Family-friendly holiday rentals in Monona

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Popular amenities for Monona family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
Home in Poynette
4.85 out of 5 average rating, 268 reviews

Quietwater-Peaceful, On Water, Nature, Sandbars!

BarbaraRating, 5 stars3 weeks ago
We very much enjoyed our stay. The location and view were lovely and quiet. We especially enjoyed the wildlife from the deck and the hot tub! We even had a bald eagle visit for a couple of hours on the sandbar right in front of us. The cottage was very clean and comfortable. A very relaxing weekend!!
Guest favourite
Home in Poynette
4.92 out of 5 average rating, 189 reviews

Island View Hideaway-Peaceful, On Water, Sandbars!

SandyRating, 5 stars1 month ago
Beautiful spot to relax, close to great hiking trails. The home was comfy and had some thoughtful extras.
Guest suite in Waunakee
4.82 out of 5 average rating, 303 reviews

Private guest suite on beautiful Lake Mendota

JacobRating, 5 stars1 month ago
Loved bug the car that greeted us every time we came in and out of the place! We were there when the May flies were hatching so we did not get to enjoy some of the luxury’s of the place but we are excited to come back soon!
Top Guest favourite
Home in Deerfield
5 out of 5 average rating, 11 reviews

5 bedroom home near Madison Area

GeraldRating, 5 stars10 months ago
We were looking for a quiet place with enough bedrooms for several families. This place was great. It was a nice country place with a beautiful surrounding. Grandkids loved the trampoline and hot tub. The interior was clean and well taken care of. It met all our needs. There were plenty of kitchen items for us to use. The beds were comfortable and rooms spacious enough for our belongings. We kept on the go quite a bit so were only there mainly in the evening but the grandkids had enough room to unwind and play once we got back home. Yes even though we didn’t live there it felt like home . We didn’t get to enjoy the fire pit much since the outside temperature was in the high 80’s most of the time we were there, but there was plenty of wood and chairs available. If I were moving to Wisconsin this would be an ideal place to own. We absolutely enjoyed everything about this place. Katie and Scott were very responsive. Thanks for allowing us to stay.
Guest favourite
Cottage in Fontana-on-Geneva Lake
4.98 out of 5 average rating, 105 reviews

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

ConnorRating, 5 stars1 month ago
Jonathan’s home was spacious and comfortable for our large group. Plenty of space to spread out or gather to celebrate. We loved the grill, spacious dining room table, large TV, and multiple bathrooms.

Family- and pet-friendly home rentals

Guest favourite
Home in Baraboo
4.89 out of 5 average rating, 109 reviews

Wild Rose Ranch Guest house

ChristyRating, 5 stars5 months ago
The house was very spacious for our family of 6. We loved the location, view, and short drive to everything we wanted to do.
Guest favourite
Townhouse in Blanchardville
4.93 out of 5 average rating, 174 reviews

Dottie's Place with a valley view

TracyRating, 5 stars3 weeks ago
The beauty of the farm, the driftless area with steep hills and gorgeous valleys with a stream meandering through it was absolutely breathtaking! Different times of the day, different light and different beauty! Monet would have been in Heaven! We were there at the perfect time! Springtime! Lots of Red Winged Blackbirds weaving their nests. Barn swallows busily building their nests. And the best of all a fawn was born the day before we left!! Heaven! A truly magical place! And the house was so well appointed! A full kitchen, a beautiful fireplace, a huge master bedroom with en-suite bathroom, large windows framing the beautiful landscape, very comfortable and cozy. Much fancier than the photos depict! A perfect place for a retreat! Steve and April were Wonderful hosts who love sharing their property with guests and enjoying sharing about healthy farming, health and prairie restoration.
Loft in Madison
4.67 out of 5 average rating, 932 reviews

#1

TaraRating, 5 stars18 months ago
Our stay was ideal ! The beds are comfy, the room was so spacious, great seating, the amenities were as describe and the cafe had tasty offerings and friendly staff! We’ll definitely rent again💖
Bungalow in Madison
4.82 out of 5 average rating, 234 reviews

Waterfront Bungalow in Atwood-Willy Downtown

AlexRating, 5 stars1 month ago
Perfect, perfect location. Right on the river and near some cool neighborhoods. BCycle station like one block away. River space is great and house space is good. It's an old house but in good shape.
Guest favourite
Guesthouse in Spring Green
4.95 out of 5 average rating, 116 reviews

