Vacation rentals in Lake Wingra

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Top-rated vacation rentals in Lake Wingra

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

Guest favorite

Apartment in Monroe

4.88 out of 5 average rating, 8 reviews

McG Resorts Chic Chalet

Enjoy a stylish experience at this centrally-located place. This historic bike/gun shop turned chic chalet-styled cottage is literally steps from a brewery/distillery, stellar restaurants, unique shops & Monroe's historic Square. This cute residence has everything you need whether traveling alone, as a couple, with your friends or family. Professionally designed, this property features all those little extra details to make your stay memorable & shares in the richness of our community's history.

Guest favorite

Home in Juneau

4.85 out of 5 average rating, 130 reviews

Take a Break at Lakeside Acres

Lakeside Acres; a 2-bedroom, 1 bath vacation rental home located on beautiful Lake Sinissippi. Open concept living area with furnished patio and private dock. This newly updated home provides the perfect summer getaway or winter retreat for family and friends. Whether you spend your days kayaking with the complimentary kayaks, exploring Horicon Marsh, or soaking up the sun on the dock, you're sure to have an unforgettable stay in this lakefront hideaway. Note: Docks are not in the lake Nov-Apr.

Superhost

Cottage in Poynette

4.6 out of 5 average rating, 5 reviews

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

Escape to the beautiful Driftless region of Wisconsin. These cabins are simple, clean, and beautifully situated (nearly equidistant between Madison and Wisconsin Dells, on the Wisconsin River).It is the perfect home-base to explore some of Wisconsin's best outdoor attractions (Devil's Lake, Parfrey's Glen, Gibraltar Rock, Natural Bridge, the Merrimac Ferry, Mirror Lake, and the Dells of WI).4 beds (3 Queen, 1 twin), 2 full baths and plenty of nature, quiet, and darkness - great for stargazing

Guest favorite

Bungalow in Baraboo

4.91 out of 5 average rating, 141 reviews

Close to Wisconsin Dells freshly renovated home!

Beautiful bungalow located 15 minutes away from Lake Delton and all Wisconsin Dells attractions. And 4 minutes from gorgeous Devils Lake park. 15 minutes from all 3 different winter activities. Place has a beautiful sunroom, where you can enjoy a quiet neighborhood and read a book on the swing chair. House comes with a full kitchen, air fryer, coffee maker etc. Wi-Fi and electric fireplace. Fire pit with comfy chairs. We have variety of board games. House could accommodate up to 9 people.

Guest favorite

Cabin in Fort Atkinson

4.87 out of 5 average rating, 94 reviews

Cozy Lake Cottage With The Best View & Pontoon!

Location, Location, Location! Incredible views! Retreat to this cozy Lake Koshkonong cottage with vaulted ceiling and southern exposure. Enjoy spectacular sunsets and views of the 10,000 acre lake from the north shore. Fish, hunt, boat, ski, swim, snowmobile, or simply soak up the sun and take in the view from this quiet retreat on a dead-end street. Fresh paint, bedding, and furniture make this little gem very comfortable. Great Walleye ice fishing right in front of this property!

Guest favorite

Home in Elkhorn

4.98 out of 5 average rating, 141 reviews

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

Looking for a memorable Wisconsin vacation experience? The Red Lodge is the ideal blend of comfort and style. Super clean, fully stocked, with gorgeous outdoor green spaces and unique amenities, you'll love it here! Jeff - "The devil is in the details, and no detail is overlooked here." Kelsey - "We are obsessed! This is THE nicest Airbnb we've stayed in across the country.. There was something truly unique about each room." Alia - "Hands down the best Airbnb we have ever stayed in."

Superhost

Home in Wisconsin Dells

4.78 out of 5 average rating, 91 reviews

Destination Dells Vacation Home @ Tamarack Resort

Upgrade to our Noah's Ark package after booking! This Destination Dells property is located in the Tamarack and Mirror Lake Resort. It has tons of amenities to keep travelers of all ages busy and is conveniently located close to all of the attractions the Wisconsin Dells is known for. The condo is clean and includes a well-equipped kitchen, comfortable beds, and Roku TV's. Great for families, couples, or that golf trip you and your friends take each year! We welcome young adults.

Guest favorite

Home in Spring Green

4.94 out of 5 average rating, 72 reviews

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

Our 4 bedroom, 2.5 bath home in downtown Spring Green, Home to Frank Lloyd Wright’s Taliesin, American Players Theater, the House on the Rock, and Tower Hill State Park, the vibrant village of Spring Green is a place where nature and art meet. Just 45 minutes from Madison, And the Dells Waterpark. Do You enjoy Golfing Or snow mobile Riding? Relax with the whole family at this peaceful place to stay. walk to downtown or the Rec Park with soft ball diamond and skate board Park.

Superhost

Home in Deerfield

4.92 out of 5 average rating, 26 reviews

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

Superior place. Ultra clean. Search YouTube "217 Oak Savannah Walkthrough Deerfield Wisconsin" to see 8 minute video. Stay truly first class in this newly constructed high end Condo just 20 minutes east of Madison near the nicest bike/hike trail in Wisconsin where you can bike to beaches and a brewery! Pricing is per side - 2 available. No One Under 24 can book - ID Proof. Be honest with headcount - cameras on property.

Guest favorite

Cottage in Fontana-on-Geneva Lake

4.98 out of 5 average rating, 101 reviews

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

4 Bedroom 2 1/2 bath vacation cottage in Abbey Springs Resort Community on Lake Geneva. Resort Pass is required for all guests (included) and gives entry to the resort plus indoor and outdoor pool (Memorial to Labor Day), hot tub, games room , gym, tennis courts , pickle ball. 2 restaurants beach and fire pit on site. Newly Renovated Golf Course not included but available by paying at club house . We welcome all .

Guest favorite

Home in McFarland

4.87 out of 5 average rating, 142 reviews

Lovely Waterfront Two Bedroom House

Lovely two bedroom, one bath in a rural residential area of McFarland on inlet that connects to Yahara River and Lake Kegonsa. The home is situated next to a charming campground and marina in nature. Walkable fishing areas. Lake Kegonsa State Park Trail is nearby for walking or snowshoeing. Just a 20 minute drive to downtown Madison! NO PARTIES. You will be asked to leave if there is any party activity seen.

Guest favorite

Home in Poynette

4.98 out of 5 average rating, 128 reviews

Ski Weekend! at Beach Garden Bungalow!

Oooh, look! Here’s an awesome cottage right across the street from the Wisconsin River - Kayak heaven!! Relaxation and “re-creation” are what you’ll find here with plenty of fresh air, sunshine and river views. The home is located on nearly an acre of land with open yard space to stargaze by the fire pit as well as mature trees perfect for bird, deer, woodchuck and squirrel watching from the patio.