Family-friendly vacation rentals in Williams Bay

4.97 out of 5 average rating, 147 reviews

A charming two-story cottage is surrounded by a well-maintained lawn and mature trees. A paved driveway leads to a detached garage, while flower beds add a touch of color to the landscape. Clear skies provide a serene backdrop to the inviting exterior.

Cottage in Williams Bay

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.

A spacious living area features a large sectional couch and a soft ottoman. A wooden table stands nearby, with a laptop resting on it. The kitchen area is visible, showcasing a bar with seating for four. Soft lighting enhances the neutral color palette.

4.88 out of 5 average rating, 126 reviews

Lake Geneva relaxation!

4 mi to Downtown Lake Geneva, WI. Rent kayaks on Lake Como. Fontana Beach passes included. New pool, amazing wildlife. Tennis courts to enjoy! . Cross country ski, sled during our amazing Wisconsin winters. Dine at MARS RESORT or just buy a bottle of wine and watch the sunset. Quiet corner of condo complex. Completely furnished. Beautiful comfortable King bed, kitchen, cook and eat in! Balcony overlooking peaceful grounds with deer and resident wild turkeys. Private entry, laundry in building.

A manicured lawn gently slopes towards a serene body of water in the distance, framed by tall trees on either side. The landscape features lush greenery under a partly cloudy sky, creating an open and inviting outdoor space.

4.98 out of 5 average rating, 247 reviews

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 Lodge 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.

4.97 out of 5 average rating, 255 reviews

Cabin in Lake Geneva

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!

4.98 out of 5 average rating, 178 reviews

A cozy cabin overlooks a tranquil lake, surrounded by lush greenery. A wooden deck leads to an inviting seating area with several white chairs arranged in a semi-circle around a campfire pit. Large windows with red trim add character to the structure.

Guesthouse in Elkhorn

Camp Wandawega: Lakeside 3 Bedroom Cabin

Overlooking the lake nestled right behind the main lodge, this cabin has 3 bedrooms, a half bathroom, a seating a room, a basic kitchenette & access to camp showers downstairs. One large bedroom has a queen bed, one room with bunkbeds, & one with a full bed to accommodate a max of 6 guests. (But the bunkbeds are best for kid-sized humans). Like all of Wandawega, it’s a back-to-basics, no-frills, primitive experience. Simple rooms, vintage furnishings. There is heat & a couple AC window units.

Cabin in Fontana-on-Geneva Lake

An A-frame structure is nestled among lush green trees, showcasing large glass windows that allow for ample natural light. The contrasting wood siding complements the surrounding foliage, creating a harmonious blend with nature. A raised deck leads to the entrance, enhancing accessibility to the home.

4.93 out of 5 average rating, 184 reviews

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.

A bright and open living area features large windows allowing natural light to fill the space. A modern dining table with white chairs sits adjacent to a cozy seating arrangement with a gray sofa and decorative pillows. A stylish fireplace adds warmth to the ambiance.

4.96 out of 5 average rating, 211 reviews

Near Lake Geneva | Walk to Lake Como | Fire Pit

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.

4.95 out of 5 average rating, 110 reviews

Cottage in Lake Geneva

Cozy Lake Geneva Cottage | Walk to Town | Pets Ok

Step back in time in this cozy retreat, filled with vintage charm that is tucked away near the peaceful Historic Maple District. Perfect for couples, small groups and families. The Location: 0.9 Miles to Geneva Lake & Downtown: A 15-20 minute walk along a flat, scenic stroll through the beautiful Historic Maple District - Many guests love the walk! But if it's not crowed, a drive is a piece of cake. 8 min to Grand Geneva Resort & Spa 18 min to Burlington 20 min to Alpine Valley

A spacious kitchen features modern white cabinetry and stainless steel appliances. A large island with seating accommodates guests, while a cozy living area with a gray sofa and fireplace offers a welcoming space for relaxation. Natural light brightens the open layout.

4.95 out of 5 average rating, 359 reviews

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.

4.96 out of 5 average rating, 233 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 !

4.92 out of 5 average rating, 110 reviews

The home is set on a spacious lot surrounded by mature trees, showcasing a welcoming exterior design with light-colored siding and a gabled roof. Lush greenery and flowering plants create a natural border along the pathway, leading to an inviting front porch.

Cottage in Lake Geneva

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.

A cozy living area features a dark sofa set against a textured wall, with a small decorative pillow. An open kitchen bar with four modern black stools invites gatherings, while greenery enhances the room's decor. Natural light is filtered through large windows.

4.97 out of 5 average rating, 233 reviews

Relaxing Villa with Amazing Amenities!

Resort day passes included with booking! Hot tub, indoor and outdoor pool, outdoor bar and fire pit, sauna, the list goes on! Only five minutes from downtown Lake Geneva, this second floor condo offers the best of both worlds. Enjoy the laid back Lake Como attractions, or have a blast in Lake Geneva! This hidden gem is perfect from golfers (only 5 minutes from Geneva National) to families. Give us a try, and enjoy a discount on your second stay!

Popular amenities for Williams Bay family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A two-story home is set amidst a lush green lawn, featuring a welcoming entrance with a landscaped pathway. Large windows on the façade allow ample natural light, and a brick chimney adds character to the exterior. Trees and shrubs provide a natural backdrop.

