Holiday rentals with breakfast in Walworth County

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Tranquil Manor - Lake Geneva English Tudor Estate

Experience one of the most unique homes in the Lake Geneva area. This stunning English Tudor combines soaring wood-beamed ceilings, handcrafted architectural details, and spacious accommodations for families & groups. Secluded on 2 wooded acres, it offers a perfect blend of tranquility and access to restaurants, shopping, fishing, swimming, and boating fun. From the dramatic great room to the sleeping loft overlooking the home below, every space has been designed with you and your family in mind

4.98 out of 5 average rating, 191 reviews

An outdoor fire pit surrounded by wooden benches and chairs is visible in a spacious green area. The cabin in the background features a red exterior and large windows framed by trees, offering a serene spot for gathering.

Home in Elkhorn

Red Lodge|Hot Tub, Game Room, Near Lake, Free Dog!

Conveniently located amidst Southeast Wisconsin's best attractions, The Red Lodge is a contemporary-styled retreat that offers the space and family-friendly amenities to keep everyone entertained for hours. Enjoy an 👾 room, a secondary game room, a hot tub, a fire 🔥 pit, and a BBQ pit. Rent a boat right in the neighborhood at Lauderdale Lakes. Bike and hike at Kettle Moraine State Forest. Visit Lake Geneva for golfing and shopping—a quick 20-25 min drive away. Alpine Valley is minutes away!

4.97 out of 5 average rating, 327 reviews

An expansive wooden deck offers a welcoming outdoor space, featuring a dining table surrounded by chairs and a cozy rattan chair. A large umbrella stands in one corner, while lush greenery and blue skies create a serene backdrop.

Cabin in Elkhorn

The Retreat: 5 Acre Log Cabin

Escape to this beautiful 5-acre country retreat, located a short drive from Lauderdale Lakes, Alpine Valley, and Lake Geneva. The cabin features two kitchens, two family rooms, a year around outdoor hot tub, a game room, and five bedrooms with comfortable king-sized beds. The master suite also includes a steam room for added luxury. Spend your days enjoying the great outdoors with a game of beach volleyball or roasting marshmallows around a bonfire, while taking in the fresh midwestern air.

5.0 out of 5 average rating, 3 reviews

Lakefront on Como - Lake Geneva - Walk to Beach

Perfectly positioned on the shores of Lake Como, this spacious lakefront cabin sits just steps from the beach, playground, restaurants & picnic areas - the most ideal location to enjoy all that the area has to offer. Inside, experience an inviting blend of eclectic character & modern upgrades, creating a fun yet elevated vacation atmosphere. Enjoy the additional driveway for watercraft, take in views from the balcony, & experience lakefront gatherings year-round; this is Lake Life Living.

4.96 out of 5 average rating, 109 reviews

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

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!

A bright living room features large windows that allow natural light to fill the space. A comfortable sectional sofa and patterned rug create an inviting atmosphere. A coffee table is placed centrally, while decorative elements are arranged on shelves and a mantel, enhancing the room's aesthetic.

4.92 out of 5 average rating, 60 reviews

1 block to the Lake, then 2 blocks to Downtown

Renovated vintage cottage is blocks from the lake, 4 blocks to Riviera Beach, and a short walk to downtown. Stunning cottage boasts original stained glass with gorgeous renovated kitchen including granite countertops and stainless steel appliances. Fully stocked kitchen with plates, utensils, pots, pans and mixing bowls. Cabinets and drawers clearly labeled. Child plates, bowls, cups and kid utensils. Many games, toys, puzzles and books for kids too! Patio table outside.

A two-story gray house is framed by lush greenery and a well-maintained lawn. The entrance features a welcoming porch with white rocking chairs. An American flag adorns the left side of the building, and warm light illuminates the windows, inviting guests inside.

5.0 out of 5 average rating, 30 reviews

Downtown Lake Geneva, Gathering Place w/ Lake View

Welcome to the Gathering Place. Relax, unwind and enjoy all the wonderful things that Lake Geneva has to offer. Your perfect location, One block to everything, the beach, shopping, restaurants and the park. Built in 1863. Located in the Maple Park Historic District. Recently updated with all the modern conveniences. Relax on the front porch, take a nap in the hammock, unwind in one of many adirondack chairs by the fire pit or take in lake views from the rear porch.

4.97 out of 5 average rating, 89 reviews

A modern kitchen features open shelving displaying various cups, a plant, and cooking utensils. A sleek sink with a polished faucet is positioned beneath a wide mirror, reflecting warm lighting from an adjacent room. Counter space is organized with cooking essentials and a decorative cutting board.

Apartment in Lake Geneva

NEW! Boutique Inspired 2BR Loft, Lake Geneva

Rest. Play. Recharge. Whatever your soul needs. Dance to your favorite record, sip homemade lattes, share personal stories, host intimate dinner parties. TheUpperHalfLoft, a boutique-inspired space, situated above a locally owned cheese-tasting bar (wine pairings encouraged) and just a short stroll from the heart of Downtown Lake Geneva. Truly the best of both worlds — the energy of a get-a-way town and the restfulness of a quiet place to land.

4.98 out of 5 average rating, 41 reviews

New Luxe Lake Home - Entertainment Rms - Lake view

This Luxe Home on Como is truly an entertainer’s delight. This handsome lake view home is a new build just steps from the lake. At every turn, guests are invited to enjoy luxurious comforts — from the whole-house sound system and smart TVs to the entertainment rooms and games, offering upscale comfort and year-round fun under one roof. If you’re looking for a luxe stay with a luxe view and luxe entertainment, this is your home away from home.

4.98 out of 5 average rating, 211 reviews

A welcoming porch is visible, featuring two rocking chairs positioned beside a small white railing. Lush green shrubs frame the entrance, which is adorned with a bright red accent panel. The entrance door is black with a classic design, complementing the overall aesthetic.

Bungalow in Lake Geneva

Private Cozy Cottage Lake Geneva, WI

Come stay at our top rated Bed & Breakfast, located two blocks from the beautiful Lake Geneva. Relax in our California king suites, each contains a spa tub and shower, with heated floors and towel rails in the bathroom. Your complimentary breakfast basket is placed in your fridge prior to arrival, as well as complimentary gift of wine & cheese. Free WIFI is available on the property. No Pets, ADULTS over 21 ONLY.