The 30 Best Vacation Rentals in Wisconsin

Ranked 1 out of 542 in the Wisconsin region, as well as being 4 of 83 for vacation rentals in Milwaukee.

• “It was clean.”
• “Location was great”
• “The scene, location, and peace.”
• See more reviews of Flexhome Skywalk to Fiserv 1BR Apt U5 - READ INFO

Ranked 2 out of 542 in the Wisconsin region, as well as being 9 of 83 for vacation rentals in Milwaukee.

• “Fantastic place!”
• “This place was immaculate.”
• “This was a great place to stay!”
• See more reviews of The Bentley Condotel, Heart of Walkers Point with Garage, Yard

Ranked 3 out of 542 in the Wisconsin region, as well as being 3 of 11 for vacation rentals in Fish Creek.

• “Great place to stay. Would stay again.”
• “Will rent again”
• “Perfect for all families walking distance to state park,...”
• See more reviews of Evergreen Hill Condominiums

Ranked 4 out of 542 in the Wisconsin region, as well as being 11 of 83 for vacation rentals in Milwaukee.

• “I'd recommend it due to my excellent and comfortable experience.”
• “It was good overall”
• “Great accommodations and location, but loud.”
• See more reviews of Kasa Westown Milwaukee

Ranked 5 out of 542 in the Wisconsin region, as well as being 2 of 9 for vacation rentals in Hayward.

• “Very nice! We will hopefully be renting it again in the future!”
• “Cute little cabin with everything you need.”
• “We cannot wait to book again everything was amazing”
• See more reviews of Lakeshore Lily Pad

Ranked 6 out of 542 in the Wisconsin region, as well as being 3 of 9 for vacation rentals in Hayward.

• “Would come back”
• “Cozy, quiet getaway”
• “Cozy and comfortable.”
• See more reviews of Honeybear Hideaway Cabin

Ranked 7 out of 542 in the Wisconsin region, as well as being 14 of 83 for vacation rentals in Milwaukee.

• “I had a decent experience.”
• “It was the perfect spot to stay while we caught a Bucks game.”
• “Very happy!”
• See more reviews of Flexhome Skywalk to Fiserv 1BR Apt U3 - READ INFO

Ranked 8 out of 542 in the Wisconsin region, as well as being 3 of 4 for vacation rentals in Egg Harbor.

• “Very clean, full kitchen, private, nice porch, relaxing...”
• “I would stay again, just bring my own towels. I will mention I left an expensive Item behind and they did return it to m”
• “The fall colors in the wooded campground”
• See more reviews of HTR Door County

Ranked 9 out of 542 in the Wisconsin region, as well as being 5 of 8 for vacation rentals in Baileys Harbor.

• “This place was cleaner than my house!”
• “Pleasant other than shoddy wifi or internet and very uncomfortable beds”
• “It was worth it!”
• See more reviews of Baileys Sunset Cottages

Ranked 10 out of 542 in the Wisconsin region, as well as being 24 of 83 for vacation rentals in Milwaukee.

• “Beautiful apartment, great price, even better location. Loved it!”
• “Over all we had a wonderful time, the apartment lived up to our expectations.”
• “it was nice and small”
• See more reviews of Flexhome Brewery District 2BR Apt M11 - READ INFO

Ranked 11 out of 542 in the Wisconsin region, as well as being 27 of 83 for vacation rentals in Milwaukee.

• “Perfect home for our family of 7 who came Into town to spend time with family for thanksgiving. We loved the home it was”
• “Great location! Cozy home.”
• “Our stay was very pleasant, the house was comfortable and quite well equipt.”
• See more reviews of Comfortable 3 BR Craftsman Bungalow in Milwaukee's Bay View Neighborhood

Ranked 12 out of 542 in the Wisconsin region, as well as being 1 of 1 for vacation rentals in Campbellsport.

• “This was a second stay at this property.”
• “Great condo, great stay!”
• “Very comfortable stay, exceeded our expectations.”
• See more reviews of McJuggers Loft Walk to Lake, Park, Restaurants

Ranked 13 out of 542 in the Wisconsin region, as well as being 1 of 1 for vacation rentals in Fountain City.

• “Price and location were great.”
• “Very clean.”
• “Sunset on the Mississippi”
• See more reviews of Riverview Apartment - River Road Historic Home

Ranked 14 out of 542 in the Wisconsin region, as well as being 24 of 71 for vacation rentals in Wisconsin Dells.

• “The beautiful view”
• “I would stay here again.”
• “Overall, very nice property. Will definitely return!”
• See more reviews of Delton Grand Resort

Ranked 15 out of 542 in the Wisconsin region, as well as being 18 of 41 for vacation rentals in Green Bay.

• “Great location, clean and great host”
• “Very clean, and very comfortable plush bedding.”
• “Highly recommend and will return!”
• See more reviews of Green Bay Stay

Ranked 16 out of 542 in the Wisconsin region, as well as being 34 of 83 for vacation rentals in Milwaukee.