4.95 out of 5 average rating, 156 reviews

Walk 2 lake, HOT TUB, pool table, bikes & kayaks

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.

4.79 out of 5 average rating, 200 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

4.92 out of 5 average rating, 392 reviews

A red cabin is nestled among large trees on a grassy slope, with a set of stone steps leading up to a spacious deck. Several seating areas and decorative plants are visible, blending harmoniously with the natural surroundings.

Cabin in Trevor

Living the Lakehouse Dream

A serene lake view reflects a clear blue sky with scattered clouds. Greenery lines the shore, while gentle ripples disturb the water's surface. A dock extends into the lake, enhancing the picturesque natural setting.

4.86 out of 5 average rating, 281 reviews

3BR Home w/ Hot Tub 1.5 blocks from Lake Como

4.95 out of 5 average rating, 168 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

Superhost

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

4.87 out of 5 average rating, 231 reviews

Cabin Outdoor HotTub Sleeps 7 Pet Friendly

4.96 out of 5 average rating, 129 reviews

The welcoming entrance of the cabin is illuminated under a dusky sky, showcasing a broad front porch supported by intricately designed wooden beams. Stone accents frame the entryway, while landscaped paths lead to the steps, inviting guests into a cozy retreat.

Cabin in Delavan

The Hideaway: 8 Acre Resort

Superhost

Guest suite in Elkhorn

4.86 out of 5 average rating, 133 reviews

Lake Lovers Hideaway near Lake Geneva

Family- and pet-friendly home rentals

5 out of 5 average rating, 33 reviews

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

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.

4.93 out of 5 average rating, 109 reviews

Como Lake house with boat and motor included

4.98 out of 5 average rating, 94 reviews

A covered patio area is presented, featuring a decorative round rug on the wooden floor. Woven chairs and a hanging egg chair are arranged for relaxation, alongside a dining set with four chairs. Green grass and trees are visible in the background.

Bungalow in Lake Geneva

Peaceful Dog-Friendly Retreat

5 out of 5 average rating, 9 reviews

Lakeside Family Home Walk to Beach

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.

4.92 out of 5 average rating, 218 reviews

Lake Geneva cottage with private beach access

4.96 out of 5 average rating, 78 reviews

The charming cottage displays a yellow exterior with white trim and a welcoming porch. An American flag is featured by the door, while a manicured lawn surrounds the house. Pathways guide visitors to the entrance, framed by greenery and landscaping.

Cottage in Williams Bay

A vintage charming 2-bedroom cottage!

The exterior of the tiny house features a welcoming porch with two chairs, surrounded by greenery. A neatly trimmed lawn and colorful shrubbery enhance the inviting entrance. The white siding and simple design contribute to a calming presence amidst the natural surroundings.

5 out of 5 average rating, 20 reviews

The Valley House

4.88 out of 5 average rating, 112 reviews

A charming outdoor space features a fire pit surrounded by stone, with red Adirondack chairs positioned for seating. A picnic table is visible to one side, and a friendly dog sits nearby. Lush greenery and trees provide a natural backdrop.

Home in Elkhorn

Lakefront Cabin in the Woods (fully fenced yard)

Family-friendly home rentals with a pool

A cozy bedroom features a plush king-sized bed with a light-colored duvet and decorative cushions. Natural light enters through large windows adorned with soft curtains. A comfortable bench sits at the foot of the bed, alongside a dark wood dresser and a small television.

4.97 out of 5 average rating, 148 reviews

The Landis, elegant condo w/ king bed & fireplace!

The living area features a dark leather sofa adorned with blue throw pillows, accompanied by a light gray couch. A round woven pouf and an antique-style trunk serve as accent furniture. Large glass doors provide access to a balcony, with lake-themed decor on the wall.

4.96 out of 5 average rating, 175 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

A spacious living area features comfortable gray sectional sofas adorned with turquoise cushions. A light wooden coffee table is centered on a soft area rug. Soft lighting is provided by table lamps, and large sliding doors lead to an outdoor space with a view of greenery.

4.95 out of 5 average rating, 110 reviews

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

4.93 out of 5 average rating, 46 reviews

Sunset + Lake View Stylish Condo in Lake Geneva

5 out of 5 average rating, 70 reviews

Home in Genoa City

Peaceful Getaway w/ Heated Pool near Lake Geneva

An open kitchen area is showcased with a wooden dining table and two white chairs. Modern appliances, including a microwave and a decorative wall with floral wallpaper, add a touch of charm. An oversized clock hangs above, contributing to the inviting ambiance.

4.9 out of 5 average rating, 124 reviews

LG Quaint Condo on Lakeshore Dr.

A welcoming living area features a comfortable sectional sofa facing a gas fireplace and a 65" Smart TV mounted on the wall. Sliding glass doors provide access to the outdoor patio, allowing natural light to fill the space. A decorative wreath adorns the door.

4.9 out of 5 average rating, 126 reviews

Lake Geneva Retreat, Fireplace, Pool, WiFi

An open living and dining area features a dark wooden dining table surrounded by black chairs. A light blue wall complements a cozy seating arrangement with armchairs and a sofa. Natural light enters through a large sliding door, with decorative elements and a chandelier enhancing the space.