Family-friendly vacation 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, 165 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.

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, 236 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.

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.

4.92 out of 5 average rating, 159 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 charming two-story house is framed by lush greenery, featuring a welcoming front porch with large windows. An American flag is displayed near the entrance, and decorative house number signs are positioned by the pathway leading to the door.

4.98 out of 5 average rating, 1,002 reviews

Geneva Street Inn in Maple Park Historic District

Geneva Street Inn is located one block away from the heart of Lake Geneva. This beautiful 1890's home is appealing to everybody whether your stay is a business trip, family, or even a couples getaway. A huge backyard and a front porch that will make you never want to leave. We strive to make your stay your "home away from home" with unique decor and it's timeless charm! Our price is inclusive cleaning fees (unless extenuating circumstances warrants a fee). We meet our guests at check-in.

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.

4.97 out of 5 average rating, 183 reviews

Renovated Luxury Retreat Near Lake•Peaceful Escape

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, 208 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 !

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, 166 reviews

Quaint Lake Geneva Condo | Fireplace | WiFi

Discover Blue Lakes Escape, a newly-redecorated condo, steps away from Lake Como. Relax in the spacious great room with a smart TV, fireplace, desk area & access to quaint patio. Sit outside with a coffee, a good book, or a delicious BBQ. Enjoy free access to the shared amenities, including an outdoor pool, sports courts, & walking trails. Lake Como – 6 min walk Lodge Geneva National – 6 min walk Downtown – 8 min drive Book For Lasting Memories In Lake Geneva—See Details Below!

4.97 out of 5 average rating, 234 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.

A breathtaking view of the sunset over Lake Como is framed by large glass doors. The patio features comfortable seating, adorned with potted plants, while the tranquil lake and lush greenery create a serene backdrop.

4.98 out of 5 average rating, 178 reviews

Serene Lakefront condo with magnificent view, pool

Welcome to this serene waterfront villa in Lake Geneva, Wisconsin, a haven for relaxation. This elegantly designed one-bedroom retreat is perfectly nestled on the shores of Lake Como, offering a blend of rustic charm and modern comfort. The real brick walls and cozy fireplace create a warm and inviting atmosphere, providing unforgettable memories in this beautiful Wisconsin setting. Local laws require all guests names and address be provided prior to check in.

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, 101 reviews

LG Quaint Condo on Lakeshore Dr.

Charming 1+1 condo off Lakeshore Blvd, just minutes from downtown Lake Geneva. A perfect blend of quaint and modern, with a full coffee and tea station and a fully equipped kitchen. Stroll to the lake, take a boat ride, or enjoy a scenic drive to downtown. Experience the peaceful charm of Lake Geneva with the convenience of being close to all its attractions. Book this condo alone or with another in the same building for extra space.

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, 199 reviews

Beautiful Villa with Amenities Galore

Escape to the lake! Resort passes included with your stay. This beautiful villa happily welcomes families and adults 25 and older. Just five minutes from downtown Lake Geneva, and Williams Bay, this clean and comfortable second floor condo offers the best of both worlds. After your day or night's adventures, return home to the privacy of your own lake condo! Being a peaceful location, you'll appreciate our "no parties" rule.

4.99 out of 5 average rating, 304 reviews

A welcoming entrance features two rocking chairs positioned on a covered porch, flanked by green shrubs. A red accent panel with an octagonal window provides a pop of color against the light-colored exterior. The pathway is lined with decorative stones leading up to the door.

Bungalow in Lake Geneva

Cozy Cottages in Lake Geneva

Come stay at our top rated Bed & Breakfast, located two blocks from the beautiful Lake Geneva. Relax in our California king suites, each contains a spa tub and shower, with heated floors and towel rails in the bathroom. Your complimentary breakfast basket is placed in your fridge prior to arrival, as well as complimentary gift of wine & cheese. Free WIFI is available on the property. No Pets, ADULTS over 21 ONLY.

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, 138 reviews

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

4.98 out of 5 average rating, 124 reviews

A dining area is presented with a wooden table set for a meal, complete with plates, glasses, and utensils. Light pours in through large glass doors, framing a view of the surrounding trees and outdoor seating on the deck, while a vibrant stained glass window adds a colorful backdrop.

