Holiday rentals in Winslow Township
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Top-rated holiday rentals in Winslow Township
Guests agree: these stays are highly rated for location, cleanliness and more.
Loft in Monroe
4.99 out of 5 average rating, 121 reviewsLoft 3 - On The Historic Monroe Square
Loft 3 is 40 steps (2 flights of stairs) above the Monroe Square. It's a climb, but the view is totally worth it! Newly remodeled in 2021, and reminiscent of the 1859 character of the building, this space is cute, cozy, and truly one of a kind. Literally a couple steps away from your entryway is Sunrise Donut Cafe, featuring customized donuts and a full menu of excellent coffee items. From there, explore the rest of the Square for food, drinks, and shopping in a quaint Main Street atmosphere.
22–29 Jan
Home in Argyle
4.9 out of 5 average rating, 181 reviewsRelaxing 3 Bedroom Cabin with Hot Tub and Scenery
Tucked away in the rolling hills of Southern Wisconsin sits a little log home ready for your arrival. Hand built by the caretaker and his family; the Braezel Branch Retreat is named after the stream that runs through the valley. Relax with the whole family in this two-bedroom, two-bathroom cabin with a comfortable open floor plan. Wander through the beautiful walking trails and enjoy the view of the valley from the large front porch. There is also local tubing, kayaking, golfing and wineries.
16–23 Feb
Cabin in Savanna
4.97 out of 5 average rating, 189 reviewsCozy, Secluded Cabin -A Peaceful Getaway Location!
Perfectly located: a half mile from town, but secluded enough to be a private hilltop house retreat. The deck overlooks downtown with a backdrop of the Mississippi River! Enjoy the outdoors hiking at the Palisades State Park with miles of trails just a short drive away, kayak or fish one of the many rivers or lakes, stroll through downtown for antique and gift shopping, or visit a nearby winery. After a day of adventures, relax in the spa tub or enjoy a glass of wine on the private deck.
29 Oct – 5 Nov
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winslow Township holiday rentals
Other great holiday rentals in Winslow Township
Cottage in Elizabeth
4.94 out of 5 average rating, 101 reviewsGalena Countryside A-Frame
6–13 Dec
Farm stay in Blanchardville
4.93 out of 5 average rating, 166 reviewsDottie's Place with a valley view
6–13 May
Home in Cuba City
4.95 out of 5 average rating, 187 reviewsRecharge your soul at “The Church”!
6–13 Mar
Farm stay in Monroe
5.0 out of 5 average rating, 131 reviewsThe Dairy at the Wegmueller Farm
28 Apr – 5 May
Guest suite in Stoughton
4.92 out of 5 average rating, 169 reviewsGuest suite w/ Private Entrance & Outdoor Fire pit
30 Jan – 6 Feb
Flat in New Glarus
5.0 out of 5 average rating, 334 reviewsThe Hideout In Downtown New Glarus
22–29 Aug
Home in Freeport
4.98 out of 5 average rating, 137 reviewsWillow Lake Getaway Cozy for 2 - or large families
5–12 Dec
Farm stay in Cherry Valley
4.97 out of 5 average rating, 266 reviewsBed and Breakfast with Horse Hotel at VRR
22–29 Aug
Home in Winslow
4.97 out of 5 average rating, 37 reviewsWinslow House-your home away from home
24–31 Mar
Home in South Wayne
5.0 out of 5 average rating, 40 reviewsWelcome to the "Bat Cave"!
17–24 Aug
Home in Argyle
5.0 out of 5 average rating, 4 reviewsThe Old Church in Woodford-1 bed
15–22 Apr
Flat in Stockton
5.0 out of 5 average rating, 25 reviewsCharming Upstairs 2 Bdrm
28 Jul – 4 Aug
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