Holiday rentals in Round Lake

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Top-rated holiday rentals in Round Lake

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Guest favourite

Cottage in Lake Villa

4.82 out of 5 average rating, 152 reviews

Laura’s Little Cottage

First, I’d like to mention this is located in a QUIET neighborhood. I don't rent out for big, loud parties. If that's what you're looking for, this is not the place for you. I like to keep peace with the neighbors! Moving on. This little cottage is just minutes from several forest preserves, the Chain O’ Lakes, Great America or Wilmot Mountain. 30 minutes to Great Lakes Naval Base & less than an hour to Lake Geneva, Chicago or Milwaukee. Plenty of restaurants, & grocery stores. 30 day minimum

Guest favourite

Home in Beach Park

4.98 out of 5 average rating, 162 reviews

B’s Farmhouse Cottage 2-bedroom duplex.

Experience the best of the midwest! Enjoy a newly remodeled "Magnolia Farm" inspired 2-bedroom duplex, all to yourself near everything you need. 50 Miles from Milwaukee, miles from Chicago, and 2 miles having your toes in the sand at Lake Michigan. We are minutes away from the Great Lakes Naval Station and the Cancer Treatment Center of America, Six Flags Great America, Gurnee Mills, and Great Wolf Lodge. Whatever brings you here make J&B's Farmhouse Cottage your home away from home today.

Guest favourite

Flat in McHenry

5.0 out of 5 average rating, 74 reviews

Walk to downtown McHenry @ the heart Fox River

NO PETS ALLOWED Entire 2nd. floor. Few blocks walk to most of the entertainment McHenry has to offer. Across the street from a Pokémon Gym @ Veterans Park. Cozy, with full kitchen, books, games, toys & many extra amenities to make your stay relaxing & comfortable. Fenced backyard. Smoking only outside. 4:20 allowed in backyard & not in view of under the age of 21. 1 block west of the Fox River includes 488 miles of shoreline of the Chain of Lakes. Free boat/kayak launch minutes away.

Guest favourite

Home in Antioch

4.96 out of 5 average rating, 28 reviews

Hideaway Lakehouse

Enjoy the most beautiful sunsets and our peaceful surroundings. This is a single-family home on a Lake, hidden away from the hustle and bustle of city life. We have a large fire pit with seating for roasting marshmallows. Excellent fishing (with an IL fishing license). A short drive gets you to every store you can imagine in Antioch, we are 15 minutes from Gurnee Mills, one of the largest malls in the U.S. as well as Six Flags Great America amusement park. There is also ice fishing.

Guest favourite

Home in Grayslake

4.98 out of 5 average rating, 46 reviews

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. Six Flags Great America is just 7 miles away, Great Lakes Naval Base 13 miles, Gurnee Mills Mall 7 miles away or spend the day in Chicago which is 29 miles. Check out my guidebook for places to eat and visit!

Guest favourite

Guest house in McHenry

4.95 out of 5 average rating, 157 reviews

"The Apartment" in the heart of downtown McHenry

We welcome you to be our guest in this charming, historic home built in 1911 by a German mason. This upper unit Apartment is a spacious 1,100 square feet, lovingly restored with a vintage aesthetic in 2018. The private entrance to "The Apartment" will lead you to; 2 cozy bedrooms & 1 vintage inspired yet modern bath with walk in shower. A large living room, dining area and bright clean kitchen will make you feel right at home. 9 foot ceilings and tons of natural light through out.

Guest favourite

Flat in Libertyville

4.9 out of 5 average rating, 91 reviews

131 East Park Ave. #308

Keep it simple at this peaceful and centrally-located 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. Pull out bed in living room good 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.

Guest favourite

Home in Round Lake Park

4.89 out of 5 average rating, 35 reviews

Lake House Retreat with option to rent Jet Ski

Unbelievable views of round lake, stocked kitchen with everything you need to cook with, washer dryer, jacuzzi bathtub, internet, kayaks, fishing poles and everything you need for a great stay. Heads up on basement it is under construction but the third bedroom in basement is clean and able to use. Dont judge me in the construction mess. Ask about: • Jet ski rentals • Fishing Guide • Juice Clense / Fat Camp • Boxing Training Camps for pros or workout enthusiasts • Jeep Rental

Guest favourite

Home in Round Lake Beach

4.89 out of 5 average rating, 157 reviews

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.

Guest favourite

Home in Round Lake Beach

4.99 out of 5 average rating, 102 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!

Guest favourite

Bungalow in Mundelein

4.87 out of 5 average rating, 185 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

Flat in Grayslake

5.0 out of 5 average rating, 10 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!