Family-friendly vacation rentals in Monona

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Top-rated family-friendly rentals in Monona

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, 118 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

Home in Poynette

4.91 out of 5 average rating, 188 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

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

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

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 favorite

Condo 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

Guest favorite

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

Cottage in Fontana-on-Geneva Lake

4.98 out of 5 average rating, 103 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

Cabin in Fort Atkinson

4.91 out of 5 average rating, 420 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

Apartment in Albany

4.94 out of 5 average rating, 182 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

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

Apartment in Fort Atkinson

4.95 out of 5 average rating, 248 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!

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What guests are saying

Chic Loft Surrounded by Nature

4.95 out of 5 average rating, 365 reviews1 month ago

The loft was perfect for what we were looking for - peace, relaxation, and disconnect from the world for a bit. This was a great location for that. This is a loft above a garage located on a country property with beautiful land/views to enjoy. Jordan is very responsive in getting back to you. His father, Hal, greeted us and gave us recommendations on what to do in the area. He was super friendly and helpful. The place had charm and even though it's in the country, there are small towns to visit 10-20 minutes away, where we found a great coffee shop. Johnson Creek Outlet Mall is close and we also spent a day in Madison - only a 40 minute drive. Good place to unwind and unplug!

Guest suite in Helenville

What guests are saying

The Old Farmhouse

4.99 out of 5 average rating, 234 reviews1 month ago

Well-kept, serene, and charming. This place is ideal for a relaxing getaway. The Farmhouse, set in the rolling hills of the Wisconsin countryside, is spacious and inviting and guests can expect a quiet, comfortable stay with all the amenities of home. We thoroughly enjoyed our long weekend at the Farmhouse.

Home in Gratiot

What guests are saying

Close to UW, 4 Bdrms, Walkable Neighborhood

4.98 out of 5 average rating, 117 reviews4 weeks ago

Beautiful home with classic wood trim and hardwood floors in a quiet neighborhood with easy access to arterial roads and all Madison has to offer, and the cafe and farm-to-table restaurant a few blocks away are fantastic. Amy is friendly and communicates clearly, and the dining and living room areas are perfectly set up for a group of old friends to reunite and catch up. Amy's place is the first one I'll look for the next time I visit Madison!

Home in Madison

What guests are saying

On Rock River/Lake Koshkonong Area

4.8 out of 5 average rating, 80 reviews1 month ago

Came here for my spring break wanting to get out of the city and enjoyed my entire trip! The cabin was beautiful and the Rock River was majestic to gaze upon from the back porch. While I would have enjoyed more to do within walking distance, a drive as little as 30 minutes will get you to some wonderful places.

Cabin in Edgerton

What guests are saying

Cozy Cottage in Baraboo Bluffs

4.78 out of 5 average rating, 50 reviews3 months ago

We very much enjoyed our stay at Granny's cottage. We went skiing at Devil's Head for the weekend and this place was the perfect place to stay! (Especially after reading the online reviews about the Devil's Head hotel/lodging...yikes!!). This place has everything you could possibly need, and then some. I would definitely recommend staying here to anyone looking for a simple, peaceful, country getaway! Gretchen was very clear and upfront with her communication, and always very responsive to any questions we had. She does have a lot of "rules" but none of them are hard to follow as long as you are a semi-decent human being.

Cottage in Baraboo

What guests are saying

Modern family home in cozy nbrhd near downtown

4.96 out of 5 average rating, 69 reviews1 month ago

Nice house in a great quiet neighborhood. Close to everything in Madison. Comfortable open living space with lots of natural light. Large windows and great backyard. Our youngest has food allergies, so it was great to cook in such a nice kitchen. Would definitely return!

Home in Madison

What guests are saying

Historic limestone farmhouse, nature preserve.

4.9 out of 5 average rating, 244 reviews1 month ago

Unique, comfortable, well-outfitted, historic home in a peaceful location. This was our 2nd time staying here and it was as lovely as we remembered. Large rambling farmhouse adjacent to restored wetland with miles of trails. Dave was a gracious host, communicative and responsive. This is a somewhat remote location and there are no stores or restaurants nearby but plenty of options within 15-30 minutes drive. Bring your own food and have a well-appointed kitchen in which to prepare it and a big dining room to share it. We appreciated several options for hiking nearby and that downtown Beloit was a short drive away. Highly recommended.

Farm stay in Shirland

What guests are saying

Camp Wandawega: Lakeside 3 Bedroom Cabin

4.98 out of 5 average rating, 166 reviews4 months ago

Camp Wandawega is magical. I've had my eye on this one-of-a-kind place for years--both for my own family and for a writing retreat--and was so excited to finally come out for an overnight tour. It was everything I'd hoped for and more. Can't wait to come back in summer!

Guesthouse in Elkhorn

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