
Vacation rentals in Countryside Lake
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Top-rated vacation rentals in Countryside Lake
Guests agree: these stays are highly rated for location, cleanliness, and more.

Lake House Walk to Train-Chicago
Lake Front with stone seawall, fire pit and jacuzzi. Two fireplaces, one wood burning and one gas. Floor to ceiling windows showcasing sunsets over serene Grayslake. Two paddler boats for you to paddle to Jones Island beach and playground. A five-minute walk to downtown Grayslake which boasts 9+ restaurants, an outdoor fireplace, two wooded parks with paved paths. A five-minute walk from the house to the Metra train taking you to downtown Chicago, a 1 hour train ride. Minimum 3 nights.

Lakefront Modern 4BR Retreat – Dining & Beach
Lakeside Haven, a 4BR retreat on Bangs Lake. 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 🪟 Blackout screens Perfect for families, Navy graduations, and long stays. Enjoy the Triathlon, farmers market, cruise nights, ice fishing derby, and more. Dates fill quickly in every season. Book today!

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.

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.

305
Kick back and relax in this calm, stylish space. This peaceful, quiet apartment is walking distance to beautiful downtown Libertyville. The building is very nicely maintained with an elevator. Located 7 miles from Great Lakes Naval Base and 35 miles from downtown Chicago. The unit is very clean with all brand new furnishings and appliances including HD tv's in both the living room and bedroom. Free ample parking. On-site laundry one floor down. Fast wifi with a dedicated work space.

1 Bed Apt Airbed & Foldable Mattress
Enjoy this newly remodeled 1,100 sq ft apartment! Attached to my 13,000 sq ft building is my former landlord's shop and entertainment room. I recently moved to another building and decided to turn this into an Airbnb. 120" Screen Soundbar- 24/7 65" & 50" w/speakers Standing desk with monitor + printer Foldable spring and a 4" foldable mattress. Smart home 1 King Bluetooth speaker Small private patio + large brick patio. Rooftop access Lounge access (fee) Free coffee, sugar, etc.

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!

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.

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!

3BR w/ Foosball*Arcade*Darts*CerealBar*Pickleball
This house is 3BR + sofa bed in the basement and it's packed with fun! The patio transforms into a pickleball court, the game room offers arcade games & Nintendo Classic, and the garage adds foosball. Stocked kitchen with cereal bar. Outdoors, relax with a BBQ grill while kids enjoy the playground. Inside: cozy living room w/ 55" TV, full kitchen w/cereal bar,memory foam pillows & baby essentials (high chair, packNplay). Perfect for families & pet owners

The Hummingbird | Center of Downtown Libertyville
Welcome to The Hummingbird, a charming 375 sq ft studio in Historic Downtown Libertyville. Eclectic and stylish with Smeg appliances and high end finishes. Steps from top restaurants, nightlife, shops, and the Metra station. In the heart of the action, sharing a lively courtyard with one of Libertyville’s most popular restaurants. Perfect for couples or solo travelers who love being where the buzz is. Perfect for Navy Graduation or trips back to your home town!

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>
Popular amenities for Countryside Lake vacation rentals
Other great vacation rentals in Countryside Lake

H2 Cozy Room by the River

Private room in Elgin w/ Amenities & Hot Tub

Waterfront Private Room & Downtown Entertainment

Perfect for Individual Travelers #1

T - Amazing Open Floor Plan, Across From Lake

Glenview home for Two Guests near O’hare &Downtown

Casa de Cary 1 (private driveway/entrance/wifi)

Lovely room in 2-bedroom apartment
Destinations to explore
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Navy Pier
- Six Flags Great America
- Shedd Aquarium
- 875 North Michigan Avenue
- Humboldt Park
- Guaranteed Rate Field
- Frank Lloyd Wright Home and Studio
- Alpine Valley Resort
- Oak Street Beach
- The Field Museum
- Wicker Park
- Garfield Park Conservatory
- Lincoln Park Zoo
- Brookfield Zoo
- Museum of Science and Industry
- Geneva National Resort & Club
- Illinois Beach State Park
- Willis Tower
- The Beverly Country Club
- Raging Waves Waterpark