Beachfront holiday rental in Williams Bay

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Top-rated beachfront accommodation in Williams Bay

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Guest favourite

Apartment in Ingleside

4.93 out of 5 average rating, 29 reviews

Chain O' Lakes 3/1.5 Beach Penthouse and Boat Dock

Unique and amazing 3 bed / 1.5 bath nautical beach house has the best lake and sunset views of the Chain O' Lakes. Be amazed from the extra-large deck of the penthouse suite overlooking the lake, and watch sunsets fall over the bay and color the sky. The back deck is your private place to entertain & relax overlooking all the splendor of the lake. If you want to get your feet in the sand, then head downstairs and enjoy the beach and play bags or enjoy the beach fire tables in the warmer months.

Guest favourite

Guesthouse in Elkhorn

4.98 out of 5 average rating, 166 reviews

Camp Wandawega: Lakeside 3 Bedroom Cabin

Overlooking the lake nestled right behind the main lodge, this cabin has 3 bedrooms, a half bathroom, a seating a room, a basic kitchenette & access to camp showers downstairs. One large bedroom has a queen bed, one room with bunkbeds, & one with a full bed to accommodate a max of 6 guests. (But the bunkbeds are best for kid-sized humans). Like all of Wandawega, it’s a back-to-basics, no-frills, primitive experience. Simple rooms, vintage furnishings. There is heat & a couple AC window units.

Guest favourite

Home in Antioch

4.9 out of 5 average rating, 129 reviews

Lakefront, beautiful views, spacious and private.

With panoramic views of the lake, you’ll love the stunning sunsets, private beach, pier, and kayaks. Experience outstanding fishing and walk to downtown for restaurants, bars, shopping, theater, and concerts in the park. Skiing at Wilmot/Vail is just a short drive away. Inside, unwind by two fireplaces, three TV screens, or play a game on the pool table. The large wet bar and expansive kitchen are perfect for gatherings, with additional space in the dining areas, private office, and gym.

Guest favourite

Holiday home in Burlington

4.97 out of 5 average rating, 31 reviews

Lilly Lake Life-Golden Getaway

Come unwind at this roomy, cozy home on the shores of Lilly Lake. With updated kitchen and baths, this 4 bedroom, 2 full bath home is situated on flat frontage mere steps to the wide, private beach. Close to Chicago and Milwaukee makes it easy to plan an escape any time of year. In Summer, enjoy morning coffee on the deck with lake views and evenings stargazing by the fire pit. In Winter, nearby Wilmot and Lake Geneva offer skiing, shopping and the renowned Lake Geneva Winterfest.

Guest favourite

Cottage in Wonder Lake

4.93 out of 5 average rating, 137 reviews

The Cozy Lake House/ Perfect Winter Getaway!DM ?s

Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Guest favourite

Home in Lake Geneva

5 out of 5 average rating, 12 reviews

Lake Front Living! Private Beach, Pier & Fire Pit

Enjoy 180 degrees of lake views from this year-round Lake Geneva home located on the shores of Lake Como. Lake Como is a quiet, non-crowded lake with a shallow bottom. The lake is approximately 9 feet at it's deepest, so it's a perfect lake for boating, tubing, waterskiing, swimming, fishing and more! Centrally located just 3 miles west of downtown Lake Geneva and also steps away from the famous Mars Resort Bar & Restaurant with a piano bar and outdoor seating on the lake.

Top Guest favourite

Farm stay in Harvard

4.96 out of 5 average rating, 114 reviews

Executives, Weddings, Families: Elite Farm Retreat

Unwind and find your inspiration just 1.5 hours from Chicago at our Elite Farm Retreat. Designed for executives, weddings, and families. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. Our 5000 sq ft estate is a blend of comfort and rustic charm, set on 10 acres near Lake Geneva. Luxurious bedrooms, Jacuzzi, and premium entertainment await. Ideal for top-level meetings or intimate family events. Elevate your retreat experience with us. Book now.

Superhost

Home in Waterford

4.9 out of 5 average rating, 138 reviews

White Pine Villa-Hot tub, Kayaks, fire pit

Relax in the serenity of the Fox River flowing past this get-a-way with beautiful river views and great sunsets! The home is situated directly on the Fox River just outside of Tichigan Lake. Perfect for a romantic retreat or a family vacation. Enjoy kayaking, fishing, bonfires and much more! We also offer pontoon rental directly though us. Just minutes away from Alpine Valley for summer concerts or winter skiing and tubing. 5 ADULTS MAX

Superhost

Cottage in Antioch

4.83 out of 5 average rating, 98 reviews

#4: Cute 2 bedroom cottage on the beach!

Come relax at Turtle Beach Marina! Rent a Pontoon, Kayak, or even a Wave Runner. Spend the day at the beach and at the beach bar (Beach bar is open Thursday through Sunday until the first weekend in October). Quaint cottage has 2 bedrooms with a full bed in each. Up to 4 people allowed. There is no oven but has a 2 burner electric cook top. A grill is also available. Beach themed cottage is completely remodeled. 💜

Guest favourite

Cottage in Delavan

4.97 out of 5 average rating, 74 reviews

Spring Special Beautiful Cottage on Delavan Lake

Escape to this lakeside cottage this summer for your next "lake-cation" This newly renovated vintage cottage is the perfect destination for you and your guests. Our cottage is located in the famous Assembly Park on Delavan Lake and has STUNNING views of the Lake. With 4 bedrooms and 2 full baths, large wrap-around porch, sleeping arrangements can sleep up to 10 guests. Pier is available.

Superhost

Cottage in Antioch

4.83 out of 5 average rating, 169 reviews

#1 The Lodge @ The Cottages on Petite Lake

This beautiful and spacious lakefront lodge has views, charm and wonderful amenities including a private hot tub with lake views. Enjoy your morning coffee with a beautiful sunrise from your private deck right over the water with a private hot tub. Spend your days on the lake with the beach just steps away. End the night with a bonfire or movie in the comfortable great room.

Superhost

Home in Bristol

4.84 out of 5 average rating, 104 reviews

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

Discover the perfect lakeside retreat just an hour away from both Chicago and Milwaukee! Our fully equipped home on the stunning Lake Shangrila offers a spacious, comfortable stay for up to 12 guests. While our home and the lake will provide your group endless entertainment, you will also be located in an area surrounded by various attractions available in every season.