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Vacation rentals in Winslow

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winslow

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

SUPERHOST
  1. Entire bungalow
  2. Monroe
Cozy Bungalow

Beautiful house available for a weekend or extended stay. Great location to Monroe's quaint and historical downtown and MAC center. Close to restaurants and entertainment.

$118 per night
SUPERHOST
  1. Entire home
  2. South Wayne
Welcome to the "Bat Cave"!

Completely renovated 3 bedroom, 2 bathroom home with walk in basement allowing easy access for ATV and snowmobile enthusiasts. Direct access to the Cheese Country trail and one block from The Vault and Cash's bar and grill! Amenities include washer and dryer, wifi, 3 smart TV's and a unique gathering spot with poker table in the basement.

$204 per night
  1. Entire rental unit
  2. Freeport
Historic building in downtown Freeport

Walking distance to bars, restaurants, weddings venues, music, parks with many activities. Walking/biking distance from the Jane Adam’s trail, we have 2 bikes available for you to use. Dog park is 10 minute’s away Well stocked apartment, kitchen has utensils, pots and pans, microwave, coffee pot, toaster, refrigerator and stove. Smart TV, internet and a printer available. Ground level, no stairs, free off street parking.

$50 per night

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Other great vacation rentals in Winslow

SUPERHOST
  1. Entire cottage
  2. Lena
Unique Country Getaway @ Kerlin Schoolhouse!
$105 per night
  1. Entire rental unit
  2. Browntown
Lovely lower 2 bedroom unit with garage.
$120 per night
SUPERHOST
  1. Entire home
  2. Monroe
Corner Cottage
$120 per night
SUPERHOST
  1. Entire loft
  2. Monroe
Loft 3 - On The Historic Monroe Square
$133 per night
  1. Entire rental unit
  2. Winslow
4B Nice and Quiet Country Apartment
$140 per night
SUPERHOST
  1. Entire home
  2. Monroe
Cute, century-old house in Monroe
$111 per night
SUPERHOST
  1. Entire home
  2. Monroe
Close to historic downtown
$122 per night
SUPERHOST
  1. Entire rental unit
  2. Freeport
Professional's getaway, with a modern touch
$95 per night
  1. Entire rental unit
  2. Monroe
the treehouse, Monroe, Wi
$118 per night
SUPERHOST
  1. Entire rental unit
  2. Monroe
MJ's Penthouse ( A piece of paradise in Monroe)
$199 per night
SUPERHOST
  1. Entire rental unit
  2. Freeport
Apartment in entire LL walk out-Private Entrance
$121 per night
SUPERHOST
  1. Entire home
  2. Monroe
Peaceful Retreat with Modern Amenities~ EV Charger
$150 per night
  1. Airbnb
  2. United States
  3. Illinois
  4. Stephenson County
  5. Winslow