Woodstock Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Woodstock holiday rentals

Exterior

The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (51 reviews)
"I really enjoyed the place "
United States
Ahmed A.
The price is HK$1,034
HK$1,984 total
includes taxes & fees
21 Apr - 22 Apr
The Tailor House
1 bedroom, in-room safe, free WiFi, bed sheets

Spacious 27’ RV on horse farm

Spacious 27’ RV on horse farm
Bristol
8.6 out of 10, Excellent, (8 reviews)
"Beautiful property and very nice and friendly people "
United States
Jeff K.
The price is HK$705
HK$909 total
includes taxes & fees
21 Apr - 22 Apr
Spacious 27’ RV on horse farm
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 HK$760
HK$5,050 total
includes taxes & fees
9 May - 10 May
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Smart TV

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, (9 reviews)
"Very nice little spot... Host was absolutely wonderful!!! Definitely stay here again!"
United States
Adam B.
The price is HK$746
HK$1,342 total
includes taxes & fees
21 Apr - 22 Apr
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
Fridge, microwave, oven, stovetop

Navy Family home -Near Lake 4BR Hot Tub

Navy Family home -Near Lake 4BR Hot Tub
Gages Lake
10.0 out of 10, Exceptional, (8 reviews)
"The property was beautiful and relaxing. Our host was wonderful and responded quickly to any questions we had. "
United States
Danielle S.
The price is HK$1,206
HK$3,684 total
includes taxes & fees
27 Apr - 28 Apr
Navy Family home -Near Lake 4BR Hot Tub
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, (17 reviews)
"Host and amenities were great!"
United States
Jeff P.
The price is HK$1,449
HK$2,158 total
includes taxes & fees
6 May - 7 May
Little Fox Cottage - A Cozy Riverview Getaway
Exterior detail

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (69 reviews)
"The home was a perfect spot for our family while we visited extended family. Quaint home and matched what was advertised online."
United States
Kayla C.
The price is HK$1,057
HK$2,540 total
includes taxes & fees
21 Apr - 22 Apr
Quaint Bungalow, near Great Lakes Naval Base
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, (24 reviews)
"Beautiful view and host was wonderful to work with!"
United States
Mark
The price is HK$1,175
HK$2,374 total
includes taxes & fees
10 May - 11 May
This is a VACATION spot with a million dollar view!
Smart TV, fireplace

Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva

Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
Lake Geneva
10.0 out of 10, Exceptional, (20 reviews)
"Great place. "
United States
Therese N.
The price is HK$579
HK$2,523 total
includes taxes & fees
22 Apr - 23 Apr
Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
Beach

Lake Geneva Retreat w/ Fireplace & WiFi

Lake Geneva Retreat w/ Fireplace & WiFi
Lake Geneva
9.8 out of 10, Exceptional, (21 reviews)
"An ideal place for those people who want to escape the noise and stress of big citiesThe apartment is very clean and very cozy."
United States
Vasyl K.
The price is HK$703
HK$1,943 total
includes taxes & fees
21 Apr - 22 Apr
Lake Geneva Retreat w/ Fireplace & WiFi
TV

Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom

Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
Lake Geneva
9.4 out of 10, Exceptional, (25 reviews)
"Location terrific to everything, had everything we needed and we were very comfortable. "
United States
Keith
The price is HK$527
HK$2,299 total
includes taxes & fees
26 Apr - 27 Apr
Broad St Earth Suite |Amazing Location in the Heart of Town |Parking Available |King & Queen Bedroom
Interior

Riverfront rental

Riverfront rental
South Elgin
9.8 out of 10, Exceptional, (39 reviews)
"Luci was excellent. A quiet lovely house on the river. Thank you"
United States
Brian N.
The price is HK$1,096
HK$1,617 total
includes taxes & fees
23 Apr - 24 Apr
Riverfront rental
Interior

Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8

Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
Elkhorn
9.4 out of 10, Exceptional, (16 reviews)
"We had a short one night stay, but everything about the property worked out great for us. Comfortable, quiet, and a great value just outside of town. "
United States
William C.
The price is HK$1,230
HK$3,241 total
includes taxes & fees
21 Apr - 22 Apr
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
Smart TV, fireplace

Blue Beach Cottage - 5 Minute Walk to Private Beach!