• “Modern roomy apartment close to Brady street.”
• “We went out for breakfast around the corner and it was...”
• “nice place to live”
• See more reviews of Flexhome Brady District 1BR Apt E1 - READ INFO

Ranked 17 out of 542 in the Wisconsin region, as well as being 16 of 31 for vacation rentals in Lake Geneva.

• “We had an amazing time”
• “We would stay again!! :)”
• “Very comfortable,”
• See more reviews of LARGE 5 Bed Lake Geneva Home 4 Blocks from Lake!

Ranked 18 out of 542 in the Wisconsin region, as well as being 27 of 71 for vacation rentals in Wisconsin Dells.

• “We had the best time! There is so much to do: basketball court, pool table, games, fire pit & more!”
• “It is a perfect house to relax in and spent time with family.”
• “Family Fun Home”
• See more reviews of Large Home with Indoor Basketball Court and Game Room!

Ranked 19 out of 542 in the Wisconsin region, as well as being 17 of 31 for vacation rentals in Lake Geneva.

• “Great location!”
• “Highly Recommend”
• “It was a home away from home very comfortable didn't...”
• See more reviews of Williams Bay Retreat Walk to Lake Geneva and Town!

Ranked 20 out of 542 in the Wisconsin region, as well as being 1 of 1 for vacation rentals in Ontario.

• “We arrived and it was very easy to find the entrance and the key. The room was spacious!”
• “We will definitely be back!”
• “It was enjoyable”
• See more reviews of Hansen House

Ranked 21 out of 542 in the Wisconsin region, as well as being 45 of 83 for vacation rentals in Milwaukee.

• “Unit has potential but needs several updates.”
• “the apartment was very clean and comfortable”
• “Location and quality amenities”
• See more reviews of Flexhome Economy Studio Apt F1 - READ INFO

Ranked 22 out of 542 in the Wisconsin region, as well as being 9 of 13 for vacation rentals in Sheboygan.

• “Excellent”
• “Perfection! Everything we could have wanted and more!”
• “very comfortable stay”
• See more reviews of Riverfront Sheboygan Townhome with Grill!

Ranked 23 out of 542 in the Wisconsin region, as well as being 32 of 71 for vacation rentals in Wisconsin Dells.

• “The place was very clean and comfortable”
• “Nice getaway”
• “Nice and cozy 1 bedroom unit with all the comforts of home.”
• See more reviews of Light House 603

Ranked 24 out of 542 in the Wisconsin region, as well as being 18 of 31 for vacation rentals in Lake Geneva.

• “Perfect 10/10”
• “Pleasantly surprised!”
• “Our condo was very clean and well equipped. The host was available when needed! We enjoyed our stay”
• See more reviews of Modern Lake Geneva Condo with Year-Round Views

Ranked 25 out of 542 in the Wisconsin region, as well as being 46 of 83 for vacation rentals in Milwaukee.

• “Great little porch and peaceful neighborhood.”
• “Quiet, nice neighborhood, cozy, and clean.”
• “After nearly three weeks in Illinois and Wisconsin (and a testing schedule to boot), this place was perfect to unwind an”
• See more reviews of Cute yellow 2-BR bungalow w/free garage, free WiFi

Ranked 26 out of 542 in the Wisconsin region, as well as being 1 of 1 for vacation rentals in Pound.

• “We saw a gaggle of turkeys, 1 momma deer with 2 babies every...”
• “too short”
• “It was a very peaceful, stress free, enjoyable place.”
• See more reviews of Cabin Near to Lakes, ATVing, Skiing and Natl Forest

Ranked 27 out of 542 in the Wisconsin region, as well as being 1 of 1 for vacation rentals in Ferryville.

• “Loved the cabin, we will be back.”
• “Very clean, nice atmosphere.”
• See more reviews of Cabin by the River Visited by Treehouse Masters!

Ranked 28 out of 542 in the Wisconsin region, as well as being 7 of 9 for vacation rentals in Sister Bay.

• “Excellent location and home! It was super clean and just a great vacation home in a great location!”
• “I definitely would recommend the rental of this home. Great yard and outdoor area!”
• “Location, privacy, space, the welcome basket, everything else”
• See more reviews of Updated Home with Deck 2 Mi to Sister Bay Beach!

Ranked 29 out of 542 in the Wisconsin region, as well as being 48 of 83 for vacation rentals in Milwaukee.

• “I would stay here again. It was much better than staying at a cookie cutter hotel. Honestly could live in this place as”
• “The location is superb.”
• “Best affordable stay in Milwaukee”
• See more reviews of McKinley Beach Sunrise Studio - Pet Friendly

Ranked 30 out of 542 in the Wisconsin region, as well as being 20 of 31 for vacation rentals in Lake Geneva.

• “It was a great location and beautiful setting”
• “Will definitely return!”
• See more reviews of Charming Lake Geneva, Wisconsin 3BR/2Bath Home - Shagbark Waters