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, 172 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!!

A charming exterior view of the house showcases vibrant orange flowers lining the pathway. The structure features a sloped roof and large windows, with a scenic view of the lake visible in the background. A bright orange mailbox stands at the forefront, adding a pop of color.

4.92 out of 5 average rating, 106 reviews

Como Lake house with boat and motor included

Because this property is located at the end of Lake Como and at the end of a private road it offers seclusion and intimacy while being only 3 miles from downtown Lake Geneva. The lake is great fishing for largemouth bass as well as northern pike, a 16' 3" foot aluminum fishing boat with a 10 hp motor is available at no extra charge as well as a canoe and 2 kayaks . The pier goes in May 1st and comes out sometime after October 15 otherwise the boats without a motor can be launched from shore.

4.87 out of 5 average rating, 212 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.

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.

4.89 out of 5 average rating, 142 reviews

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.

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, 209 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 !

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, 205 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!

4.97 out of 5 average rating, 238 reviews

The A-frame cabin is framed by lush greenery, showcasing a welcoming front entry with large windows. The pathway is lined with manicured hedges, leading to a solid wooden door. The natural surroundings enhance the feel of a secluded retreat.

Cabin in Lake Geneva

Charming 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.

4.98 out of 5 average rating, 128 reviews

Cabin in Twin Lakes

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.

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.

Popular amenities for Williams Bay pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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

5 out of 5 average rating, 39 reviews

A spacious outdoor area is surrounded by tall trees, featuring a stone fire pit at the center with seating for eight. Colorful flower beds add a vibrant touch, while a gazebo stands nearby, enhancing the peaceful atmosphere of the large yard.

Home in Twin Lakes

Beautiful Twin Lakes home + lovely private setting

A welcoming living room is presented with a light color palette. A plush beige sofa and accent chair adorned with decorative pillows are arranged around a glass coffee table, creating a cozy gathering space. Large windows allow natural light to fill the room, complementing the soft blue curtains.

4.97 out of 5 average rating, 90 reviews

Sleeps 12, 5 bedroom, 2 living rooms and game room

A cozy living area is highlighted by a large flat-screen TV mounted on a green-accented wall. A brown leather sofa is positioned in front of a low wooden coffee table, with a patterned area rug beneath. Natural light enters through multiple windows adorned with blinds.

5 out of 5 average rating, 29 reviews

Casa Del Como - Where Fun & Nature Collide

4.8 out of 5 average rating, 15 reviews

A serene view of a well-maintained lawn leads to a sparkling body of water, surrounded by trees. A patio table and chairs sit on the stone surface, with a subtle path of stepping stones leading towards the greenery. Bright natural light casts gentle shadows across the scene.

Home in Whitewater

Tranquil Wellness Retreat with Lake Views and Gym

A spacious family room features a pool table at its center, surrounded by comfortable seating. Natural light filters through large windows, highlighting warm wooden beams along the ceiling. A flat-screen TV mounted on the wall offers entertainment options, creating an inviting area for relaxation and fun.

4.88 out of 5 average rating, 58 reviews

Beautiful 3 Bed .5 Mile from Lake

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.

4.9 out of 5 average rating, 135 reviews

Victorian Retreat · Near Lake Geneva · Sleeps 11

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.

4.97 out of 5 average rating, 31 reviews

Charming Farm View Retreat

Pet-friendly home rentals with a pool

Condo in Fontana-on-Geneva Lake

4.27 out of 5 average rating, 11 reviews

Abbey Springs Resort Condo with Golf Cart

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.

5 out of 5 average rating, 27 reviews

Fall Specials Family friendly & dogs welcome

A spacious backyard features a private in-ground pool surrounded by a well-maintained lawn. A wooden deck with red umbrellas offers seating areas for relaxation. The home, highlighted by large windows, is framed by lush trees and greenery, enhancing the outdoor gathering space.

5 out of 5 average rating, 21 reviews

Lake Geneva Home w/ Pool near the Lake!

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

4.91 out of 5 average rating, 34 reviews

A log-sided home is illuminated by warm lights against a snowy landscape at night. The covered porch features railing and seating, with snow blanketing the ground and surrounding trees, creating a serene winter scene.

Villa in McHenry

Fabulous Cabin

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

Private, pet-friendly home rentals

A two-story gray house is framed by lush greenery and a well-maintained lawn. The entrance features a welcoming porch with white rocking chairs. An American flag adorns the left side of the building, and warm light illuminates the windows, inviting guests inside.

5 out of 5 average rating, 28 reviews

Downtown Lake Geneva, Gathering Place w/ Lake View

4.98 out of 5 average rating, 84 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

4.98 out of 5 average rating, 40 reviews

A renovated two-story home is presented with blue siding and white trim, surrounded by lush greenery. A front porch with a railing features a flag displayed. The well-maintained lawn leads to a pathway, providing access to the main entrance.

Cottage in Lake Geneva

Lake Geneva Haven

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

4.89 out of 5 average rating, 56 reviews

A bright living area features a cozy sectional sofa adjacent to a modern electric fireplace. Soft carpeting covers the floor, and natural light filters through several windows. A coffee table sits in the center, with a ladder displaying blankets against the wall.

Cottage in Williams Bay

4 bedroom Williams Bay <1 mile Lake Geneva Beach

A well-maintained lakeside yard features a stone fire pit surrounded by six bright red chairs on a grassy area. The view includes the tranquil waters of Delavan Lake, with boats docked in the distance under a clear blue sky.

5 out of 5 average rating, 18 reviews

Wonderful new lake house getaway, pet friendly!

4.91 out of 5 average rating, 68 reviews

A cozy sunroom features a round dining table surrounded by four white chairs, with yellow placemats set for meals. Natural light floods in through multiple windows, illuminating the space. A door leads outside, enhancing the connection with nature.

Cottage in Burlington

Cottage Escape near Private Browns Lake Beach