Vacation rentals in Winchester

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Popular amenities for Winchester vacation rentals

Other great vacation rentals in Winchester

Top guest favorite
A circular fire pit area is surrounded by six blue adirondack chairs, set on a stone gravel base. A glowing fire occupies the center, while lush green grass and rows of cornfields stretch into the distance, under a soft evening sky.
Home in Hatley
4.98 out of 5 average rating, 44 reviews

Senica’s Farm House

AnastasiyaRating, 5 stars2 months ago
very nice place. had no problems checking in. clear instructions. very private. clean. close to the granite peak ski resort. recommend!
A small outdoor deck features a round wooden table paired with two folding chairs. The serene view of Stratton Lake is framed by tall pine trees, with clear waters visible in the background. A peaceful setting for enjoying morning coffee or evening conversations.
Home in Waupaca
4.92 out of 5 average rating, 13 reviews

Lakeside Paradise Found!

ValerieRating, 5 stars9 months ago
Loved the property and the lake! Easy to feel at home and was a very private spot. Beautiful water and so fun to rent the pontoon and use the paddle boards. Would definitely recommend!
Guest favorite
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 stars3 weeks 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 favorite
The basement fitness area features a range of exercise equipment, including weights on a rack, a treadmill, and a punching bag. A rubber mat covers part of the floor, and the space is well-lit, providing a functional environment for workouts.
Home in New Franken
5 out of 5 average rating, 28 reviews

Ping Pong, Pool Table, Fitness Gym, Karaoke

AntonioRating, 5 stars1 day 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
Guest favorite
Cabin in Redgranite
4.93 out of 5 average rating, 121 reviews

Majestic Pines Lakeside Lodge

GulnaraRating, 5 stars1 month ago
This house is absolutely stunning! It’s spotless, beautifully designed, and located in a fantastic spot. The view is breathtaking, with a beautiful lake and a lovely interior. There’s plenty of space for big families, and the kitchen is equipped with all the essentials. The house is also incredibly clean, with no unpleasant odors. And the best part? here’s a hot tub that’s perfect for relaxing after a long day. Thank you so much!
Top guest favorite
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 favorite
An outdoor deck overlooks Silver Lake, showcasing a serene sunset reflecting on the water. Two wicker chairs are positioned for viewing, accompanied by a hot tub. Lush trees frame the scene, while an American flag is visible in the background, enhancing the lakeside experience.
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.
Superhost
A serene lakeside area features two comfortable chairs facing a small fire pit, surrounded by natural stone pebbles and wooden stumps. The calm water reflects the sky, creating a peaceful setting.
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!

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