
Apartment vacation 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

Cozy & Comfy 1bd In Historic Portage Park Bungalow
Make yourself at home in my comfortable Portage Park one bedroom garden apartment. This spacious condo is bright and airy with warm furnishings, a kitchenette with an island, private bedroom with a full bed and a modern bathroom with a glass walk-in shower. Portage Park is Chicago’s largest Polish neighborhood and is home to vintage charm, heaps of history and classic Chicago-style bungalows. The National Veterans Art Museum is a poignant must-see while you’re here with its combat-era art.

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.

Amiable 1-Bedroom 2-beds - 1 Bath - Apartment
Step into comfort in this thoughtfully furnished 1-bedroom apartment in Waukegan, Illinois. Perfect for business travelers, visitors, or those in between moves — this unit hits the sweet spot of style, function, and value. The Space One bedroom with a full/queen bed plus an air mattress (for extra comfort or guest flexibility) Bright living area with seating, smart TV, and workspace Fully equipped kitchen (stove, refrigerator, microwave, basic cookware & utensils)

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.

Huge Sofa-King Bed-Easy Parking-Private Deck-Retro
<b>MId Century Modern 1 Bedroom With Private Entrance in Downtown Palatine! More Than 170 5 Star Reviews </b> ★★★★★ <b>"This place is amazing. It is so cute and cozy. The location is amazing, walking distance to everything downtown Palatine has to offer.." Abbey - February 2025</b> <b>700sf Retro Apartment with a King Bed & Private Outdoor Space. Safe Off Street Parking. Just Steps to Public Transportation, Bars, Restaurants & More.</b>

Calm here! Cozy, spacious, comfortable, lg space
Large, Cozy, suite w sweet kitchenette for “portable” meals; full-size refrigerator/ freezer; a writing desk for work. Many little ( in case you forgot) items to keep you comfy. This is a quiet town on the gorgeous Lake Michigan. Near: 6 Flags, Great Lakes Navy Base; Cancer Treatment Centers of America & the city Chicago via the Metra in town. Convenient & Quiet. I have 3 dogs. They are kind, outgoing and will want to meet you.

Quirky Quarters at Wrigley
I think you are just going to love my apartment. The space features wonderful large street level windows in the living room and has all of the quirky charm that vintage buildings offer up. The location literally can't be beat, with the apartment a ten minute walk from Wrigley Field, the bustling Southport shopping corridor, and both the red line and brown line subway stations. There is no parking available with the apartment.
Popular amenities for Woodstock apartment rentals
Weekly apartment rentals

131 E. Park Ave - Unit 306

Enjoy the Blacksmith Suite!

Blue Sky Landing

Peaceful Elgin APT King Bed

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

Richmond No. 267 Boutique Loft Apartment

"Lakeloft" Adoring Flat

Apartment in Downtown Grayslake
Private apartment rentals

A Quiet Stay While You Are Away Oak Park

Pedal Inn II

Cute, Clean, Cozy Apartment in Pilsen

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!

Naperville Family Fun! Pool, Pickleball, Kids Room

Stylish & Modern 2 Bedroom Lincoln Square Condo

Cozy Apartment Near Shops + Train

Comforts of home in downtown Naperville
Apartment rentals with a hot tub

J’s Farmhouse Cottage. 2 bedroom duplex.

Spacious Beautiful Condo

Luxury 3BD Penthouse – Private Patio+Skyline Views

Skyline Oasis: City & Lake Views

Winter Escape 1 BR in Wicker Parl|1 FREE G Parking

Belmont Pleasures - hot tub / arcade gaming room

Checkerboard Studio, Private Outdoor Hot Tub, Yard

The Downtown Oasis (2BD / 2BA)
Quick stats about apartment rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

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Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woodstock rentals
Destinations to explore
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- 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
- Illinois Beach State Park
- Wilmot Mountain Ski Resort
- 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




