
Apartment holiday rentals in Woodstock
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Top-rated apartment rentals in Woodstock
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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.

Large Farmhouse Main Street Retreat
Charming Historic Apartment in Downtown Crystal Lake Spacious second-floor apartment overlooking Downtown Crystal Lake, located in a vintage 1875 farmhouse. Steps away from over 100 restaurants, shops, coffee spots, and bars, all within a 2-minute walk. Enjoy updated bedding, modern comforts, and vintage finishes in a quiet space with no shared walls or upstairs neighbors. One parking space included, with additional lot park CHECKOUT OUR OTHER PROPERTIES HERE: www.airbnb.com/p/breganproperties

Charming Riverfront Stay | Heart of Downtown
Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Rockin' 2Bed steps to shops/food/train
This musically-inspired vintage 2 BR is perfectly placed in Oak Park and we know you'll have a rockin' vacation here. Steps to shops, cafes, train, and FL Wright home. With a cassette wall, reading nook, and many other cute touches. The apartment is a vintage brownstone with charming details, like original woodwork. Street parking available. Easy access to Chicago.The place is an older Chicago brownstone, with a lived-in feel. NO PARTIES!! Upstairs neighbors can be heard walking and moving

Splash of Swedish in an Exposed Basement Apartment
Nestled in a family friendly neighborhood, this lower unit with private entrance, offers a quiet stay with friendly neighbors. Fast Wi-Fi and Television with a Peacock subscription are provided. Located near highway 20 offers easy access to the airport and highways 39 and 90. The home is 4 min away from Atwood Park, providing miles of scenic hiking and a rescued bird aviary. A 13 min drive gets you to downtown Rockford with numerous shops, museums, restaurants and views of the Rock River.

Geneva Street Inn in Maple Park Historic District
Geneva Street Inn is located one block away from the heart of Lake Geneva. This beautiful 1890's home is appealing to everybody whether your stay is a business trip, family, or even a couples getaway. A huge backyard and a front porch that will make you never want to leave. We strive to make your stay your "home away from home" with unique decor and it's timeless charm! Our price is inclusive cleaning fees (unless extenuating circumstances warrants a fee). We meet our guests at check-in.

Penthouse In The Historic Hobbs
Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

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.

Cozy Apartment Close to Downtown Janesville
This welcoming 1 bedroom apartment is located close to downtown Janesville, the city of parks. It has been updated throughout and has all the amenities necessary for a very comfortable stay, including a gas grill in the wooded back yard. It even has off street parking. You can easily walk to the Janesville Performing Arts Center and continue downtown and enjoy the Saturday morning Farmer's Market, shopping, restaurants and bars. Access to the Bike Trail is only a few minutes away.

Upscale Urban Retreat 1 bedroom, ground Floor
Charming and beautiful ground floor; wood floors and original woodwork. Secure keypad entry. Owner on adjoining premises. Minutes to Indoor Sports Factory, downtown nightlife, restaurants, shops, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory and Sinnissippi Gardens.. 5 blocks to river and rec path. Centrally located quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. High speed internet.

Broad Street 1 |Parking |Walkable |King & Queen BR
Searching for a convenient and affordable yet private downtown Lake Geneva rental? Look no further. Broad Street Suites is your home away from home in Lake Geneva! Amazing location right in the heart of town. Park your car behind the building, skip the downtown parking headache and walk everywhere with ease! This quaint, thoughtfully decorated apartment is sure to be the perfect home base for any small group or family wanting to be close to all the action.

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.
Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

Enjoy the Blacksmith Suite!

“The remote retreat”

Taste of Chicago | Cozy & Central Location!

Private studio near Wrigley

Chain O' Lakes 3/1.5 Beach Penthouse and Boat Dock

Fresh-N-Colorful Prospect Smoke Free

Treetop Vista, Space+Parking by downtown Chicago

Apartment in Downtown Grayslake
Private apartment rentals

Lovely studio near the beach! (and heated floors!)

Kenosha! Here for work or play enjoy your stay!

Explore Lincoln Park from a Polished Apartment

Peaceful apartment close to everything

Comforts of home in downtown Naperville

Newly Renovated, Spacious 2BR in Andersonville

Updated Studio Apt 729 Downtown Lake Geneva

Upstairs get-away!
Apartment rentals with a hot tub

Top Floor Views + Central Comfort

J’s Farmhouse Cottage. 2 bedroom duplex.

The Aerial Oasis

Spacious Beautiful Condo

“Goonies Never Say Die” You found theTreasure!

Spacious 1 BR Unit in Wicker Parl|1 FREE G Parking

Modern 4BR Retreat in Vibrant West Town

Belmont Pleasures - hot tub / arcade gaming room
Quick stats about apartment rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $122 AUD per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Woodstock rentals
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- Wrigley Field
- United Center
- Six Flags Great America
- Humboldt Park
- Alpine Valley Resort
- Wicker Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Illinois Beach State Park
- Raging Waves Waterpark
- Wilmot Mountain Ski Resort
- The 606
- Racine North Beach
- Rock Cut State Park
- Richard Bong State Recreation Area
- Medinah Country Club
- Hurricane Harbor Rockford
- Skokie Country Club
- Black Sheep Golf Club
- Villa Olivia
- Moraine Hills State Park
- Lincoln Park Conservatory