Kid-friendly vacation rentals in Rockford

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, 115 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.

4.9 out of 5 average rating, 244 reviews

A playroom is equipped with a variety of children's toys and games displayed on a red table. Neat stacks of brightly colored towels are arranged on a counter, while a window allows natural light to brighten the space. A door leads to another area.

Farm stay in Shirland

Historic limestone farmhouse, nature preserve.

Historic 1840's limestone home ,once owned by Sidney Smith, first nationally syndicated cartoonist of The Gumps. Located on 19 acres adjacent to 500 acre wetland conservation area with miles of hiking/skiing trails along the pristine sandy Sugar River for canoeing, birdwatching, or fishing. Ideal for star-gazing, with minimal lighting from neighbors. Enjoy the outdoors from stone patio, including tables, BBQ, and seating for 15, with fireplaces indoors and outside. Sand pile and toys nearby

4.98 out of 5 average rating, 125 reviews

A welcoming view of Clover Cottage reveals a well-maintained exterior with a porch and a paved driveway leading to a detached garage. Surrounding trees offer shade, while a small outdoor seating area with an umbrella is visible to the side.

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.

4.98 out of 5 average rating, 206 reviews

An outdoor tennis court is enclosed by a chain-link fence, featuring well-maintained playing surfaces. Lush green grass lines the perimeter, providing a scenic view. A small building is visible in the background, surrounded by trees, set against a clear blue sky.

Condo in Lake Geneva

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.

A multi-tiered shelf is filled with various children's toys. The top shelf displays a colorful toy truck, a box of Mr. Potato Head, and a Play-Doh set. The bottom shelf holds a large box of building blocks and a pink drawing tablet, along with additional items.

4.89 out of 5 average rating, 107 reviews

Our Sweet Retreat is waiting for you

Come spend the weekend with friends and family or celebrate the winter festivities. Lake Geneva has something for everyone. Our Sweet Retreat is close to three ski resorts, sledding for the kids, and is a short drive to downtown Lake Geneva. Tons of bars and restaurants to enjoy and explore . After enjoying your day, come home a cozy up by our fireplace. Enjoy a glass of wine or games with friends and family, we have a quaint retreat to unwind and relax. We’re just waiting for you!

4.98 out of 5 average rating, 166 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.

4.98 out of 5 average rating, 177 reviews

The entryway features a light gray color scheme with a welcoming front door and a large window above a row of wall-mounted hooks. A patterned runner rug covers the floor, guiding guests into the home.

Home in Freeport

Willow Lake Getaway Cozy for 2 - or large families

Beautiful 4 bedroom private lakefront home, cozy enough for 2, large enough for family gatherings for holiday/wk end escape/vacations. Hot tub for cool eves October-April. Extensive private decks with BBQ, outdoor dining & circular daybed with umbrella. 2 docks, 2 SUP boards, paddle boat, 2 kayaks, pingpong table, books and board games. 2 Master Suites with smart tv with private balcony & seating area. fire pit located next to 1st dock. Couples get a 10% discount, message me for details.

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.

4.98 out of 5 average rating, 144 reviews

Updated luxury country getaway short walk to lake!

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.

4.98 out of 5 average rating, 146 reviews

A game room offers a vibrant green wall adorned with various artworks and classic arcade games. Four metal stools are arranged in front of the game stations, creating an inviting space for entertainment and socializing.

Home in Elkhorn

Red Lodge - Game Room, Hot Tub, Near Lake

Looking for a memorable Wisconsin vacation experience? The Red Lodge is the ideal blend of comfort and style. Super clean, fully stocked, with gorgeous outdoor green spaces and unique amenities, you'll love it here! Jeff - "The devil is in the details, and no detail is overlooked here." Kelsey - "We are obsessed! This is THE nicest Airbnb we've stayed in across the country.. There was something truly unique about each room." Alia - "Hands down the best Airbnb we have ever stayed in."

4.96 out of 5 average rating, 138 reviews

Condo in Lake Geneva

LakeView-SummerPool-FamilyFriendly-CloseToTown

Enjoy your stay at our family's Serene Lake condo with outdoor pool. NEWLY UPDATED Stylish and comfortable with amenities for any family to feel at home. Part of Interlaken community and set on Lake Como, we are surrounded by peaceful woods and often seen wild life, yet a quick drive into down town Lake Geneva, William's Bay and Fontana. Enjoy golfing, dining, water sports and all the region has to offer, then cozy up and relax with a view. NO RV, BOAT or TRAILER parking is allowed.

4.89 out of 5 average rating, 113 reviews

A cozy nook is visible through the open sliding doors. Soft carpet covers the floor, leading to a colorful play area with a dollhouse set against a red wall. Shelves filled with books line the side, adding charm to this inviting space.

Home in Delavan

Victorian in Delavan, near Lake Geneva & Alpine

Family & friends will be close to all Delavan offers staying at this beautiful historical 1901 Victorian home. One block from charming brick-paved downtown Delavan, you'll have shopping, music, parks & great restaurants at your fingertips! Your private gazebo w/ fireplace provides an ideal retreat, while the bandstand livens things up across the street! Playgrounds, sledding hill, beach, lake & arboretums are all within 4 blocks; skiing & Lake Geneva are just a 15-minute drive away!

A spacious deck features a round table surrounded by six chairs, shaded by a large straw umbrella. The tranquil lake is visible in the background, framed by trees and a clear blue sky.