
House vacation rentals in Woodstock
Find and book unique houses on Airbnb
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 cute cottage for 6 is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is also just a short drive to Lake Geneva and all that 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.

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

Highwood Haven/Indoor Pool/Hot Tub/Arcade
Unwind at Highwood Haven, an opulent McHenry getaway with a heated indoor pool and arcade. Savor culinary delights in our chef's kitchen, enjoy al fresco entertainment, and relax in sumptuous bedrooms. An hour from Chicago, it's ideal for luxury retreats and family fun. Revel in our nine-person hot tub, outdoor lounge with TV, and serene bedrooms. Make memories with both lively entertainment and tranquil moments, all within a luxurious setting. Your perfect destination for an upscale vacation.

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.

Retro Modern Bungalow | fire pit | free parking
Experience the city in style at our Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

Renovated Luxury Retreat Near Lake•Peaceful Escape
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.

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 !

Rustic River House W/Firepit, Tire Swing & Grill
Fall is in the air!! Come visit our family's wonderful riverfront cottage, ready and waiting. A two bedroom 750 sqft house with 1 bathroom on just under an acre property. A special place to relax, do some fishing, grilling, and roasting marshmallows on the fire. Located in a secluded unincorporated Fox River neighborhood in Kane County just a half mile from Blackhawk waterfall via bike path. The subdivision is hidden between the Jon J. Duerr and Blackhawk forest preserves.

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!

Enjoy Life Right on the Lake with Amazing Views
Welcome all Chain O'Lakes boaters and waterfront seekers to the resort style living that Fox Lake has to offer! Located directly on Fox Lake, enjoy breakfast on your beautiful deck, coffee, or wine on the balcony, then a day on the water. This stunning, meticulously maintained 1850+ square feet lakefront home was completely renovated in 2020. Have dinner on the deck with a view of the lake and the make your s’mores in the fire pit all while being on the edge of Mineola Bay.

Vast Lake Koshkonong Views from Pier, Deck, & Home
Our 2 Bedroom, 1 Bathroom House is located directly on the shores of Lake Koshkongong. The back deck overlooks thousands of acres of lake with endless lake views. Just steps off the deck, one can enjoy the grassy landscape leading to the lakeside fire-pit. Then continue out onto the end of the 140 foot top notch pier. The pier (seasonally of course) includes a bench on the end and stairs into the water so that you can take a refreshing swim on our sandy bottom shoreline.
Popular amenities for Woodstock house rentals
House rentals with a pool

Cozy cabin getaway near Lake Como and Lake Geneva

Abbey Dreams - on Geneva Lake

#EnglishPrairieBnB | 4 Bedrooms | 2.5 Baths

Entertainment Oasis Indoor Pool Spa Arcade Theatre

Grand 1800s Victorian Gem: Updated/by Downtown

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

Oasis on Oak | Private In-Ground Pool | Hot Tub

Relaxing Getaway & Fall Fun near Lake Geneva
Weekly house rentals

Lakefront 2BR | Deck | Fire Pit | Dog Friendly

Spacious Ranch blocks away from Downtown McHenry

The coffee shop

Modern Waterfront House Getaway on Fox River

The Valley House

beautifully restored bungalow | 2 queen beds

The Acorn @ The Oaks on The Fox

Heart of the Fox Riverhouse
Private house rentals

The Gurler House

Completely renovated 1 Bedroom Lakeside suite

Cozy Lakehouse Only 20 min to Lake Geneva Area

Little Blue House

Lakeside Getaway 1 Bedroom

Lago Amore - Channel house, pier, kayaks

Lakefront Modern 4BR Retreat – Dining & Beach

Modern Cabin, Cozy & Peaceful
Destinations to explore
- Chicago Vacation rentals
- Downtown Chicago Vacation rentals
- Indianapolis Vacation rentals
- Upper Peninsula of Michigan Vacation rentals
- St. Louis Vacation rentals
- Detroit Vacation rentals
- Platteville Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Windsor Vacation rentals
- Wisconsin River Vacation rentals
- Lake Geneva Vacation rentals
- Wrigley Field
- United Center
- Six Flags Great America
- Humboldt Park
- Frank Lloyd Wright Home and Studio
- Alpine Valley Resort
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Geneva National Resort & Club
- Illinois Beach State Park
- Raging Waves Waterpark
- The 606
- Racine North Beach
- Grand Geneva Resort & Spa
- Wilmot Mountain Ski Resort
- Richard Bong State Recreation Area
- Rock Cut State Park
- Medinah Country Club
- Hurricane Harbor Rockford
- Moraine Hills State Park
- Skokie Country Club
- Black Sheep Golf Club