Family-friendly holiday 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!

KitchenFamilyAccess

4.96 out of 5 average rating, 85 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!

Enjoy every season that Lake Geneva area has to offer in this vintage, charming 2-bedroom cottage. Conveniently located 1 block off of Geneva Lake and 1 block from the sleepy lake town of William’s Bay. Enjoy the beach and lake in Summer, the sound of the babbling creek that runs through the backyard in Spring, cozy, peaceful nights in front of the fire place in Winter and stunning views of the leaves changing colors over the rolling hills of Lake Geneva along with fresh farm stands in Fall!

Indoor spacesFamilyLong stay

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.

FamilyKitchenAccess

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.

Indoor spacesFamilyAccuracy

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!

KitchenFamilyTV

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.

KitchenIndoor spacesSleep quality

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, 189 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.

FamilyKitchenAccess

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, 224 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.

KitchenIndoor spacesLayout

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.

FamilyIndoor spacesGetting around

An inviting living area features a wooden dining table with four chairs, complemented by a cozy chair and a side table. A decorative sign is mounted on the wall, while an air conditioning unit is visible near the window. A faux stove adds aesthetic charm to the room.

4.82 out of 5 average rating, 234 reviews

Cozy Cottage 1.5 Blocks From The Lake

Kick back and relax in this cozy, comfy and stylish 2 bedroom cottage located within walking distance to the shores of beautiful Lake Como and about a 10 minute drive to Lake Geneva. The home features a gourmet kitchen with everything you'll need to prepare and enjoy a great meal. The neighborhood of Lake Como is friendly and fun with plenty of options for dining and nightlife. We are always available to answer any questions prior to and during your stay and would be honored to host you.

FamilyIndoor spacesWi-Fi

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

Indoor spacesFamilyAccuracy

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.

Indoor spacesKitchenGetting around

Popular amenities for Williams Bay family-friendly rentals

Kitchen

Wi-Fi

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

FamilyIndoor spacesBarbecue

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.

4.98 out of 5 average rating, 116 reviews

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

FamilyKitchenComfort

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, 206 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

KitchenIndoor spacesHot 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.

4.94 out of 5 average rating, 161 reviews

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

KitchenFamilyCondition

4.87 out of 5 average rating, 234 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

Indoor spacesKitchenAccess

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

FamilyKitchenLayout

5.0 out of 5 average rating, 185 reviews

A well-maintained two-story brick house is set on a large driveway, surrounded by lush greenery. The front of the home features two garage doors and multiple windows, enhancing natural light. A welcoming front porch area is visible, inviting guests to explore the outdoors.

Home in Elkhorn

Silos view ranch

Indoor spacesKitchenHospitality

4.98 out of 5 average rating, 194 reviews

An outdoor fire pit surrounded by wooden benches and chairs is visible in a spacious green area. The cabin in the background features a red exterior and large windows framed by trees, offering a serene spot for gathering.

Home in Elkhorn

Red Lodge|Hot Tub, Game Room, Near Lake, Free Dog!

Indoor spacesKitchenBarbecue

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

Indoor spacesKitchenGetting around

4.9 out of 5 average rating, 153 reviews

Sweet retreat is waiting for you!

Indoor spacesKitchenLocation

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

Indoor spacesKitchenCleanliness

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

KitchenFamilyLayout

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

FamilyKitchenAccess

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

FamilyKitchenBackyard

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

Indoor spacesKitchenCondition

4.98 out of 5 average rating, 140 reviews

A modern house features an inviting front porch with landscaped gravel beds and well-maintained grass. A wooden garage door complements the green exterior walls. Surrounding trees and shrubs enhance the outdoor space, creating a welcoming entrance.

Home in Twin Lakes

4Bd 3.5ba Cozy New Construction! Close to lake!

FamilyKitchenLocation

Family-friendly home rentals with a pool

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

KitchenFamilyAccuracy

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

Indoor spacesFamilyAmenities

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!

Indoor spacesKitchenOutdoor spaces

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

Indoor spacesKitchenSleep quality

Condo in Fontana-on-Geneva Lake

4.85 out of 5 average rating, 111 reviews

Best Pool View 2 BR 2 BA Abbey Villa D

KitchenIndoor spacesCleanliness

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.

KitchenIndoor spacesHospitality

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

KitchenIndoor spacesDecor