
Holiday rentals in Williams Bay
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Top-rated holiday rentals in Williams Bay
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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.

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.

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.

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!

Lake Geneva relaxation!
4 mi to Downtown Lake Geneva, WI. Rent kayaks on Lake Como. New pool and tennis courts, amazing wildlife. Snowboard, cross country ski, sled on hills during our amazing Wisconsin winters. Dine at The Ridge restaurant CRAFTED or just buy a bottle of wine from the guest store and watch the sunset. Quiet corner of the condominium complex. Completely furnished. Beautiful comfortable King size bed, kitchen, cook and eat in! Balcony overlooking peaceful grounds. Private entry, laundry in building.

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.

Renovated Luxury Retreat Near Lake•Peaceful Escape
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.

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.

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.

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.

Lakefront condo with magnificent view & fireplace
Welcome to this serene waterfront villa in Lake Geneva, Wisconsin, a haven for relaxation. This elegantly designed one-bedroom retreat is perfectly nestled on the shores of Lake Como, offering a blend of rustic charm and modern comfort. The real brick walls and cozy fireplace create a warm and inviting atmosphere, providing unforgettable memories in this beautiful Wisconsin setting. Local laws require all guests names and address be provided prior to check in.

The Peacock Cottage
Cozy, quiet, accessible Lake Geneva home with large open living area, vaulted ceilings, large 1-acre wooded lot. 3 minutes from beach, 5 minutes to both Lake Geneva and Williams Bay, 2 minutes to a local Wisconsin-style convenience store. Welcome to the Peacock Cottage! Located on a deep, private lot surrounded by woods, so it's great to let loose without any nearby traffic. We are super into cozy homes, and love creating spaces that are restful and fun.
Popular amenities for Williams Bay holiday rentals
Stay near Williams Bay's top sights
Other great holiday rentals in Williams Bay

The Cozy Cottage

Unwind at charming, cozy Stargazer Cottage

Cozy Lake Retreat | Fire Pit • King• Pets • Garage

Cozy Lake Geneva Getaway

Sailor’s Delight: lakefront condo w/fireplace

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

Sunny Bay

NEW! Boutique Inspired 2BR Loft, Lake Geneva
When is the best time to visit Williams Bay?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $333 SGD | $319 SGD | $304 SGD | $307 SGD | $383 SGD | $460 SGD | $498 SGD | $507 SGD | $410 SGD | $383 SGD | $442 SGD | $442 SGD |
| Avg. temp | -6°C | -4°C | 3°C | 10°C | 16°C | 21°C | 23°C | 22°C | 18°C | 11°C | 4°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 50 homes with wifi, over 20 homes with a bbq area, 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 $115 SGD 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 & 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!
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- Beachfront rentals Williams Bay
- House rentals Williams Bay
- Rentals with a firepit Williams Bay
- Rentals with a fireplace Williams Bay
- Family-friendly rentals Williams Bay
- Rentals with beach access Williams Bay
- Rentals with a patio Williams Bay
- Rentals with outdoor seating Williams Bay
- Pet-friendly rentals Williams Bay
- Rentals with a washing machine and dryer Williams Bay
- Rentals with lake access Williams Bay
- Six Flags Great America
- Alpine Valley Resort
- Wilmot Mountain Ski Resort
- Erin Hills Golf Course
- Illinois Beach State Park
- Naval Station Great Lakes
- Milwaukee County Zoo
- Lake Kegonsa State Park
- Bradford Beach
- Milwaukee Public Museum
- Baird Center
- Discovery World
- Riverside Theater
- Marquette University
- Fiserv Forum
- Holy Hill National Shrine of Mary
- Gurnee Mills
- Lake Geneva Cruise Line
- Betty Brinn Children's Museum
- Lake Park
- Lake Geneva Public Library
- South Shore Park
- Now Arena
- Mitchell Park Horticultural Conservatory




