Skip to content

Vacation rentals in Crawford County

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Crawford County

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

Rolling Grounds rental
Entire rental unit · 4 guests · 2 beds · 1 bath
Rolling Grounds rentalBeautiful apartment located above our Bar & Grill with its own deck space looking over the beautiful rolling hills. Conveniently located by two main highways for easy access. Equipped with wood floors, knotty pine walls, leather couch, free WIFI, TV, Air, Trundle Twin bed. Plenty of parking. In the heart of Big Buck Country ideal for hunting season, beautiful fall scenery, and Apple Ridge with 6 Orchards within 5 minutes. Come enjoy for a relaxing stay. 3 4 seater UTV rentals available.
Cozy Barn Penthouse in Beautiful Valley
SUPERHOST
Entire rental unit · 3 guests · 2 beds · 1 bath
Cozy Barn Penthouse in Beautiful ValleyEnjoy the best air and water from our sunny second floor in our rehabbed 92 year-old barn. Excellent views that can inspire your artistic endeavors and self care. Walking trails, creek and bubbling springs on the land. Bathe your soul in dark starry skies and the sounds of nature: birdsong, the wild stirrings of a party of coyote at dusk and frogs and toads aplenty. If interested, there may be opportunities for engaging in homestead and garden activities.
Steiner Hollow Farmhouse with Sauna by Creek
SUPERHOST
Entire cottage · 4 guests · 2 beds · 1 bath
Steiner Hollow Farmhouse with Sauna by CreekSettle into this pristine farmhouse nestled within six acres of rolling, forested hills in the Driftless Region of southwest Wisconsin, complete with a babbling stream and trails perfect for a stroll. Start your day with a cup of coffee and the newspaper (WiFi is optional) on the front porch. After you've tuckered yourself out on a long walk or bike ride, trek back to the cottage for a pint from nearby Driftless Brewery. Build a warm fire indoors or out, or go for a sauna by the creek.

Vacation rentals for every style

Get the amount of space that is right for you

  • Homes
  • Hotels
  • Unique stays

Other great vacation rentals in Crawford County

  1. Entire guesthouse
  2. Marquette
The Cozy Casita
$52 per night
SUPERHOST
  1. Farm stay
  2. Gays Mills
"The Secret Place" - Cozy 2 Bedroom Cabin
$87 per night
  1. Entire residential home
  2. Lynxville
Highland Hideaway
$140 per night
  1. Entire cabin
  2. Wauzeka
NEW! Secluded A-Frame Hideaway w/ Wraparound Deck
$122 per night
SUPERHOST
  1. Entire rental unit
  2. McGregor
The Cave Courtyard Guest Studio
$61 per night
  1. Entire cabin
  2. Soldiers Grove
Bear Creek Cabin in the Driftless
$125 per night
SUPERHOST
  1. Entire cabin
  2. Boscobel
Cozy Driftless Log Cabin on Richland Creek
$125 per night
SUPERHOST
  1. Entire cabin
  2. Ferryville
Walnut Creek Cabin, modern + rustic luxury getaway
$241 per night
SUPERHOST
  1. Entire residential home
  2. McGregor
A-Frame in the Woods-#1 New Superhost in Iowa!
$99 per night
SUPERHOST
  1. Entire cabin
  2. Eastman
TranquiliTree Cabin- Secluded and Relaxing
$159 per night
SUPERHOST
  1. Entire residential home
  2. Lansing
Wexford Getaway, between Harpers Ferry and Lansing
$100 per night
SUPERHOST
  1. Entire residential home
  2. Marquette
The Ranch House
$89 per night