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Search results; 375 homes in Winchester

Guest favorite
Cabin in Presque Isle
Dock Hollands, Manitowish Waters
4 beds
Apr 24 – May 1
5.0 out of 5 average rating, 19 reviews
Superhost
Cottage in Presque Isle
Dancing Loon Hideaway at Turtle Lake
15 beds
Apr 19 – 24
5.0 out of 5 average rating, 4 reviews
Guest favorite
Home in Presque Isle
North Star Retreat-Kayak I Swim I Snowmobile
4 beds
Apr 21 – 26
5.0 out of 5 average rating, 14 reviews
Home in Presque Isle
4BR lakefront cabin house with kayaks, fireplaces
7 beds
Apr 26 – May 1
4.67 out of 5 average rating, 3 reviews
Cabin in Presque Isle
2BR brand-new cabin w/beach access, firepit, grill
3 beds
Apr 20 – 25
4.75 out of 5 average rating, 8 reviews
Guest favorite
Cabin in Winchester
Lily Pad Lodge! A secluded Northwoods getaway
5 beds
Apr 20 – 25
5.0 out of 5 average rating, 30 reviews
Home in Winchester
4BR Lakefront Dog Friendly | Dock | Kayaks
7 beds
Apr 20 – 25
4.82 out of 5 average rating, 11 reviews
Guest favorite
Cabin in Presque Isle
Oak Lodge - 2 bdrm Lakefront with fireplace!
4 beds
Apr 19 – 24
5.0 out of 5 average rating, 7 reviews
Guest favorite
Cottage in Presque Isle
Snowmobiling on Trail in Presque Isle
5 beds
Apr 19 – 24
4.92 out of 5 average rating, 13 reviews
Cabin in Presque Isle
The Northwoods At It's Finest!
6 beds
Apr 19 – 24
Guest favorite
Cottage in Presque Isle
Birch Lodge - Lakefront w/ Fireplace Near Trails!
4 beds
Apr 19 – 24
5.0 out of 5 average rating, 5 reviews
Cabin in Mercer
Enjoy Modern Cabin w/ Deck, Screened Porch, Pier
4 beds
Apr 22 – 27
Guest favorite
Guesthouse in Sayner
Zen out & Sauna at LandsEndattheEdge Loft!
1 queen bed
May 5 – 10
4.97 out of 5 average rating, 152 reviews
Guest favorite
Cabin in Park Falls
Lily Pad on Muskie Lake
2 queen beds
Apr 19 – 24
5.0 out of 5 average rating, 26 reviews
Cottage in Manitowish Waters
Waterfront Cottage w/ Dock on Papoose Lake!
6 beds
May 6 – 12
Guest favorite
Cabin in Manitowish Waters
Fabulous stay in fun Manitowish getaway (+Pontoon)
6 beds
Apr 19 – 26
4.97 out of 5 average rating, 29 reviews
Guest favorite
Home in Ramsay
Happy Hippie Shack! Good U.P. Vibes Hike/Bike/Ride
2 queen beds
Apr 21 – 26
4.97 out of 5 average rating, 119 reviews
Cottage in Presque Isle
Balsam Lodge - Lakefront w/ Fireplace Near Trails!
5 beds
Apr 19 – 24
5.0 out of 5 average rating, 4 reviews