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Apartment vacation rentals in Woodstock

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Quick stats about apartment rentals in Woodstock

  • Nightly prices starting at

    Woodstock vacation rentals start at G$16,732 GYD per night before taxes and fees

  • Verified guest reviews

    Over 50 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woodstock rentals

Top-rated apartment rentals in Woodstock

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Superhost
Apartment in Cary

2BR Cozy Stay | Fire Pit+Parking| King Bed Retreat

✨Stay in the heart of McHenry County at this stylish, modern apartment!✨ Whether it’s a quick trip or an extended stay, you’ll enjoy the comfy king-sized bed, full kitchen, and large bathroom. The back patio and fire pit area are the perfect spots to relax. Plus, you’re less than a 10-minute drive to these local attractions: 🏞️Three Oaks Recreational Area 🌲Moraine Hills State Park 🏙️Downtown Crystal Lake 🏖️Crystal Lake Main Beach Experience Crystal Lake and Cary with us & learn more below!

4.79 out of 5 average rating, 128 reviews
Top guest favorite
A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.
Apartment in West Rogers Park

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

4.99 out of 5 average rating, 111 reviews
Top guest favorite
An open living space features a large wooden dining table with seating for ten, complemented by a blue accent wall. Comfortable seating areas are visible, including a red sofa and various nautical decor accents throughout the room. Natural light filters through the windows, enhancing the spacious layout.
Apartment in Lake Geneva

Downtown Lake Geneva-The Nautical Cottage

Location, Location plus quality! This recently remodeled spacious unit is located downtown, in the business district of, Lake Geneva, WI. We are minutes to everything! Walk to restaurants, unique shops, waterfront activities, ice cream shops, parks, playgrounds and close to golf. Plenty of space for everyone with our open spacious living design. Handicap ramp entrance. Relax and enjoy this beautiful city any season of the year! We love lake life here and think you will fall in love with it too!

4.99 out of 5 average rating, 134 reviews
Guest favorite
A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.
Apartment in West Dundee

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

4.91 out of 5 average rating, 187 reviews
Guest favorite
An open living area features a comfortable seating arrangement with colorful cushions and a coffee table. A small dining table is positioned nearby, while kitchen appliances are visible on one side. A mural-like piece representing 'LA' adorns the wall, with a TV displaying 'NETFLIX' mounted above the seating.
Apartment in Lake Geneva

Downtown Lake Geneva LA Suite Near Beach

You won't want to miss this fun suite with a Cali vibe! Located in the center of all of the downtown Lake Geneva action, this unit could not be more accessible to boat rentals, Riviera beach, the lake path, and all of the popular LG restaurants and shops. Enjoy the simplicity of on-site parking, skip the downtown parking headache and walk everywhere with ease! Featuring one bedroom, a living room with a pull out twin daybed/trundle and one full bath, this unit is best fit for groups up to four.

4.91 out of 5 average rating, 141 reviews
Top guest favorite
A bright living area features a cozy sofa and an armchair, arranged around a small desk workspace. Sliding glass doors open to an outdoor patio area, allowing natural light to fill the room. Soft curtains frame the doors, enhancing the inviting atmosphere.
Apartment in Elgin

Peaceful Elgin APT King Bed

Located in a sleepy suburban neighborhood, this freshly renovated apartment offers everything for a weekend getaway, business trip, or extended stay with a full kitchen, open living space & bedroom. Enjoy peace & nature while still being minutes away from restaurants, shopping, outdoor activities & all the Chicago suburbs have to offer. The Tipi BNB is a walkout lower-level basement APT that provides guests with the privacy and accessibility of a separate entrance and self check in/check out

4.99 out of 5 average rating, 118 reviews
Top guest favorite
A charming two-story house is framed by lush greenery, featuring a welcoming front porch with large windows. An American flag is displayed near the entrance, and decorative house number signs are positioned by the pathway leading to the door.
Apartment in Lake Geneva

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.

4.98 out of 5 average rating, 1086 reviews
Top guest favorite
A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.
Apartment in Cherry Valley

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

4.97 out of 5 average rating, 476 reviews
Top guest favorite
Apartment in McHenry

Walk to downtown McHenry. Heart of the Fox River

NO PETS Entire 2nd. floor. < 2 blocks away from downtown, Fox River Riverwalk. Pokémon Gym across the street. 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. Minutes from 2 State Parks, 1 with free boat/kayak launch. Several marinas, boat rentals, golf courses & other varieties of entertainment. Look at Bettye's Guidebook for more information.

