Book Holiday Homes in Woodstock

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Featured Holiday Homes in Woodstock

Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking

Lake Geneva
The price is AU$685 per night from 9 Apr to 10 Apr
AU$685
includes taxes & fees
9 Apr - 10 Apr
When you stay at this vacation home in Lake Geneva, you'll be on a lake, just steps from Geneva Lake and Lake Geneva Cruise Line.
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Lake Delavan - Lake Front House

Lake Delavan - Lake Front House

Delavan
With a stay at this vacation home in Delavan, you'll be on the waterfront, within a 15-minute drive of Geneva Lake and Yerkes Observatory.
Lake Delavan - Lake Front House
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage

Lake Geneva
With a stay at this vacation home, you'll be centrally located in Lake Geneva, just a 5-minute walk from Geneva Lake and 11 minutes by foot from Lake Geneva ...
Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage
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The Bay House - one block from Geneva Lake

The Bay House - one block from Geneva Lake

Williams Bay
With a stay at this vacation home in Williams Bay, you'll be a 1-minute drive from Geneva Lake and 10 minutes from Lake Geneva Cruise Line.
The Bay House - one block from Geneva Lake
Enjoy Spectacular Sunset Views ☀️ On True Lakefront

Enjoy Spectacular Sunset Views ☀️ On True Lakefront

Fox Lake
Located in Fox Lake, this vacation home is on the waterfront, a 2-minute drive from Jet Funn and 7 minutes from Spring Grove Fen Nature Preserve.
Enjoy Spectacular Sunset Views ☀️ On True Lakefront
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

McHenry
The price is AU$2,068 per night from 7 Apr to 8 Apr
AU$2,068
includes taxes & fees
7 Apr - 8 Apr
When you stay at this vacation home in McHenry, you'll be within a 10-minute drive of McHenry City Hall and McHenry Shores Beach Park.
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
Beautiful and spacious lakefront home! Close to everything!

Beautiful and spacious lakefront home! Close to everything!

Antioch
A stay at this vacation home places you in the heart of Antioch, steps from Lake Antioch and a 2-minute drive from PM&L Theatre.
Beautiful and spacious lakefront home! Close to everything!
Cozy Getaway by the Lake

Cozy Getaway by the Lake

Twin Lakes
Located in Twin Lakes, this vacation home is on a lake, a 5-minute walk from Lake Mary and within a 5-minute drive of Lance Park.
Cozy Getaway by the Lake
Breathtaking Delavan Lake WATERFRONT HOME w private dock 3rd night FREE thru Apr

Breathtaking Delavan Lake WATERFRONT HOME w private dock 3rd night FREE thru Apr

Delavan
Located in Delavan, this vacation home is on the waterfront, within a 10-minute drive of Dancing Horse Theatre and Animal Gardens.
Breathtaking Delavan Lake WATERFRONT HOME w private dock 3rd night FREE thru Apr
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Woodstock Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Woodstock vacation homes are the perfect way for you to wing it.

Holiday houses in Woodstock let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Woodstock in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Woodstock adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Woodstock with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Woodstock vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Woodstock Holiday Homes essential information

Accommodation
550 Holiday Homes
Lowest Price
AU$150
Highest Price
AU$2,068
Popular accommodation
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking, Lake Delavan - Lake Front House, Sleeps 20! DOWNTOWN LAKE GENEVA Fully Licensed 4 Bedrm House & 2 Bedrm Cottage, The Bay House - one block from Geneva Lake, Enjoy Spectacular Sunset Views ☀️ On True Lakefront, HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub, Beautiful and spacious lakefront home! Close to everything!, Cozy Getaway by the Lake , Breathtaking Delavan Lake WATERFRONT HOME w private dock 3rd night FREE thru Apr

Top trending hotels in Woodstock

AmericInn by Wyndham Woodstock IL

AmericInn by Wyndham Woodstock IL

2.5 out of 5
990 Lake Avenue, Woodstock, IL
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 6 Apr to 7 Apr
AU$160
includes taxes & fees
6 Apr - 7 Apr
Located in Woodstock, AmericInn by Wyndham Woodstock IL is within a 5-minute drive of McHenry County Fairgrounds and Woodstock City Hall.
AmericInn by Wyndham Woodstock IL
Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
Fully refundableReserve now, pay when you stay
The price is AU$150 per night from 13 Apr to 14 Apr
AU$150
includes taxes & fees
13 Apr - 14 Apr
When you stay at Hyatt Place Chicago/Hoffman Estates in Hoffman Estates, you'll be in the business district, within a 5-minute drive of Arboretum of South Barrington ...
Hyatt Place Chicago/Hoffman Estates
Timber Ridge Lodge and Waterpark

Timber Ridge Lodge and Waterpark

3.5 out of 5
7020 Grand Geneva Way, Lake Geneva, WI
Fully refundableReserve now, pay when you stay
The price is AU$265 per night from 5 May to 6 May
AU$265
includes taxes & fees
5 May - 6 May
When you stay at Timber Ridge Lodge and Waterpark in Lake Geneva, you'll be in a regional park, a 5-minute drive from Geneva Lake and 5 minutes from Lake Geneva ...
Timber Ridge Lodge and Waterpark
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Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

3.5 out of 5
269 Fontana Boulevard, Fontana, WI
Fully refundableReserve now, pay when you stay
The price is AU$287 per night from 7 Apr to 8 Apr
AU$287
includes taxes & fees
7 Apr - 8 Apr
Located in Fontana, Abbey Resort and Avani Spa is on the waterfront, a 1-minute drive from Geneva Lake and 12 minutes from Black Point Estate.
Abbey Resort and Avani Spa
Don't see what you're looking for?
See all available properties in Woodstock
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.