Pet-friendly vacation rentals in Williams Bay

4.78 out of 5 average rating, 260 reviews

A well-organized galley kitchen is shown, featuring open wooden shelves holding pots, plates, glasses, and utensils. Several white mugs are neatly hung from a rack below, while potted plants add a touch of greenery to the space.

Bungalow in Lake Geneva

Bungalow by the lake ~ 1 block to lake

Come stay in our calming bungalow by the lake. A comfortable, charming and recently updated two bedroom house with nautical touches throughout. We are a block from the lake, a quick 10 minute drive (or $8 Lyft) to downtown Lake Geneva. Located on private Lake Como, a fun, up and coming lake front community that boasts great restaurants and bars all within walking distance. We are an easy two hour drive from Chicago and only an hour from Milwaukee. Clean beach, boat launch and parks blocks away.

A spacious backyard features a wooden deck surrounded by greenery, equipped with a grill and outdoor seating. A screened-in area provides shelter, while a lawn extends, showcasing neatly trimmed grass and an inviting atmosphere for relaxation and gatherings.

4.92 out of 5 average rating, 120 reviews

Lake Geneva cottage with private beach access

This cute cottage for 6 is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is also just a short drive to Lake Geneva and all that 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.

4.94 out of 5 average rating, 118 reviews

A warm bedroom is created with a sleigh bed adorned with a patterned throw and pillows. A cozy bench is positioned at the foot of the bed, accompanied by a vintage dresser. Framed botanical prints hang on the wall, and natural light filters through the window.

Bungalow in Lake Geneva

Take Me Back Bungalow

Perfect location for seeing all of adorable Lake Geneva! Most of our guests don't need a car at all during their stay! Our renovated private downstairs unit is perfect for those wanting to be tucked away within a quiet residential neighborhood but within walking distance to all Lake Geneva has to offer! The lake path is only 3 blocks away for hike around the lake path! Downtown shopping, the beach & amazing restaurants all within walking distance, you won't need a car! It's time to book a stay!!

Top guest favorite

An open living area features a cozy workspace with a desk and chair beside a vibrant area rug. Natural light filters through large windows, illuminating a relaxed seating space with a lamp and plants. The adjoining kitchen with blue cabinets and a cart is visible in the background.

Loft in Woodstock

4.96 out of 5 average rating, 197 reviews

Curated Loft Retreat in The Heart Of Woodstock

Welcome to our spacious upper retreat with modern conveniences. We have great WiFi for you to stay in touch with and are well stocked with books for you to enjoy time unplugged. Close to the Historic Square (you may have seen it in the movie Groundhog Day) you can easily walk to unique shops, cafes, and restaurants. Our curated timeless decor is filled with storied items from our travels, and photos we've snapped locally. Come renew yourself here. We can't wait to share Woodstock IL with you.

The sunroom features large windows providing views of the serene pond and natural surroundings. Cozy seating areas with blue cushions are present, along with a coffee table at the center. A ceiling fan offers airflow, contributing to a tranquil atmosphere.

4.87 out of 5 average rating, 135 reviews

Charming Lake Geneva, Wisconsin 3BR/2Bath Home

Step into the comfort of this sun-soaked 3BR 2Bath home in a tranquil area in Lake Geneva, WI. This relaxing retreat with a picturesque private pond is immersed in a breathtaking natural ambiance offering a perfect escape from the big city crowds. The stylish design and rich amenity list will leave you in awe. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas ✔ Sunroom ✔ Fully Equipped Kitchen ✔ Patio with a grill ✔ Pond Access ✔ High-Speed Wi-Fi ✔ Smart TVs ✔ Board Games/ Learn more below!

A child stands by a fire table in a spacious backyard, roasting marshmallows on a skewer. Soft lighting from string lights above enhances the setting. Lush greenery surrounds the area, with a picnic table visible in the background, creating a welcoming outdoor space.

4.87 out of 5 average rating, 109 reviews

Our Sweet Retreat is waiting for you

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 festivities, and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore . After enjoying your day, come home and relax in our spacious backyard. Enjoy a glass of wine or games with friends and family, we have a quaint retreat to unwind and relax. We’re just waiting for you!

4.9 out of 5 average rating, 115 reviews

The exterior of a charming Victorian home is showcased, featuring light pink siding and white trim. Large windows allow natural light to fill the space, and a welcoming porch is highlighted by decorative railings. Colorful flowers and landscaping enhance the inviting curb appeal.

Home in Delavan

Victorian in Delavan, near Lake Geneva & Alpine

Family & friends will be close to all Delavan offers staying at this beautiful historical 1901 Victorian home. One block from charming brick-paved downtown Delavan, you'll have shopping, music, parks & great restaurants at your fingertips! Your private gazebo w/ fireplace provides an ideal retreat, while the bandstand livens things up across the street! Playgrounds, sledding hill, beach, lake & arboretums are all within 4 blocks; skiing & Lake Geneva are just a 15-minute drive away!

4.97 out of 5 average rating, 217 reviews

A small A-frame structure in a wooded setting is highlighted by a vibrant green door and flower boxes. Two large blue Adirondack chairs are positioned in front of the structure on a mulched area, inviting relaxation among the natural surroundings.

Cabin in Lake Geneva

Charming A-Frame - Dog Friendly!

FEATURED IN Madison Magazine's, December 2021 issue, "Wisconsin Winter Cabin Getaway"....The River Birch Cabin is a 900 sq ft A-Frame nestled in a partially wooded lot and is the perfect couples retreat or family escape from the city. Just 2 blocks from Lake Como, there are many activities & restaurants nearby including kayak & boat rentals. It is also located within minutes of downtown Lake Geneva, plus fishing, hunting, hiking, zip lining, snow skiing, boating & much more.

A modern house with a triangular roof is surrounded by trees and features large front windows. A stone fire pit is situated in the yard, accompanied by blue adirondack chairs. The green lawn provides ample space for outdoor activities.

4.85 out of 5 average rating, 177 reviews

The Lake House

Our brand new lake home is located just 3.5 miles west of Downtown Lake Geneva with all the shopping, entertainment, theaters and restaurants it has to offer. You'll also be just steps away from Lake Como, one of Wisconsin's prettiest lakes offering excellent swimming, fishing & water sports. Expansive outdoor living space, large well appointed rooms and new modern amenities guarantee a comfortable stay. The Lake House is ideal for anyone looking to enjoy a Lake Geneva getaway!

Condo in Fontana-on-Geneva Lake

A cozy corner of the living room features a brick fireplace with a warm fire. A decorative candle holder stands beside a beautifully lit Christmas tree. A plush sofa, adorned with a patterned pillow, invites relaxation, while a simple table holds a remote and holiday decor.

4.78 out of 5 average rating, 180 reviews

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.

Top guest favorite

A dining area is presented with a wooden table set for a meal, complete with plates, glasses, and utensils. Light pours in through large glass doors, framing a view of the surrounding trees and outdoor seating on the deck, while a vibrant stained glass window adds a colorful backdrop.

Cabin in Twin Lakes

4.99 out of 5 average rating, 100 reviews

Secluded in the Woods, Hot Tub

Owl's Rest Cabin is nestled in acres of fully wooded, peaceful forest. This is a cozy couple's retreat or small family getaway with a fireplace, hot tub, full kitchen, washer/dryer, located 4 minutes from Lake Mary and 15 min to Lake Geneva. Many activities nearby - festivals, hiking, boat rentals, golf, beach, downhill skiing, tubing, and snow shoeing. Eco conscious cabin, including Level 2 electric vehicle charging & more. Please message us with any questions.