Family-friendly vacation rentals in Madison

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Top-rated family-friendly rentals in Madison

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

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Guest favorite

Home in Edgerton

4.92 out of 5 average rating, 119 reviews

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill

Gather at the White House: a stylish lake house with private pier, 4Br/2.5bath/beds for 15 people, fire pit, gas grill, huge yard, 2 wooded acres. Lake Koshkonong is one of WI’s largest, famous for its boat-up restaurants/bars, fishing, and water sports all accessible from our private pier. Located along 39/90hwy - 90 mins to Chicago/30 min to Madison. Perfect for entertaining: fully stocked, professionally cleaned, open floorplan, 3-story outdoor living, dining & patio, playroom & much more!

Guest favorite

A hot tub is shown in the foreground, its water illuminated in soft light. Behind, a cottage is visible with large windows revealing a warm, inviting glow. The exterior is adorned with twinkling lights that enhance the cozy atmosphere of the setting.

Home in Poynette

4.92 out of 5 average rating, 189 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

Rent this furnished cottage to enjoy the beauty of nature on the Wisconsin River and Lake Wisconsin. Conveniently located on the Lake Wisconsin waterfront between Madison and the Wisconsin Dells, just 1.5 hours from Milw and 3 hours from Chicago. We are pet friendly for well behaved dogs with a $25/night pet fee per dog. Beautiful views out the large living room windows look onto green, sandbars, islands and the undeveloped distant shores of the Wisconsin River as it opens up into Lake WI.

Superhost

An outdoor area is shown with a picnic table and a gas grill set against a backdrop of greenery. The space is surrounded by grass and trees, providing a tranquil setting for meals or gatherings.

Condo in Wisconsin Dells

4.88 out of 5 average rating, 287 reviews

The Docksider for Couples & Young Families

NO SMOKING The Docksider is the original Williamson Family Condo. Located right by the boat docks, this is perfect for a quick getaway as a couple or bring the kids. The property is situated right on beautiful Lake Delton in a quiet neighborhood in the heart of the Dells. The property has both indoor and outdoor (open seasonally only) pools and hot tubs for your year-round enjoyment. In the summer you are just steps away from the private beach and you can fish from the docks or the ice.

Top guest favorite

A wooden deck sits beside a serene lake, surrounded by lily pads. Two lounge chairs are positioned on the grass, offering a peaceful spot to relax. Nearby, trees provide natural shade, enhancing the tranquil outdoor setting.

Yurt in Cambridge

4.97 out of 5 average rating, 592 reviews

YurtCation

YurtCation is a relaxing getaway with lake frontage and nature trails. There is another yurt about 300ft up the same driveway. There are a total of two yurts and two homes that have access to the same 17 acre lake. Each yurt is off the grid and has their own queen-sized comfy bed, wood stove, Weber grill w/charcoal, fire pit, firewood, fresh water, canoe, and clean Porto Potty. Pet Policy: Max two - Must be in your sight and supervised at all times or $500 fine and check out immediately.

Top guest favorite

A spacious deck is equipped with multiple colorful chairs and a large green umbrella offering shade. A glass-top table is positioned in the center, surrounded by a relaxed outdoor seating arrangement, inviting guests to enjoy the outdoor setting.

Home in Wisconsin Dells

4.94 out of 5 average rating, 228 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 favorite

A welcoming living area is highlighted by a comfortable seating arrangement, featuring a leather sofa and accent chairs. Natural light pours in through the windows, illuminating the wood flooring and a stone fireplace. A large SMART TV is mounted on the wall, adding modern convenience.

Condo in Wisconsin Dells

4.97 out of 5 average rating, 473 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

Guest favorite

A cabin-style home is nestled among tall pine trees, illuminated by warm outdoor lights. An inviting deck is visible, furnished with seating. Large glass doors lead into the interior, showcasing a cozy atmosphere. The setting maintains a peaceful and serene ambiance.

Cabin in Wisconsin Dells

4.88 out of 5 average rating, 215 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 favorite

A spacious great room features tall windows that allow natural light to flood the space. Comfortable seating arrangements include a brown leather sofa and a light-colored armchair, with a wooden coffee table at the center. The open floor plan connects to the dining area and kitchen visible beyond.

Cottage in Fontana-on-Geneva Lake

4.98 out of 5 average rating, 104 reviews

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs

4 Bedroom 2 1/2 bath vacation cottage in Abbey Springs Resort Community on Lake Geneva. Resort Pass is required for all guests (included) and gives entry to the resort plus indoor and outdoor pool (Memorial to Labor Day), hot tub, games room , gym, tennis courts , pickle ball. 2 restaurants beach and fire pit on site. Newly Renovated Golf Course not included but available by paying at club house . We welcome all .

Guest favorite

A long dock extends into the calm water, offering access to the lake. Gentle waves reflect the sky's blue and gray hues, while grass and rocky shorelines frame the scene, creating a serene environment for relaxation and recreation.

Cabin in Fort Atkinson

4.91 out of 5 average rating, 421 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.

Top guest favorite

A wooden deck offers a view of the tranquil Sugar River, surrounded by lush greenery. Trees line the riverbank, and a bridge crosses over the water in the background. Natural sunlight enhances the serene atmosphere of the outdoor space.

Apartment in Albany

4.93 out of 5 average rating, 183 reviews

Sugar River Hideaway

Newly renovated, 3-bedroom vacation home located on the Sugar River in downtown Albany. Albany is a quaint little town with a lot to offer. Enjoy tubing/canoeing down the river, a diner, pizza place, Italian restaurant, 3 taverns, and a bowling alley all within the downtown block. With being only 30 miles away from Madison and 17 miles from New Glarus, Albany is a prime location for your stay!

Guest favorite

A bright sunroom features large windows that provide ample natural light and views of the surrounding area. Two comfortable couches complement the neutral decor, while a wooden coffee table and a textured blue throw add subtle color. A unique wall-mounted decor piece enhances the cozy atmosphere.

Apartment in Madison

4.97 out of 5 average rating, 301 reviews

Prairie-Chic Downtown Lakeside

Spacious & historic lakeside flat in the heart of Downtown Madison. Just a few blocks to State Street, The Capitol, UW Madison and Willy Street. Stunning lake views of James Madison Park & Beach on Lake Mendota. Over 1700 sq ft of living space with panoramic sunset views & updated 1920's character. City of Madison Permit # ZTRHP1-2021-00009 Maximum Occupancy: 4 adults + 2 children

Guest favorite

The exterior of a two-story red brick building is framed by lush greenery and well-maintained flower beds. A small balcony is visible on the upper level, offering a cozy spot to enjoy the surroundings.

Apartment in Fort Atkinson

4.95 out of 5 average rating, 249 reviews

‘The Part Time Local’ - A boho small town retreat.

A cozy, comfortable 1 bedroom apartment with eat in kitchen and separate living room. Newly remodeled bathroom with tiled shower. Mahogany floors and all the charm you'd expect in a 1907 Arts & Crafts. Stylish, boho décor to make anyone feel right at home. Private balcony with Rock River views. Laundry available. Downtown Fort Atkinson, walking distance to everything!