Holiday houses in East Loon Lake

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Top-rated holiday rentals in East Loon Lake

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

A cozy four-season porch features light wood paneling and large windows offering views of the outdoors. Comfortable seating, including woven chairs, is arranged around a small space, with decorative elements adorning the walls. A small electric fireplace provides warmth and ambiance.

Cottage in Trevor

The Lakehouse-3bdr/Lakefront/Wi-Fi

Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake and 5 minutes from Antioch, IL. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides ample space to enjoy the stunning view. From May-Sept 30th, you will also have access to our shared pier. Enjoy swimming, boating, fishing or other nearby activities: skiing, golfing and ziplining. Beach chairs/toys, fire pit, grill, games and folding chairs are also provided.

4.98 out of 5 average rating, 167 reviews

Top Guest favourite

An aerial view captures a serene neighborhood surrounding Cross Lake, with lush trees interspersed among residential homes. The glimmering lake reflects sunlight, bordered by green spaces and walkways, creating a peaceful setting for outdoor activities.

Home in Salem Lakes

Twin Pines at Cross Lake

Relax at this cozy, peaceful space and renew yourself at Cross Lake! The waterfront is just a block walk, where one can enjoy fishing, kayaking, or simply take in a stroll. Skiing at Wilmot Mountain in the winter, just a 10 minute drive. This cozy cottage sleeps 6 if using the pull-out couch, features a fully equipped kitchen, a open living area, dedicated work station, a full deck to sip your morning brew on, and a backyard firepit for evening marshmallow roasting! Book your stay today!

4.94 out of 5 average rating, 50 reviews

Top Guest favourite

A cozy seating area is presented with two sofas adorned with decorative pillows. A large lamp with a blue shade complements the space, while light filters through the large windows, enhancing the bright atmosphere. A piece of wall art and natural accents are also visible.

Home in Salem

Center Lake View Cottage, near Camp&Silver Lakes

Relax & enjoy your stay in this peaceful home in quiet, friendly neighborhood. Launch boat in Center Lake at end of street or several nearby lakes. Camp Lake is 2 mins away, close to Silver Lake and many others. This home has an awesome sled hill, fire pit with seating area, and a relaxing deck with lake views. Close to Lake Geneva, & Renaissance Faire. Ski at Alpine Valley or Wilmot Mountain. 25 mins to Six Flags or Lake Geneva, 1 hr to Chgo or Milwaukee. 35 mins to Great Lakes Naval Base.

4.94 out of 5 average rating, 136 reviews

Guest favourite

A vibrant sunset fills the sky with shades of orange, pink, and purple, casting a warm glow over the grassy grounds. The horizon is lined with trees, and a wooden fence frames the serene landscape.

Farm stay in Lake Villa

The Bunkhouse at Susanna Farms

Just a short drive from Chicago, this charming small farm offers a chance to experience rural living. Nestled by nature preserves, you’ll feel immersed in the countryside while being conveniently near shops and services. Greet the friendly horses, chickens, goats, and sheep. Gather around a firepit or relax in the comfy seating or spacious dining area in the great room. The property features a complete kitchen, ample living space, and a comfortable bedroom. Please note, no parties, no pets.

4.83 out of 5 average rating, 86 reviews

Guest favourite

Home in Fox Lake

Lakefront 3Bed 3Bath Luxury Home with Game Room

Discover the most luxurious vacation rental in Fox Lake, IL — a stunning 3-bedroom, 3-bathroom lakefront home on beautiful and historic Mineola Bay. Recently remodeled with no expense spared, every room features high-end finishes, designer touches, and modern elegance that set it far above the competition. Floor-to-ceiling patio doors and expansive windows flood the space with natural light and offer breathtaking panoramic views of the bay. Step outside to enjoy the tranquil waterfront.

4.95 out of 5 average rating, 19 reviews

Guest favourite

Home in Trevor

Relaxing Lakefront Stay w/ Deck and great views

There is no better feeling than hearing, smelling and seeing the lake while relaxing in the comfort of your own private deck...knowing that any moment you can step out of your soft-cushion seat and take a 30-second stroll to the lake. It's the beautiful views that give this lake-front home its name (Cross Lake Haven) but it's the freedom of being in constant serenity that gives it its spirit. The Cross Lake Haven is perfect for a couple or small family. Brought to you by NCL Properties

4.93 out of 5 average rating, 46 reviews

Top Guest favourite

A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.