5.0 out of 5 average rating, 193 reviews
Top guest favorite
A cozy common area features a navy blue sofa adorned with a bright cushion, complemented by a woven chair. A small side table sits beside the sofa, and a textured rug enhances the floor. Soft ceiling lights create an inviting atmosphere.
Apartment in Lake Geneva

Downtown Geneva Street Getaway

Geneva Street Getaway is one block from downtown and 2 blocks to the beach!! The unit consists of the entire, private first floor. It has 2 bedrooms (1 king- 1st and 1 queen -2nd) 2 full bathrooms, 2 common areas with sleepers (queens with gel memory foam mattresses), and a kitchenette, to accommodate 8. The décor is tasteful, bright, and airy. Licensed and approved by the city, our comfortable home is within steps of downtown restaurants, bars, shopping, boat rentals, and the beach!

5.0 out of 5 average rating, 278 reviews
Guest favorite
A serene garden features a flower-filled barrel planters, a stone birdbath, and lush greenery. A calm river is visible in the background, bordered by a wooden bridge and adjacent seating areas, creating a peaceful outdoor space for relaxation.
Apartment in Algonquin

Riverview apartment in quaint downtown Algonquin

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.

4.81 out of 5 average rating, 149 reviews
Top guest favorite
Apartment in Crystal Lake

Large Farmhouse Main Street Retreat

(Booking up fast for busy season) Charming Historic Apartment in Downtown Crystal Lake Spacious second-floor apartment overlooking Downtown Crystal Lake, Steps away from over 100 restaurants, shops, coffee spots, and bars. 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: Http://www.airbnb.com/p/breganproperties

4.96 out of 5 average rating, 142 reviews

Popular amenities for Woodstock apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Top guest favorite
A charming brick building, enveloped by lush greenery, features a welcoming entrance with a secure door. Large windows framed by ivy provide warmth to the facade. Flower beds with colorful plants offer a touch of vibrancy along the pathway leading to the front door.
Apartment in Rockford

Upscale Urban Retreat 1 Bedroom Apt. 2nd floor

4.95 out of 5 average rating, 225 reviews
Superhost
A serene bedroom features a spacious bed with crisp white linens and a light gray upholstered headboard. Natural light flows through large windows, illuminating the neutral walls and wood flooring. A small bedside table with a decorative lamp adds a touch of elegance to the space.
Apartment in Downtown Chicago

Kasa | Views from your Private Balcony | Chicago

4.81 out of 5 average rating, 1040 reviews
Top guest favorite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora

Penthouse In The Historic Hobbs

4.98 out of 5 average rating, 285 reviews
Top guest favorite
The exterior of the apartment is shown, featuring a light gray siding and a covered porch. Lush green grass surrounds the building, highlighted by well-maintained flower beds with blooming plants. Large windows allow natural light to flow into the living space.
Apartment in Cary

A Peaceful Get-Away

4.99 out of 5 average rating, 194 reviews
Top guest favorite
A spacious family room is illuminated by natural light from large windows. Comfortable seating includes a sectional couch and armchair, while a coffee table sits atop a decorative area rug. A large flat-screen TV is mounted on the wall, and access to the private deck is visible.
Apartment in Rockford

Charming Ranch-Style Apartment. Modern Amenities

4.99 out of 5 average rating, 103 reviews
Guest favorite
A sunlit living area features a comfortable beige couch and a matching armchair. A round mirror hangs above a coffee table, which displays a decorative vase and a small plant. Sheer curtains frame the window, allowing natural light to fill the space.
Apartment in St. Charles

Cozy 2 Bedroom Private Apartment

4.9 out of 5 average rating, 132 reviews
Superhost
A living area features a comfortable sofa adorned with patterned cushions. A glass coffee table sits in the center, accompanied by a decorative vase. Natural light filters through the double-hung windows with wooden blinds, complementing the warm wooden floors.
Apartment in Bellwood

Bellwood Getaway

4.86 out of 5 average rating, 152 reviews
Top guest favorite
An outdoor deck is furnished with a dining table surrounded by four cushioned chairs. A vase filled with fresh flowers is centered on the table. Soft lighting from hanging bulbs adds a cozy ambiance, with views of the neighborhood skyline in the background.
Apartment in Kenosha

Downtown-Treetop Deck-2Bd/2Bth

4.99 out of 5 average rating, 233 reviews

Private apartment rentals

Guest favorite
A welcoming living area is furnished with a plush, teal sofa and a matching accent chair featuring button-tufted upholstery. A wooden coffee table with a geometric design sits on a black and white striped rug. Two large windows provide natural light, and abstract artwork adorns the walls.
Apartment in Batavia

Downtown Batavia Musician's Escape

4.86 out of 5 average rating, 197 reviews
Top guest favorite
A modern kitchen and dining area are presented, featuring a sleek island with bar stools and a dining table with six chairs. Natural light is provided by large windows, and contemporary fixtures enhance the space's functionality and design.
Apartment in Evanston