Teacher’s Lounge

KimRating, 5 stars1 week ago
LOVED this place!! The garden outside is spectacular. Daisy the dog is a sweet greeter, and Aaron was super friendly and helpful. We love the Spring Green area, and this location could not be more perfect. The space is spotless, comfy, quiet, and looks exactly like the pictures. We will be back the next time we come to see a show at APT!! Thank you for your kind hospitality.
Guest favourite
Home in Edgerton
4.92 out of 5 average rating, 121 reviews

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

JoeyRating, 5 stars1 month ago
Wonderful home for a big family or group! Lots to do (if you’re not already busy!). The home has everything you need to rest, relax, and make killer meals. Madison is a quick 30 minute drive away as well. Highly recommend.
Superhost
Home in Whitewater
4.7 out of 5 average rating, 10 reviews

Tranquil Wellness Retreat with Lake Views and Gym

GraciaRating, 5 stars1 month ago
We really enjoyed our stay and definitely would return. The home was clean and we felt right at home. Our dogs loved the yard and the view overlooking the lake was beautiful. The home was just as described, and check-in was easy. Nathan was responsive and communicated well throughout our stay. I would recommend staying at Nathan's, he is a great host, and we were grateful for our time there.
Superhost
Chalet in Williams Bay
4.88 out of 5 average rating, 254 reviews

The Bay Chalet

ShaneRating, 5 stars3 days ago
Tucked beneath whispering pines and wrapped in the quiet hush of the lake, this log cabin retreat was pure magic. From the moment we arrived, the rustic charm wrapped around us like a flannel blanket—warm, comforting, and timeless. The cabin was spotless, thoughtfully maintained, and had just enough creak in the floorboards to remind you it had stories of its own. Mornings were slow and golden, coffee steaming as the sun danced on the water. The first day, a flock of wild turkeys wandered by like some ancient welcoming committee. On our last, a pair of deer watched us from the tree line—silent, curious, and strangely fitting for a farewell. It’s the kind of place that invites stillness, that gives you back your breath. Perfect for getting away, for remembering what silence sounds like, or just for sitting still long enough to notice how the wind moves through the trees. A rare kind of peace.

Family-friendly home rentals with a pool

Superhost
Home in Fontana
4.6 out of 5 average rating, 5 reviews

Abbey Spring Resort Home |North Shore Hideaway

MichelleRating, 5 stars11 months ago
We had a fantastic time here! The property has an incredible deck that extends into the surrounding forest. We had breakfast outside every morning! If you love wildlife, you'll love this place.
Top Guest favourite
Guest suite in Mount Horeb
4.99 out of 5 average rating, 75 reviews

Rural Luxury w/pool in the heart of Wisconsin!

StaceyRating, 5 stars10 months ago
Beautiful house and view. Would definitely stay again!
Guest favourite
Apartment in Madison
4.85 out of 5 average rating, 13 reviews

Professionally Serviced Private 1BR Apartment

CatherineRating, 5 stars4 months ago
great place to stay, central to the madison area, clean, and great community.
Guest favourite
Condo in Fontana-on-Geneva Lake
5 out of 5 average rating, 58 reviews

2 BD 2 BA Abbey Villa with Pool

GavinRating, 5 stars10 months ago
Great spot! The condo was clean, comfortable, and quiet. It was a short walk to the beach and restaurants. Mandy’s detailed directions and instructions made checking in a breeze. Our group of four had a fantastic time.
Guest favourite
Apartment in Madison
4.94 out of 5 average rating, 16 reviews

1BR Professionally Serviced Private Apartment

LisaRating, 5 stars3 months ago
Sally's place was amazing for my first month in Madison. It was 15 minutes away from everything but tucked away in a quiet neighborhood. the roo. was beautiful, any issues were addressed quickly. communication was great. I loved having a maid service come by. Will definitely be staying here when I come back to Madison!
Guest favourite
Apartment in Madison
4.81 out of 5 average rating, 26 reviews

Serviced Two Bedroom Apartment in Central Madison

MaryRating, 5 stars2 days ago
A home away from home. Lovely, private location in a residential neighborhood, but close to everything in Madison. The building has all kinds of facilities, and the apartments are lovely. The staff is very friendly and helpful. We will come here again.
Guest favourite
Condo in Fontana-on-Geneva Lake
4.85 out of 5 average rating, 96 reviews

Best Pool View 2 BR 2 BA Abbey Villa D

MeghanRating, 5 stars10 months ago
A beautiful place to stay as a family. Walking distance to many fun activities. Multiple pools, beach and park. The house was filled with everything we needed. Thank you for a great stay. Highly considering returning.

Quick stats about holiday rentals that are family-friendly in Monona

  • Total rentals

    40 properties

  • Nightly prices starting at

    $99 NZD before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi

Destinations to explore