
Family-friendly vacation rentals in Wisconsin
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Top-rated family-friendly rentals in Wisconsin
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Popular amenities for Wisconsin family-friendly rentals
Family-friendly home rentals with a hot tub

Kamshire Valley (Main Cabin)
Wonderful stay and amazing host! The communication was excellent from start to finish. When I made a booking mistake, the host handled it with kindness and flexibility. The place was a bit tricky to find, but she has clear directions that she shares with you as soon as you book. She was also very accommodating with my check-in time, which I appreciated after coming straight from work. Although the cabin is attached to the main house, it’s separated by a locking door, and we had complete privacy. Walter and Winnie, the basset hounds, were adorable and friendly! I especially enjoyed birdwatching and seeing a group of deer in the valley at dusk—so peaceful. Cleanup instructions were simple, and even after we left, the host was kind and quick to answer questions about booking again. Thank you for sharing your lovely home with us!

Majestic Pines Lakeside Lodge
Thank you so much for letting us stay in your beautiful home! As we get older, my friends and I cherish the time we get to spend together each year on our annual summer trip and this has got to be one of our favorite places we’ve stayed. It was a perfect weekend get-away to unwind and we loved spending time at the lake. The house had a cozy and cabin-like feel to it and it was the perfect size for our group. Bonnie was a great host and very accommodating. Would recommend to anyone!

Green Apple Lodge (w/hot tub & hi-speed wifi!)
This was my first stay in Door County and with Patty. There were 4 of us (me, my wife, my 5 year old daughter, and my 1 year old son) along with our golden doodle traveling together. We used Patty's crystal clear directions and got there without a hitch. We were impressed with how clean everything was! The floors, counters, bathrooms, etc. Being a log cabin, there are tons of nooks and crannies and we didn't see any that were dusty. It was easy to relax in a place that was so clean. The decor was very cute! Lots of cabin-themed items, but it wasn't cluttered, which I appreciated with two young kids that like to touch and handle *everything.* The kitchen was very well stocked with nice pots/pans, good utensils, and both adult and kid-friendly plates and cups which made it easier to relax at mealtimes. The new hot tub was really nice - a much needed treat after the kids went to bed! Both Patty and the house were awesome! I look forward to staying here again!

Stunning Condo, Beachfront, Fireplace, Jacuzzi
Pretty and peaceful lake complex. This condo is in a great location within the well maintained complex. Jody and Jana are great hosts, the condo was well stocked and had all the little extras that made it very comfortable for our family.

The Docksider for Couples & Young Families
This was our first vacation as a family with a 5 and 3 year old. Our neighbors were lovely. The beach was a great addition. The place was pristine and exactly enough for us. Perfect location close to everything and the communication leading up to the vacation was top notch. We had chilly weather but the vacation was just what we needed. Amazing view and super relaxing (even with the kids!) will definitely come back!

Secluded apartment at Summerwynd farmette
This place was a great stay. If you love fishing, this is the place to go. My wife and I caught approximately 250 total fish over a 6 day stay. It was a great mix of bass, perch, crappie, and bluegill. The firepit was nice at night and the views of the stars at night was spectacular. The apartment was clean, and had all the things we needed. The host was great at communicating and easy to work with. We even added an extra day to our stay because we didn't want to come back home.

Quietwater-Peaceful, On Water, Nature, Sandbars!
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!!

The Retreat on Lake Michigan 6 bd/4bth 4000 sq ft
We had a wonderful stay at Daniel’s place! The house is beautiful and the view is stunning. It was really clean and felt very welcoming. We traveled with grandparents and kids and everyone found something to enjoy. The pool table was a huge hit, as was the badminton set and the multiple outdoor seating areas. This one is highly recommended!
Family- and pet-friendly home rentals

Charming Log Cabin on Tainter Lake
This is a wonderful, well furnished, beautiful cabin!!! It is peaceful, a perfect setting. Lots of unique, warm character! Everything one needs to relax, cook, enjoy. I highly recommend staying here. Becky is awesome, quick to respond and very helpful. I used door-dash for the first time. The Log Jam in Menomonie provided great food and quick service Cooked breakfast in the kitchen and found everything needed. Enjoyed the fireplace and coffee on the screened porch. The road out front is a wonderful place to walk the dog. I will be back! Thanks Becky!