Blue Beach Cottage - 5 Minute Walk to Private Beach!
Delavan
9.6 out of 10, Exceptional, (17 reviews)
"Host was very responsive and welcoming. The home was very nice and the dogs loved the fenced in yard. "
United States
Paul S.
The price is HK$1,512
HK$4,418 total
includes taxes & fees
21 Apr - 22 Apr
Blue Beach Cottage - 5 Minute Walk to Private Beach!
Beach

Lake Geneva Getaway | King Bed • Fireplace • Pool

Lake Geneva Getaway | King Bed • Fireplace • Pool
Lake Geneva
10.0 out of 10, Exceptional, (39 reviews)
"Very accommodating, and a very homey vibe."
United States
Zunair M.
The price is HK$695
HK$1,942 total
includes taxes & fees
27 Apr - 28 Apr
Lake Geneva Getaway | King Bed • Fireplace • Pool
Outdoor dining

Hot Tub Retreats

Hot Tub Retreats
Lake Villa
The price is HK$1,559
HK$2,233 total
includes taxes & fees
21 Apr - 22 Apr
Hot Tub Retreats
Dining

Hidden Gem with Pool View!

Hidden Gem with Pool View!
Lake Geneva
10.0 out of 10, Exceptional, (38 reviews)
"Great location and very easy to work with. "
United States
Andrew K.
The price is HK$775
HK$1,982 total
includes taxes & fees
26 Apr - 27 Apr
Hidden Gem with Pool View!
TV

Downtown Lake Geneva New York Suite Walk to Beach Dining Shops Sleeps 8

Downtown Lake Geneva New York Suite Walk to Beach Dining Shops Sleeps 8
Lake Geneva
9.8 out of 10, Exceptional, (15 reviews)
"Great location! Super cute space, plenty of room and was clean. Would stay again! "
United States
Sharon C.
The price is HK$566
HK$2,870 total
includes taxes & fees
27 Apr - 28 Apr
Downtown Lake Geneva New York Suite Walk to Beach Dining Shops Sleeps 8
Beach

Cozy Lake Geneva | King Bed ~ Fireplace ~ Pool

Cozy Lake Geneva | King Bed ~ Fireplace ~ Pool
Lake Geneva
10.0 out of 10, Exceptional, (32 reviews)
"Great location and condo. "
United States
Curtis S.
The price is HK$823
HK$2,106 total
includes taxes & fees
23 Apr - 24 Apr
Cozy Lake Geneva | King Bed ~ Fireplace ~ Pool
Marina

Pistakee Marina Boat House

Pistakee Marina Boat House
Fox Lake
7.2 out of 10, Good, (5 reviews)
"Came with the grandkids to visit Volo from south Indiana, short stay. Exactly what we needed, no more no less. Kids enjoyed and so did the adults. Would definitely stay again if in the area."
United States
Donald C.
The price is HK$793
HK$4,887 total
includes taxes & fees
3 May - 4 May
Pistakee Marina Boat House
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Woodstock Hotel Reviews

Hampton Inn & Suites Chicago/Hoffman Estates

Hampton Inn & Suites Chicago/Hoffman Estates

10/10 Excellent
"Several of the ice machines were out of order"
Wayne 2-night trip
Posted 2 hours ago
Hampton Inn & Suites Chicago/Hoffman Estates

Find out more about Woodstock

Search for holiday rentals in Woodstock on Expedia! You can easily find your home rentals, villas, holiday apartments in Woodstock using one of the methods below:

  • View our selection of featured holiday rentals in Woodstock
  • Use the map to find apartments and other holiday homes in the Woodstock neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Woodstock while they last

Look no further and take a look at our great range of rental properties in Woodstock!

Frequently asked questions

Can I find holiday rentals in Woodstock?

Yes, there are holiday rentals in Woodstock close to McHenry County Fairgrounds, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Woodstock has to offer?

The Geneva Collection|Sleeps 40|Arcade Room|Groups|Outdoor Spaces: This holiday home rental outside of Woodstock is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Woodstock?

Choose from 5 Expedia holiday rentals in Woodstock for a memorable holiday.

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 McHenry County Fairgrounds are other places worth a visit.

What are holiday rentals like in Woodstock?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Woodstock. Holiday rentals offer extras such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a small group gathering.