New 3bd/1.5 bth Apt w/private prkg

4.92 out of 5 average rating, 206 reviews
Guest favorite
A modern rooftop deck is presented, featuring contemporary seating with vibrant orange cushions arranged around a firepit. Panoramic views of the Chicago skyline are visible, showcasing a mix of architectural styles under a clear blue sky.
Apartment in Downtown Chicago

Modern 3BR with Private Rooftop & Free Parking

4.92 out of 5 average rating, 186 reviews
Top guest favorite
A bright living area is presented with a patterned armchair and a cozy sofa adorned with a colorful throw. A wooden coffee table is positioned in front, while a window with sheer curtains frames the view of the outdoor porch area.
Apartment in Ravenswood

Bright family-friendly Lincoln Square 2-bed 1-bath

4.95 out of 5 average rating, 441 reviews
Guest favorite
Apartment in Downtown Chicago

Luxury Loft Collection 01 - Terrace - River North

4.9 out of 5 average rating, 125 reviews
Superhost
Apartment in West Loop

LIVN West Loop Chicago Queen Studio Apartment

4.83 out of 5 average rating, 184 reviews
Top guest favorite
A comfortable living area showcases a modern design with a large flat-screen TV mounted on a stone feature wall. Soft lighting highlights a cozy seating arrangement, including a plush sofa and two armchairs. A decorative coffee table sits in the center, contributing to a welcoming atmosphere.
Apartment in Albany Park

NorthSide Chicago duplex 5-BD,2King size-free park

4.97 out of 5 average rating, 211 reviews
Top guest favorite
A cozy living area is furnished with a dark daybed adorned with decorative blue cushions. A bookshelf displays a collection of books, complemented by a woven basket. Two wooden chairs face a circular coffee table, creating a comfortable space bathed in natural light from large windows.
Apartment in Oak Park

Restful Retreat Perfectly Located by Train+Shops

4.9 out of 5 average rating, 522 reviews

Apartment rentals with a hot tub

Top guest favorite
A welcoming living area is showcased, featuring a comfortable seating setup with a gray armchair and a round coffee table. Soft light filters through sheer curtains, illuminating the space. An intricately designed wall decoration adds an aesthetic touch beside a black bench with decorative elements.
Apartment in Beach Park

J’s Farmhouse Cottage. 2 bedroom duplex.

4.96 out of 5 average rating, 465 reviews
Guest favorite
An open and spacious living area features a white sectional sofa and unique cow print coffee table. The dining space is equipped with round chairs, and a modern kitchen is visible in the background. Light streams through frosted glass block windows, enhancing the airy atmosphere.
Apartment in West Town

Checkerboard Studio, Private Outdoor Hot Tub, Yard

4.86 out of 5 average rating, 537 reviews
Guest favorite
A multi-level wooden condo is set among lush greenery under a clear blue sky. A natural path leads to the entrance, bordered by vibrant ferns and trees. The balconies extend outwards, providing outdoor spaces for relaxation and enjoying the surrounding nature.
Apartment in Fontana-on-Geneva Lake

Deerpath Retreat at Abbey Springs

4.94 out of 5 average rating, 16 reviews
Guest favorite
An open living area is highlighted by large, floor-to-ceiling windows overlooking the Chicago skyline. A light-colored sofa and modern armchairs surround a circular coffee table on a soft area rug. The kitchen features streamlined cabinetry and a breakfast bar, providing a functional space.
Apartment in Downtown Chicago

Prime Lincoln Park Views + Modern Amenities Await

4.92 out of 5 average rating, 83 reviews
Guest favorite
A spacious living area features comfortable sectional sofas arranged around a coffee table. A dining table with dark blue chairs is positioned nearby. Wooden beams add a natural touch to the ceiling, while a large window allows natural light to brighten the room.
Apartment in Lake Geneva

The Ridge Retreat 2BR, 2BA Condo

4.95 out of 5 average rating, 20 reviews
Superhost
A spacious bedroom with large windows provides an expansive view of the city skyline. The comfortable bed is flanked by bedside tables with lamps, and art pieces are displayed on the wall. Natural light brightens the room, enhancing its modern aesthetic.
Apartment in West Loop

Level One Bedroom Suite | Fulton Market

4.69 out of 5 average rating, 35 reviews
Guest favorite
Apartment in Uptown

The Velvet Manor | Luxe 3BR • Jacuzzi • Garage

5.0 out of 5 average rating, 5 reviews
Guest favorite
Apartment in West Town

Luxury 3BD Penthouse – Private Patio+Skyline Views

4.83 out of 5 average rating, 40 reviews

Destinations to explore