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Holiday houses in Williams Bay

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Top-rated holiday rentals in Williams Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Lake Geneva
4.89 out of 5 average rating, 141 reviews

Sweet retreat is waiting for you!

Sweet Retreat is ready for a cozy winter getaway. Come spend the weekend with friends and family or have a much needed vacation. Lake Geneva has something for everyone. Our Sweet Retreat is a perfect location for winter activities and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore . Three ski resorts, tons holiday festivities, Santa cruise and much more located around the area. Our home is fully decorated and ready for your friends and family.

Guest favourite
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, 143 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 favourite
The charming cottage displays a yellow exterior with white trim and a welcoming porch. An American flag is featured by the door, while a manicured lawn surrounds the house. Pathways guide visitors to the entrance, framed by greenery and landscaping.
Cottage in Williams Bay
4.96 out of 5 average rating, 67 reviews

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!

Guest favourite
A charming wooden house is presented with a dark exterior and a stone chimney. A welcoming porch features two chairs, with subtle pumpkin decorations enhancing the fall aesthetic. The surrounding lawn is well-maintained, bordered by low hedges and trees that provide a sense of seclusion.
Home in Lake Geneva
4.9 out of 5 average rating, 124 reviews

Lake Como 3BR Cottage - Walk to Water & Wi-Fi

Steps from Lake Como! Our updated 3-bedrm cottage is just 5 houses off the shoreline and mins away from Lake Geneva. Inside you'll find an open living area, Lg kitchen, fast Wi-Fi and smart TV-perfect for family movie nights. Outside enjoy the shady yard and quick stroll to public lk access, local Pubs and boat rentals. 3 comfy bedrooms & 1 full bath Washer/dryer for longer stays Dedicated workspace & highspeed internet Ready for a peacefull getaway? Book your dates while they're still open!

Top Guest favourite
A manicured lawn gently slopes towards a serene body of water in the distance, framed by tall trees on either side. The landscape features lush greenery under a partly cloudy sky, creating an open and inviting outdoor space.
Condo in Lake Geneva
4.98 out of 5 average rating, 240 reviews

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 Ridge 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.

Guest favourite
A light-filled living area features a combination of comfortable seating, including a sectional sofa and armchairs. Large windows bring in natural light, while ceiling fans and warm wood accents create an overall sense of comfort. A television is present, accompanied by decorative elements that enhance the cozy ambiance.
Home in Williams Bay
4.9 out of 5 average rating, 29 reviews

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.

Guest favourite
A welcoming living area is presented, featuring a spacious black sectional sofa and a cozy round chair. Natural light floods in through sliding glass doors, leading to an outside view. A subtle decor with plants and a table lamp adds to the inviting ambiance.
Home in Lake Geneva
4.91 out of 5 average rating, 197 reviews

Lake Geneva cottage with private beach access

This 100 year old cute cottage is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is just a short drive to Lake Geneva and all it has to offer with its beautiful lake, shopping, historic buildings, and delicious restaurants. Along with the house you get access to the HOA covered private beaches and playgrounds nearby. There is also a bar and grill down the street with live music. Bring your family or your friends and welcome to my home.

Top Guest favourite
An A-frame structure is nestled among lush green trees, showcasing large glass windows that allow for ample natural light. The contrasting wood siding complements the surrounding foliage, creating a harmonious blend with nature. A raised deck leads to the entrance, enhancing accessibility to the home.
Cabin in Fontana-on-Geneva Lake
4.93 out of 5 average rating, 177 reviews

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.

Top Guest favourite
A spacious kitchen features modern white cabinetry and stainless steel appliances. A large island with seating accommodates guests, while a cozy living area with a gray sofa and fireplace offers a welcoming space for relaxation. Natural light brightens the open layout.
Home in Williams Bay
4.95 out of 5 average rating, 353 reviews

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.

Top Guest favourite
A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.
Home in Richmond
4.96 out of 5 average rating, 223 reviews

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Top Guest favourite
A bright dining area features a large wooden table surrounded by six white chairs. Natural light floods through multiple windows adorned with blinds. A decorative light fixture hangs overhead, complemented by a cozy seating area in the corner with a wicker chair.
Cottage in Williams Bay
5 out of 5 average rating, 71 reviews

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.

Top Guest favourite
The cottage features a charming facade with a combination of blue siding and stonework. Two sets of double doors are framed by large windows, allowing natural light to fill the entrance. Flower beds line the pathway leading to the front door, enhancing the welcoming appearance.
Home in Elkhorn
4.97 out of 5 average rating, 146 reviews

Cozy Country Cottage near Lake Geneva, WI

Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.

Popular amenities for Williams Bay holiday rentals

When is the best time to visit Williams Bay?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$444 NZD$426 NZD$405 NZD$409 NZD$511 NZD$614 NZD$663 NZD$675 NZD$547 NZD$511 NZD$590 NZD$590 NZD
Avg. temp-6°C-4°C3°C10°C16°C21°C23°C22°C18°C11°C4°C-3°C

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Williams Bay?

    Four-legged friends are welcome in Williams Bay. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Williams Bay?

    Yes! Work meets play with ease at over 30 vacation rentals in Williams Bay featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Williams Bay?

    Williams Bay has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Williams Bay?

    Experience the best of Williams Bay with our house rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Williams Bay have air conditioning?

    Absolutely! We offer over 50 house rentals with air conditioning in Williams Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Williams Bay have wifi?

    Absolutely! We offer over 50 house rentals with wifi in Williams Bay. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Williams Bay have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Williams Bay. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Williams Bay?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 50 homes with wifi, over 50 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Williams Bay

  • Total holiday rentals

    Explore 70 holiday rentals in Williams Bay

  • Nightly prices starting at

    Williams Bay holiday rentals start at $154 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Williams Bay holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Williams Bay rentals

  • 4.9 Average rating

    Williams Bay stays are highly rated by guests—averaging 4.9 out of 5!