Holiday rentals with breakfast in Walworth County

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!

Value · Family · Sleep quality

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.

Value · Location · Condition

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.

View · Comfort · Cleanliness

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!

Value · Family · Nearby

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.

Value · Family · Walkability

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.

Location · Family · Parking

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.

Family · Location · Kitchen

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.

Family · Location · Hiking

Cozy Cottages in Lake Geneva

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.

Value · Family · Heating

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.

Location · Value · Hot tub

Seven Oaks Bed & Breakfast

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.

Location · Family · Decor

Lake Geneva Condo with Pool, Fireplace & Parking

Escape to this inviting Lake Geneva condo for up to 6 guests. Enjoy a cozy fireplace, full kitchen, fast Wi-Fi, and seasonal pool access. Just 4 minutes from Williams Bay Beach and close to local restaurants, hiking trails, golf courses, and zip lining. Perfect for families, couples, girls trips, or small groups looking for a relaxing getaway with easy access to lake adventures.

Location · Family · Layout