
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.

Lake Geneva cottage with private beach access
This 100 year old cute cottage is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is just a short drive to Lake Geneva and all it has to offer with its beautiful lake, shopping, historic buildings, and delicious restaurants. Along with the house you get access to the HOA covered private beaches and playgrounds nearby. There is also a bar and grill down the street with live music. Bring your family or your friends and welcome to my home.

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.

Lake Como Retreat • Walk to Beach • Firepit •
Luxury getaway close to private beaches, downtown Lake Geneva, and many area amenities. Relax in comfort in this newly renovated 3-bedroom. Enjoy all that the Lake Geneva area has to offer while unwinding in a modern, comfortable retreat. Conveniently located a 3-min walk to Lake Como and a 10-min drive to downtown Lake Geneva. Charming golf cart community with so much to do. Perfect for couples, families, and business travelers. Ideal space for up to 4 adults and great for families of 5.

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.

Charming Lake Geneva, Wisconsin 3BR/2Bath Home
Step into the comfort of this sun-soaked 3BR 2Bath home in a tranquil area in Lake Geneva, WI. This relaxing retreat with a picturesque private pond is immersed in a breathtaking natural ambiance offering a perfect escape from the big city crowds. The stylish design and rich amenity list will leave you in awe. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas ✔ Sunroom ✔ Fully Equipped Kitchen ✔ Patio with a grill ✔ Pond Access ✔ High-Speed Wi-Fi ✔ Smart TVs ✔ Board Games/ Learn more below!

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 !

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.

Charming Elgin Home with a Great Location
Come enjoy this beautifully restored and charming historic home from the early 1920s. Our place is good for couples, families or for a getaway with friends. Outdoor space with fully fenced backyard. This 2 bed 1 bath has been fully restored and is absolutely adorable! Walking distance to downtown Elgin (less than one mile) and Metra station (only one hour train ride into the city!), and less than 5 minute drive to I-90. Relax and get cozy in this adorable space.

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.

New Modern Log Home Retreat in the Heart of Geneva
Located minutes from bustling downtown Geneva, this authentic log home is nestled on a quiet residential street on a nature filled half acre. Built in 2007, this home will be yours to use as a homebase for downtime or as you explore the many sights, eateries, and shopping of Geneva and the surrounding area.

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq
Welcome to Woodstock's Timeless BNB! Experience the charm of a 160-year-old home seamlessly blending history and modern comfort. Just 2 blocks from Woodstock Town Square, our meticulously renovated BNB offers a delightful stay with unique design features.♥︎
Popular amenities for house rentals in Woodstock
House rentals with a pool

Cozy cabin getaway near Lake Como and Lake Geneva

Paradiso Vacation

Grand 1800s Victorian Gem: Updated/by Downtown

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

Private Inground Pool Hot Tub

Family Getaway near Lake Geneva Winterfest

Hot tub. Heated Pool. In town location.

HD Jameson House at River’s Edge
Weekly house rentals

Cozy Fun Hexagon Home on Wooded Lot, Close to Lake

Long Lake Retreat - Cottage in Burlington, WI

Cozy home, private location.

Large & Convenient McHenry Home

Modern Waterfront House Getaway on Fox River

The Oak @ The Oaks On The Fox

Lake Geneva Hideaway

Monarch House in Saint Charles close to downtown
Private house rentals

Luxury & Comfort in a Large Home

Charming Pet-Friendly Rockford Escape

Modern Cabin, Cozy & Peaceful

Pelican LakeHouse w/boat slip & sauna (sleeps 4)

Lakeside Getaway 2 King Beds

Blue Moon Lake House

Heart of the Fox Riverhouse

Summer fun at Sunset Cottage!
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

Wifi availability
10 of Woodstock holiday rentals include wifi 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!
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- Wrigley Field
- United Center
- Six Flags Great America
- Humboldt Park
- Alpine Valley Resort
- Union Park
- Lincoln Park Zoo
- Wilmot Mountain Ski Resort
- Brookfield Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Illinois Beach State Park
- Loyola University Chicago
- Naval Station Great Lakes
- The 606
- Riviera Theatre
- Byline Bank Aragon Ballroom
- Donald E Stephens Convention Center
- Allstate Arena
- DePaul University
- Northwestern University
- Lincoln Park Conservatory
- Gurnee Mills
- Lake Geneva Public Library




