Holiday rentals 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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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, 144 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, 69 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!

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.
Apartment 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
Tiny home in Williams Bay
4.87 out of 5 average rating, 248 reviews

The Bay Tiny House - Romantic Hideaway

Romantic Tiny House Retreat Near Geneva Lake Escape to a private, tree-lined hideaway just minutes from Geneva Lake. This thoughtfully designed tiny home is perfect for couples looking to relax, recharge and reconnect. Spend your days at the lake, then unwind back home—coffee in the morning, fire pit at night, and peaceful surroundings in between. Traveling with others? Located next to The Bay Chalet—book both for a group stay with built-in privacy. SPRING DISCOUNT - 25% OFF 3-NIGHT STAYS!

Guest favourite
A cozy cabin overlooks a tranquil lake, surrounded by lush greenery. A wooden deck leads to an inviting seating area with several white chairs arranged in a semi-circle around a campfire pit. Large windows with red trim add character to the structure.
Guest house in Elkhorn
4.98 out of 5 average rating, 177 reviews

Camp Wandawega: Lakeside 3 Bedroom Cabin

Overlooking the lake nestled right behind the main lodge, this cabin has 3 bedrooms, a half bathroom, a seating a room, a basic kitchenette & access to camp showers downstairs. One large bedroom has a queen bed, one room with bunkbeds, & one with a full bed to accommodate a max of 6 guests. (But the bunkbeds are best for kid-sized humans). Like all of Wandawega, it’s a back-to-basics, no-frills, primitive experience. Simple rooms, vintage furnishings. There is heat & a couple AC window units.

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, 179 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.

Guest favourite
A bright and open living area features large windows allowing natural light to fill the space. A modern dining table with white chairs sits adjacent to a cozy seating arrangement with a gray sofa and decorative pillows. A stylish fireplace adds warmth to the ambiance.
Home in Lake Geneva
4.96 out of 5 average rating, 202 reviews

Lake Como Retreat • Walk to Beach • Firepit •

Luxury getaway close to private beaches, downtown Lake Geneva, and many area amenities. Relax in comfort in this newly renovated 3-bedroom. Enjoy all that the Lake Geneva area has to offer while unwinding in a modern, comfortable retreat. Conveniently located a 3-min walk to Lake Como and a 10-min drive to downtown Lake Geneva. Charming golf cart community with so much to do. Perfect for couples, families, and business travelers. Ideal space for up to 4 adults and great for families of 5.

Top guest favourite
A rustic log home is nestled among trees with vibrant autumn leaves. A spacious porch extends across the front, with seating visible. Large windows reflect the surrounding nature, and a well-maintained yard consists of trimmed bushes and a gravel pathway leading to the entrance.
Cabin in Delavan
5 out of 5 average rating, 101 reviews

Modern Log cabin, great location.

Take it easy at this unique and tranquil getaway. Rustic meets modern in this stylish log home retreat! Plenty of acres to enjoy nature while being close to all the great things this area has to offer! Lakes, hiking, dining, boating, and more are all within minutes from your stay. With a fully stocked home, you have all you need to make your stay convenient and relaxing. !!Sorry, no pets allowed at this location and no events big or small allowed (weddings, retreats, parties, etc.)!!

Top guest favourite
A spacious living area features comfortable gray sectional sofas adorned with turquoise cushions. A light wooden coffee table is centered on a soft area rug. Soft lighting is provided by table lamps, and large sliding doors lead to an outdoor space with a view of greenery.
Home in Lake Geneva
4.95 out of 5 average rating, 100 reviews

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

✔ 1000 Sq. Ft. Ground Level Condo ✔ Patio overlooking expansive lawn ✔ Resort-like community ✔ New community pool ✔ Tennis,v-ball Courts ✔K-cup & drip coffee, Big Screen TV, Cable, FAST wifi ✔Steps to the Ridge Hotel w/ restaurant, coffee/wine shop ✔ Direct lake access w/boat launch, kayak, SUP board rental ✔ 5 min drive to Shops and dining in DT Lake Geneva ✔ Fully equipped kitchen ✔ Close to summer fun: Lake, golf, zipline, hiking ✔Close to Winter fun: Ice Castle, skiing, snowshoeing

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, 354 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 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, 75 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, 147 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?

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Avg. price$395 SGD$371 SGD$379 SGD$303 SGD$379 SGD$456 SGD$492 SGD$501 SGD$406 SGD$379 SGD$438 SGD$438 SGD
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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 vacation rentals in Williams Bay?

    Williams Bay has more than 60 family-friendly stays. 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 $80 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 50 homes with air conditioning, over 20 homes with a bbq area, over 50 homes with wifi, 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 $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Williams Bay holiday rentals include wifi 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!