Family-friendly holiday rentals in Delavan

4.89 out of 5 average rating, 141 reviews

Sweet retreat is waiting for you!

Sweet Retreat is ready for a cozy winter getaway. 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 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

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.

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, 225 reviews

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 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.

4.94 out of 5 average rating, 119 reviews

Lake Geneva Retreat w/ Fireplace & WiFi

Your cozy getaway begins in a newly redesigned condo with patio (there are stairs to get to villa), conveniently located between Lake Como and Lake Geneva in Interlaken Resort! Just a short peaceful walk to lake, restaurants, pool, tennis, volleyball, boat launch, small craft rentals, & more! The resort community is located by Lodge Geneva National, which adds additional restaurants and available amenities at an additional charge. Many local areas to explore & visit will await your arrival.

4.97 out of 5 average rating, 250 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

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.

Guest house 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, 178 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, 200 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 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, 217 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, 100 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

4.97 out of 5 average rating, 147 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.

4.92 out of 5 average rating, 109 reviews

The home is set on a spacious lot surrounded by mature trees, showcasing a welcoming exterior design with light-colored siding and a gabled roof. Lush greenery and flowering plants create a natural border along the pathway, leading to an inviting front porch.

Cottage in Lake Geneva

The Peacock Cottage

Cozy, quiet, accessible Lake Geneva home with large open living area, vaulted ceilings, large 1-acre wooded lot. 3 minutes from beach, 5 minutes to both Lake Geneva and Williams Bay, 2 minutes to a local Wisconsin-style convenience store. Welcome to the Peacock Cottage! Located on a deep, private lot surrounded by woods, so it's great to let loose without any nearby traffic. We are super into cozy homes, and love creating spaces that are restful and fun.

Popular amenities for Delavan 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, 147 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.

Apartment in Fontana-on-Geneva Lake

4.78 out of 5 average rating, 197 reviews

FUN-tana All Year Round Abbey Springs Fontana WI

4.98 out of 5 average rating, 142 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

4.95 out of 5 average rating, 161 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, 252 reviews

Home in Woodstock

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

4.9 out of 5 average rating, 208 reviews

Villa in Ringwood

Living the High Life Pool House

Superhost

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

4.87 out of 5 average rating, 164 reviews

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

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!

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 83 reviews

Tiny home in Delavan

Tiny Red House on Lake Delavan

4.98 out of 5 average rating, 160 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

4.96 out of 5 average rating, 136 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!

5 out of 5 average rating, 144 reviews

Home in Janesville

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

4.96 out of 5 average rating, 223 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

4.98 out of 5 average rating, 143 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

4.96 out of 5 average rating, 26 reviews

Lake Geneva Hideaway

4.91 out of 5 average rating, 163 reviews

A private deck features a round table surrounded by four chairs with cushions, offering views of the lake. The area is adorned with trees and distant seating by the water, while the sky is filled with clouds, creating a serene outdoor atmosphere.

Cabin in Fort Atkinson

Cozy Lake Cottage With The Best View & Pontoon!

Family-friendly home rentals with a pool

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.

4.95 out of 5 average rating, 20 reviews

Lake Geneva Condo Steps to Lake Como Outdoor 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, 51 reviews

Chic Condo in 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, 57 reviews

Newly Updated Modern Lake Condo

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, 169 reviews

LakeView-SummerPool-FamilyFriendly-CloseToTown

4.97 out of 5 average rating, 30 reviews

Sunset + Lake View Stylish Condo in 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.

4.9 out of 5 average rating, 115 reviews

LG Quaint Condo on Lakeshore Dr.

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, 37 reviews

Modern Lake Geneva Condo with Pool and Patio

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.