Family-friendly vacation rentals in Williams Bay

4.97 out of 5 average rating, 144 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, 122 reviews

Lake Geneva relaxation!

4 mi to Downtown Lake Geneva, WI. Rent kayaks on Lake Como. New pool and tennis courts, amazing wildlife. Snowboard, cross country ski, sled on hills during our amazing Wisconsin winters. Dine at The Lodge Geneva National restaurant CRAFTED or just buy a bottle of wine from the guest store and watch the sunset. Quiet corner of condo complex. Completely furnished. Beautiful comfortable King bed, kitchen, cook and eat in! Balcony overlooking peaceful grounds. 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, 240 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 Ridge 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.

Tiny home in Williams Bay

4.87 out of 5 average rating, 250 reviews

The Bay Tiny House - Romantic Hideaway

Romantic Tiny House Retreat Near Geneva Lake Escape to a private, tree-lined hideaway just minutes from Geneva Lake. This thoughtfully designed tiny home is perfect for couples looking to relax, recharge and reconnect. Spend your days at the lake, then unwind back home—coffee in the morning, fire pit at night, and peaceful surroundings in between. Traveling with others? Located next to The Bay Chalet—book both for a group stay with built-in privacy. SPRING DISCOUNT - 25% OFF 3-NIGHT STAYS!

4.97 out of 5 average rating, 251 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, 177 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, 180 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, 204 reviews

Lake Como Retreat • Walk to Beach • Firepit •

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.

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.

4.9 out of 5 average rating, 208 reviews

Lakeview at CasaComo

Mi Casa Como es su Casa Como Escape the daily grind and plan your getaway to our newly remodeled condo on Lake Como in Lake Geneva. We’re located just 5 minutes outside downtown Lake Geneva, so very convenient for shopping & dining, but peacefully located on quiet Lake Como. We have an outdoor community pool and tennis courts and just a few steps for The Ridge Hotel. We have all that you could want or need within walking distance, so keep your car parked. Come to Casa Como, stay & enjoy!

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, 220 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.

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, 101 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 spacious living room features a large sectional sofa in neutral tones, focused around a gas fireplace. A flat-screen smart TV is mounted above the brick hearth. Sliding glass doors open to the outdoor patio, allowing natural light to fill the space.

4.98 out of 5 average rating, 182 reviews

Lake Geneva Getaway | King Bed • Fireplace • Pool

Relax & enjoy a quaint getaway at Blue Lakes Escape! This newly redecorated ground-level condo with patio is located in peaceful Interlaken Resort between Lake Como and Lake Geneva, making it the perfect spot for a romantic retreat, friends getaway, or small family vacation. Short peaceful walk to lake, pool, tennis courts, craft rentals, boat launch and lakeside dining! Minutes from downtown LG with boutique shops, restaurants, gorgeous walking paths & unique experiences. Enjoy!

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

The spacious lakehouse exterior features a blue façade with white trim, accentuated by a welcoming front porch. Vibrant flower beds and lush landscaping surround the property, while large windows offer glimpses of the lake. An American flag adds a touch of charm to the inviting entrance.

4.95 out of 5 average rating, 112 reviews

Luxury Lakehouse 6 Bed with Private Pier

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, 150 reviews

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

Superhost

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.

Condo in Fontana-on-Geneva Lake

4.78 out of 5 average rating, 197 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

4.95 out of 5 average rating, 165 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, 229 reviews

Cabin Outdoor HotTub Sleeps 7 Pet Friendly

4.96 out of 5 average rating, 123 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

4.87 out of 5 average rating, 125 reviews

Guest suite in Elkhorn

Lake Lovers Hideaway near Lake Geneva

4.86 out of 5 average rating, 120 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

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 162 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

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.

4.92 out of 5 average rating, 342 reviews

Willow Creek Lodge

Superhost

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

4.82 out of 5 average rating, 106 reviews

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

4.98 out of 5 average rating, 145 reviews

A private hot tub is set under a clear blue sky, surrounded by tall trees and lush greenery. Sunlight reflects off the water's surface, creating a serene and relaxing ambiance in this secluded outdoor space.

Cabin in Twin Lakes

Secluded in the Woods, Hot Tub

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, 205 reviews

Lake Geneva cottage with private beach access

4.96 out of 5 average rating, 227 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

4.97 out of 5 average rating, 146 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

4.88 out of 5 average rating, 107 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

The spacious living area is illuminated by natural light from large windows. A leather sofa is paired with an accent chair, while a round rug centers the space. A modern coffee table sits atop the rug, and a dining counter with two bar stools is positioned nearby.

5 out of 5 average rating, 56 reviews

Chic Condo in Lake Geneva.

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.

4.96 out of 5 average rating, 142 reviews

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

Condo in Fontana-on-Geneva Lake

The kitchen features dark cabinetry against a brick wall, complemented by a large island with seating for six. Pendant lights hang above, illuminating the cooking area which includes modern appliances and tasteful decor. A dining table is positioned in the background, promoting an open-concept feel.

4.92 out of 5 average rating, 25 reviews

Abbey Villas Condo Steps to Pool Near Beach

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, 171 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

4.95 out of 5 average rating, 38 reviews

Sunset + Lake View Stylish Condo in Lake Geneva

5 out of 5 average rating, 66 reviews

Home in Genoa City

Family Getaway w/ LARGE 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.

4.91 out of 5 average rating, 120 reviews

LG Quaint Condo on Lakeshore Dr.