Holiday rentals in Williams Bay

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.

A vintage charming 2-bedroom cottage!

Enjoy every season that Lake Geneva area has to offer in this vintage, charming 2-bedroom cottage. Conveniently located 1 block off of Geneva Lake and 1 block from the sleepy lake town of William’s Bay. Enjoy the beach and lake in Summer, the sound of the babbling creek that runs through the backyard in Spring, cozy, peaceful nights in front of the fire place in Winter and stunning views of the leaves changing colors over the rolling hills of Lake Geneva along with fresh farm stands in Fall!

Williams Bay Hilltop Home

4 bedroom, 2 bath home nestled above Cedar Point Drive in Williams Bay, WI. This hilltop home is located walking distance to Williams Bay Beach, municipal piers & boat launches, restaurants & shopping, as well as Kishwauketoe Nature Conservancy and Lake Trail. Williams Bay offers a large public beach, municipal piers with boat launches, fishing, several restaurants, markets & convenience stores, shopping & spas. Williams Bay is also centrally located between Lake Geneva, Fontana & Lake Como.

Exquisite Modern A-frame all WithInnReach

An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

Cherry Street Retreat, 4BR 4BA Sleeps 14!

The home was featured in the Experience Wisconsin Magazine article "The Six Coolest Airbnbs Found in Wisconsin". We look forward to providing a relaxing retreat with excellent service for our guests. The Williams Bay House is located in downtown Williams Bay, Wisconsin, about 1 block from Geneva Lake. Walk to the beach, boardwalk, boat launch, nature conservancy, park, restaurants, and shops. We offer flexible check-in and check-out times. The primary guest must be over the age of 25.

The Valley House

Welcome to our cozy 2- bedroom haven, where simplicity meets comfort in our cute tiny house. Unwind in this basic yet charming space. Embrace the simplicity of small living and make the most of the inviting atmosphere. spacious front porch and backyard. Our home is walking distance to the local coffee shop and grocer. Even better, our home is located within walking distance of Williams Bay public beach and pier. Ice fishing, boating, kayaking, and swimming all within a short walk!

Blue Cottage in the Bay - Walk to beach and shops

Relax with family and friends at this cozy place to stay. Open and inviting floor plan gives a spacious gathering space. Home features two bedrooms (queen size beds) and two full bathrooms. Ideal space for two couples. If you are traveling with your children there is a bunk bed and two pull out sleeper sofas (plenty of extra pillows, linens, and blankets.) Kitchen is fully equipped. The cottage is walking distance to the lake, coffee shop, ice cream parlors, bars and restaurants.

Williams Bay duplex

Beautifully renovated spacious 2 unit building with an amazing location in the heart of Williams Bay. Enough room for everyone to spread-out! Full access to both units and all of the exterior spaces. Ample outdoor seating including a wrap around side deck, upper deck, and an inviting backyard including an outdoor shower. Generous parking with room for a boat. Easy walk to shops, restaurants, beach, harbor, and the shore path. Short ten minute drive to downtown lake Geneva

Book for a Lake getaway! (Unit #4)

Visiting in winter? Located close to ski & snow tubing resorts! The Northshore Hideaway is beautifully built, professionally designed and crafted with all the charm and heart you need to create lasting memories at the lake! The property is located across from a natural conservatory and nestled along a quiet street. Steps away, you’ll find restaurants, bars, and one of the cleanest spring-fed lakes in the country. The options within walking distance are endless.

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.

2 Bed - Anchor Cabin, Steps to Lake Como, Fire Pit

Welcome to Anchor Cabin, one half of Anchor & Oak — a boutique two-cabin retreat just steps from Lake Como and minutes from the heart of downtown Lake Geneva. This airy, coastal-inspired space features calming colors, breezy textures, and cozy touches designed for the ultimate lakeside reset. Whether you're sipping coffee in the morning sun or relaxing under porch string lights, Anchor cabin is your peaceful escape.

The Shed at Little Farm Fontana

Located just one mile from Fontana Beach our tiny home is a sweet escape from the hustle and bustle. Relax by the fire on our spacious deck or cozy up in our hot tub with a glass of wine after a long day of shopping at the lake. Feel like staying in? The shed is equipped with everything you need for a night indoors. We can’t wait to welcome you to our little slice of heaven right outside Geneva Lake!