Family-friendly holiday rentals in Sun Prairie

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Sun Prairie family-friendly rentals

Family-friendly home rentals with a hot tub

Apartment in Wisconsin Dells
4.8 out of 5 average rating, 10 reviews

Exclusive Studio Condo+H20 Passes at Chula Vista!

MitchRating, 5 stars35 months ago
The jacuzzi was a much needed bonus after a long fun day with the family!
Guest favourite
Apartment in Lake Geneva
4.84 out of 5 average rating, 70 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

TracyRating, 5 stars3 months ago
Clean, roomy place. Short drive to stores or walk/shuttle to resort pool/restaurants. We enjoyed our stay and would definitely stay again. The only disappointment was the golf course was closed.
Guest favourite
Cabin in Markesan
4.99 out of 5 average rating, 72 reviews

Adeline's House of Cool, The most fun Airbnb in WI

JenRating, 5 stars2 months ago
Welcoming and attentive caretaker, kitchen amenities, fun for multi-generational groups, hot tub is divine, fun touches. For once, the teen and college-aged boys weren’t bored. I bet it’s even better in the summer. The upstairs bathroom would be happier with one more light. 💡:)
Superhost
Home in Wisconsin Dells
4.86 out of 5 average rating, 14 reviews

Windy's Wildwood Ranch @ Spring Brook Resort

JessicaRating, 5 stars35 months ago
Great place. Exceeded expectations. Much larger than I anticipated with a great backyard area. Close to everything. Easy communication with the resort staff.
Guest favourite
Holiday home in Galena
4.91 out of 5 average rating, 254 reviews

5BR Country Stay | Pond, Jacuzzi & Views

Lori AnnRating, 5 starstoday
This home was SPECTACULAR. It was spotless. Even the outside decks had zero spider webs or cobwebs. It was like we were in our own world, no distractions. Frogs and crickets made for lovely sleeping. If I could give this a 20 star rating I would. We loved seeing the wildlife, including the cows that showed up at the fence the last day. We didn't want to leave. You will not be disappointed by this property.
Superhost
Home in Galena
4.84 out of 5 average rating, 50 reviews

Soak Up Summer @ our Eagle Hilltop Retreat - Hot T

HollieRating, 5 stars8 months ago
Beautiful house in a beautiful area.
Guest favourite
Home in Richmond
4.93 out of 5 average rating, 156 reviews

"About Time" You will love it! -12 beds

SteveRating, 5 stars5 months ago
Very nice place to host our large family Christmas gathering. Plenty of room for everybody. The game room was very much appreciated and well used.
Home in Oconomowoc
4.77 out of 5 average rating, 30 reviews

Lake home on Lower Nehambin Lake

KappieRating, 5 stars3 weeks ago
We had a wonderful stay at the lake cabin. It was a great spot for our family of 5. We brought our children, ages 4, 2, and 4 months old and thought the cabin worked well for our needs. It is not particularly childproof, but we had no issues and our children loved the yard and the lake. I loved sitting on the back deck to enjoy the beautiful view in the early mornings when my infant had woken me up :) The bathroom was spacious, and the beds were comfortable. The kitchen had everything we needed and more. Everything about the stay was smooth and easy.

Family- and pet-friendly home rentals

Guest favourite
Home in Madison
4.85 out of 5 average rating, 201 reviews

House on water! Near UW, Capital & Alliant Center

CindyRating, 5 starstoday
From the beautiful windows, instruments, homey feel to the open communication, cleanliness, AC, and abundance of activities and restaurants recommended, this was a very nice stay. We brought our 2 dogs and they both took to the place like it was their own. Super useful amenities such as the bikes and paddleboards! The personal dock was a peaceful little spot to sit and take in the elements. Learning something about your host while in their home for a few days was a very intimate and sweet touch 😊 Also, labels everywhere for almost everything, loved that! Thank you, Douglas 🤙🏼
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 favourite
Flat in Madison
4.97 out of 5 average rating, 301 reviews

