Holiday houses in Winchester

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Popular amenities for Winchester holiday rentals

Other great holiday rentals in Winchester

Guest favourite
Home in Waupaca
4.9 out of 5 average rating, 42 reviews

Big Blue on QQ - 5 Br House w/ boat rental option

KileyRating, 5 stars1 month ago
Our family loved staying at the big blue house! There was so much great usable space for 7 of us to use. We have a 3 year old and there were puzzles, toys and games for her to play with, which was gravely appreciated and unexpected! But also cool things to play with for teenage niece and nephew to play with as well. Each room having its own bathroom was also amazing. There were so many little details that made the trip feel like home. Like liquid soap in each bathroom, shampoo conditioner and body wash in each shower, and fans in each bedroom if you needed it. We will definitely stay here again!
Top Guest favourite
Home in New Franken
5 out of 5 average rating, 29 reviews

Ping Pong, Pool Table, Fitness Gym, Karaoke

AntonioRating, 5 stars1 week ago
Excellent stay quick communication Very nice and clean . I would rate it #1 . It has everything you you need and makes it feel right at home. I would never stay no where else when visiting Green Bay . Very good for families with kids . From lotion to seasoning for food they had it. Top tier Hosting. They definitely should recieve an award from how comfortable they made there place to host guest. Was definitely home away from home
Top Guest favourite
Home in Waukau
5 out of 5 average rating, 10 reviews

Old Schoolhouse Stay

TravisRating, 5 stars8 months ago
Our stay at the Old Schoolhouse was great! The house was clean and well organized and had all the things we needed. The grounds were beautiful and we had a great time swimming in the pool, relaxing in the hot tub, and gathering at nights around the fire pit. Communication from Heather was fast and she thoroughly answered my questions. We had a great time at the Old Schoolhouse and would absolutely stay there again! Thank you, Heather!
Guest favourite
Cabin in Westfield
4.93 out of 5 average rating, 97 reviews

Spacious A-Frame Cabin in the Woods with Dry Sauna

NicholeRating, 5 stars2 months ago
Our family enjoyed a cozy stay in this beautiful spot and hope to return again sometime!
Guest favourite
Home in Wautoma
4.96 out of 5 average rating, 51 reviews

Silver Lake Home with Up North Panoramic Views

KamiRating, 5 stars3 months ago
We had a family ladies weekend here. It was the perfect spot. Lots of extra blankets and pillows for our families comfort during this cold January weather. Jarin was so easy to work with.
Guest favourite
Guesthouse in De Pere
5 out of 5 average rating, 7 reviews

Guesthouse on the water 3.9 miles to Lambeau

PaulRating, 5 stars16 months ago
A great little house. would be perfect for a football party, but I stayed there for the holidays with my kids and it was great for us, too!
Superhost
Home in Waupaca
4.86 out of 5 average rating, 7 reviews

The Dake Home, on The Chain of Lakes

HaydenRating, 5 stars6 months ago
Stocked with basically everything you could need for a group of 20, including lots of kayaks and canoes that I wasn't even expecting. We had a great time!
Top Guest favourite
Home in Sheboygan
4.95 out of 5 average rating, 43 reviews

Wander Back Inn to Sheboygan

JaimieRating, 5 stars2 days ago
Karlee was quick to respond to some concerns that we had while staying there. The concern wasn’t anything major but was still responsive. The place was as described and more. The place was spacious and plenty of rooms for everyone. Love that her place was close to the highway and Walmart! Highly recommend this place.

Destinations to explore

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  3. Wisconsin
  4. Winnebago County
  5. Winchester