Holiday rentals in Williams Bay

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Experience timeless elegance in our High Society suite at The American Hotel, a beautifully remodeled boutique hotel. This suite is inspired by the glamour of Grace Kelly and the High Society mid century movie. This sophisticated suite features a king size bed, cozy fireplace, living room and kitchenette. Perfect for a romantic getaway. Located in downtown Williams Bay, just 1.5 blocks from Geneva Lake, restaurants, coffee shop, and spa. Spend a day strolling the lakefront or enjoying the beach.

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!

Lake Geneva Cloud 9

A resort community with outdoor pool (open during the summer season only) boat launch, tennis courts and small craft rentals on the premises. Beautiful views of Lake Como from the patio. Five minute drive to Downtown Lake Geneva. Free parking and keypad entry. Walk to The Lodge Hotel Resort and enjoy the use of their amenities for a small user fee which includes indoor and outdoor pools, spa, whirlpool, fitness center and restaurant. The condo is comfy and ready to make your stay memorable.

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.

Dog friendly - A-Frame adventure

Welcome to The River Birch Cabin, located in Lake Geneva, Wisconsin. Featured in Madison Magazine, this 1966 A-Frame is located two blocks from Lake Como and minutes from downtown Lake Geneva. It has many amenities including the Little Birch A-Frame playhouse for the kids and an outdoor firepit. The River Birch is just a 20 minute drive to Alpine Valley for snow skiing and summer concerts! It’s an ideal getaway for couples, families, or friends seeking relaxation and nature and dog friendly!

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.

The Lake Escape | Lake Geneva | Beach, Pier 290

Escape to your own private Geneva Lake retreat on 1.3 wooded acres in the heart of Williams Bay with a short (less than 10m) walk to the beach or Pier 290 and minutes from boating, fishing, swimming and nearby Lake Geneva. Return to your peaceful wooded retreat and unwind around the fire pit beneath the stars, the outdoor seating or screened in porch. Inside, you'll find comfortable accommodations designed for families, couples, and groups looking to reconnect and recharge.

The Bay House - cottage 1 block to Geneva Lake

Best location in Williams Bay — walk to everything! Beach passes included! The Bay House embodies the history, charm, and character of Williams Bay. Walk to the beach, shops, restaurants, trails, and the park. Enjoy slow, small-town lake life — rock on the front porch, play games in the backyard, gather around the fire pit, and relax with modern comforts throughout the home. SPRING DISCOUNT - 25% off 3-night stays!