Prairie-Chic Downtown Lakeside

JoeRating, 5 stars9 months ago
Alexander's flat in Madison was perfect for our stay. Right downtown, a stone's throw from the capital, and about a mile from the heart of the UW campus, this home was fantastic with a beautiful view of Lake Mendota. The best part of the experience was how easy it was to work with Alexander. He was very responsive to every question, he was proactive about giving us information needed for an easy and comfortable stay, and he was extremely thorough in the information needed about checking in and out of the apartment. All in, this was a great experience and I would absolutely stay here again. Thanks Alexander. - Joe S
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.
Guest favourite
Guest house 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.
Guest favourite
Flat in Albany
4.94 out of 5 average rating, 188 reviews

Sugar River Hideaway

AngelaRating, 5 stars1 week ago
The place ended up better then we expected, the pictures don’t quite so it justice. It was extremely clean and comfortable. Despite being on a street surrounded by businesses and bars it was nice and quiet. It was about a 20 minute drive to New Glarus.
Superhost
Chalet in Williams Bay
4.88 out of 5 average rating, 253 reviews

The Bay Chalet

KaitlinRating, 5 stars1 week ago
The place had everything we needed and had two outdoor spaces to enjoy which we value in an Airbnb. A touch less private than I expected, I’d say, and lawn work noise throughout the Saturday we were there (no fault of the host!). But it was definitely clean, comfy, had a well-equipped kitchen with a blender/full-sized coffee maker/good knives, and was a great deal. Holly was also very kind to extend our reservation a day due to a family emergency.

Family-friendly home rentals with a pool

Guest favourite
Home in Apple River
4.93 out of 5 average rating, 81 reviews

The Ho Hum East on Apple Canyon Lake

KathyRating, 5 stars1 week ago
This was our second time at Ho Hum East and we had a great time! The new deck updates were super nice adding outdoor space to layout food and enjoy most meals on the deck. The outdoor kitchen wasn't completed yet but, will be a great addition to the new deck when it's done. The main bath was newly remodeled and was very nice and spacious. The lake front was well maintained and a great space for us to spend most of our time enjoying the water, sun, fishing, boating, nature and wildlife. The dock was a little wobbly although, we were told that was being replaced at some point but it worked for us. The airbnb owner provided a paddleboard, rubber raft, corn hole boards and other outdoor items to use. The proximity of the home was only a few minutes from amenities i.e. pool, golf course, beach and The Cove (restaurant). The only drawback is all the steps - it would be great if there was a pulley system or other system to take items up and down the steps from the house to the lake front.
Guest favourite
Apartment 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.
Top guest favourite
Home in Galena
4.96 out of 5 average rating, 108 reviews

Galena Territory Home with full resort amenities**

MarianneRating, 5 stars10 months ago
This is the 2nd time I booked Laurie's place, so you know we were pleased the first time. It didn't disappoint. Last time was for our son's wedding, this time was for our future daughter-in-law's girls' weekend. House was perfect for hanging out, close to downtown for shopping and a night out.
Guest favourite
Home in Wisconsin Dells
4.88 out of 5 average rating, 217 reviews

Spacious Pine Cabin at Island Pointe

MarjorieRating, 5 stars1 week ago
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.
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!
Apartment in Lake Geneva
4.64 out of 5 average rating, 277 reviews

Flexible rental In Lake Geneva Area

LindseyRating, 5 stars1 month ago
Charming and comfortable - In the heart of Geneva close to cute shops and many restaurants! Very clean with convenient parking. Wonderful stay!
Superhost
Home in Galena
4.83 out of 5 average rating, 65 reviews

Beautiful home with wooded surrounding, WIFI

RachaelRating, 5 stars8 months ago
We had a fantastic stay for our “Mom’s-Away” weekend. One thing to note- google maps brought us down a different street where there is no access to the house. Unsure why that was the default direction, but you just need to ensure you take the designated street to get to the house. It was especially confusing as there must be another rental since there were signs that said “XYZ Home This Way” haha. The screened porch was so relaxing we spent the majority of our time there.

Quick stats about holiday rentals that are family-friendly in Sun Prairie

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹4,327 before taxes and fees

  • Total number of reviews

    950 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

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