Holiday houses in Lake Wingra

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Top-rated holiday rentals in Lake Wingra

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Apartment in Monroe

4.88 out of 5 average rating, 8 reviews

McG Resorts Chic Chalet

TammyRating, 5 stars1 week ago
Great location - walkable to the town square with an array of bars, restaurants and shops. Great, friendly community! The house is very welcoming and the extra's were fantastic and appreciated. They truly thought of everything. The house layout is a bit unique in that you must walk through the second bedroom to get to the bathroom and kitchen. This could be fine but should be considered depending on your travel partners. Would stay here again for sure!
Guest favourite

Home in Juneau

4.85 out of 5 average rating, 130 reviews

Take a Break at Lakeside Acres

PhillipRating, 5 stars2 months ago
We realy enjoyed our stay it was quite and peaceful. Right on the lake with a beautiful view. We highly recommend this wonderful home for a place to get away from it all!
Superhost

Cottage in Poynette

4.6 out of 5 average rating, 5 reviews

Simple Cabin - Blufftop Retreat*3Bd2Ba*Rural*Quiet

KathrynRating, 5 stars32 months ago
Great private/rural location. Brian was a great host and easy to work with and had excellent and timely communication. He accommodated our family and pets and we rented entire unit (#1 & 2). Would stay again if ever back in the area.
Guest favourite

Bungalow in Baraboo

4.91 out of 5 average rating, 141 reviews

Close to Wisconsin Dells freshly renovated home!

SusanRating, 5 stars1 month ago
Andrey’s bungalow was charming and comfortable, perfect for a weekend stay. I would definitely stay here again. I loved the décor, and the small touches like a helpful local guide and nice plates and glassware made the stay feel luxurious.
Guest favourite

Cabin in Fort Atkinson

4.87 out of 5 average rating, 94 reviews

Cozy Lake Cottage With The Best View & Pontoon!

BrandyRating, 5 stars1 week ago
This was exactly what we were looking for in a weekend getaway. Steve’s place was great for the 2 of us and our little cocker spaniel. It was big enough not to feel cramped but small enough to be cozy. The large windows in the front of the house provided a perfect and absolutely beautiful view of the lake and especially the sunset. It was fun watching the ice fishers and others enjoying some winter fun in the lake. We took a walk across the road to the fire pit area which would be great if the weather wasn’t below zero. There is also a cute little park around the corner. The kitchen had all of the basics that we needed to cook our meals and the bathroom shower was great as well. We had the pleasure of meeting Steve while we were there and he was very nice and helpful. We hope to return to enjoy the outdoor amenities with warmer weather.
Guest favourite

Home in Elkhorn

4.98 out of 5 average rating, 141 reviews

Red Lodge~Game Room, Hot Tub, Ski~Family Retreat!

MichelleRating, 5 stars1 week ago
My son turned 11 and we took the family up for a weekend to ski. It was too cold to enjoy more than 1 day outside so we were able to enjoy the games that were provided. Such a great time. Would love to come back when the weather isn’t -17 windchill. Would love to enjoy the hot tub and hammocks and fire pit. But Jenni is helpful and responsive.
Superhost

Home in Wisconsin Dells

4.78 out of 5 average rating, 91 reviews

Destination Dells Vacation Home @ Tamarack Resort

HeatherRating, 5 stars1 week ago
Great lcation! Cozy place to relax! Had a great stay!
Guest favourite

Home in Spring Green

4.94 out of 5 average rating, 72 reviews

Hot Tub/$0 Cleaning Fee/Golf Course/The Hemlock

DanielRating, 5 stars4 days ago
Amazing place, lots of amenities, even better than the pictures. Definitely recommend!
Superhost

Home in Deerfield

4.92 out of 5 average rating, 26 reviews

New Condos (217) - 19 min to Alliant Energy Center

ShannonRating, 5 stars8 months ago
Otto was very friendly and responsive. The home was lovely and met our needs quite well. Thank you!
Guest favourite

Cottage in Fontana-on-Geneva Lake

4.98 out of 5 average rating, 101 reviews

Fontana, Wis, Lake Geneva 4bd 2.5ba Abbey Springs

HeidiRating, 5 stars1 month ago
A great home in a great location. It had all the amenities we needed to feel right at home, and even had lots of toys and games for the kids. The hosts were responsive and answered any questions we had right away. We would absolutely rent this home again!
Guest favourite

Home in McFarland

4.87 out of 5 average rating, 142 reviews

Lovely Waterfront Two Bedroom House

MichaelaRating, 5 stars3 days ago
My friends and I stayed at Jordyn’s for a weekend reading retreat, and we had a fabulous time! The home was so clean and cozy, with a helpful binder with local recommendations and a basket of snacks for us. The couch and beds were super comfortable, and Jordyn was super responsive and very accommodating of our request for a later check out. I can’t recommend this listing enough; we would absolutely stay here again!
Guest favourite

Home in Poynette

4.98 out of 5 average rating, 128 reviews

Ski Weekend! at Beach Garden Bungalow!

