
House holiday rentals in Woodstock
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Quick stats about house rentals in Woodstock

Total holiday rentals
Explore 10 holiday rentals in Woodstock

Verified guest reviews
Over 590 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Woodstock holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woodstock rentals

4.8 Average rating
Woodstock stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated house rentals in Woodstock
Guests agree: These houses are highly rated for location, cleanliness and more.

Sanctuary Woodland Guest House!
Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

Center Lake View Cottage, near Camp&Silver Lakes
Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

Cozy Cottage 1.5 Blocks From The Lake
Kick back and relax in this cozy, comfy and stylish 2 bedroom cottage located within walking distance to the shores of beautiful Lake Como and about a 10 minute drive to Lake Geneva. The home features a gourmet kitchen with everything you'll need to prepare and enjoy a great meal. The neighborhood of Lake Como is friendly and fun with plenty of options for dining and nightlife. We are always available to answer any questions prior to and during your stay and would be honored to host you.

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub
Welcome aboard First Mate’s Retreat! Unique and cute 2 bed / 2 bath nautical lake house has the best views of the Chain O' Lakes. Be amazed on the walk out lake view wood deck in the back yard, and watch sunsets fall over the bay and color the sky. The back patio is a great place to relax, entertain & relax. Fish or dock your watercraft at our pier if needed. There is a 4-5 person hot tub on the back deck for you to relax and unwind (Hot tub included in the price on this property).

TheGlassCabin @ HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Round Lake Getaway Retreat
Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

Cozy Country Cottage near Lake Geneva, WI
Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.

Willow Creek Lodge
Our log home is located just 3.5 miles west of Downtown Lake Geneva with all the shopping, entertainment, theaters and restaurants it has to offer. You'll also be just steps away from Lake Como, one of Wisconsin's prettiest lakes offering excellent swimming, fishing & water sports. Expansive outdoor living space, large well appointed rooms and new modern amenities guarantee a comfortable stay. This is an amazing home with a great location.

Spacious Home - The Barry House sleeps 8/10 people
The Barry House is just nestled about a ½ mile outside of downtown Lake Geneva and only ¼ mile from shopping centers and several Starbucks. This home is conveniently located just off of Hwy 12 and Hwy 50 for all of your needs. Whether you are looking to enjoy the lake, browse the one-of-a-kind shops, or hit the greens or the slopes at any of the surrounding resorts, we hope your stay will lead you back to Lake Geneva time and time again.

Hidden Gem Spanish Style Villa
Unique to Northern Illinois, this Spanish style Villa sleeps 10+ , boasts five patios, a Cantina, 7 ARCADES, HOT TUB, and many surprises you will find as you look at every turn to something unexpected. This property is filled with beautiful furnishings, featuring a balcony off of the upper level that boasts a 12 foot ceiling. Everything from two walk in showers, a jet tub and a hot tub for any level of self-care desired.

The Little Farm Fontana 5 min from Geneva Lake!
Cozy cottage less than 2 miles from Fontana Beach and the sought after Geneva Lake! Minutes away from The Abbey Resort and just across the street from Abbey Springs Golf course, relax in this beautifully located home away from home out in the country with the luxury of quick and easy access to shopping and dining. We are within 15 minutes of downtown Lake Geneva if you are planning a day trip or a night on the town.

Las Lomas Luxury Home.
Kick back relax and experience the best of two worlds, the luxury and comfort of a 5 star hotel and the warmth and peace of feeling right at home. This stylish space offers a variety of books to read and a wonderful jet tub to enjoy after a long trip or day at work; along with clean and cozy beds. Take advantage of our welcome coffee bar with a nice selection of teas and snacks exclusive for our guest.
Popular amenities for Woodstock house rentals
House rentals with a pool

Spacious Home Near Lake Geneva - Heated Pool

Paradiso Vacation

Grand 1800s Victorian Gem: Updated/by Downtown

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

Family Getaway w/ Heated Pool near Lake Geneva

Crystal Lake 4BR | Insurance & Repair Stays

Hot tub. Heated Pool. In town location.

HD Jameson House at River’s Edge
Weekly house rentals

-NEW- Blue Magnolia Cottage -3 King Beds- Luxury

Spacious Ranch blocks away from Downtown McHenry

Large & Convenient McHenry Home

Harrys Lake front, jacuzzi, sunset Dream Home!

Riverfront rental

Wonderful Mineola Bay Lakefront Cottage 4adu+4kids

Riverfront Entertainment Haven

4Bd 3.5ba Cozy New Construction! Close to lake!
Private house rentals

Lakefront 2BR w/ Kayaks + Paddle Boards | Dogs OK

Chicagoland-Schaumburg/ORD 3BR Ranch Home, sleeps7

Luxury & Comfort in a Large Home

Luxury 4 Bedroom Home Elgin

Downtown Vintage Retreat

Fox Lake Fun Vacation Home

Sunset Cove LakeHouse-Paddle Boat-HotTub-Billiards

Luxury Lakefront Escape - 25 mins from Lake Geneva
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- St. Louis Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Saint Paul Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Grand Rapids Holiday rentals
- Wrigley Field
- United Center
- Naval Station Great Lakes
- Six Flags Great America
- Humboldt Park
- Alpine Valley Resort
- Lincoln Park Zoo
- Loyola University Chicago
- Frank Lloyd Wright Home and Studio
- Union Park
- Donald E Stephens Convention Center
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Illinois Beach State Park
- Riviera Theatre
- Byline Bank Aragon Ballroom
- Northwestern University
- Rosemont Theatre
- Allstate Arena
- The 606
- Brookfield Zoo
- DePaul University
- Lake Geneva Public Library
- Gurnee Mills





