Holiday houses in Countryside Lake

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Top-rated holiday rentals in Countryside Lake

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Guest favourite

Loft in West Dundee

4.96 out of 5 average rating, 373 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 favourite

Apartment in West Dundee

4.96 out of 5 average rating, 78 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

Superhost

Apartment in Mundelein

4.67 out of 5 average rating, 52 reviews

Lovely apartment above art studio. Walk to shops.

Enjoy a Cozy, warm place with lots of character! Centrally-located! Walk to Starbucks and eateries. Two story apartment with two entries. Sit on the front deck and enjoy a coffee. Get a pastry 2 doors down or across the street at Dunkin. Great restaurant 300 feet away. Many nice amenities including on site parking, two full bathrooms, large second floor bedroom for privacy. 23 minutes from Great Lakes Naval Base, 38 minutes to downtown Chicago, 22 minutes to Six Flags. Walk to commuter train.

Top Guest favourite

Guest suite in Riverwoods

4.96 out of 5 average rating, 409 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.

Guest favourite

Home in Lake Zurich

4.92 out of 5 average rating, 26 reviews

Quiet 3 Bedroom 1 Bath Roku, Wifi, printer, more

No parties but have a good time. This house is on well water which some people do not like at all. There is water cooler with hot and cold on demand and a Britta pitcher as well. Handicap accessible. Smart TV and Wifi available. Kitchen basics but more available upon request especially for long-term. Accomodations for the eight include someone on the sofa/air mattress. There's only one bathroom. 2 rooms are up stairs steeper than some prefer. Main BR and bathroom on 1st floor.

Guest favourite

Home in Wauconda

5 out of 5 average rating, 17 reviews

Spacious 4BR Lake House | Steps to Dining & Beach

Lakeside Haven, a 4BR retreat on Bangs Lake in Wauconda, IL. Steps from Main Street’s dining, shopping, and beaches, this modern home offers:  🌊 Lake views & open living spaces  💻 High-speed Wi-Fi & workspace  🍳 Fully equipped kitchen & laundry  🚤 Nearby hiking, boat rentals, & events  🛏️ King & queen beds Perfect for families, Navy graduations, and long stays. Enjoy the Wauconda Triathlon, farmers market, cruise nights, ice fishing derby, and more. Book your getaway today!

Top Guest favourite

Home in Round Lake Beach

4.99 out of 5 average rating, 154 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!

Superhost

Bungalow in Mundelein

4.87 out of 5 average rating, 215 reviews

Quaint Bungalow, near Great Lakes Naval Base

This cozy bungalow is located 41 miles north of Chicago; 60 miles south of Milwaukee, WI; and just 12 miles west of Great Lakes Naval Base. Nearby train stations make Chicago just a 45-minute train ride away. O'Hare Airport is a 30-40 minute commute from our home. Additional nearby sites include Great America, and shopping venues--from outlet malls in Gurnee and Kenosha, to quaint downtowns, like Libertyville. Location makes this home an ideal venue for Midwest sightseeing.

Guest favourite

Apartment in Lake Zurich

4.94 out of 5 average rating, 145 reviews

Take A Pebble Apartments Apt#4 (1 Bedroom)

Come stay at Take a Pebble apartments located in downtown Lake Zurich, Illinois. Only a 2 minute walk to our lake. Breakfast, Fast Food, Fine Italian/Pizza Restaurant & a few Bars all in our downtown area. Parking is at a public lot just 90 seconds from the entrance. Below your room is Offbeat Music & LP Records. Take a few records back home with you or better yet a Drum Set!!! Take A Pebble Properties was named after a song by the great band Emerson Lake & Palmer.

Guest favourite

Apartment in Grayslake

4.96 out of 5 average rating, 57 reviews

Apartment in Downtown Grayslake

Welcome to downtown Grayslake! Enjoy your stay in our quaint one-bedroom apartment overlooking Center Street. Nestled above our lifestyle boutique, 27 Houses, you can enjoy everything our adorable town has to offer. Grayslake is practically straight out of a Hallmark movie, and you'll be right in the center of everything. With a cozy floorpan, enjoy a cup of coffee, listen to some vinyl, or get right to work at our dedicated workspace. We're excited to welcome you!

Superhost

Guesthouse in Lake Forest

4.79 out of 5 average rating, 111 reviews

Designer's Dream in the North Shore!

Welcome to the newly designed cottage at Longmeadow. A tranquil escape from the city hustle of Downtown Chicago. Enjoy the serene setting while close proximity to town amenities, public transit and beautiful trails and parks. A cozy retreat in the wintertime to snuggle up with a great book and hot cocoa. It's also a perfect summer cottage for adventurers looking to take advantage of the beautiful landscape ! Check us out on: Instagram! longmeadowcottage

Guest favourite

Loft in Libertyville

4.93 out of 5 average rating, 107 reviews

Historic Downtown Libertyville Loft

Enjoy a stylish experience at this centrally-located 1600 square foot place. Located in the heart of Downtown Libertyville, half way between Chicago and Milwaukee. Close to Six Flags, Great Lakes Navy Base, Lake Michigan beaches, forest preserves, train station and the Chain of Lakes. Downtown Libertyville is a trendy town offering several restaurants, shops and fun events. Book one of the only units truly Downtown Libertyville.