Holiday rentals in Winslow Township

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winslow Township

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Loft in Monroe

4.99 out of 5 average rating, 121 reviews

Loft 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

$151 SGD per night
Guest favourite

Home in Argyle

4.9 out of 5 average rating, 181 reviews

Relaxing 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

$255 SGD per night
Guest favourite

Cabin in Savanna

4.97 out of 5 average rating, 189 reviews

Cozy, 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

$143 SGD per night

Popular amenities for Winslow Township holiday rentals

Other great holiday rentals in Winslow Township

Guest favourite

Cottage in Elizabeth

4.94 out of 5 average rating, 101 reviews

Galena Countryside A-Frame

6–13 Dec

$169 SGD per night
Guest favourite

Farm stay in Blanchardville

4.93 out of 5 average rating, 166 reviews

Dottie's Place with a valley view

6–13 May

$192 SGD per night
Guest favourite

Home in Cuba City

4.95 out of 5 average rating, 187 reviews

Recharge your soul at “The Church”!

6–13 Mar

$158 SGD per night
Guest favourite

Farm stay in Monroe

5.0 out of 5 average rating, 131 reviews

The Dairy at the Wegmueller Farm

28 Apr – 5 May

$458 SGD per night
Guest favourite

Guest suite in Stoughton

4.92 out of 5 average rating, 169 reviews

Guest suite w/ Private Entrance & Outdoor Fire pit

30 Jan – 6 Feb

$126 SGD per night
Guest favourite

Flat in New Glarus

5.0 out of 5 average rating, 334 reviews

The Hideout In Downtown New Glarus

22–29 Aug

$206 SGD per night
Guest favourite

Home in Freeport

4.98 out of 5 average rating, 137 reviews

Willow Lake Getaway Cozy for 2 - or large families

5–12 Dec

$410 SGD per night
Guest favourite

Farm stay in Cherry Valley

4.97 out of 5 average rating, 266 reviews

Bed and Breakfast with Horse Hotel at VRR

22–29 Aug

$133 SGD per night
Guest favourite

Home in Winslow

4.97 out of 5 average rating, 37 reviews

Winslow House-your home away from home

24–31 Mar

$233 SGD per night
Guest favourite

Home in South Wayne

5.0 out of 5 average rating, 40 reviews

Welcome to the "Bat Cave"!

17–24 Aug

$212 SGD per night
Superhost

Home in Argyle

5.0 out of 5 average rating, 4 reviews

The Old Church in Woodford-1 bed

15–22 Apr

$139 SGD per night
Guest favourite

Flat in Stockton

5.0 out of 5 average rating, 25 reviews

Charming Upstairs 2 Bdrm

28 Jul – 4 Aug

$125 SGD per night

Destinations to explore