Family-friendly holiday rentals in Delavan

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, 172 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.

4.87 out of 5 average rating, 211 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

Renovated cottage. Featuring a full bath, hot tub, stone stacked fireplace and much more. Bedrooms are cozy , with hand crafted log furniture & accessories, Master has a queen size bed and guest bedroom has full size. 2 sofa sleepers upstairs in the loft area. Centrally located on Delavan's north shore and in walking distance of multiple bars and restaurants including the world famous Inn Between Bar and Grill. Within 1 miles of the Lake Lawn resort which offers golf, dining, and boat rentals.

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, 237 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.

4.93 out of 5 average rating, 161 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, 1,010 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.

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, 169 reviews

Condo in Lake Geneva with Fireplace & Fast 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, 237 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.

4.97 out of 5 average rating, 143 reviews

The cottage features a charming facade with a combination of blue siding and stonework. Two sets of double doors are framed by large windows, allowing natural light to fill the entrance. Flower beds line the pathway leading to the front door, enhancing the welcoming appearance.

Home in Elkhorn

Cozy Country Cottage near Lake Geneva, WI

Our Cozy Cottage features 3 comfortable bedrooms and nightly magnificent sunsets. Nestled on a country road, the house offers plenty of space to rest after visiting Lake Geneva, Lauderdale lakes, biking at Kettle Moraine or site seeing in the area. It’s close to Walworth County fair grounds where the flea market, Das Fest and Rib Fest are held. This is country living with plenty of opportunity to enjoy the beautiful outdoors or the peace and quiet of the countryside.

4.95 out of 5 average rating, 354 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.

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.

4.9 out of 5 average rating, 103 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 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, 118 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.

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, 200 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.

Popular amenities for Delavan 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.

4.94 out of 5 average rating, 105 reviews

The Ultimate Lakehouse with Hot Tub & 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, 139 reviews

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

4.98 out of 5 average rating, 127 reviews

The great room features vaulted wood trusses and large windows that allow natural light to fill the space. A dining table is positioned centrally, surrounded by four chairs. Two rocking chairs are placed at opposite ends, with a decorative rug on the wooden floor.

Cabin in Twin Lakes

Secluded in the Woods, Hot Tub

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

4.9 out of 5 average rating, 134 reviews

An expansive indoor pool area is showcased, featuring a spacious heated sport pool and a circular hot tub. Large windows provide natural light and views of the outdoors, while decorative plants add a touch of greenery. A large TV is mounted nearby, enhancing the area’s entertainment options.

Home in McHenry

Highwood Haven/Indoor Pool/Hot Tub/Arcade

4.95 out of 5 average rating, 143 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

4.99 out of 5 average rating, 170 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!

4.96 out of 5 average rating, 107 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

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

5 out of 5 average rating, 140 reviews

A modern living area is furnished with a plush sofa, accent chairs, and a rectangular coffee table atop a geometric area rug. A flat-screen television is placed on a wooden media console. Natural light enters through large windows, illuminating the space.

Home in Janesville

Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R

4.93 out of 5 average rating, 163 reviews

Cottage in Wonder Lake

The Cozy Christmas Cottage, Dm me ?s

4.98 out of 5 average rating, 122 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

4.91 out of 5 average rating, 192 reviews

A spacious living area features a green sectional sofa with decorative cushions, complemented by a wooden coffee table on a circular-patterned rug. The well-lit space includes a dining area with white chairs and a kitchen visible in the background, enhancing a comfortable setting for gatherings.

Villa in Ringwood

Living the High Life Pool House

4.9 out of 5 average rating, 135 reviews

The exterior of a charming Victorian home is showcased, featuring light pink siding and white trim. Large windows allow natural light to fill the space, and a welcoming porch is highlighted by decorative railings. Colorful flowers and landscaping enhance the inviting curb appeal.

Home in Delavan

Victorian Retreat · Near Lake Geneva · Sleeps 11

4.89 out of 5 average rating, 135 reviews

Fall in love with our Sweet Retreat

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!

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

A private balcony offers stunning views of the tranquil lake at sunset, framed by lush greenery and a well-manicured lawn. The sky is painted with soft hues of orange and blue, reflecting on the calm water's surface.

5 out of 5 average rating, 14 reviews

Glass Vista: Modern 2BR Condo, Stunning Views

A dining area features a round marble table surrounded by four black chairs, illuminated by a unique chandelier. A stylish desk with two lamps and chairs is positioned next to a comfortable living space, which is brightened by large windows offering natural light.

4.94 out of 5 average rating, 17 reviews

Comotose by the Lake

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, 44 reviews

Chic Condo in Lake Geneva.

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

4.94 out of 5 average rating, 65 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

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.