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

Lakeside Getaway
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!

#4 Adorable Lake Cottage-Cypress Resort & Marine
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.

Stylistic Condo Hot Tub Tosa Village 2 blocks away
We booked for 2 weeks and enjoyed each day! Great neighborhood for walking our dog and loads of restaurants nearby to try out. The home was furnished with everything you could need. Sarah was accommodating to meet our needs and we would definitely come back here.

#8 Hillside Cottage at Cypress Resort & Marine
Every year we visit Cypress there are more improves and amenities. Always a great stay and so much to do. Amanda and her team run this place like a well oiled machine. We visit once in the winter and once or twice in the summer. A favorite for sure.

#1 Old Lake House at Cypress Resort & Marine
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!

Restored Victorian w Hottub , 1block to shops
The house was very centrally located and convenient to everything in Lake Geneva. It was a good size for my adult family to stay and we enjoyed the common areas for gathering. The house is old but in a way that we found quirky and charming, and overall clean and functional. There is only one shower but we didn't run out of hot water so it worked out. Parking and entry were very easy. Overall a great find and value if you are okay with an older place and want to prioritize a central location with several private bedrooms.

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski
Great host. Really looked after us and communicated very well.

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

YurtSimple
This Yurt was such a cozy stay for my partner and I this Valentine’s Day weekend!! Very peaceful & such a beautiful location. We enjoyed watching the snowfall, listening to the birds/ animals outside, and heating up food & tea on top of the wood burning stove. We stayed warm the entire time!! The amenities were all there; we had everything we needed!! We stayed in and played card games/ relaxed.. and we also explored the local nearby area in downtown Cambridge as well as Madison which was only a 30 min drive! Overall, a great weekend and the hosts were very friendly and responsive. I would 100% do this again and I recommend this Yurt to anyone looking for a cozy getaway :)

Clean Country living at its best!
This place is perfect for big parties. Beautiful and clean location with tons of space for 10+ people. Nice fire pit in the backyard and the host is amazing. There were a few kitchen utensils missing due to the last renters not returning things where they belong and a phone call to the host was made and he delivered brand new utensils within an hour. This place and owner really make you feel at home!

Farmhouse in Rockton Sleeps 12-14
What a truly amazing experience! Our families came from opposite sides of the country to enjoy some amazing racing at Blackhawk Farms Raceway. We don’t get a chance to see each other that often so we wanted a place that we could gather together to relax and enjoy. We arrived from our two day journey from Montana to a beautiful evening and a wonderful sunset. Our friends from South Carolina were already there and the rest of our group followed shortly after. Once we took just a minute to see the house and walk the grounds we knew we picked the perfect spot!!!! Our first two evenings were spent enjoying the grounds, the house, the porch, the view and the beauty!! We hosted several families for dinner and the space was amazing for gathering, eating and fellowship. Tracy and Leif have made the space so user friendly and inviting that we really felt amazingly comfortable!! They have provided every detail you can imagine from s’more packages to basketballs to lots of wood for the fire ring to every local tip you could imagine!!! The combination of a lovely comfortable home and the quaint and beautiful grounds make for a truly wonderful experience. We left wanting out experience to last a few more days, so we knew it was special place. We would highly recommend this experience!!! Andy and crew

Cozy Lakeside Cabin on Lake Koshkonong
I had the absolute pleasure of staying at Erica’s place, and I can’t recommend it enough! The cottage was spotless, beautifully decorated, and had every little detail thought of, from plush towels to a well-stocked kitchen. The host provided [extra amenities like snacks, coffee, local guidebook, etc.], which made me feel right at home. If you’re looking for a cozy, convenient, and welcoming place to stay, look no further! I’ll definitely be returning next time I’m in town. Thank you again for making my stay so memorable!

Jackson’s Urban Retreat + Patio
Paul was an incredible with his communication and the unit was absolutely perfect for my Fiance and I during our anniversary! We would 1000% recommend this property and would love to reserve it again in the future!

Biz Class Apt w Conf Room
Excellent communication and location! Very close to the center of town. The doors and keys were a little confusing at first, but we figured it out eventually! Would happily stay here again if we ever come back to the area. Thanks Laura!

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill
We've stayed here many times and the house is perfect for our group. Brittany is very responsive and the kitchen/dining room/covered deck is great for hanging out. We will be back again!

Relaxing Ranch in NE Rockford
This was our second stay here. The house is spacious and in a good location. We had an issue this time with the heat; Tim was very responsive and got it taken care of quickly. We would stay here again in the future.
Family-friendly home rentals with a pool

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.

2 Bedroom Villa at Lake Geneva's GRAND Resort
We had a great family experience at Grand Geneva Resort.

Abbey Spring Resort Home |North Shore Hideaway
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.

Flexible rental In Lake Geneva Area
We really enjoyed our stay here. The place was very nice and cozy. The bed in the master was very comfortable. Very clean and wasn’t too hard to find. The location is great right next to the Lodge and not too far from downtown. We would definitely stay there again! The only negative I have is I did try to reach out to the host before our stay to ask a question and never received a response back. But all in all we loved this place!

2 Bedroom villa at Lake Geneva's GRAND Resort
Nice place to stay for the weekend. Grand Geneva Resort has lots to offer.

NEW! Updated Lake Geneva Resort Luxury Suite
Great locations and easy to get to everything we wanted to do. We had a few very minor issues that did not affect our stay and she was very responsive to the items we discussed.

"A" Frame Brandenburg Lake
Stephen was a welcoming host and the cabin was exactly as described. The location is secluded and quiet, but you’re also close to groceries, restaurants and fun antique stores. Kitchen is well stocked for cooking meals, and the fireplace is cozy and perfect for relaxing. Even with snow on the ground we enjoyed strolling around the property down to the lake. A wonderful stay, we’d love to visit again.
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