Pet-friendly holiday rentals in Williams Bay

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.

4.93 out of 5 average rating, 174 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.

4.89 out of 5 average rating, 135 reviews

Fall in love with our Sweet Retreat

Sweet Retreat is ready to celebrate the holidays!!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.

4.94 out of 5 average rating, 131 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!!

4.87 out of 5 average rating, 213 reviews

A spacious living area features high, wooden beams and large windows allowing natural light. A stone fireplace is positioned centrally, accompanied by a cozy seating arrangement. A dining table sits adjacent, surrounded by earthy decor, enhancing the rustic ambiance.

Cabin in Delavan

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.

4.89 out of 5 average rating, 142 reviews

The exterior of the home is showcased, featuring a welcoming red facade and a spacious wooden deck. Large windows allow for ample natural light, while lush greenery surrounds the property, enhancing the serene, natural environment.

Home in Delavan

Newly Remodeled Rustic Lakehouse Cabin

We are lovers of "Lake Life" and want to share our experiences of Turtle Lake with others who love tranquility and time to reflect, but also want to hike at the Kettle Morraine State Forest, enjoy camp fires, tour local historic towns such as Lake Geneva and other sites, fish (including the best ice fishing in the area!), canoeing, paddle boarding, swimming, reading, and simply enjoying conversations with friends and family. We recently remodeled the kitchen, bathroom and 2 lower bedrooms.

4.98 out of 5 average rating, 125 reviews

A living area features a stone fireplace and large windows providing views of Lake Beulah. Comfortable seating surrounds a wooden coffee table. A dining table is visible, alongside decor elements that create a cozy ambiance. Natural light floods the space, enhancing the connection to the outdoors.

Home in East Troy

Lakeside Getaway

Relax with the whole family at this peaceful, home on Lake Beulah. With the gorgeous lake and surrounding nature, you will feel you are hours up North, minus the long commute! Wake up and enjoy coffee on the deck. Bring your boat or grab a floaty and soak up the sun as you spend the day on the water. Wind down while you watch a stunning sunset from your own pier. Enjoy a show at the nearby Alpine Valley. Countless memories are just waiting to be made. Come play hard and relax even harder

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.

4.88 out of 5 average rating, 155 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!

4.95 out of 5 average rating, 210 reviews

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

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 !

4.93 out of 5 average rating, 164 reviews

Cottage in Wonder Lake

The Cozy Christmas Cottage, Dm me ?s

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!

4.97 out of 5 average rating, 238 reviews

The entrance of the A-Frame cabin features a wooden door framed by large windows. Two black wire chairs sit on a wooden deck, complemented by potted plants. Natural surroundings enhance the welcoming feel of the entrance.

Cabin in Lake Geneva

Winter Wonderland A-Frame - Dog Friendly!

Welcome to The River Birch Cabin, a cozy A-frame in Lake Geneva, Wisconsin. Featured in Madison Magazine, this updated 1966 cabin offers modern comfort and rustic charm just two blocks from Lake Como and minutes from downtown Lake Geneva. Enjoy vaulted ceilings, an electric fireplace, outdoor grill, firepit, and the adorable Little Birch A-Frame playhouse. Pet-friendly and perfectly located, it’s an ideal getaway for couples, families, or friends seeking relaxation and nature.

4.95 out of 5 average rating, 143 reviews

A spacious bathroom features large skylights that illuminate a freestanding tub, set beneath an arched window overlooking greenery. Two modern lounge chairs are situated nearby, enhancing the tranquil ambiance. The glass-enclosed shower and soft neutral tones create a serene and relaxing environment.

Farm stay in Harvard

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.

4.98 out of 5 average rating, 154 reviews

The exterior of the blue house is complemented by white-framed windows featuring flower boxes with blooming red flowers. A small landscaped area with green plants lines the building, while dappled sunlight filters through the nearby trees.

Apartment in Lake Geneva

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.

Popular amenities for Williams Bay pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.82 out of 5 average rating, 104 reviews

The exterior of the lake house is visible, featuring a two-story design with a combination of light green siding and a dark roof. A spacious yard with autumn leaves leads down to the lake, showcasing a serene view of the water and trees.

Home in Ingleside

Lake house Monica Steps from the lake! 4BD 3bath

5 out of 5 average rating, 15 reviews

A charming exterior features a bright red front door, flanked by large windows. Potted plants with colorful blooms are placed beside the entrance. The well-maintained walkway leads to a grassy area, highlighting the inviting atmosphere of the house.

Home in Waterford

Marie's Cottage

A modern kitchen features sleek cabinetry and stainless-steel appliances, including a large refrigerator and gas stove. A spacious island with seating for four is complemented by pendant lights above. Natural light filters in through a window, illuminating the clean design.

4.96 out of 5 average rating, 53 reviews

Dog-Friendly Slice of Heaven by Lake Geneva & Como

4.86 out of 5 average rating, 87 reviews

A charming coffee shop features a welcoming front porch with wooden seating and flower pots. The exterior is clad in gray siding, with large windows allowing natural light to enter. A sign reading 'The Coffee Shop' highlights the establishment, with trees providing partial shade.

Home in Pistakee Lake

The coffee shop

A spacious living area is presented with high ceilings and modern decor. Comfortable seating options include two armchairs and a sofa adorned with decorative pillows. Large windows allow natural light to fill the space, while a dining area is visible in the background, featuring light-colored furnishings.