Cabin in Twin Lakes

Secluded in the Woods, Hot Tub

4.93 out of 5 average rating, 367 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 Castle Manor

Living the Lakehouse Dream

4.86 out of 5 average rating, 233 reviews

The interior of the cottage features a cozy seating area with a blue couch adorned with yellow cushions. A coffee table made of wicker sits atop a soft yellow rug. A kitchenette is visible, along with a dining area illuminated by natural light from large windows.

Cottage in Antioch

#5 Tiny Lake Cottage at Cypress Resort & Marine

4.87 out of 5 average rating, 209 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

4.96 out of 5 average rating, 104 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

4.94 out of 5 average rating, 215 reviews

A charming two-story house is shown with a white exterior and natural wood shutters. Soft string lights outline the roof, enhancing the inviting appearance. A well-maintained yard and curved pathway lead to the front porch, framed by seasonal foliage.

Home in Woodstock

The Tailor House: 2BR w/ Hot Tub near Woodstock Sq

4.89 out of 5 average rating, 157 reviews

A tranquil evening scene showcases a hot tub on the deck, with two glasses positioned on the edge. The vibrant sunset casts warm colors over the lake, reflecting off the water where a pier extends into the distance. Soft grassy areas are visible in the foreground.

Home in Ingleside

Chain O' Lakes Nautical 2/2 Lake House w/ Hot Tub

Family- and pet-friendly home rentals

4.97 out of 5 average rating, 88 reviews

Cottage in Lake Geneva

Cottage on Clover. Charming, quiet walk to town.

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.

4.98 out of 5 average rating, 149 reviews

Pedal Inn II

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

4.93 out of 5 average rating, 160 reviews

Cottage in Wonder Lake

The Cozy Lake House/Perfect Lake Front Getaway!

4.95 out of 5 average rating, 138 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

4.94 out of 5 average rating, 18 reviews

A bright, open kitchen features white cabinetry complemented by a central island and modern appliances. The vaulted ceiling showcases dark wooden beams, creating a spacious feel. Large windows allow natural light to fill the area, with a cozy seating arrangement visible in the background.

Home in Williams Bay

Williams Bay Home|1/2 Mile to Lake|Dogs Ok|Firepit

4.96 out of 5 average rating, 211 reviews

An open living area features a cozy workspace with a desk and chair beside a vibrant area rug. Natural light filters through large windows, illuminating a relaxed seating space with a lamp and plants. The adjoining kitchen with blue cabinets and a cart is visible in the background.

Loft in Woodstock

Curated Loft Retreat in The Heart Of Woodstock

4.82 out of 5 average rating, 71 reviews

The living room features a warm color palette with a mixture of seating options, including a sofa and an armchair. Large windows allow natural light to fill the space. A flat-screen TV is mounted on a media console, and a decorative arrangement includes a coffee table and a stylish rug.

Home in Williams Bay

Cozy Home 5 min walk to lake w/ spacious yard

Family-friendly home rentals with a pool

The living area features a comfortable recliner and a television positioned on a wooden stand, alongside a cozy fireplace. Large glass doors provide natural light and access to the outdoor space. The dining area presents a wooden table with seating for four and a view of the adjacent outdoor patio.

4.79 out of 5 average rating, 14 reviews

Cozy Condo at Interlaken! Stay & Play on Lake Como

Two black Adirondack chairs and a small side table are positioned on a patio, overlooking a lush green landscape under a cloudy sky. The view encompasses rolling hills and tree foliage, providing a serene outdoor setting.

5 out of 5 average rating, 54 reviews

Newly Updated Modern Lake Condo

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

The outdoor pool area features a spacious swimming pool with clear blue water, surrounded by green lounge chairs and a shaded cabana. A two-story building can be seen in the background against a clear blue sky.

5 out of 5 average rating, 3 reviews

Great Place - 1BD+Kitchen+Pool

4.86 out of 5 average rating, 118 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

A stylish open-plan living area features a cozy seating arrangement with plush chairs and a modern coffee table. The fireplace serves as a focal point, complemented by a large wall-mounted TV. A kitchen bar with blue stools adds a vibrant touch, promoting an inviting atmosphere.

4.88 out of 5 average rating, 34 reviews

Luxury Lake Geneva Condo with Patio

The open living area features high ceilings and large windows that invite natural light, while soft blue walls create a calming atmosphere. A comfortable sofa and chairs are arranged around a coffee table, with decorative shelves displaying various blue-themed accents. A dining area is visible nearby.

4.9 out of 5 average rating, 29 reviews

"Lakeloft" Adoring Flat

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.