Woodstock Vacation Rentals

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Check prices for these dates

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

Our top choices for Woodstock vacation 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 ￥20,940
￥40,686 total
includes taxes & fees
Apr 21 - Apr 22
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 ￥14,278
￥18,411 total
includes taxes & fees
Apr 21 - Apr 22
Spacious 27’ RV on horse farm
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 ￥15,388
￥102,291 total
includes taxes & fees
May 9 - May 10
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 ￥15,103
￥27,188 total
includes taxes & fees
Apr 21 - Apr 22
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 ￥24,431
￥74,620 total
includes taxes & fees
Apr 27 - Apr 28
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 ￥28,555
￥42,704 total
includes taxes & fees
May 4 - May 5
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 ￥21,416
￥51,447 total
includes taxes & fees
Apr 21 - Apr 22
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 ￥23,796
￥48,084 total
includes taxes & fees
May 10 - May 11
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 ￥12,953
￥53,003 total
includes taxes & fees
Apr 28 - Apr 29
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 ￥14,240
￥39,350 total
includes taxes & fees
Apr 21 - Apr 22
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 ￥10,680
￥46,564 total
includes taxes & fees
Apr 26 - Apr 27
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 ￥22,210
￥32,760 total
includes taxes & fees
Apr 23 - Apr 24
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 ￥24,906
￥65,656 total
includes taxes & fees
Apr 21 - Apr 22
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 ￥30,625
￥89,496 total
includes taxes & fees
Apr 21 - Apr 22
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 ￥14,078
￥39,162 total
includes taxes & fees
Apr 21 - Apr 22
Lake Geneva Getaway | King Bed • Fireplace • Pool
Outdoor dining

Hot Tub Retreats

Hot Tub Retreats
Lake Villa
The price is ￥31,569
￥45,561 total
includes taxes & fees
Apr 21 - Apr 22
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 ￥15,705
￥40,153 total
includes taxes & fees
Apr 26 - Apr 27
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 ￥11,465
￥57,778 total
includes taxes & fees
Apr 22 - Apr 23
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 ￥16,667
￥42,667 total
includes taxes & fees
Apr 23 - Apr 24
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 ￥16,062
￥98,991 total
includes taxes & fees
May 3 - May 4
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.
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Top Woodstock Hotel Reviews

Harbor Shores on Lake Geneva

Harbor Shores on Lake Geneva

10/10 Excellent
"Very beautiful hotel, got a lake view and it was amazing. It was quiet, calm. Perfect for a little getaway!"
Alejandra 1-night trip
Posted 1 hour ago
Harbor Shores on Lake Geneva

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:

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

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?

The Geneva Collection|Sleeps 40|Arcade Room|Groups|Outdoor Spaces: Visitors like this Woodstock vacation home rental. It is located on a lake and has a patio, a selection of games, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals are there in Woodstock?

Choose from 5 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 McHenry County Fairgrounds 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.