Kid-friendly holiday rentals in Madison

Find and book unique family-friendly rentals on Airbnb

Top-rated family-friendly rentals in Madison

Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.

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Guest favourite

Cottage in Williams Bay

4.98 out of 5 average rating, 125 reviews

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.

Top guest favourite

Home in Lake Geneva

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.

Guest favourite

Home in Delavan

4.89 out of 5 average rating, 113 reviews

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!

Top guest favourite

Home in Galena

4.92 out of 5 average rating, 157 reviews

DunPuttin Place

Nestled on a secluded hillside that overlooks miles of Galena Territory's wildlife preserve, DunPuttin Place offers its guests total privacy, yet the convenience of being only minutes from the area's many popular amenities. DunPuttin Place is not just another carbon copy resort rental. It is a unique private home that has many features seldom found in vacation rentals. It has been tastefully designed and decorated to comfortably accommodate up to 12 guests of all ages.

Guest favourite

Home in Lake Geneva

4.95 out of 5 average rating, 44 reviews

1 block to the Lake, then 2 blocks to Downtown

Renovated vintage cottage is blocks from the lake, 4 blocks to Riviera Beach, and a short walk to downtown. Stunning cottage boasts original stained glass with gorgeous renovated kitchen including granite countertops and stainless steel appliances. Fully stocked kitchen with plates, utensils, pots, pans and mixing bowls. Cabinets and drawers clearly labeled. Child plates, bowls, cups and kid utensils. Many games, toys, puzzles and books for kids too! Patio table outside.

Top guest favourite

Home in Wisconsin Dells

4.94 out of 5 average rating, 227 reviews

Arcade Games | 5 BR |Huge Deck | Fire Pit

**DISCOUNTED ATTRACTION TICKETS AVAILABLE This is one of the most popular vacation rentals in Wisconsin Dells! This spacious split level home offers 5 bedrooms, 2 full bathrooms & 2400 square feet deck! Beautifully situated along a picturesque tree lined ridge, this home will allow plenty of room for guests. DISCOUNTED ATTRACTION TIX: Ask about discounted tickets ahead of time. This home makes for the perfect spot for holiday gatherings, a waterpark home base & more!

Top guest favourite

Apartment in Wisconsin Dells

4.97 out of 5 average rating, 472 reviews

COZY, Lakefront, Fireplace, Free Kayaks

Relax on the porch and watch the boats glide by, soaking in the serene lake views. Whether you're looking for relaxation or recreation, our condo offers the best of both worlds. Book your stay today and experience the ultimate lakeside escape! Resort-Style Amenities • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • Proximity to numerous restaurants and activities • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

Top guest favourite

Home in Union Center

4.99 out of 5 average rating, 107 reviews

Charming country home - great vacation area.

This attractive, peaceful country home is nearby to many family tourist attractions: including Wisconsin Dells, Lake Redstone Park, Elroy-Sparta Bike Trail, fishing, hiking, and canoeing. Provisions for a simple country breakfast are included in your stay. This newly remodeled home with a 2 story layout provides plenty of room for up to 7 guests. Large backyard includes a firepit, as well as a view of the adjacent golf course. Large driveway to park in.

Top guest favourite

Home in McFarland

4.88 out of 5 average rating, 145 reviews

Lovely Waterfront Two Bedroom House

Lovely two bedroom, one bath in a rural residential area of McFarland on inlet that connects to Yahara River and Lake Kegonsa (house is not directly on lake or river). The home is situated next to a charming campground and marina in nature. Walkable fishing areas. Lake Kegonsa State Park Trail is nearby for walking or snowshoeing. Just a 20 minute drive to downtown Madison! NO PARTIES. You will be asked to leave if there is any party activity seen.

Guest favourite

Cabin in Wisconsin Dells

4.88 out of 5 average rating, 214 reviews

Lake-view 3-bedroom Cabin Home on Lake Delton

Our place is close to ALL Lake Delton, WI Dells Downtown attractions. You’ll love our place because of the views of lake & pine trees, quiet setting, brand-new remolded interior with upscale furnishings, high ceilings, and the cabin coziness. Our Large, cabin accommodates up to 8 people very comfortable at over 1600 sq. ft. Best Resort in Town!!! Family fun atmosphere with two sandy beaches & large swimming pool. Kids love to fish off the piers.

Guest favourite

Cabin in Fort Atkinson

4.91 out of 5 average rating, 418 reviews

Cozy Lakeside Cabin on Lake Koshkonong

Cozy Lakeside cabin on Lake Koshkonong. Outdoor space for cookouts & lawn games, wrap around deck to enjoy lake views, dock access for swimming, walking distance to the lake's most popular restaurants and bar & grill. Close to Madison (45 min), Milwaukee(75 min) & Chicago(120 min), 1 bath/2 bedrooms featuring 1 Queen Bedroom , Full over Full Bunk with trundle & optional air mattress/sofa bed to accommodate guests.

Guest favourite

Home in Wisconsin Dells

4.93 out of 5 average rating, 247 reviews

Charmed Lodge. Sauna. Games & lots of charm

Wisconsin Dells premier vacation rental! Sleeps 16! Less than 10 minutes to all major resorts and Dells attractions! Plenty Of Amenities! Fireplace in living room and basement, large deck, outdoor fire pit, Jacuzzi in basement, sauna and games. 3 levels. Plenty of space for large family gatherings and groups! Very peaceful and quiet. Golf/waterpark/Dells Trolley tickets available at a discounted rate!