US $364
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish Home for 12~Games Room~Pet Friendly From US $383
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Wonder Lake Elegance: Serene 2BR Townhome Retreat From US $241
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Pet Friendly
  • TV
3 BR Home near DT Woodstock Square with Hot Tub & Arcade Games! From US $219
         

The Main Event Game House on the Huntley Square! From US $353
         

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
Wonder Lake Sanctuary From US $297
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Security/Safety
  • Child Friendly
Riverfront Oasis with Fun + Relaxation for All, McHenry From US $521
         

Luxury Lakefront Escape - 25 mins from Lake Geneva w/Boat Rental From US $647
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Riverfront Retreat w/Dock & Kayaks in McHenry From US $289
         

8.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Modern 4BD Home in Lake Hills Pet friendly From US $315
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Matador - Home on Bull Valley Golf Course From US $660
         

New
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Wheelchair Accessible Vacation Homes in Woodstock

Over 8+ Wheelchair Accessible Vacation Homes in or Near Woodstock
Waterfront Hotel and Marina From US $89
         

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7.7 (118 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Super 8 by Wyndham Woodstock From US $65
         

6.2 (533 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
AmericInn by Wyndham Woodstock IL From US $107
         

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7.5 (162 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Super 8 by Wyndham McHenry/Fox Lake Area From US $71
         

6.2 (487 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
Comfort Inn Crystal Lake - Algonquin From US $123
         

7.5 (136 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Pool
Super 8 by Wyndham Woodstock From US $56
         

6.3 (85 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Super 8 by Wyndham McHenry Fox Lake Area From US $81
         

5.4 (119 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Quality Inn & Suites Woodstock near Lake Geneva From US $88
         

4.4 (94 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
Guest house Rasha From US $144
         

6.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • View
HARMONY INN From US $172
         

9.4 (43 Reviews)
Hotel
  • Parking
  • Balcony/Terrace
  • Accessibility
Timeless Elegance: Victorian 1890, Spacious 1st Floor Apartment. From US $147
         

9.8 (9 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
KING bed | Crystal Lake | McHenry | Cary | COZY From US $185
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
2 BR remodeled home near Cary/Crystal Lake/McHenry From US $192
         

Instantly Bookable Vacation Homes in Woodstock

Over 30+ Instantly Bookable Vacation Homes in or Near Woodstock
Elegant New Home Near Lakes - Relax & Unwind! From US $245
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Beautiful Riverhaus Setting From US $499
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Tailor House From US $295
         

9.8 (48 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Spacious Ranch blocks away from downtown McHenry From US $246
         

9.6 (21 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming 1920 Historic Home near Huntley Square with Arcade Games! From US $228
         

The Cozy Lake House From US $324
         

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, Weekendgetaways 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 Weekendgetaways 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 1122.5 ft² on average, with prices averaging $409 a night.

Weekendgetaways 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 90
Hotels with Suites 23
Holiday Apartments 10
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: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways 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