Vacation rentals in Cary

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Top-rated vacation rentals in Cary

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Guest favorite
An open-concept living area features a cathedral ceiling with wooden beams. A leather couch and a recliner are positioned for comfort. A dining table is set nearby, alongside a fully equipped kitchen with wooden cabinetry and appliances, creating a warm and functional space.
Home in Cary
4.9 out of 5 average rating, 71 reviews

Riverfront, 2 beds, White Turtle welcomes you!

Welcome to 1-bedrm, 1-bath home on Fox River! It offers king-size bed in bedroom & sleeper sofa in cathedral-ceiling living room. Home is perfect for couples, families, solo travelers. Fully equipped kitchen with appliances & essentials for your convenience. For entertainment, there is pool table in basement for a friendly game, or river-view patio for outside fun. Home is 10-minute walk to Cary Metra station, offering easy access to downtown Chicago. Plus, it is close to shopping, restaurants.

Top guest favorite
Apartment in Crystal Lake
4.96 out of 5 average rating, 128 reviews

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

Guest favorite
A spacious bed with plush pillows is positioned against a backdrop of exposed brick walls. Natural light filters in through a large window, adorned with elegant curtains. A bedside table with a lamp complements the cozy ambiance.
Loft in West Dundee
4.96 out of 5 average rating, 385 reviews

Hip Urban Loft-Small Town Charm - 124 LOFTS #1

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Book one Loft or all four.

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
4.94 out of 5 average rating, 110 reviews

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

Top guest favorite
Place to stay in Crystal Lake
5 out of 5 average rating, 124 reviews

Couples Getaway! Hot Tub, Lake, Fire Pit, Trails

Private entrance to a stunning master suite.A VERY unique property.Sliding suite door opens to screened in pool room. Hot tub all year overlooking my private lake. Pool closed Oct. 1st. Seating area & TV to watch while lounging & swimming. (2) Kayaks 4 you. Walking & bike trails. I am minutes from everything U want. Grill, have a fire in the fireplace&fire pit.Bring your fishing poles! Time 2 RELAX in privacy. When not traveling, I live in main part of home. You won’t see me. No extra guests.

Guest favorite
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 432 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Top 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
4.8 out of 5 average rating, 133 reviews

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.

Top guest favorite
A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.
Home in Round Lake Beach
4.99 out of 5 average rating, 170 reviews

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!

Guest favorite
A light-filled living room is centered around a subtle area rug, showcasing a comfortable sofa and two chairs. Large bay windows offer views of the surrounding greenery, while soft wall colors and decorative accents contribute to a cozy ambiance.
Home in Crystal Lake
5 out of 5 average rating, 13 reviews

Downtown Vintage Retreat

Step into vintage charm with a modern twist at this FRESHLY remodeled retreat in the heart of Crystal Lake. The home features a serene primary suite with a queen bed and & cozy 2nd bedroom equipped with 2 twin beds—ideal for families or friends traveling together. Home is on first floor. Just 1 block from vibrant downtown Crystal Lake, you’ll have instant access to local boutiques, restaurants, and the Metra train station that connects you straight to the heart of Chicago.

Top guest favorite
Home in Crystal Lake
5 out of 5 average rating, 19 reviews

In Ground Pool, Full Ranch Home

Rent this entire home, experienced hosts, near town, 5 min drive to Crystal Lake main beach OR Three Oaks Beach/Recreation. Clean, Updated Home, with fenced in yard and pet friendly. 4 beds total (3 bedrooms) and 1 full bath. Fully stocked kitchen with all cooking supplies that you need. Basketball hoop in driveway, bags set in yard, great summertime home! Walk to Marianos/CVS/Walgreens, near it all! As of 10/20/2025, pool will be closed for the season!

Guest favorite
The exterior of the Victorian Sherwood House showcases its distinct pink siding accented with green trim. Stained glass windows add character, and multiple gabled roofs enhance its architectural design. A canopy of trees provides a natural backdrop to this charming residence.
Apartment in Elgin
4.8 out of 5 average rating, 182 reviews

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.

Guest favorite
The exterior of a mid-century A-frame house showcases its striking triangular shape and steep slanted roof. Large glass doors provide a view of the interior, framed by an inviting deck area. Lush greenery surrounds the home, enhancing its connection with nature.
Cabin in Crystal Lake
5 out of 5 average rating, 15 reviews

The Fox Den / Midcentury A-frame

This one of a kind A-Frame is a mid-century gem, located between the Fox River and the north end of the Silver Creek Conservation Area. Everything you envision for a cabin, all the comforts of a home. Private dock with access to the Fox River/Chain of Lakes, the premier recreational waterway in IL. Straight access to the Silver Creek Conservation Area. A short drive to Moraine Hills State Park, the Fox River Trail, and the Prairie Trail.

Popular amenities for Cary vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. McHenry County
  5. Cary