A park with a bench, trees with autumn leaves, a grassy area, and a building in the background.

Woodstock Vacation Rentals

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Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sep - 13 Sep
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Woodstock vacation rentals

Exterior

The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (54 reviews)
"Amazing stay. So close to everything!"
United States
Brittany H.
The price is SAR 567
SAR 1,051 total
includes taxes & fees
19 Jul - 20 Jul
The Tailor House
Private kitchen

Lovely 1-bedroom apartment with AC in charming Woodstock

Lovely 1-bedroom apartment with AC in charming Woodstock
Woodstock
The price is SAR 563
SAR 643 total
includes taxes & fees
28 Jul - 29 Jul
Lovely 1-bedroom apartment with AC in charming Woodstock
Exterior detail

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (72 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
The price is SAR 507
SAR 1,337 total
includes taxes & fees
2 Aug - 3 Aug
Quaint Bungalow, near Great Lakes Naval Base
Interior

Apartment Attached to a 1900 historic Farm house

Apartment Attached to a 1900 historic Farm house
Old Mill Creek
8.6 out of 10, Excellent, (19 reviews)
"The place is very cozy and inviting. There was a smell we thought might have been cat urine on a blanket. Otherwise I'd recommend it."
United States
Matt H.
The price is SAR 473
SAR 858 total
includes taxes & fees
16 Jul - 17 Jul
Apartment Attached to a 1900 historic Farm house
Outdoor dining

Tiny Home Retreat with hot tub

Tiny Home Retreat with hot tub
Lake Villa
9.0 out of 10, Wonderful, (4 reviews)
"Amazing stay, great host! "
United States
Aaron L.
The price is SAR 731
SAR 1,435 total
includes taxes & fees
15 Jul - 16 Jul
Tiny Home Retreat with hot tub
Outdoor dining

Hot Tub Retreats

Hot Tub Retreats
Lake Villa
10.0 out of 10, Exceptional, (1 review)
"Very clean and cozy I loved my stay"
United States
Rosilynn B.
The price is SAR 897
SAR 1,250 total
includes taxes & fees
15 Jul - 16 Jul
Hot Tub Retreats
1 bedroom, in-room safe, free WiFi, bed sheets

Spacious 27’ RV on horse farm

Spacious 27’ RV on horse farm
Bristol
8.8 out of 10, Excellent, (10 reviews)
"Beautiful property and very nice and friendly people "
United States
Jeff K.
The price is SAR 338
SAR 436 total
includes taxes & fees
15 Jul - 16 Jul
Spacious 27’ RV on horse farm
TV

Relaxing Lake Zurich 3BR + Patio | LCP Collection

Relaxing Lake Zurich 3BR + Patio | LCP Collection
Lake Zurich
8.8 out of 10, Excellent, (6 reviews)
"This was by far the cleanest VRBO we have rented. The location was perfect for our visit. The fully fenced yard was great for our dogs. The host promptly responded to questions I had prior to and during our stay. "
United States
diana w.
The price is SAR 826
SAR 1,863 total
includes taxes & fees
15 Jul - 16 Jul
Relaxing Lake Zurich 3BR + Patio | LCP Collection
House (4 Bedrooms) | Interior

Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
Salem
The price is SAR 909
SAR 3,377 total
includes taxes & fees
15 Jul - 16 Jul
Salem Vacation Home w/ Dock: Steps to Paddock Lake
TV

Salem Vacation Home w/ Dock: Steps to Paddock Lake

Salem Vacation Home w/ Dock: Steps to Paddock Lake
Salem
9.2 out of 10, Wonderful, (11 reviews)
"Was a nice little get away location. "
United States
Shanna D.
The price is SAR 721
SAR 3,455 total
includes taxes & fees
15 Jul - 16 Jul
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Outdoor spa tub

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC

F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Barrington
9.8 out of 10, Exceptional, (14 reviews)
"Very nice little spot... Host was absolutely wonderful!!! Definitely stay here again!"
United States
Adam B.
The price is SAR 425
SAR 719 total
includes taxes & fees
20 Jul - 21 Jul
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Exterior

Barrington Meadows Wedding Venue & Farm: Where Dreams Come True

Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
Barrington
The price is SAR 11,266
SAR 22,995 total
includes taxes & fees
15 Jul - 16 Jul
Barrington Meadows Wedding Venue & Farm: Where Dreams Come True
Marina

This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view!
fox lake
9.8 out of 10, Exceptional, (27 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
The price is SAR 563
SAR 1,122 total
includes taxes & fees
15 Jul - 16 Jul
This is a VACATION spot with a million dollar view!
Smart TV, fireplace, offices

SPACIOUS and Stylish Lakefront Retreat, STUNNING Views, Firepit!

