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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 favorite

Home in Lake Villa

4.86 out of 5 average rating, 43 reviews

Lakeside Getaway

AndreRating, 5 stars6 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 favorite

Cottage in Antioch

4.93 out of 5 average rating, 150 reviews

#4 Adorable Lake Cottage-Cypress Resort & Marine

JenniferRating, 5 stars5 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 stars6 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 stars6 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 stars3 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 stars3 months ago
Great host. Really looked after us and communicated very well.
Guest favorite

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 favorite

Yurt in Cambridge

4.98 out of 5 average rating, 171 reviews

YurtSimple

AllisonRating, 5 stars3 weeks ago
This was our third stay and once again loved it! Such a peaceful escape and Wil is so welcoming! I appreciate the battery/charger and provisions of drinkable water, soaps, etc. very easy to show up and relax! Highly recommend!
Superhost

Guest suite in Lake Villa

4.95 out of 5 average rating, 73 reviews

Clean Country living at its best!

ArtemRating, 5 stars3 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 stars55 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 favorite

Cabin in Fort Atkinson

4.92 out of 5 average rating, 402 reviews

Cozy Lakeside Cabin on Lake Koshkonong

BrandonRating, 5 stars1 week ago
We had a peaceful weekend getaway. The house was clean and exactly as described. Erica was a great host and provided clear instructions for the check-in and check-out processes. The location was great, even in the winter. We loved looking out over the frozen lake watching ice fishers come and go. There were 2 great venues within walking distance for food/drinks. Would love to come back and check it out during the summer months.
Guest favorite

Loft in Rockford

4.92 out of 5 average rating, 437 reviews

Jackson’s Urban Retreat + Patio

JasonRating, 5 stars2 weeks ago
First I’d like to say that the place was great. Loved the loft feel to it. If I had to change anything it definitely would be the shower. Way too many places that water shoots from. Also I wasn’t a big fan of the keyed entry. I prefer a keyed lock I guess. Other than that it’s a great place.
Superhost

Apartment in Rockford

4.79 out of 5 average rating, 346 reviews

Biz Class Apt w Conf Room

PamelaRating, 5 stars2 months ago
Laura’s place was great for us. Spacious one bedroom apartment with a well appointed kitchen, privacy, and great fenced in backyard. Gave us the perfect respite between two days of driving!
Guest favorite

Home in Edgerton

4.91 out of 5 average rating, 115 reviews

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

PaulRating, 5 stars3 days 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 favorite

Home in Rockford

4.84 out of 5 average rating, 172 reviews

Relaxing Ranch in NE Rockford

StephenRating, 5 stars1 month 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 favorite

Condo in Fontana-on-Geneva Lake

5 out of 5 average rating, 58 reviews

2 BD 2 BA Abbey Villa with Pool

GavinRating, 5 stars5 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 favorite

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 stars6 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, 270 reviews

Flexible rental In Lake Geneva Area

RachelRating, 5 stars3 months ago
This is a great condo in Lake Geneva. It’s about an 8 minute drive from downtown but the location on Lake Como is great. Everything in the condo is exactly like the pictures and everything was clean. I had a great stay and would stay here again!
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 stars6 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, 386 reviews

"A" Frame Brandenburg Lake

LaurenRating, 5 stars3 weeks ago
I had a lovely time at Stephen's A-frame. His property is very beautiful and peaceful. Perfect for a quiet getaway without having to drive too far from a more populated area. There is the main house, caretaker’s cottage and some neighbors nearby, but it still felt very private and remote. I also felt very at home and found it easy to relax. I cooked meals there and found everything I needed in the kitchen to do so. It's nice to have a grocery store just down the street. The indoor wood-burning fireplace was much appreciated and perfect for a cozy winter getaway. Overall a wonderful place to stay!

Destinations to explore