Family-friendly vacation rentals in Walworth County

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Popular amenities for Walworth County family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Lake Villa
4.86 out of 5 average rating, 43 reviews

Lakeside Getaway

AndreRating, 5 stars7 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, 150 reviews

#4 Adorable Lake Cottage-Cypress Resort & Marine

JenniferRating, 5 stars6 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, 113 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

IanRating, 5 stars7 months ago
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.
Superhost
Cottage in Antioch
4.89 out of 5 average rating, 82 reviews

#8 Hillside Cottage at Cypress Resort & Marine

JenniferRating, 5 stars7 months ago
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.
Superhost
Home in Antioch
4.94 out of 5 average rating, 106 reviews

#1 Old Lake House at Cypress Resort & Marine

NallelyRating, 5 stars4 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
4.69 out of 5 average rating, 120 reviews

Restored Victorian w Hottub , 1block to shops

LaralynneRating, 5 stars8 months ago
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.
Superhost
Home in Bristol
4.83 out of 5 average rating, 103 reviews

Beautiful Lakehouse sleeps 12 Boat/Pets/HotTub/Ski

RogerRating, 5 stars4 months ago
Great host. Really looked after us and communicated very well.
Guest favourite
Home in Richmond
4.93 out of 5 average rating, 155 reviews

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

SteveRating, 5 stars1 month 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
Yurt in Cambridge
4.98 out of 5 average rating, 173 reviews

YurtSimple

OliviaRating, 5 stars5 days ago
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 :)
Superhost
Guest suite in Lake Villa
4.95 out of 5 average rating, 73 reviews

Clean Country living at its best!

ArtemRating, 5 stars4 months ago
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!
Superhost
Farm stay in Rockton
4.91 out of 5 average rating, 64 reviews

Farmhouse in Rockton Sleeps 12-14

AndrewRating, 5 stars56 months ago
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
Guest favourite
Cabin in Fort Atkinson
4.92 out of 5 average rating, 406 reviews

Cozy Lakeside Cabin on Lake Koshkonong

CharlotteRating, 5 stars1 week ago
This beautiful cozy cabin was everything and more than we could have asked for on this occasion. Was very simple and easy to book, clear instructions and a peaceful environment. Would absolutely recommend her cabin! The view is amazing!!!
Guest favourite
Loft in Rockford
4.92 out of 5 average rating, 439 reviews

Jackson’s Urban Retreat + Patio

EricRating, 5 stars2 weeks ago
Perfect location for exploring downtown Rockford. Very neat and clean, unique urban loft feel. Right above Abreo which you should definitely patronize if you stay here!
Superhost
Apartment in Rockford
4.8 out of 5 average rating, 350 reviews

Biz Class Apt w Conf Room

SteveRating, 5 stars5 days ago
Laura's place was exactly as described. Very quick responses and proactive in communication. Will definitely rebook next time I'm in the area.
Guest favourite
Home in Edgerton
4.91 out of 5 average rating, 115 reviews

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

PaulRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Rockford
4.84 out of 5 average rating, 172 reviews

Relaxing Ranch in NE Rockford

StephenRating, 5 stars2 months ago
Always a great host. It snowed while I was there and he had the driveway and sidewalks shoveled immediately.

Family-friendly home rentals with a pool

Guest favourite
Condo in Lake Geneva
4.84 out of 5 average rating, 69 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

HerbertRating, 5 stars1 month ago
Anthony’s listing was exactly as advertised. My family will use his unit again for our future visits!
Guest favourite
Villa in Lake Geneva
4.89 out of 5 average rating, 74 reviews

2 Bedroom Villa at Lake Geneva's GRAND Resort

PrzemyslawRating, 5 stars1 month ago
We had a great family experience at Grand Geneva Resort.
Superhost
Home in Fontana
4.6 out of 5 average rating, 5 reviews

Abbey Spring Resort Home |North Shore Hideaway

MichelleRating, 5 stars7 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
4.63 out of 5 average rating, 271 reviews

Flexible rental In Lake Geneva Area

SarahRating, 5 stars2 weeks ago
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!
Superhost
Condo in Lake Geneva
4.78 out of 5 average rating, 9 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

NateRating, 5 stars7 months ago
Nice place to stay for the weekend. Grand Geneva Resort has lots to offer.
Condo in Lake Geneva
4.58 out of 5 average rating, 136 reviews

NEW! Updated Lake Geneva Resort Luxury Suite

SteveRating, 5 stars3 months ago
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.
Superhost
Chalet in Ingleside
4.84 out of 5 average rating, 387 reviews

"A" Frame Brandenburg Lake

JoelRating, 5 stars5 days ago
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.

Destinations to explore