
House holiday rentals in Woodstock
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Top-rated house rentals in Woodstock
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Woodstock house rentals
House rentals with a pool

Great girlfriend getaway with jacuzzi tub
This Airbnb was ideal for our stay and exceeded expectations. Cleanliness is very important to us and it was very clean! The kitchen, bathrooms and laundry facilities had everything you could possibly need. Excellent sleeping space for a large group. The area was nice and quiet. Thank you, Julie and Bev for your hospitality and attention to our needs. We’ll be back!

Abbey Springs Home! Hot Tub + Golf Cart
A wonderful home that was well appointed, clean & a great location! We hosted Easter here with my adult Kids and grandson. We all enjoyed the beautiful surroundings and all the wildlife-many deer and even a coyote! So much room and a great layout for us to enjoy the home together!

#EnglishPrairieBnB | 8 Bedrooms | 4.5 Baths
We had a great stay at English Prairie! The house was clean and had literally everything we needed and then some! The pool and golf simulator were fantastic and not something you would find at your average Airbnb! The house is very kid friendly, our kids were so entertained the entire time! Mike was extremely responsive and made sure to include personal touches that made our family feel welcomed and special. Great house for big families!

Paradiso Vacation
Everything looked exactly like the pictures. So much to do at the house that we wished we would have stayed an extra day or two. Lots of space for our group of 7.

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD
We only stayed for one night so weren't able to take advantage of all the community amenities, but the house was very comfortable and we had a good night's sleep. Seemed like a peaceful retreat just outside of the main shopping/dining area of Lake Geneva. We would return!

Grand 1800s Victorian Gem: Updated/by Downtown
It was wonderful for a family with kids. Very clean. Great location. Comfortable beds. Sound system that you could control from an app and play music in any room. Games in basement were perfect for kids of all ages That was great. Would happily stay again.

Relaxing Summer Getaway near Lake Geneva w/ Pool
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.

In Ground Pool, Full Ranch Home
My friend and I booked with Patrick because it was an easy place to find in between where we live. It was also important that it was pet friendly because I had my 2 dachshunds and she had her German shepherd mix with a toddler. Kiddo enjoyed the pool, and the doggos loved the yard. We all felt at home!
Weekly house rentals

2BR Lake House | Lake Toys | Views | Dog Friendly
My husband and I really enjoyed our week stay at Rock Lake. The big deck with a screened in lounge was perfect for Summer evenings. We used the lake toys and enjoyed bon fires. We will definitely come back!

Spacious Ranch blocks away from Downtown McHenry
The hosts were so accommodating. We were on such a timed agenda because of what we needed the house for they were willing to accommodate every single necessity that we needed and on top of it. The retro feel of the house was fantastic, and everything was easy to find, and so peaceful and quiet. Planning a trip back in September. Can’t wait for my friends From out the country to see this place. Super fun!!!

Completely renovated 1 Bedroom Lakeside suite
the hot tub is great, and the house is bigger than it looks 👌. it's by the lake and the view to the lake is beautiful 😍

Lago Amore - Channel house, pier, kayaks
Wish we had time to book a longer stay! Regardless, it was a perfect place for my son and I to stay and do some kayaking and fishing on Paddock Lake. The deck was really a nice touch with the cafe lights. It was really nice to have access to a dock to launch our kayaks and fish from.

Lakehouse Getaway
I love the place. it was great ti find coffee! I like sugar so I bought some and left it for the next guess. The place is super quite, clean, loved it. sure would be even more beautiful during summer. the fure place it's beautiful 😍 I enjoyed watching the deer, birds and swans and ducks. love it. ❤️

Waterfront - Fox Lake - Bring your boat. 3bd 2bath
We enjoyed our stay while in town for a graduation. It was a great location to relax. the backyard is beautiful.

beautifully restored bungalow | 2 queen beds
Becca was a great host! The home was very warm and welcoming, and everything was clean and organized. We visit the area numerous times per year, and hope we get lucky and stay at this Cozy Bungalow again.