Country cabin, birders paradise.
If you like a peaceful country setting with beautiful walking areas (among occasional passing goats too!) and a cozy woods cabin, this is the place for you. Only minutes from downtown Stoughton, warm generous hosts, and friendly neighbors.

Lake Michigan Writer’s Cabin
Great spot to enjoy a getaway. The walk to the lake is great, me and my gf had the best stay and would definitely come back. 10/10!!!!!!

Sunset Cabin on Cedarbirch Island, Door County
Such a gem of a location and space. Adorable, rustic, and filled with charm. We absolutely loved our weekend at the cabin and the surroundings (and sunsets) were outstanding. The new mattresses also were a nice bonus. We hope to come back!

Very private, country, wildlife, & comfort of home
I stayed the weekend with my 10 year old son. We were very happy, we love the outdoors and nature and that's exactly what this place has to offer. It was very peaceful and despite being in the midst of a heat advisory (🤣) the place was very comfortable and cool. Theres was very kind throughout our whole stay and made us feel very welcome. And her dog Willow was such a delight. My son made quick friends and was sad to leave her on check out day. 😊 If you enjoy the outdoors, nature or just being away from the busy city- I recommend this place for sure! The scenery was beautiful. Like being in a garden.

Cozy A-frame on Clear Lake
Fantastic hosts with fantastic little cabin. Absolutely loved my stay. Super cozy and warm during the coldest snap of the year! Would be even better in the summer with the beautiful location, outdoor amenities, and classic cabin on the lake!

The Driftless Escape! Modern, large cabin/57 acres
We enjoyed our stay at the property. It is relatively near Richland Center if you need services, but far enough in the country that you won't know the city is nearby unless you go looking for it. The stars at night were gorgeous in the dark sky and we were able to take advantage of many of the Driftless Area's opportunities for outdoor recreation.

Historic Log Cabin by the Bay (Lake View)
We had a wonderful time staying in the cabin by the bay/lake in Gills Rock. There is a beautiful hiking spot just minutes from the cabin and it was a nice quiet neighborhood to do my morning walks while I waited for my husband to get motivated. 4 State Parks we visited in the area with Newport being the closest (less than 10 minutes I think) and a "Dark Sky Park" (aka Star Viewing) Everything was simple from check in to check out. There is no TV in the main bedroom (I am one of those people) but it worked out and we couldn't have been happier with this AirBnB for our anniversary. What a beautiful area. We prefer off season travel as apposed to overcrowding and Door County in April is great if you are in to the that. We felt like we had places all to ourselves. Would recommend this place for year-round travel. Thank you Gregg and Family for letting us stay in your cozy piece of history. Docs Hideaway in Gills Rock is awesome!
Family-friendly home rentals with a pool

One Minute Walk to Lake Superior. Brookside #11
Comfortable, clean second floor condo a short drive from Bayfield with wooded view from kitchen window. Working jacuzzi and adequate cooking supplies. Jon was quick to respond to questions.

2 BD 2 BA Abbey Villa with Pool
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.

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown
Very cute corner unit. My dad would just sit out on the patio, watching people put their boats in the water and take their boat out of the water. Beds were very comfortable place was nice and clean. I would stay here again.

Spacious Pine Cabin at Island Pointe
Lovely updated cabin among other cabins in resort on Lake Delton. Spent 3 days with my 2 sisters and enjoyed the peaceful surroundings as great getaway from, yet easy to reach Dells attractions. As summer fully starts next week I expect the place will be much busier as it seems a very good family resort with pool and playground for kids. Nice, sandy beach on lake a short walk away. There are stairs to access the cabin from the deck. Use key pad hidden behind upper deck screen/storm door. Lower level has nice extra family room to spread out guests. Bring Duraflame type logs if you’d like to use fireplace. We enjoyed that on a cooler night.

Red Oak Lodge @ Spring Brook Resort
We had a great stay at the Spring Brook Resort. Rooms were as described, kitchen was well stocked with plateware and outdoor space was great for enjoying the beautiful weather. Overall was a great stay for us with multiple families and multiple babies to fully utilize the space!

1BR Professionally Serviced Private Apartment
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!

Rural Luxury w/pool in the heart of Wisconsin!
Beautiful house and view. Would definitely stay again!

Door County Waterfront Cottage (119)
The cottage was exactly as described and was super comfortable. We had everything we needed to make meals and also having 2 showers was wonderful. Plenty of hot water for all 5 of us to shower after getting home from adventuring. Would recommend this place for a quiet and peaceful stay.
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