
Holiday houses in Round Lake
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Top-rated holiday rentals in Round Lake
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Enjoy a Getaway @ The Lake-Heim by Chain-O-Lakes
Enjoy a comfy retreat in this cute 1BR home nestled right next to Grass Lake, IL. Newly updated shower. A lovely space to unwind by the lake whether it is work or play. Awake to a quiet morning, ready for a day of water activities with impressive views. Early risers can catch a sunrise to die for. Indulge in the comfort and tranquility of this lakehouse cabin. We conduct regular pest treatment to keep pests away, but being close to nature and the lake, expect occasional bugs in warmer weather.

Lakefront Modern 4BR w/ 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!

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!

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.

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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.

The Indigo Cottage
This is a newly remodeled single-family home! It is small but has everything you need to enjoy time with family and friends during your stay in the Chicagoland area! There are two bedrooms each with a queen bed, an updated bathroom, a dining room with seating for 6, a cozy living room with a Crate & Barrel pull-out queen sofa bed, and a nice, updated kitchen! There's a brand-new washing machine and dryer in the basement. There's a nice patio table outside too in the private yard. Welcome!

Lake House Retreat $100 cash for Navy Families
*Navy Parents get $100 cash at checkin* Private house with lakeside fire pit, grill, dock, hot tub, internet, kayak, paddle boards,fishing poles & more. Contact me if you want less expensive couples option. The basement apartment that has its own shower, 70” TV, big kitchen, washer dryer and queen bed. Good option for couples or less than 3 people. I don’t rent both. Ask about: • Fishing Guide • Juice Clense • Fat Camp • Boxing Training Camp • Harley or Jeep Rental • Pontoon Ren

TheGlassCabin @ HackmatackRetreat
The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Corner Lakefront Property
This unique place has a style all its own. This corner lake house comes with a huge fenced-in yard, as well as a balcony off of the master bedroom and 2 parking spots. We offer 3 kayaks with life jackets, 1 paddle board, paddle boat and fishing poles, fire pit, outdoor and indoor games. We have 3 bedrooms with beds included, as well as a futon couch a trundle bed and a pull-out couch bed (6 potential beds total). This comes with 2 TVs, fireplace, WiFi, bar, new fridge and more.

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.

Modern 3BR/2BA | King Beds, One-Level
Unwind in this peaceful, centrally located 3-bedroom, 2-bath home—all on one easy-access floor. Tucked in a quiet neighborhood just 2 minutes from Route 31 & IL-120, this home is your perfect hotel alternative. Enjoy king-size beds in every bedroom, a fully stocked modern kitchen, and a cozy living room with four recliners and Smart TVs in every room. Step outside to relax by the fire pit, enjoy dinner on the patio, or sip your morning coffee from the front porch rockers.
Popular amenities for Round Lake holiday rentals
Other great holiday rentals in Round Lake

T - Amazing Open Floor Plan, Across From Lake

5. Cozy 2-Bedroom Modern Haven

The Fox Den / Midcentury A-frame

Cozy Lake Zurich Home (Private Room&Bathroom)

Room within a Cozy Cottage

Round Lake Beach Guesthouse

UltraPlush Queen Bed - 2nd Fl. Townhome Near Woods

2nd Floor Private Bedroom
Destinations to explore
- Chicago Holiday rentals
- Upper Peninsula Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Detroit Holiday rentals
- St. Louis Holiday rentals
- Cincinnati Holiday rentals
- Wisconsin River Holiday rentals
- Milwaukee Holiday rentals
- Windsor Holiday rentals
- Ann Arbor Holiday rentals
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Soldier Field
- Alpine Valley Resort
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wilmot Mountain Ski Resort
- Wicker Park
- Lincoln Park Zoo
- Oak Street Beach
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Brookfield Zoo
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower




