Cottage vacation rentals in Round Lake

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Top-rated cottage rentals in Round Lake

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Guest favorite

A charming two-story cottage is surrounded by a well-maintained lawn and mature trees. A paved driveway leads to a detached garage, while flower beds add a touch of color to the landscape. Clear skies provide a serene backdrop to the inviting exterior.

Cottage in Williams Bay

4.97 out of 5 average rating, 138 reviews

Clover Cottage in Williams Bay - with Hot Tub!

Welcome to Clover Cottage, a non-smoking, family friendly home with modern updates, within short walk of beach, lake, coffee and restaurants (and ice-cream shops!). Enjoy coffee or tea on the porch and relax in the spacious backyard with Hot tub, grill and fire pit. Beach is 0.7mi walk. Kitchen is fully equipped, including blender, Keurig, espresso maker, and more. Local attractions include Music by the Lake, Kishwauketoe Nature Conservancy, Yerkes Observatory, and more Baby gate provided.

Top guest favorite

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

4.98 out of 5 average rating, 121 reviews

The Lakehouse-3bdr/Lakefront/Wi-Fi

Enjoy your stay at this cozy cottage just steps away from beautiful Cross Lake. This 3bdr, 1bath house features a 4 seasons porch so you can relax and unwind all year. Our large yard provides you additional space to enjoy the stunning view. From the first weekend of 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.

Top guest favorite

The exterior of a charming cottage is depicted, featuring light gray siding and a welcoming front porch adorned with potted flowers. A well-manicured lawn and symmetrical hedges frame the path leading to the entrance. Trees provide a natural backdrop, with soft sunlight filtering through the leaves.

Cottage in Lake Geneva

4.95 out of 5 average rating, 132 reviews

NEW! Boutique Stay – Walk to Lake, Cafes & Shops!

Nestled in the heart of Lake Geneva's historic Maple Park, this chic and charming cottage offers the perfect setting for making memories. Relax on the porch, stroll to nearby coffee shops, restaurants, boutiques, the beach, or simply stay in to soak up the cottage charm. Thoughtfully restored and designed with timeless character, it’s the perfect setting for gathering with friends and family to make memories that last a lifetime. This retreat captures the spirit of classic Lake Geneva living.

Guest favorite

A spacious back deck is highlighted, featuring an outdoor table with an umbrella and comfortable seating. A charcoal grill is positioned nearby, and vibrant flowers add a splash of color. The neighboring structures and lush greenery create a welcoming outdoor space.

Cottage in Fox River Grove

4.87 out of 5 average rating, 30 reviews

Waterfront Cottage/sauna/kayaks/firepit/dock

Enjoy some time away at this peaceful cottage on the Fox River. There is a dock with jet ski lift and kayaks available to guests. Large deck with ample seating. There is a sand beach with volleyball court and playground within walking distance of home. Many places to dine and shop nearby. Some nice resteraunts on the water. Local attractions nearby including Norge Ski Club, Bettendorf Castle, Three Oaks Rec, ect. Fire pit next to river with wood included. Amazing sunset view and steam sauna.

Guest favorite

A charming orange bungalow is framed by lush greenery. The exterior features large windows and a welcoming front door with a star motif. The overall structure reflects a cozy, cabin-like feel, inviting guests to relax and enjoy the surrounding nature.

Cottage in Twin Lakes

4.96 out of 5 average rating, 45 reviews

Twin Lakes Bungalow

Cute 1930’s bungalow with a cabin feel and many modern updates, just blocks away from Lake Mary in the adorable Twin Lakes Manor neighborhood of Twin Lakes, WI! Relax in this 2 bedroom, one bath cabin with a full tub and shower, fully-stocked kitchen, and a HUGE fully fenced-in backyard you can bring your dogs to! Patio with table and a fire pit surrounded by Adirondack chairs to relax in! 2 kayaks and 2 sets of golf clubs included! You don’t want to miss this adorable and cozy place!

Guest favorite

A bright bedroom features a spacious bed with a white duvet and decorative pillows, framed by two woven pendant lights. Natural light pours in through a large window, illuminating the soft beige walls and a patterned area rug beneath the bed.

Cottage in Lake Geneva

4.96 out of 5 average rating, 101 reviews

Close to Town + Beach • Historic Pemberley Cottage

Built in 1890 and lovingly updated in 2021, Pemberley Cottage embodies the history, charm, and character of Lake Geneva. Just a 15-minute walk or 2-minute drive to everything our town has to offer, including downtown shops and restaurants, nightlife, Geneva Lake and its beaches, boat and scooter rentals, and more! Skip the weekend traffic with easy access to and from the highways. We love our small town and take great pride in delivering the very best experience for our guests!

Top guest favorite

The exterior of a charming lakeside house features a light grey facade with white shutters. A blue door serves as the focal point, framed by two symmetrical windows. The landscaped entrance is bordered by a stone pathway and small shrubs, highlighting a welcoming atmosphere.

Cottage in Wonder Lake

4.93 out of 5 average rating, 155 reviews

The Cozy Lake House/Perfect Lake Front Getaway!

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!

Top guest favorite

The exterior of a charming cabin is framed by large, mature trees and well-maintained green lawns. A welcoming front entrance with a red door is visible, and surrounding landscaping includes shrubs and flower beds, creating a serene outdoor environment.

Cottage in Williams Bay

4.96 out of 5 average rating, 114 reviews

Peaceful, serene cottage near Lake Geneva

Welcome to Serenity. Not your typical lake cabin, Serenity has a Mid Century flair in a wooded, quiet and peaceful setting just minutes from the beach and boat launch on Williams Bay. Enjoy morning coffee in the large dining room as our neighborhood turkeys wander through the yard. There is an outdoor dining set with charcoal grill, and a gas fire pit to warm you up on cool nights, and an additional family room in the loft to play games or relax in front of the TV.

Guest favorite

The home is set on a spacious lot surrounded by mature trees, showcasing a welcoming exterior design with light-colored siding and a gabled roof. Lush greenery and flowering plants create a natural border along the pathway, leading to an inviting front porch.

Cottage in Lake Geneva

4.91 out of 5 average rating, 103 reviews

The Peacock Cottage

Cozy, quiet, accessible Lake Geneva home with large open living area, vaulted ceilings, large 1-acre wooded lot. 3 minutes from beach, 5 minutes to both Lake Geneva and Williams Bay, 2 minutes to a local Wisconsin-style convenience store. Welcome to the Peacock Cottage! Located on a deep, private lot surrounded by woods, so it's great to let loose without any nearby traffic. We are super into cozy homes, and love creating spaces that are restful and fun.

Top guest favorite

A charming cottage is framed by lush greenery and colorful flower planters. The white exterior features multiple windows, allowing ample natural light. A welcoming front porch leads to the entrance, adorned with patriotic bunting, inviting guests to enjoy the serene surroundings.

Cottage in Barrington

5 out of 5 average rating, 114 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!

Superhost

A cottage exterior is showcased with a well-maintained wooden deck and black railings. A welcoming front door is featured, which is flanked by two windows. The surroundings include a manicured lawn with small flower beds, enhancing the cottage's inviting appearance.

Cottage in Antioch

4.83 out of 5 average rating, 113 reviews

#4: Cute 2 bedroom cottage on the beach!

Come relax at Turtle Beach Marina! Rent a Pontoon or a Kayak. Spend the day at the beach and at the beach bar (Beach bar is open mid May until the first weekend in October). There is a restaurant and gaming room (slots) on the property. 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 favorite

A vibrant pool area is surrounded by a spacious deck featuring lounge chairs and umbrellas. Guests can be seen enjoying the water, with the large building in the background showcasing expansive windows that invite natural light. The atmosphere is lively and welcoming.

Cottage in Fontana-on-Geneva Lake

4.98 out of 5 average rating, 110 reviews

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs

4 Bedroom 2 1/2 bath vacation cottage in Abbey Springs Resort Community on Lake Geneva. Resort Pass is required for all guests (included) and gives entry to the resort plus indoor and outdoor pool (Memorial to Labor Day), hot tub, games room , gym, tennis courts , pickle ball. 2 restaurants beach and fire pit on site. Newly Renovated Golf Course not included but available by paying at club house . We welcome all .