Family-friendly holiday rentals in Como

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, 176 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.

4.89 out of 5 average rating, 137 reviews

Fall in love with our Sweet Retreat

Sweet Retreat is ready to celebrate the holidays!!Come spend the weekend with friends and family or have a much needed vacation. Lake Geneva has something for everyone. Our Sweet Retreat is a perfect location for winter activities and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore . Three ski resorts, tons holiday festivities, Santa cruise and much more located around the area. Our home is fully decorated and ready for your friends and family.

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.

4.89 out of 5 average rating, 110 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!

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, 166 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.

4.98 out of 5 average rating, 1,015 reviews

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.

Flat in Lake Geneva

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, 191 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.

4.97 out of 5 average rating, 238 reviews

The entrance of the A-Frame cabin features a wooden door framed by large windows. Two black wire chairs sit on a wooden deck, complemented by potted plants. Natural surroundings enhance the welcoming feel of the entrance.

Cabin in Lake Geneva

Winter Wonderland 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.

4.99 out of 5 average rating, 177 reviews

A serene living area features a large sliding glass door leading to a deck with unobstructed views of Round Lake. Natural wood accents adorn the wall, while a plush sofa and a small coffee table create a relaxing seating space.

Home in Round Lake Beach

Round Lake Getaway Retreat

Looking for a calming, peaceful lakeside getaway for you and your loved one? Come stay at our remodeled retreat with private waterfront access to Round Lake. Enjoy peace and reflection meditating on the spirited lake waters rolling into shore. Wake up to inspirational lake views with soul warming coffee, tea or cocoa. Savor deep or lazy conversation with your loved one, surrounded by dreamy décor and captivating nature. Come and relax, restore, and rejuvenate by the lake!

4.92 out of 5 average rating, 102 reviews

A modern kitchen features dark cabinetry and stainless steel appliances, including a gas range and a large refrigerator. A decorative light fixture hangs from the vaulted ceiling, while countertop space is organized with pots and utensils. Natural light enters through the window above the sink.

Cabin in Lake Geneva

The Narrows of Lake Geneva

Situated on the south side of Lake Geneva, this modern cottage has all the amenities and privacy a hotel cannot offer. Down the street from the lake and Linn boat launch, a seven minute drive to the Lake Geneva Yacht Club, and minutes from Big Foot Beach and downtown Lake Geneva. Relax in the wooded lot while enjoying the wide range of wildlife. If you're looking to party, this is not the place. This is a quiet and peaceful neighborhood. Follow and tag us @narrowslakegeneva

4.95 out of 5 average rating, 355 reviews

The front view of a rustic stone cabin is framed by lush green trees. The structure features a wooden overhang supported by sturdy columns, with large windows allowing natural light to fill the interior. A neatly stacked pile of firewood is visible at the base.

Cabin in Whitewater

Glamping Cabin on Cold SpringTree Farm

Unfortunately we can't accommodate same day bookings as we don't have enough lead time to prep the cabin for your stay. Glamping on a working Christmas tree farm. Beautiful single room stone cabin with loft and wood burning stove. Two small beds in loft and futon on main floor folds out into full bed. Lots of room around to pitch tents as well. Situated on 40 acres of land with a pond, barn with basketball court, creek and Christmas tree fields.

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, 331 reviews

Willow Creek Lodge

Our log home is located just 3.5 miles west of Downtown Lake Geneva with all the shopping, entertainment, theaters and restaurants it has to offer. You'll also be just steps away from Lake Como, one of Wisconsin's prettiest lakes offering excellent swimming, fishing & water sports. Expansive outdoor living space, large well appointed rooms and new modern amenities guarantee a comfortable stay. This is an amazing home with a great location.

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, 122 reviews

The Landis, elegant with fireplace!

Kick back and relax in this calm, elegant One bedroom Villa with a KING size bed. This vacation rental is in a quiet area of Lake Geneva, but just minutes from all the vibrancy of downtown Lake Geneva or Williams Bay. It is within walking distance to Mars Resort, The Getaway or The Ridge. This is a perfect spot for couples looking for a relaxing getaway. Local laws require all guests names and address be provided prior to check in.

Popular amenities for Como family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.93 out of 5 average rating, 151 reviews

A cozy seating area features two armchairs and a sofa, complemented by a marble coffee table. Natural light filters through the white window, illuminating the space. A potted plant and decorative accents enhance the warm, wooden Cypress walls.

Cottage in Antioch

#4 Adorable Lake Cottage-Cypress Resort & Marine

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, 140 reviews

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

4.98 out of 5 average rating, 171 reviews

An antique-style treasure map illustrates the Southeast coastline of Florida, featuring intricate details such as a ship image and a compass rose. The map's aged parchment texture and faded ink enhance its vintage charm, with marked locations and routes guiding potential treasure seekers.

Flat in Fort Atkinson

“Goonies Never Say Die” You found theTreasure!

4.87 out of 5 average rating, 213 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, 109 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, 226 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

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, 220 reviews

Relaxing Villa with Amazing Amenities!

4.86 out of 5 average rating, 119 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, 154 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.

Flat in Lake Geneva

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

4.95 out of 5 average rating, 129 reviews

An open-concept living area features a cozy sectional sofa, wooden coffee table, and three barstools positioned at a breakfast bar. A modern kitchen with stainless steel appliances and stylish cabinetry is visible in the background, complemented by warm wood flooring and soft overhead lighting.

Flat in Whitewater

Pet-Friendly Industrial 2 Bedroom Near UWW Campus!

Apartment 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

4.93 out of 5 average rating, 165 reviews

Cottage in Wonder Lake

The Cozy Lake House, Dm me ?s Lake Front Property!

4.91 out of 5 average rating, 194 reviews

An indoor heated pool is surrounded by a wooden ceiling and grassy flooring. The pool features a gentle curve and a gently sloping entry. Lounge chairs are positioned nearby, with recreational equipment visible in the background. Large windows allow natural light to fill the space.

Villa in Ringwood

Living the High Life Pool House

4.97 out of 5 average rating, 115 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 Skiing!

4.94 out of 5 average rating, 131 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

Family-friendly home rentals with a pool

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.

4.98 out of 5 average rating, 41 reviews

Cozy cabin getaway near Lake Como and Lake Geneva

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

4.94 out of 5 average rating, 66 reviews

A cozy living area features a red sofa adorned with decorative pillows, a wooden coffee table, and a round dining table surrounded by six chairs. Light illuminates the space, creating a warm atmosphere. The kitchen area is visible in the background.

Flat in Waterford

Cozy lower level 2 bedroom apartment.

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, 96 reviews

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

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, 106 reviews

LG Quaint Condo on Lakeshore Dr.

A serene view of Lake Como at dusk, with calm water reflecting soft pastel hues of pink and purple in the sky. The distant shoreline is framed by trees, and small lights from boats can be seen twinkling along the lake.

4.64 out of 5 average rating, 285 reviews

Flexible rental In Lake Geneva Area

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.

4.89 out of 5 average rating, 35 reviews

Luxury Lake Geneva Condo with Patio