Pet-friendly holiday rentals in Williams Bay

Sweet retreat is waiting for you!

Summer fun is waiting for you at our Sweet Retreat!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 summer fun and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore. Come explore the quaint small town vibes. In the evening enjoy a fire with a glass is wine. Large yard for kids and dogs. Our home is ready for your friends and family.

Pets · Walkability · Quiet

Red Lodge|Hot Tub, Game Room, Near Lake, Free Dog!

Conveniently located amidst Southeast Wisconsin's best attractions, The Red Lodge is a contemporary-styled retreat that offers the space and family-friendly amenities to keep everyone entertained for hours. Enjoy an 👾 room, a secondary game room, a hot tub, a fire 🔥 pit, and a BBQ pit. Rent a boat right in the neighborhood at Lauderdale Lakes. Bike and hike at Kettle Moraine State Forest. Visit Lake Geneva for golfing and shopping—a quick 20-25 min drive away. Alpine Valley is minutes away!

Walkability · Outdoor spaces · Breakfast

Cabin Outdoor HotTub Sleeps 7 Pet Friendly

Renovated cottage. Featuring a full bath, hot tub, stone stacked fireplace and much more. Bedrooms are cozy , with hand crafted log furniture & accessories, Master has a queen size bed and guest bedroom has full size. 2 sofa sleepers upstairs in the loft area. Centrally located on Delavan's north shore and in walking distance of multiple bars and restaurants including the world famous Inn Between Bar and Grill. Within 1 miles of the Lake Lawn resort which offers golf, dining, and boat rentals.

Pets · Walkability · Hot tub

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!

Pets · Walkability · Checkout

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.

Walkability · Outdoor spaces · Air conditioning

Cozy Cottage 1.5 Blocks From The Lake

Kick back and relax in this cozy, comfy and stylish 2 bedroom cottage located within walking distance to the shores of beautiful Lake Como and about a 10 minute drive to Lake Geneva. The home features a gourmet kitchen with everything you'll need to prepare and enjoy a great meal. The neighborhood of Lake Como is friendly and fun with plenty of options for dining and nightlife. We are always available to answer any questions prior to and during your stay and would be honored to host you.

Outdoor spaces · Walkability · Breakfast

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 !

Pets · Walkability · Comfort

FUN-tana All Year Round Abbey Springs Fontana WI

Enjoy a fun romantic get away or time away to connect with family and friends in Fontana-on-Geneva. Condo is an open concept kitchen, dining, and family room with fireplace. Enjoy the outdoors while relaxing on the screened in porch attached to the great room. First floor Master Bedroom has a semi-private full bath. Downstairs has a large second bedroom and full bath. There is also an office area which has a large double bed and a common area with TV and 2 extra twin beds.

Walkability · Pets · Wi-Fi

Lakefront Cabin in the Woods (fully fenced yard)

Unwind at this peaceful hilltop getaway overlooking Lake Wandawega. Sip your morning coffee on the enclosed porch surrounded by fresh air and birdsong, a perfect anticdote to city hustle. Bring your furry friend along, the securely fenced yard makes this spot stress-free. Adventure awaits: explore the rolling Kettle Moraine landscape or discover nearby towns like East Troy, Burlington, Whitewater, and Lake Geneva. Whether you’re here to relax or roam, this is your ideal escape!

Outdoor spaces · Walkability · Barbecue

The Cozy Lake House, Dm me ?s Lake Front Property!

Welcome to The Cozy Lake House, your year-round haven for relaxation and celebration! Savor breathtaking sunsets, indulge in boating, watersports, and high-speed internet, and make special memories during holidays, bachelorette party's getaways, birthdays, family reunions, micro weddings, and more. With a fully equipped kitchen, spacious rooms, and the tranquil lakeside setting, every moment here is magical. Reserve your spot now and experience the ultimate in lakeside living!

Outdoor spaces · Pets · Hospitality

Eden Farm: Family Stays & Intimate Moments

Unwind and find your inspiration just 1.5 hours from Chicago at the Ten Acre Farmhouse Retreat. Designed for families, intimate moments, and retreats. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. This 5,000 sq ft estate blends modern comfort with rustic charm on 10 peaceful acres near Lake Geneva. Luxurious bedrooms, a Jacuzzi, and premium entertainment await. Two outdoor cameras monitor the front yard and driveway. No indoor cameras. Book now.

Pets · Outdoor spaces · Check-in

Pedal Inn II

The Pedal II is located just off the beaten path, yet still walking distance to downtown Lake Geneva and many fabulous restaurants. Back yard is private and not shared, perfect for a getaway with your pets. Parking available for up to 3 cars. This unit offers 2 bedrooms each with a king size bed. In the living room there is a queen size fold out sofa sleeper. The kitchen has all the amenities including a coffee maker, pots, pans and cooking utensils.

Outdoor spaces · Pets · TV