Home in Richmond

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 !

4.96 out of 5 average rating, 248 reviews

Guest favourite

A wooden deck steps lead to the entrance of a recently renovated home, framed by flower pots and outdoor seating. Decorative string lights are visible above, and an American flag is displayed on the left, adding to the welcoming atmosphere.

Home in Salem

Lago Amore - Channel house, pier, kayaks

A recently updated family home awaits you. Unwind with breathtaking views in the quaint Village of Paddock Lake. Kayak, go to the beach, fish with the family or ice fish and snowmobile during the winter. Bring your boat with public launch access. No matter the season, this home offers wonderful views of Paddock Lake. Centrally located between Milwaukee and Chicago, as well as Lake Geneva and Kenosha, there is always something happening just a short drive in any direction.

4.95 out of 5 average rating, 104 reviews

Guest favourite

The striking A-frame exterior features large triangular windows that allow natural light to flood the interior. The patio area includes seating for relaxation and a hot tub, set against a backdrop of lush surrounding trees, enhancing the connection with nature.

Cabin in Bloomfield

Modern A-Frame Lake Cabin w/ Pickleball Ct.4Bd 3Ba

Escape to this stunning A-frame home in Genoa City, Wisconsin, where tranquility meets adventure. Just minutes away from Nippersink golf course, Lake Geneva and Wilmot Ski Resort. Nearby Cabin offers a range of amenities designed to enhance your stay. Including a private pickleball court, hot tub, kayaks, and many more. Providing private lake access, and a private pier, this spacious vacation rental is the perfect getaway for families and groups looking to unwind and explore.

4.95 out of 5 average rating, 88 reviews

Top Guest favourite

The exterior of the house is highlighted by a striking facade, featuring large glass windows that provide views of the sunset. A spacious deck and seating area are framed by landscaped stone steps and lawn leading to the firepit, enhancing the outdoor gathering space.

Home in Bristol

Blue Moon Lake House

Our Blue Moon Lake House on Lake Shangri-la is too special not to share with others! Located in Bristol, Wisconsin with beautiful lake front views and equipped with all the creature comforts of home, "Blue Moon" is an idyllic getaway close to many attractions. Explore the lake with available kayaks and paddle board. Swim and lounge on the giant lily pad. Grill out on the deck. Lounge lake side and read a book. Take in the views by the firepit or in the hot tub!

5.0 out of 5 average rating, 34 reviews

Top Guest favourite

A wooden pier extends over the calm water, surrounded by lush greenery. The shoreline is visible, with houses dotting the distant landscape under a clear blue sky. The tranquil lake invites relaxation and outdoor activities.

Home in Lake Villa

Peaceful Lakefront/2 kings +/Near Navy/Family Time

A quiet, peaceful lake house retreat with room to relax on Sand Lake. Fishing, swimming, and kayaking. Relax on the pier as you watch the wildlife on the lake. Lovely sunsets. Many amenities to enjoy. Newly renovated throughout, with a new kitchen, bathrooms, flooring, beds, and furniture. Beautiful lake views from the family room, kitchen, dining room, and sunroom. CONTACT US FOR FLEXIBLE/EXTENDED Check-in and Check-out times.

4.99 out of 5 average rating, 110 reviews

Guest favourite

A patio area is shown, featuring a hot tub and a Blackstone grill, surrounded by four cushioned chairs. A dining table with four chairs is also present. Lush green trees provide shade, with a clear view of Lake Shangrila in the background.

Home in Bristol

Lakefront Home Sleeps 12 – Hot Tub/Boat/Pets/Ski

Discover the perfect lakeside getaway just an hour from both Chicago and Milwaukee. Nestled on scenic Lake Shangrila, our fully equipped home sleeps up to 12 guests and combines comfort, convenience, and fun. Enjoy direct lake access with a private pier, hot tub, firepit, and plenty of space indoors and out to relax or entertain. With year-round attractions nearby, it’s the ideal retreat for families, friends, and remote workers alike.

4.87 out of 5 average rating, 128 reviews