Family-friendly holiday rentals in Walworth County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Walworth County family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Lake Villa
4.84 out of 5 average rating, 44 reviews

Lakeside Getaway

AndreRating, 5 stars11 months ago
Christine’s place was the perfect get-away for a family vacation close to home. The lake was beautiful and the place was spotless and inviting. It felt like you walked in to your own home. It’s close to places to eat and there is even a community space just a few houses down that is lively if the weather is nice. I’m hoping to come back again!
Guest favourite
Cottage in Antioch
4.93 out of 5 average rating, 149 reviews

#4 Adorable Lake Cottage-Cypress Resort & Marine

JenniferRating, 5 stars10 months ago
This was our second visit to Amanda’s and just like the first time, it left my boys with fun memories. We will be back next summer.
Condo in Wauwatosa
4.63 out of 5 average rating, 114 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

IrelandRating, 5 stars10 months ago
Sarah was a wonderful host with a beautiful home! My friends and I had a great time at this spot. It was clean and comfortable. Sarah was accommodating and responsive. Also super easy to get around Tosa or easy to get downtown!
Superhost
Cottage in Antioch
4.89 out of 5 average rating, 84 reviews

#8 Hillside Cottage at Cypress Resort & Marine

DaveRating, 5 stars4 weeks ago
This was my second time staying at this lakehouse, and it was just as great as I remembered. I absolutely love the peaceful surrounding area—it's a perfect spot to relax and enjoy nature. The hosts were very responsive and helpful, answering any questions I had right away. Everything in the listing was exactly as described, and the check-in instructions were clear and easy to follow. The house was clean, comfortable, and had everything I needed. I’m already looking forward to coming back again!
Superhost
Home in Antioch
4.94 out of 5 average rating, 106 reviews

#1 Old Lake House at Cypress Resort & Marine

NallelyRating, 5 stars8 months ago
Amanda is the best host I’ve ever had, she is so friendly and responsive. Her kitchen was fully equipped, she gave us the option of having firewood delivered, the place is absolutely beautiful, you walk down some stairs to get to the beach. A group of 8 moms went there for a weekend getaway and it was exactly what we needed. Thank you!
Home in Lake Geneva
4.67 out of 5 average rating, 123 reviews

Restored Victorian w Hottub , 1block to shops

GraceRating, 5 stars1 week ago
This house looks like it does in the photos. It is an easy walk to downtown in a safe area. Had a great stay overall!
Superhost
Home in Bristol
4.85 out of 5 average rating, 110 reviews

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

ShawnRating, 5 stars1 day ago
Great location and amazing amenities!
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.

Family- and pet-friendly home rentals

Guest favourite
Guest suite in Lake Villa
4.95 out of 5 average rating, 76 reviews

Clean Country living at its best!

PattiRating, 5 stars2 weeks ago
A great place to stay at a great value. We used all 6 bedrooms. Perfect location. Papi surprised us with pastry the first and second morning. Was a real pleasure to stay at his place.
Superhost
Cabin in Williams Bay
4.67 out of 5 average rating, 45 reviews

Cozy Cabin in Williams Bay

DanielRating, 5 stars8 months ago
We were in town for a wedding and needed a place we could stay where we could leave our dog crates during the day. We got upgraded to a bigger cabin since they had space. It was perfect! Thank you for the stay!
Guest favourite
Cabin in Fort Atkinson
4.91 out of 5 average rating, 427 reviews

Cozy Lakeside Cabin on Lake Koshkonong

KenRating, 5 stars2 weeks ago
3rd time staying at Erica’s place with our dog Archie , perfect spot to unplug and unwind for a couple days. Local eateries near by, easy drive into town too. Thanks again Erica!!
Guest favourite
Home in Rockford
4.84 out of 5 average rating, 184 reviews

Relaxing Ranch in NE Rockford

KevinRating, 5 stars1 week ago
The house was so comfortable and homey. We felt right at ease being there. The neighborhood is beautiful and super quiet. The kitchen was huge and the furniture is upgraded from what is shown in the pictures. Will definitely stay there again.
Guest favourite
Loft in Rockford
4.92 out of 5 average rating, 451 reviews

Jackson’s Urban Retreat + Patio

KevinRating, 5 stars2 weeks ago
Absolutely love staying at Paul’s place. This was my fifth visit, and it’s always spotless, comfortable, and perfectly located. Paul is a fantastic host and makes every stay easy and welcoming. I’ll continue booking here every time I’m back in town to visit family!
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
Apartment in Rockford
4.8 out of 5 average rating, 358 reviews

Biz Class Apt w Conf Room

MelissaRating, 5 stars3 weeks ago
very short stay, working in Rockford for only one day. Showed up in the middle of the night, then left in the middle of the night. The time spent was great though. Very convenient parking, access, and pet friendly was a plus. What we enjoyed the most was the fenced in yard and the patio lounge furniture. Nice place to have lunch and plenty of sniffable things for the pooch. Thank you Laura!
Guest favourite
Apartment in West Allis
4.91 out of 5 average rating, 332 reviews

The Cheese House

KevinRating, 5 stars3 days ago
Spacious, super clean, and comfortable. I'd definitely stay here again.

Family-friendly home rentals with a pool

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
Condo in Lake Geneva
4.84 out of 5 average rating, 70 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

TracyRating, 5 stars2 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.
Superhost
Villa in Lake Geneva
4.9 out of 5 average rating, 77 reviews

2 Bedroom Villa at Lake Geneva's GRAND Resort

LoriRating, 5 stars3 weeks ago
What a lovely and hospitable place! We loved our time there. The level of comfort was unmatched. We would happily return. Truly a wonderful experience!
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.
Condo 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!
Apartment in Pewaukee

SB 309-4 2BD2BA Apartment-Pewaukee WI

RyRating, 5 stars40 months ago
Spent a good week at this apartment with my sister, and everything was clean, well ordered, and comfortable. Everything you need is provided. Check in and check out was a breeze, and communication with Jerry was smooth and prompt. Highly recommended for a stay in the Pewaukee/Waukesha area.
Condo in Lake Geneva
4.89 out of 5 average rating, 198 reviews

Lakeview at CasaComo

LisaRating, 5 stars2 weeks ago
We absolutely loved this location. We ended up not even going into Lake Geneva until we were driving out. Close to Williams Bay for the Shoreline Trail. Close to restaurants and walking distance to activities. We fished right from the dock and caught a lot of Blue Bill, Northern Pike and Bass. We encountered a lot of wild life; turtles (we watched her laying eggs, cranes, deer, a snake) Pool was fun, listened to music up at the Lodge by the fire and enjoyed the condo. It was very comfortable and welcoming. We will be back!
Superhost
Condo in Lake Geneva
4.8 out of 5 average rating, 10 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

JeremyRating, 5 stars3 months ago
The rooms were very nice and seemed to have been well kept and updated. All questions were answered promptly and fully. Would recommend to anyone needing a room there.

Destinations to explore