Holiday rentals in Countryside Lake

The Fox Den / Midcentury A-frame

Our A-Frame is a mid-century gem with everything you envision in a cabin, plus all the comforts of home. It features a private dock with access to the Fox River and the Chain of Lakes, as well as direct entry to the Silver Creek Conservation Area. Located between the Fox River and the northern end of the Silver Creek Conservation Area, it’s only 1:15 from Chicago and 1:30 from Milwaukee. The ideal spot for a couple’s retreat, a small family adventure, or a solo escape to reconnect with nature.

Modern 4BR Lake Retreat • Walk to Beach & Main St

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!

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Pet Friendly, Fenced In Yard, Lots to do Nearby!

Entire home included in your stay, big fenced in yard that is pet friendly! Updated, clean, 2 bedroom with 2 queen beds. 1 full bathroom. Laundry room with W/D. All hard surface flooring throughout (no carpet), kitchen has new appliances, dishwasher, coffee maker, toaster, microwave, fridge/freezer, quartz counters, all utensils stocked and available. There's a dining space with 4 chairs. Comfortable living room with couch and recliner, and wall mounted Smart TV. Patio, grill, outdoor space!

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.

Adorable 2-bedroom home near downtown Grayslake!

Welcome to Mellow Yellow, an adorable home with everything you need. Located close to downtown Grayslake where you will find restaurants, bars and cute hometown stores. Walk to Jones Island to relax on the beach or head to the Aquatic Family Center for a dip in the pool. Enjoy nearby attractions, Lake County Fairgrounds, Six Flags Great America, Great Lakes Naval Base, and Gurnee Mills Mall, or spend the day in Chicago which is 29 miles. Check out my guidebook for places to eat and visit!

Family Retreat with Fire Pit and Game Garage Fun

This Libertyville home is set up for a polished family friendly stay with space to spread out, a finished basement, a converted game garage, and a fenced backyard with a fire pit. Guests can enjoy Samsung TVs with popular streaming apps, a kids’ zone downstairs, arcade basketball, ping pong, foosball soccer billiards, and a bright kitchen with a gas stove. With sleeping space for up to nine, the home works well for family visits, longer stays, and plans near downtown Libertyville.

Beautiful 3 bdrm home, 20 min to Naval Base

Relax with the whole family at this peaceful place to stay. Quick 20min drive to Great Lakes Naval Base and 25mins to Great Wolf Lodge! This beautiful home is perfect for couples & families coming to Lake County to visit family or attend graduation from Great Lakes Naval Base. The renovated kitchen is well appointed, & in-unit laundry makes you feel right at home! All rooms have pillowy soft memory foam mattresses. You'll have access to the full home through a smartlock code.

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.

Cozy French Inspired Cottage in rural setting

Relax and escape to our charming, one of a kind cottage. Beautifully decorated with period furniture and tastefully updated with modern amenities. The cottage offers slate tile and hardwood floors. Original pine floors line the upstairs loft bedrooms. Cook in a French inspired country kitchen with butcher block counter tops. Rural setting, yet minutes away from everything! Downtown is a 20 min. walk and the Metra will take you to the city in 45 minutes!

The Comfort Spot - Inside & Out

Cozy 3BR/2BA family home in peaceful Mundelein. perfect for families, couples, or anyone needing a comfy place to land. Minutes from parks, trails, restaurants & shops. Inside, you'll find a lived-in charm, a fully equipped kitchen, and thoughtful touches throughout. Outside? A private patio with an outdoor kitchen ideal for grilling and unwinding. Come relax, connect, and make lasting memories.