
Pet-friendly holiday rentals in Jefferson County
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Top-rated pet-friendly home rentals in Jefferson County
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Pet-friendly house rentals

The little Green Birdhouse-McFarland/Monona
Great location, quiet and private. We really appreciated how dog friendly the house was! Would recommend.

Fully Renovated 2BR 1BA Gorgeous Exec Home #8ma-R
We found it to be a comfortable and pleasant place, we will return again with my family. It's a very quiet place, I definitely recommend it :)

Vast Lake Koshkonong Views from Pier, Deck, & Home
Stayed for a week to be close to family. It was perfect for what we needed. My son enjoyed the fishing and caught a decent sized catfish. The space was clean, very homey, and the view was spectacular! Anytime I had to reach out Kimberly was very responsive and nice.

Lakeside Getaway
We had a great stay at Lexi’s place. The view is great and the house had everything we needed to make ourselves at home for the week. We would definitely stay here again when we are in the area.

Cozy Magnolia Style 2-Bedroom Home with Loft
We had a great time staying at Shaun's place. It was easy to check in and in a beautiful neighborhood. There are cafes in walking distance and you're about a 15-20 minute drive from downtown Madison. The home itself was very comfortable and had a spacious yard. We recommend it for anyone looking to stay in Madison.

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

Our Sweet Retreat is waiting for you
I stayed here with two of my sisters during a summer trip to Lake Geneva. We happened to visit during a heat wave, with temperatures in the low 90s, so we especially appreciated how well the air conditioning worked—it made all the difference in our comfort. The home was clean, well-equipped, and served as a great base for our time in the area. Thank you for providing a space that helped us stay cool and relaxed after long days out.

Historic, Vintage, Classy, 12 bed, 6 bath!
Our stay at Jay and Kelly's historic home was amazing. Jay was very helpful and very responsive to our messages and requests. We had our whole family stay here and we hosted a family reunion which worked perfectly in this house. Everyone fell in love with the look and feel of this house. The area was very quiet and peaceful. I am a avid walker and the trail that runs right by the house through the woods was very calming. Thank you Jay and Kelly for allowing us the opportunity to stay in this beautiful historic house.
Pet-friendly home rentals with a pool

Family friendly & dogs welcome
We felt right at home at Jane's place. everything was as listed, the place was super homey, and Jane was a great host.

Cute and cozy 2 bedroom house perfectly located!
Our first time in Delafield and loved it!! Adorable little lake town with so many cute restaurants, coffee shop and ice cream just a short walk away. Elizabeth's home was exactly what we needed for a month long mother/daughter stay while attending treatment in the area. Meticulously clean at check-in and decorated so cute with finest attention to detail! So warm and cozy providing a perfect sanctuary. Elizabeth was flexible and responsive in all communication prior to and during our stay, and quickly addressed an Internet hiccup, ensuring the issue was resolved for us. Can't wait to return and highly recommend Elizabeth and this adorable gem of a home!!

Kettle 2BR Cabin on 15 lush acres w pool and lake
We had a fantastic stay at this cozy cabin! It’s rustic in all the right ways—full of charm and character—but also very clean and well maintained. The bed was incredibly comfortable and the kitchen was well stocked. The property is a real gem. One of our favorite parts was fishing off the pier—we caught lots of small bass and even landed a 4–5 pounder! The pool and gazebo were also wonderful spots to unwind and enjoy the peaceful surroundings. Noam was welcoming and friendly, which made the experience even better. We recommend checking out this spot if you’re looking to unplug, enjoy the outdoors, and stay somewhere that’s both comfortable and unique!

Modern and Peaceful, Local and Pet Friendly
A very nice roomy apartment with lots of storage. Convenient to west side of Sun Prairie, interstates, and Madison.

cozy home in lake geneva!
Great price and location! We stayed for a wedding and it was perfect for having a place to sleep.

Lake Geneva - Como Retreat
Sal was a great host overall. Great communication. Very kind and friendly. The location is great and very cozy. He had the house well prepared for our arrival. Met our expectations very well.

The Getaway Loft
Nice, dog-friendly place to stay near Madison. We were in town to visit family so we didn’t spend much time at the Airbnb. The bed was comfortable and the space was clean. It was perfect for our needs for the weekend and we would stay there again. Loved the welcome gifts (waters, snacks, and flowers) that were left for us!

3/3 | 2 Fenced Acres |Pool |Hike & Beach| in Town
Enjoyed our stay. Quite quaint & inviting. Temps didn’t favor a dip in the pool, although it was 80 degree water temp. We would recommend for a family that enjoys games & swimming. We would visit again if we find ourselves in that area of WI. 😎
Private, pet-friendly home rentals

YurtSimple
The yurt was very well equipped with anything we could need. It was hot and Wil assisted us with additional fans and battery packs so we could have a comfortable night’s sleep. The bedding and pillows were very comfortable and we had the entire area to ourselves. Simple, but a great outdoor experience e with amenities! Thanks, Wil!

Ice Age Retreat Airstream
Chris is always helpful every visit! Feels like staying with family, very caring. Thanks again for a wonderful retreat while there for my trail runs at Kettle!

1 mile to Beach & Brewery. Walk down town
We had a wonderful stay in this beautiful house. Thank you

Meracle Acres
We had a wonderful time at Meracle Acres. The home and property is a fantastic cabin getaway. Plenty of space and feels private and secluded. Trails, fire pit, grill, hot tub, bar/gaming area. Would definitely recommend and stay again.

Cozy Lakeside Cabin on Lake Koshkonong
3rd time staying at Erica’s place with our dog Archie , perfect spot to unplug and unwind for a couple days. Local eateries near by, easy drive into town too. Thanks again Erica!!

“Goonies Never Say Die” You found theTreasure!
We loved our stay here! It was just what we needed. The hot tub was an added perk, and we also enjoyed watching the little robot lawnmower do its thing! Would definitely come back again!

Cozy Lake Cottage With The Best View & Pontoon!
This was our second stay at the cottage and it did not disappoint! Swimming off the end of the dock was fun and refreshing and the views are spectacular. Steve as well as his neighbors are very friendly and helpful. The cottage has everything you may need and then some. The Chophouse down the road has amazing food and cocktails. We will make dinner reservations there next time for the entire weekend. This place was a wonderful romantic getaway for us. We will be making this an annual summer trip

1891 Home - Steps to Downtown & Free Breakfast
We stayed at Fred’s for a graduation in Madison. The house was wonderful. It suited our needs well. We were traveling with young kids. The baby gate that was available at the base of the stairs was especially helpful. The house is clean, well furnished, and stocked with everything that we needed (as advertised). We will definitely stay again when in the area. A Festival Foods grocery store, coffee shop, and ice cream store were within easy walking distance.
Destinations to explore
- Family-friendly rentals Jefferson County
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- Erin Hills Golf Course
- Milwaukee Public Museum
- Alpine Valley Resort
- Geneva National Resort & Club
- Lake Kegonsa State Park
- Bradford Beach
- Grand Geneva Resort & Spa
- Richard Bong State Recreation Area
- Milwaukee County Zoo
- Wilmot Mountain Ski Resort
- Henry Vilas Zoo
- Milwaukee Country Club
- Wisconsin State Capitol
- West Bend Country Club
- Heiliger Huegel Ski Club
- Springs Water Park
- Cascade Mountain
- Discovery World
- The Mountain Top Ski & Adventure Center at Grand Geneva
- Sunburst
- Blue Mound Golf and Country Club
- University Ridge Golf Course