Family-friendly vacation rentals in Williams Bay

A charming wooden house is presented with a dark exterior and a stone chimney. A welcoming porch features two chairs, with subtle pumpkin decorations enhancing the fall aesthetic. The surrounding lawn is well-maintained, bordered by low hedges and trees that provide a sense of seclusion.

4.9 out of 5 average rating, 144 reviews

Lake Como 3BR Cottage - Walk to Water & Wi-Fi

Steps from Lake Como! Our updated 3-bedrm cottage is just 5 houses off the shoreline and mins away from Lake Geneva. Inside you'll find an open living area, Lg kitchen, fast Wi-Fi and smart TV-perfect for family movie nights. Outside enjoy the shady yard and quick stroll to public lk access, local Pubs and boat rentals. 3 comfy bedrooms & 1 full bath Washer/dryer for longer stays Dedicated workspace & highspeed internet Ready for a peacefull getaway? Book your dates while they're still open!

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, 257 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.

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, 112 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.

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, 131 reviews

Lake Geneva Retreat, Fireplace, Pool, WiFi

Your cozy getaway begins in a newly redesigned condo with patio (there are stairs to get to villa), conveniently located between Lake Como and Lake Geneva in Interlaken Resort! Just a short peaceful walk to lake, restaurants, pool, tennis, volleyball, boat launch, small craft rentals, & more! The resort community is located by Lodge Geneva National, which adds additional restaurants and available amenities at an additional charge. Many local areas to explore & visit will await your arrival.

4.97 out of 5 average rating, 267 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, 181 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.

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.

4.93 out of 5 average rating, 188 reviews

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.

4.95 out of 5 average rating, 222 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.

4.97 out of 5 average rating, 154 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

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 a 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.

4.94 out of 5 average rating, 362 reviews

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.

Home in Williams Bay

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.

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, 119 reviews

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

✔ 1000 Sq. Ft. Ground Level Condo ✔ Patio overlooking expansive lawn ✔ Resort-like community ✔ New community pool ✔ Tennis,v-ball Courts ✔K-cup & drip coffee, Big Screen TV, Cable, FAST wifi ✔Steps to the Ridge Hotel w/ restaurant, coffee/wine shop ✔ Direct lake access w/boat launch, kayak, SUP board rental ✔ 5 min drive to Shops and dining in DT Lake Geneva ✔ Fully equipped kitchen ✔ Close to summer fun: Lake, golf, zipline, hiking ✔Close to Winter fun: Ice Castle, skiing, snowshoeing

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, 183 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

Enjoy your stay at our family's Serene Lake condo with outdoor pool. NEWLY UPDATED Stylish and comfortable with amenities for any family to feel at home. Part of Interlaken community and set on Lake Como, we are surrounded by peaceful woods and often seen wild life, yet a quick drive into down town Lake Geneva, William's Bay and Fontana. Enjoy golfing, dining, water sports and all the region has to offer, then cozy up and relax with a view. NO RV, BOAT or TRAILER parking is allowed.

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 spacious living room features comfortable seating arrangements, including a sleeper sofa and armchair. Natural light filters through large sliding doors, leading to a balcony. A cozy gas fireplace adds warmth to the space, complemented by a round coffee table and a flat-screen TV mounted on the wall.

4.94 out of 5 average rating, 223 reviews

Beautiful Villa with Amenities Galore

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, 289 reviews

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

Cottage in Fontana-on-Geneva Lake

A vibrant pool area is surrounded by a spacious deck featuring lounge chairs and umbrellas. Guests can be seen enjoying the water, with the large building in the background showcasing expansive windows that invite natural light. The atmosphere is lively and welcoming.

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs

4.98 out of 5 average rating, 116 reviews

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.

FUN-tana All Year Round Abbey Springs Fontana WI

4.79 out of 5 average rating, 206 reviews

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.

4.94 out of 5 average rating, 161 reviews

Walk 2 lake, pool table, bike, kayaks, hot tub

4.97 out of 5 average rating, 149 reviews

The cabin is set against a vibrant sunset, showcasing a spacious deck surrounded by lush greenery. Stone accents and floral arrangements enhance the outdoor space, while large windows reflect the warm light of the evening sky.

Cabin in Waterford

5 bed/3 bath cabin SE WI 1hr fr Chicago! Sleeps 16

4.9 out of 5 average rating, 228 reviews

Villa in Ringwood

Living the High Life Pool House

4.95 out of 5 average rating, 176 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

Family- and pet-friendly home rentals

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.

4.91 out of 5 average rating, 229 reviews

Lake Geneva cottage with private beach access

4.9 out of 5 average rating, 153 reviews

Sweet retreat is waiting for you!

4.93 out of 5 average rating, 148 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

4.93 out of 5 average rating, 129 reviews

A serene lakeside scene captures a small island adorned with several trees under a clear blue sky. The calm water reflects the surrounding greenery, creating a peaceful atmosphere. The view conveys a sense of tranquility, inviting moments of relaxation.

Cottage in Delavan

Cozy 2 bedroom cottage on lake Delavan with kayaks

A log home is displayed with a prominent stone chimney, featuring a spacious deck that wraps around the structure. Tall trees and lush greenery surround the property, contributing to a serene outdoor environment. A glimpse of additional buildings can be seen in the background.

4.9 out of 5 average rating, 353 reviews

Willow Creek Lodge

4.91 out of 5 average rating, 235 reviews

A charming cottage exterior features vibrant red siding and white trim. A table set with two glasses of wine and a plate of dessert sits in the foreground, complemented by a bowl of red apples. Lush flowers and a pathway lead to the inviting front door.

Cottage in Lake Geneva

Dakota's Como Cottage

4.98 out of 5 average rating, 175 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

4.96 out of 5 average rating, 241 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

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 155 reviews

The Landis, spacious condo w/ pool & king bed

A decorative wall sign displays the word 'WELCOME' prominently. Beneath it, a white vase filled with yellow flowers adds a touch of color, set against a soft green wall, creating a friendly and inviting ambiance.

4.93 out of 5 average rating, 172 reviews

Home away from Home

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.

4.89 out of 5 average rating, 132 reviews

Lake Geneva relaxation!

Condo in Fontana-on-Geneva Lake

Best Pool View 2 BR 2 BA Abbey Villa D

4.85 out of 5 average rating, 111 reviews

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.

4.89 out of 5 average rating, 214 reviews

Lakeview at CasaComo

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.

4.89 out of 5 average rating, 132 reviews

LG Quaint Condo on Lakeshore Dr.

4.85 out of 5 average rating, 408 reviews

A winding red mulch pathway leads towards a charming A-frame house nestled among tall trees. The surrounding lawn is lush and green, with a peaceful natural setting enhanced by the canopy of leaves above.

Chalet in Ingleside

"A" Frame Brandenburg Lake

A refreshing pool surrounded by a wooden deck is visible, complemented by several loungers for relaxation. Lush greenery frames the area, providing a serene backdrop. Colorful flowers in the foreground add a touch of vibrancy to the peaceful outdoor setting.