On the Fox River Front/Sauna/Hot Tub/Kayaks/Grills
Friends had fun fishing off the private dock, and the AC units kept the place nice and cool! The upstairs apartment was a perfect size for me and my husband.
Private house rentals

Beautiful Twin Lakes home + lovely private setting
This stay provided a relaxing and quiet atmosphere. Perfect space and amenities. Maria provided perfect communication and the location was safe and clean. The bedrooms are spacious and comfortable. The downstairs bedroom has an ensuite bathroom while the two bedrooms upstairs share a bathroom. The bathrooms has great amenities and are spacious as well. The kitchen was clean and had anything you could want or need to make a meal. Maria even thought of some other items like Tupperware and parchment paper. The coffee maker was serviceable. The gift basket was truly indulgent and appreciated. The big sofa was comfy and the tvs are the perfect size with any app you may want. While it was cold outside and I didn't get to enjoy the property, it was certainly still beautiful and lovely to enjoy my coffee and watch the snow in the mornings. I highly recommend this Airbnb. Thank you for letting me staying.

Little Blue House
Great host very helpful

Luxury Condo | King Bed | 2BR 2BA | Great Location
The place was as described and posted. It was clean spacious and comfy. The host was responsive and kind. I would recommend staying here. It was minutes away from town where you could visit a walmart super center, costco malls and even fun businesses like bowling. The area was quiet and peaceful and away from the main city. The drive to the main city was about an hour but that was the only downside.

Luxury Stay Near Six Flags & Navy Graduation
We had a fantastic stay! James was extremely attentive and accommodating, communication was seamless from start to finish. The location was ideal for our family, just minutes from Six Flags, which made our trip so convenient. The house itself was incredibly spacious, giving everyone room to relax without feeling crowded. We especially appreciated waking up to the peaceful sound of birds chirping each morning, such a nice touch of nature. Every living area had its own TV, which made downtime easy for everyone, and the ping pong table added a fun extra activity for the family. The home was spotless upon arrival, very clean and well kept. You can tell the host takes pride in maintaining the property. Highly recommend staying here if you're visiting the area!

Lake House- Private Frontage/Pier- Kayaks Included
The home was comfortable, clean and well-stocked with cleaning and kitchen supplies. We relaxed and enjoyed the lake views, caught some fish from the dock, went kayaking, enjoyed s'mores, read and lounged in the patio areas, and kids had fun on the play set. Nearby, we enjoyed swimming at the beaches at Silver Lake and Lake Mary. Walked the neighborhood - lots of friendly neighbors. And, lots of tasty local food - Bodi's, New Taste of Italy, Dini's, and Sandlots. Highly recommend!

Pelican LakeHouse w/boat slip & sauna (sleeps 4)
Great getaway for our family. Greg gives very clear instructions on how to find the house and how to use all the amenities. Very clean. Thank you!

FoxRiverEscape
Me and my friends absolutely loved staying here! We were in town for a friend’s wedding in Cary, IL. We all enjoyed the provided games and loved the sound system/bluetooth stereo as well. Super comfy beds and cozy living room!

1912 Historic Charm meets Modern Comfort
It is a lovely house. It had everything we needed for our stay. Beds were comfortable. There was some traffic noise but didn't really bother us. We especially liked the front porch to sit and have morning coffee. We would definitely stay there again.
Quick stats about house rentals in Woodstock
Total rentals
10 properties
Total number of reviews
800 reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 properties include access to Wi-Fi
Popular amenities
Kitchen, Wi-Fi and Pool
Local attractions
Woodstock Square Historic District, Niko's Red Mill Tavern and Woodstock Theatre
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- Wrigley Field
- United Center
- Six Flags Great America
- Humboldt Park
- Alpine Valley Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Geneva National Resort & Club
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- The 606
- Racine North Beach
- Grand Geneva Resort & Spa
- Moraine Hills State Park
- Richard Bong State Recreation Area
- Wilmot Mountain Ski Resort
- Skokie Country Club
- Medinah Country Club
- Raging Waves Waterpark
- Chicago Golf Club
- Four Lakes Alpine Snowsports
- Hurricane Harbor Rockford