SPACIOUS and Stylish Lakefront Retreat, STUNNING Views, Firepit!
Fox Lake
9.4 out of 10, Exceptional, (33 reviews)
"Excellent view nice location"
United States
Dimitar A.
The price is SAR 2,666
SAR 4,513 total
includes taxes & fees
3 Aug - 4 Aug
SPACIOUS and Stylish Lakefront Retreat, STUNNING Views, Firepit!
Outdoor dining

Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (18 reviews)
"Host and amenities were great!"
United States
Jeff P.
The price is SAR 657
SAR 975 total
includes taxes & fees
10 Aug - 11 Aug
Little Fox Cottage - A Cozy Riverview Getaway
Outdoor dining

Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
The price is SAR 596
SAR 1,396 total
includes taxes & fees
26 Jul - 27 Jul
Spacious 3 Bedroom
Pool

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

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
McHenry
9.2 out of 10, Wonderful, (44 reviews)
"The house was beautifully clean and spacious. It was the perfect size for our family group and pets. Great location as well.Our host was very accommodating, highly recommended!"
United States
Kathe L.
The price is SAR 3,552
SAR 7,141 total
includes taxes & fees
15 Jul - 16 Jul
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
1 bedroom, desk, iron/ironing board, WiFi

124 Lofts #3 - Downtown Dundee - Walk to Dining

124 Lofts #3 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (25 reviews)
"We were in town visiting family and it was the perfect spot to stay for a day or two. We loved that it was right above a local cafe (which was also fantastic by the way!!), and the check-in/out process was a breeze! Owner was very communicative, would definitely stay here again!"
United States
Adamm I.
The price is SAR 725
SAR 903 total
includes taxes & fees
9 Aug - 10 Aug
124 Lofts #3 - Downtown Dundee - Walk to Dining
1 bedroom, desk, iron/ironing board, WiFi

124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts #1 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Great stay. The loft is situated in an area where it is easy to walk to interesting dining options and stroll the river walk."
United States
Angela D.
The price is SAR 725
SAR 911 total
includes taxes & fees
15 Jul - 16 Jul
124 Lofts #1 - Downtown Dundee - Walk to Dining
Property grounds

Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (16 reviews)
"We enjoyed the property and the location."
United States
Matthew L.
The price is SAR 785
SAR 975 total
includes taxes & fees
10 Aug - 11 Aug
Kildahl House - Boutique Farmhouse Suite #2
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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Top Woodstock Hotel Reviews

Abbey Resort and Avani Spa

Abbey Resort and Avani Spa

8/10 Good
"The room was clean. Lake view ver relaxing."
Yanee 1-night trip
Posted less than an hour ago
Abbey Resort and Avani Spa

Frequently asked questions

Can I find vacation rentals in Woodstock?

Yes, we offer vacation rentals in Woodstock close to McHenry County Fairgrounds, or you can choose a more remote option if you're looking for extra privacy while you relax. Woodstock is known for its shopping and jazz scene. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best vacation home rentals that Woodstock has to offer?

Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking: Visitors like this Woodstock vacation home rental. It is located on a lake and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Woodstock?

Choose from 7 Expedia vacation rentals in Woodstock for a memorable vacation.

What can I see and do in Woodstock?

Cultural attractions include Woodstock Opera House, whereas Emricson Park is a spot to enjoy nature. While here, Woodstock Square and Bull Valley Golf Club are other places worth a visit.

What are vacation rentals like in Woodstock?

Vacation rentals are privately owned accommodations you can reserve for several days or more in Woodstock. Vacation rentals feature extras like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of seclusion away from public hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a small group gathering.