Family-friendly vacation rentals in Jefferson County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Jefferson County family-friendly rentals

Family-friendly home rentals with a hot tub

Home in Oconomowoc
4.76 out of 5 average rating, 29 reviews

Lake home on Lower Nehambin Lake

StephRating, 5 stars9 months ago
Andrew and Lance are great hosts! We also stayed here last year and it’s always a nice and peaceful time. We kayaked and paddle boarded around the lake. My husband fished off the pier. The lake water was a nice temp. I also wfh during this time and WiFi worked well.
Condo in Lake Geneva
4.55 out of 5 average rating, 11 reviews

Grand Geneva in Lake Geneva

ChrisRating, 5 stars25 months ago
Place was better than I expected--looked more updated than the photos displayed. It was very roomy with a large bathroom and a full-size kitchen. With good weather, you can simply walk up the hill to the Grand Geneva. Will definitely plan to book again!
Condo in Lake Geneva
4.59 out of 5 average rating, 138 reviews

NEW! Updated Lake Geneva Resort Luxury Suite

DanRating, 5 stars1 month ago
Kristi’s place was exactly as described. I had contacted Kristi on two occasions with questions prior to my arrival and within a matter of minutes, I had a response. I’d recommend Kristi’s place!
Top guest favorite
Home in Deerfield
5 out of 5 average rating, 11 reviews

5 bedroom home near Madison Area

GeraldRating, 5 stars8 months ago
We were looking for a quiet place with enough bedrooms for several families. This place was great. It was a nice country place with a beautiful surrounding. Grandkids loved the trampoline and hot tub. The interior was clean and well taken care of. It met all our needs. There were plenty of kitchen items for us to use. The beds were comfortable and rooms spacious enough for our belongings. We kept on the go quite a bit so were only there mainly in the evening but the grandkids had enough room to unwind and play once we got back home. Yes even though we didn’t live there it felt like home . We didn’t get to enjoy the fire pit much since the outside temperature was in the high 80’s most of the time we were there, but there was plenty of wood and chairs available. If I were moving to Wisconsin this would be an ideal place to own. We absolutely enjoyed everything about this place. Katie and Scott were very responsive. Thanks for allowing us to stay.
Guest favorite
Condo in Lake Geneva
4.84 out of 5 average rating, 70 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

TracyRating, 5 stars1 month 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.
Home in Lake Geneva
4.69 out of 5 average rating, 121 reviews

Restored Victorian w Hottub , 1block to shops

LaralynneRating, 5 stars10 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.

Family- and pet-friendly home rentals

Top guest favorite
Home in Burlington
4.95 out of 5 average rating, 104 reviews

Relaxing Lakeview Getaway: Steps to Beach, Dogs ok

LisaRating, 5 stars9 months ago
Perfect get away. She has everything needed from a multitude of games for adults and kiddos to beach/yard toys (from frisbees and balls to kayaks/SUPs). The fire pit was perfect. Kitchen, although small, was well stocked, and we had no problems cooking/grilling. Accommodations were clean and very comfortable. We spent a lot of time on the big deck and on the lake. Would stay again in a heartbeat! Thanks Angela!
Guest favorite
Home in Lake Geneva
4.93 out of 5 average rating, 97 reviews

Como Lake house with boat and motor included

JohnRating, 5 stars2 months ago
Once again, a wonderful stay at Andrew’s place. He always takes the time to ensure his guests are comfortable, very responsive to any questions and it’s a true pleasure to stay there.
Superhost
Guest suite in Lake Geneva
4.78 out of 5 average rating, 112 reviews

Lake Geneva- Historic ice house

DustinRating, 5 stars8 months ago
We had a great stay at the icehouse! Definitely a more historic unit but matched the descriptions and was perfect for our quick weekend getaway! Also a quick walk to everything downtown and the lake is right across the street. As long as you are not looking for something modern or fancy, this place is perfect!
Top guest favorite
Guesthouse in Hubertus
4.97 out of 5 average rating, 161 reviews

Quiet retreat-golf, bike, hike, motorcycle

LindaRating, 5 stars1 month ago
Enjoyed our stay! The kitchen was well-stocked, the property was beautiful. The upstairs bedroom was very spacious, so if you’re traveling with a group, everyone will have room for their luggage. She provided delicious farm-fresh eggs for breakfast.
Bungalow in Madison
4.82 out of 5 average rating, 231 reviews

Waterfront Bungalow in Atwood-Willy Downtown

HannahRating, 5 stars5 months ago
Absolutely great location and a charming house. Brett is an easy host, communicated clearly and everything was as described. I brought a dog; humans and dog loved sitting on the porch and watching the river flow by.
Home in Oconomowoc
4.82 out of 5 average rating, 156 reviews

Quiet Lake Country Retreat

Tim & RobynnRating, 5 stars4 months ago
We stay here frequently and are so comfortable. We loved the new space heaters, and fireplaces.
Superhost
Home in Whitewater
4.67 out of 5 average rating, 9 reviews

Tranquil Wellness Retreat with Lake Views and Gym

TomRating, 5 stars96 months ago
Comfortable home, very spacious for relaxing and entertaining. Loved the verdant backyard and lake view. Nathan was very responsive and helpful.
Guest favorite
Home in Lake Geneva
4.85 out of 5 average rating, 26 reviews

Single Family 7 Bedrooms & 4 Bathrooms Lake House

MelissaRating, 5 stars9 months ago
Great place! Location on the lake is awesome! House is very spacious, comfortable and inviting! Would definitely come back!

Family-friendly home rentals with a pool

Condo in Lake Geneva
4.64 out of 5 average rating, 274 reviews

Flexible rental In Lake Geneva Area

AnnieRating, 5 stars1 month ago
Great place for a low cost! It had plenty of space and was clean. Note that there's not a door on the smaller "bedroom."
Condo in Lake Geneva
4.89 out of 5 average rating, 196 reviews

Lakeview at CasaComo

JamesRating, 5 stars2 months ago
nice place, was represented well in the pictures. we went for Valentines weekend and enjoyed the fireplace. It snowed our first evening there but the association cleared the drive and sidewalks quickly. I can imagine this would be a summer location with proximity and closeness to Lake Como.
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 stars1 month 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.
Condo in Oconomowoc
4.22 out of 5 average rating, 18 reviews

Olympia VOA Oconomowoc WI Great getaway for fun

ChrisRating, 5 stars42 months ago
Great condo. Clean and awesome location. Bill made the check in process simple since there is an actual office and the ladies there were friendly.
Superhost
Condo in Lake Geneva
5 out of 5 average rating, 6 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

SteveRating, 5 stars13 months ago
Outstanding stay. The property is exactly as described and in brand new condition. We were here for an event at the Grand Geneva and the location of the villa was perfect for it. Excellent communication when booking and just before check in. Would happily visit again.
Superhost
Villa in Lake Geneva
4.89 out of 5 average rating, 76 reviews

2 Bedroom Villa at Lake Geneva's GRAND Resort

JaredRating, 5 stars1 month ago
This is a great space. The owner is very responsive and helpful. Looking forward to staying there again.

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