
Holiday rentals in Countryside Lake
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Countryside Lake
Guests agree: these stays are highly rated for location, cleanliness and more.

The Adorable "Blue Breeze"!
Enjoy time at our centrally-located, family-friendly home. Close by, you'll find a public fishing dock and the popular Phil's Beach. A peaceful space with an outside patio and grill, perfect for relaxing at end of day. We also have a large driveway that can accommodate your boat making it easy to enjoy a day on Bangs Lake or a short 15 min trip to Fox Lake. Nearby attractions include the Volo Museum, Jurassic Gardens, and Lake County Discovery Museum. Please note the backyard is not fenced in.
4.97 out of 5 average rating, 105 reviews
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!
4.99 out of 5 average rating, 85 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.
4.95 out of 5 average rating, 510 reviews
Modern French Escape | Near Base
Welcome to Your Chic French-Inspired Escape! Step into a stylish 4-bed, 2.5-bath retreat blending modern comfort with a touch of France. Just 2 miles from Six Flags, 4 miles from The American Place Casino, and 9 miles from the beach and Naval Station, this home is perfect for families and groups. Enjoy French-inspired décor, office nooks, a pool table, and board games for fun nights. The stocked kitchen makes meals easy. Near highways, shopping, and dining, this elegant getaway has it all!
4.97 out of 5 average rating, 61 reviews
131 E. Park Ave - Unit 306
Keep it simple at this peaceful apartment walking distance to fantastic downtown Libertyville. Very nicely maintained building with elevator. 7 miles to Great Lakes Naval Base. Super clean unit with all brand new furnishings. HD smart TV's with cable in both the living room and bedroom. There is a comfortable rollaway bed behind the couch that is perfect for one person. Fast Wi-Fi with dedicated work desk. Ample free parking right in front of the building. On-site laundry one floor down.
4.81 out of 5 average rating, 109 reviews
Sleeps 9+ | Hot Tub & Game Room Near Navy Base
Galvan Acres I is just 1 mile from charming downtown Grayslake, with grocery stores and restaurants less than half a mile away. A favorite for families attending Great Lakes Navy Boot Camp graduations, the Naval Station is only 20 minutes away. Perfect for family reunions and group getaways, the home features a spacious lower level with a pool table, arcade basketball, 70" TV, lounge, large dining table, sunroom, deck, patio, outdoor hot tub, and reverse osmosis drinking water.
4.98 out of 5 average rating, 56 reviews
5BR with Sauna, Game Lounge, Poker Room, Darts etc
Welcome to The Gathering House, a massive 4-level retreat in Lake Zurich created for real together-time. With 5 bedrooms, 3 living rooms, 10-seat dining room, fully equipped kitchen with extras like a Crock-Pot and fondue set, it’s ideal for families, friends, or reunions. After game night in the basement with pool, poker, and darts, sauna, head out to nearby lakefront beaches, parks, trails, groceries, and local dining spots just minutes away. Brand new carpet on the top floor.
4.79 out of 5 average rating, 80 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.
4.88 out of 5 average rating, 248 reviews
King Suite | Sleeps 8 | Near Navy Base & Six Flags
Welcome to your peaceful woodland escape right in the heart of Waukegan! Backing directly onto a lush, private nature preserve, this freshly updated 3-bedroom, 2.5-bath home offers the ultimate blend of suburban convenience and serene privacy. Whether you are in town celebrating a Navy Boot Camp graduation, visiting Six Flags, or simply seeking a quiet family getaway, this 1,800+ sq ft retreat gives your group plenty of room to spread out, relax, and recharge.
5.0 out of 5 average rating, 11 reviews
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!
4.99 out of 5 average rating, 144 reviews
Spacious home near DT Libertyville w/ Rec Room!
Bring the whole family to this great place with lots of room for fun. Make yourself at home in front of the cozy fireplace and enjoy the spacious feel of the vaulted ceilings. Make some food in the kitchen complete w/dishwasher, SS appliances, and quartz counter tops. Or step outside and enjoy the fresh air in the fenced in backyard or screened in porch. Don't feel like heading outside? Stay in and make use of the rec room complete w/ wet bar!
4.94 out of 5 average rating, 16 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.
4.94 out of 5 average rating, 139 reviewsPopular amenities for Countryside Lake holiday rentals
Other great holiday rentals in Countryside Lake

The Comfort Spot - Inside & Out
4.88 out of 5 average rating, 17 reviews
Lovely apartment above Gelato Shop. Walk to shops
4.74 out of 5 average rating, 69 reviews
Elegance: 4BR - 2 BT Spacious Ranch w/ Basement
4.96 out of 5 average rating, 27 reviews
Family Retreat with Fire Pit and Game Garage Fun
5.0 out of 5 average rating, 10 reviews
Modern A-Frame Lake Cabin w/ Pickleball Ct.4Bd 3Ba
4.95 out of 5 average rating, 88 reviews
Family-sized Indoor Heated Pool & Movie Theater!
4.98 out of 5 average rating, 94 reviews
Private, Pet Friendly. Hot Tub! Fireplace. In Town
4.98 out of 5 average rating, 47 reviews
Historic Downtown Grayslake
5.0 out of 5 average rating, 25 reviewsDestinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- St. Louis Holiday rentals
- Cincinnati Holiday rentals
- Detroit Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Downtown Chicago Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Grand Rapids Holiday rentals
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- University of Chicago
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Alpine Valley Resort
- Lincoln Park Zoo
- Union Park
- Byline Bank Aragon Ballroom
- Donald E Stephens Convention Center
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory





