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

Guest favorite
Cabin in Lake Geneva
4.85 out of 5 average rating, 109 reviews

Luxury Log Cabin retreat home

AndrewRating, 5 stars1 month ago
Debbie was very communicative before and during our stay. The property has plenty of yard room for outdoor activities and we loved that we didn’t feel stacked up against a bunch of other houses. The driveway can accommodate a group of cars and we loved the reclining couch in the basement. I’d highly recommend this property.
Home in Oconomowoc
4.77 out of 5 average rating, 30 reviews

Lake home on Lower Nehambin Lake

KappieRating, 5 stars1 week ago
We had a wonderful stay at the lake cabin. It was a great spot for our family of 5. We brought our children, ages 4, 2, and 4 months old and thought the cabin worked well for our needs. It is not particularly childproof, but we had no issues and our children loved the yard and the lake. I loved sitting on the back deck to enjoy the beautiful view in the early mornings when my infant had woken me up :) The bathroom was spacious, and the beds were comfortable. The kitchen had everything we needed and more. Everything about the stay was smooth and easy.
Condo in Lake Geneva
4.55 out of 5 average rating, 11 reviews

Grand Geneva in Lake Geneva

ChrisRating, 5 stars27 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, 140 reviews

NEW! Updated Lake Geneva Resort Luxury Suite

AngelaRating, 5 stars1 week ago
We had a great time! The location is perfect and we loved the pool!
Top guest favorite
Home in Deerfield
5 out of 5 average rating, 11 reviews

5 bedroom home near Madison Area

GeraldRating, 5 stars10 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 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.
Home in Lake Geneva
4.67 out of 5 average rating, 122 reviews

Restored Victorian w Hottub , 1block to shops

LaralynneRating, 5 stars12 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 stars11 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
4.92 out of 5 average rating, 99 reviews

Como Lake house with boat and motor included

ChristiRating, 5 stars2 weeks ago
We really enjoyed Andy's place! The location is beautiful, right on the lake. We fished right off the pier and also took the boat out to fish. Andy had instructions for EVERYTHING, which was so helpful! We will be back!
Superhost
Guest suite in Lake Geneva
4.78 out of 5 average rating, 112 reviews

Lake Geneva- Historic ice house

DustinRating, 5 stars9 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!
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!
Loft in Madison
4.67 out of 5 average rating, 931 reviews

#1

TaraRating, 5 stars17 months ago
Our stay was ideal ! The beds are comfy, the room was so spacious, great seating, the amenities were as describe and the cafe had tasty offerings and friendly staff! We’ll definitely rent again💖
Bungalow in Madison
4.82 out of 5 average rating, 233 reviews

Waterfront Bungalow in Atwood-Willy Downtown

AlexRating, 5 stars3 weeks ago
Perfect, perfect location. Right on the river and near some cool neighborhoods. BCycle station like one block away. River space is great and house space is good. It's an old house but in good shape.
Top guest favorite
Guesthouse in Hubertus
4.97 out of 5 average rating, 163 reviews

Quiet retreat-golf, bike, hike, motorcycle

hideoRating, 5 stars1 week ago
I acted as the reservation agent and they were very accommodating. My guests were very satisfied and seemed to have a wonderful time. The host prepared fresh eggs and asparagus for the guests which was a delight. I would definitely choose this place when visiting Hubertus. Thank you Sharon!
Guest favorite
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.

Family-friendly home rentals with a pool

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 stars5 days 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 stars2 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.
Condo in Oconomowoc
4.22 out of 5 average rating, 18 reviews

Olympia VOA Oconomowoc WI Great getaway for fun

ChrisRating, 5 stars44 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, 7 reviews

2 Bedroom villa at Lake Geneva's GRAND Resort

JaneRating, 5 stars1 month ago
For some reason there was an excess of furniture. We didn’t have a ton of time to spend there but it was super convenient and quiet. Kitchen was amazing. Frustrated they provided coffee but no filters for machine. Also TV - would Love the ability to stream. TV’s didn’t have that ability.
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 stars2 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!
Home in Sussex

HARLEY RIDERS WELCOME!! 30min from all dealers

Destinations to explore