AnneRating, 5 stars3 weeks ago
This was the second time we stayed here. It was a great base for us while we skied at Cascade. The space was perfect for our family of five. Everything was very clean and the house is well equipped. The kids loved watching movies in the basement. Great home and we hope to come back again!

Popular amenities for Lake Wingra holiday rentals

Other great holiday rentals in Lake Wingra

Superhost

Loft in Lake Delton

4.84 out of 5 average rating, 25 reviews

Log Gables Lake Front Townhouse #4 Open Loft Style

EmilyRating, 5 stars1 month ago
With a family of 7, hotels just do not work for us. Anna's place was by far one of the best BnBs we've stayed at. There was everything we needed, anything you could think of was there. The extra linens closet was full of towels and spare bedding along with extra rugs and pillows as well which was very nice. And to top it off a super friendly and responsive host which made our vacation so seamless. Will definitely be staying here again.
Guest favourite

Home in Fontana-on-Geneva Lake

5 out of 5 average rating, 10 reviews

Cozy Fun Hexagon Home on Wooded Lot, Close to Lake

LisaRating, 5 stars3 months ago
Great stay at this home. Extremely clean and had everything one could need. Peaceful backyard, and comfortable screened porch to relax in. Very relaxing home with lots of entertainment spaces - so would be ideal for a large group. Comfy bed, you could tell things were new. Liz is a fabulous host and answered my few questions promptly and checkin was extremely smooth. Tvs, WiFi worked like a charm. Would highly recommend if you are in the Fontana/Lake Geneva area. Don't hesitate to book!
Guest favourite

Home in Poynette

4.91 out of 5 average rating, 185 reviews

Island View Hideaway-Cozy, Hot Tub, Near Skiing!

JillRating, 5 stars1 week ago
The Cottage was a quaint, spacious and clean inside. It's in a beautiful area. The weather was very cold. We ventured out to a state park but only lasted for an hour. The hot tub was in a perfect location but was too cold for me to enjoy it. We're hoping to visit in the fall to enjoy the beautiful colors. It was perfect for our group to relax and rejuvenate.
Guest favourite

Cabin in Merrimac

4.94 out of 5 average rating, 66 reviews

Enjoy sunsets at a fully equipped & secluded cabin

JeneanRating, 5 stars3 weeks ago
Our stay at merrimac was nothing short of magical. From the moment we arrived, we were greeted with stunning views and a warm, cozy atmosphere. The cabin was impeccably clean, beautifully decorated, and fully equipped with everything we needed for a comfortable stay. The location couldn’t have been better—just a short drive to the slopes, yet tucked away enough to feel peaceful and private. We can’t wait to come back to this little slice of heaven. Whether you’re here for skiing, snowboarding, or just relaxing in a beautiful setting, Merrimac is the place for you. We highly recommend it
Superhost

Cabin in Edgerton

4.76 out of 5 average rating, 46 reviews

Olson Bay Getaway

ValerieRating, 5 stars2 months ago
A great experience for children Great for a family to come together Would recommend to others May return next year or in summer
Superhost

Farm in North Freedom

5 out of 5 average rating, 3 reviews

Country Sportsmans Paradise! Near Devils Lake!

KaylaRating, 5 stars7 months ago
Apple Maps couldn’t find the address that was provided and took us to the wrong location. After googling the address we did arrive and notice that at the property there is an “S” in front of the numbers and that was not provided to us. It was also stated that there was AC but it was a portable ac unit that we would have had to set up if we wanted to use it and only knew about that after messaging the host. The service was pretty spotty and couldn’t get any tv signal. Thankfully there were a few DVDs provided for us to watch. However, the host was extremely responsive and kind, the home was beautiful and clean and comfy we left a day early only due to the rain that wouldn’t stop. We would stay again if we are out in the area but would be more prepared and bring games and movies!
Guest favourite

Cottage in Roscoe

4.99 out of 5 average rating, 71 reviews

Cottage with Pond at Hidden Creek Estates

JenniferRating, 5 stars2 weeks ago
Clean, inviting house with great amenities and plenty of space. Conveniently close to Ledges Horse Show. There was a small problem before check in but they communicated such issue and had a great alternative and worked out perfectly. We ordered food from nearby Hidden Creek restaurant and I highly recommend - SO GOOD!
Superhost

Chalet in Wisconsin Dells

4.85 out of 5 average rating, 254 reviews

Chalet in the Dells 2

DanRating, 5 stars5 months ago
Great place. Close to a lot of attractions. Not far from the interstate.

Destinations to explore

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Dane County
  5. Madison
  6. Lake Wingra