
Vacation rentals in Woodstock
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Woodstock
Guests agree: these stays are highly rated for location, cleanliness, and more.

Curated Loft Retreat in The Heart Of Woodstock
Welcome to our spacious upper retreat with modern conveniences. We have great WiFi for you to stay in touch with and are well stocked with books for you to enjoy time unplugged. Close to the Historic Square (you may have seen it in the movie Groundhog Day) you can easily walk to unique shops, cafes, and restaurants. Our curated timeless decor is filled with storied items from our travels, and photos we've snapped locally. Come renew yourself here. We can't wait to share Woodstock IL with you.

Walk to downtown McHenry. Heart of the Fox River
NO PETS Entire 2nd. floor. 1 block away from downtown, Fox River Riverwalk & Pokémon Gym. Full stocked kitchen, books, games, toys & extra amenities to make your stay beyond relaxing. 4:20 allowed in backyard & not in view of under the age of 21. Private smoking area in front too. Minutes away from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rental, golf courses & huge variety of entertainment. Look at Bettye's Guidebook for more information & nearby entertainment.

Lake Geneva Condo with King Bed & Fireplace
Your cozy & relaxing getaway begins in a newly redesigned condo with balcony (courtyard view), and is conveniently located between Lake Como and Lake Geneva in peaceful Interlaken Resort community! Just a short peaceful walk to lake, restaurants, pool, tennis, volleyball, boat launch, small craft rentals, and more! The resort community is located by Lodge Geneva National (formerly The Ridge Hotel), which adds additional restaurants and available amenities at an additional charge. Walk to the

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.

Waterfront Stay w/ Walk to Downtown Entertainment
Apartment overlooking the Fox River. Walking distance to downtown Algonquin. Free wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. You'll be able to relax, get a restful sleep, and enjoy your visit. You'll also notice the little touches and the extra effort made to assure you have an awesome stay. Private Bathroom and Kitchen.

"The Apartment" in the heart of downtown McHenry
We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

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!

One-Level 3BR/2BA Fire Pit, All King Beds, Modern
Unwind in this peaceful, centrally located 3-bedroom, 2-bath home—all on one easy-access floor. Tucked in a quiet neighborhood just 2 minutes from Route 31 & IL-120, this home is your perfect hotel alternative. Enjoy king-size beds in every bedroom, a fully stocked modern kitchen, and a cozy living room with four recliners and Smart TVs in every room. Step outside to relax by the fire pit, enjoy dinner on the patio, or sip your morning coffee from the front porch rockers.

Sherwood House
Enjoy the ambience of the Sherwood House, an 1884 Victorian built for Judge David Sherwood. Use of entire first floor apartment including a full kitchen is perfect for longer term stays. Original features include multiple stained glass windows, beautiful wood work, multiple decorative fireplaces and hardwood floors. Located just blocks from downtown Elgin, walk to shops, restaurants, the casino, bike trail or Metra. WiFi and off street parking.

LG Quaint Condo on Lakeshore Dr.
Charming 1+1 condo off Lakeshore Blvd, just minutes from downtown Lake Geneva. A perfect blend of quaint and modern, with a full coffee and tea station and a fully equipped kitchen. Stroll to the lake, take a boat ride, or enjoy a scenic drive to downtown. Experience the peaceful charm of Lake Geneva with the convenience of being close to all its attractions. Book this condo alone or with another in the same building for extra space.

Sunny Townhouse
Welcome to your home away from home in charming Huntley, Illinois! This spacious and inviting house is perfect for families, small groups, or business travelers looking for a relaxing stay in a peaceful neighborhood. Located just minutes from local shops, restaurants, and parks, you’ll have easy access to Huntley’s small-town charm while still being within a short drive to major highways for trips to Chicago or nearby attractions.

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.
Popular amenities for Woodstock vacation rentals
Other great vacation rentals in Woodstock

Twin Bed in Shared Cozy Modern House

Private room in Elgin w/ Amenities & Hot Tub

Private Room in Rogers Park

Basement Private Studio Room

New Orleans Room! Mardi Gras House

T - Amazing Open Floor Plan, Across From Lake

5. Cozy 2-Bedroom Modern Haven

Country Hide-away at Sugar Creek
Quick stats about vacation rentals in Woodstock

Total vacation rentals
Explore 10 vacation rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$10,460 GYD per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Woodstock vacation rentals include wi-fi access

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

4.7 Average rating
Woodstock stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Chicago Vacation rentals
- Upper Peninsula of Michigan Vacation rentals
- Platteville Vacation rentals
- Downtown Chicago Vacation rentals
- Indianapolis Vacation rentals
- Detroit Vacation rentals
- St. Louis Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Windsor Vacation rentals
- Ann Arbor Vacation rentals
- Twin Cities Vacation rentals
- Wrigley Field
- United Center
- Six Flags Great America
- Humboldt Park
- Alpine Valley Resort
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Wilmot Mountain Ski Resort
- Illinois Beach State Park
- The 606
- Raging Waves Waterpark
- Racine North Beach
- Rock Cut State Park
- Villa Olivia
- Richard Bong State Recreation Area
- Medinah Country Club
- Hurricane Harbor Rockford
- Skokie Country Club
- Four Lakes Alpine Snowsports
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Moraine Hills State Park