5 out of 5 average rating, 28 reviews

Home in Lake Geneva

4.97 out of 5 average rating, 63 reviews

A large window frames a tranquil view of the lake, allowing natural light to brighten the space. The colorful wall adds a vibrant backdrop, while a cozy seating area invites relaxation. A circular table is positioned nearby, complementing the inviting atmosphere.

Home in Waterford

Wow! Beautiful Lake Cottage Pontoon Boat&Fire Pit

4.9 out of 5 average rating, 59 reviews

The exterior of the home features a combination of stone and siding, with a spacious driveway leading to a two-car garage. The front yard is landscaped with shrubs and decorative gravel. Trees provide natural shade, while the sky displays soft orange and blue hues.

Home in Fox Lake

Waterfront - Fox Lake - Bring your boat. 3bd 2bath

4.92 out of 5 average rating, 92 reviews

The king bed is presented with a white linen cover and flowery pillows, situated in a serene, softly lit room. A cedar barrel sauna, made of warm-toned wood, is shown outside among trees. The waterfront features a wooden dock extending towards the calm lake, surrounded by autumn foliage.

Home in Spring Grove

Pelican LakeHouse w/boat slip & sauna (sleeps 4)

Pet-friendly home rentals with a pool

5 out of 5 average rating, 27 reviews

A charming porch is furnished with two rocking chairs, inviting relaxation. A well-maintained garden bed with green plants and flowers surrounds the entrance, while a spacious lawn connects to the driveway. The home's exterior features neutral siding and shutters, framed by mature trees in the background.

Home in Delavan

Fall Specials Family friendly & dogs welcome

Townhouse in Fontana-on-Geneva Lake

The exterior of the two-level condo is surrounded by lush greenery, featuring a spacious deck with string lights. A well-maintained path leads to the entrance, with a golf cart parked nearby on the manicured lawn.

5 out of 5 average rating, 9 reviews

90+ 5 stars Best Reviewed Condo in Lake Geneva

Home in Bull Valley

New place to stay

BRAND NEW 3 Bedrooms, Grill, 70 inch TV, KING Bed!

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, 195 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

Townhouse in Fontana-on-Geneva Lake

A modern dining area features a round table with four upholstered chairs set on a textured area rug. Large glass doors provide access to a deck surrounded by greenery, while a stone accent wall adds visual interest. A glimpse of the kitchen area is visible in the background.

4.81 out of 5 average rating, 94 reviews

Abbey Springs 5 Star Resort on Lake Geneva

5 out of 5 average rating, 66 reviews

A two-story blue house is positioned on a spacious lawn, framed by green grass dotted with yellow flowers. A tree provides shade in the front yard, while a small porch with chairs welcomes visitors. The driveway leads to a single-car garage.

Home in Genoa City

Relaxing Family Getaway near Lake Geneva

4.86 out of 5 average rating, 119 reviews

A spacious driveway leads to a modern log cabin home surrounded by greenery. Flanking the driveway are several well-maintained evergreen trees. The cabin features a warm orange exterior, complementing the natural setting, with a stone accent wall visible on one side.

Cabin in Lake Geneva

Luxury Log Cabin retreat home

4.91 out of 5 average rating, 194 reviews

An indoor heated pool is surrounded by a wooden ceiling and grassy flooring. The pool features a gentle curve and a gently sloping entry. Lounge chairs are positioned nearby, with recreational equipment visible in the background. Large windows allow natural light to fill the space.

Villa in Ringwood

Living the High Life Pool House

Private, pet-friendly home rentals

4.9 out of 5 average rating, 29 reviews

A handcrafted log home is set against a backdrop of green trees. The exterior features a prominent stone chimney and multiple windows that allow natural light to fill the interior. A porch with seating is visible, offering a welcoming outdoor space.

Cabin in Walworth

Stunning Log Home by Lake Geneva

4.98 out of 5 average rating, 85 reviews

A tranquil outdoor area features a wooden deck with comfortable seating and a small table. Lush greenery surrounds the space, leading to a serene lake visible in the background under a clear blue sky. A canoe rests on the shore near the water's edge.

Cottage in Burlington

The Butterfly Cottage

4.95 out of 5 average rating, 55 reviews

A charming orange bungalow is framed by lush greenery. The exterior features large windows and a welcoming front door with a star motif. The overall structure reflects a cozy, cabin-like feel, inviting guests to relax and enjoy the surrounding nature.

Cottage in Twin Lakes

Twin Lakes Bungalow

4.7 out of 5 average rating, 50 reviews

The exterior of a cabin is shown, featuring rustic log siding and dual entries. A wood railing borders a small walkway leading to the doors. Large windows with blinds allow natural light to enter, while lush green trees create a tranquil backdrop.

Cabin in Williams Bay

Cozy Cabin in Williams Bay

4.98 out of 5 average rating, 48 reviews

A two-story house features a vibrant green exterior with wood shingle accents on the lower level. A white front porch with railings is complemented by window boxes filled with pink flowers. Large windows allow natural light to fill the interior spaces.

Apartment in Waterford

Charming Retro Apartment

4.99 out of 5 average rating, 70 reviews

A cozy bedroom features a spacious bed adorned with crisp white linens and a green accent pillow. Forest murals create a serene backdrop, while natural light enters through a window. A wooden bench is positioned at the foot of the bed, enhancing the rustic decor.

Cabin in Waterford

Cabin, Waterfront, Firepit, Dog Friendly

4.97 out of 5 average rating, 31 reviews

A spacious living area features a light-colored sectional sofa with decorative cushions, a wooden coffee table, and a side table with a lamp. In the background, the dining area and kitchen are visible, along with a vibrant tapestry on the wall.

Home in Delavan

Charming Farm View Retreat