Family-friendly holiday rentals in Lake Monona

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Top-rated family-friendly rentals in Lake Monona

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

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Top guest favourite

Home in Whitewater

4.95 out of 5 average rating, 148 reviews

The Modern Cozy Spacious Corner

This updated & clean home is perfect for your college visits or family get togethers. The basement has a game area, a living room, a queen bed and private bathroom. Duly note the queen bed downstairs does not have a private bedroomThe fenced in backyard has a patio , gas grill and hot tub. Outside quiet hours begin at 9PM. Please be advised that we do have security cameras for your protection, located on the front and back porch of the home. Please refrain from tampering with the cameras. Thanks

Guest favourite

Home in Edgerton

4.92 out of 5 average rating, 120 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 favourite

Guest house in Elkhorn

4.98 out of 5 average rating, 166 reviews

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.

Guest favourite

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.

Guest favourite

Apartment in Wisconsin Dells

4.88 out of 5 average rating, 289 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 favourite

Yurt in Cambridge

4.97 out of 5 average rating, 594 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.

Guest favourite

Home in Wisconsin Dells

4.88 out of 5 average rating, 215 reviews

Spacious Pine Cabin at Island Pointe

Relax on Lake Delton and escape to fresh air, calm waters, and beautiful sunsets. Lake Delton is minutes away from Wisconsin Dells so you can enjoy all the activities at the waterparks. Nestled on fifteen acres of towering pines with two private sandy beaches, you’ll feel far from the commotion of the Dells, yet just minutes away. Once you’re here you can enjoy the many amenities we have on-site, such as a heated outdoor pool, playground, picnic area, and two sandy beaches.

Top guest favourite

Apartment in Wisconsin Dells

4.97 out of 5 average rating, 474 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 favourite

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 favourite

Cabin in Fort Atkinson

4.91 out of 5 average rating, 423 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 favourite

Flat in Albany

4.93 out of 5 average rating, 184 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 favourite

Flat 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