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Holiday rentals in Caledonia

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Top-rated holiday rentals in Caledonia

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

SUPERHOST
  1. Entire home
  2. Poynette
Quietwater-Hot Tub, Peaceful, On Water, Sandbars!

Now taking summer reservations for Friday to Friday weekly stays! Hot Tub on deck with sunset and water view! Enjoy the beauty of nature on the Wisconsin River and Lake Wisconsin in this rustic, yet cozy river/lake cottage. Conveniently located on the Lake Wisconsin waterfront between Madison and the Wisconsin Dells, just 1.5 hours from Milw and 3 hours from Chicago. Peaceful with GREAT VIEWS ACROSS THE WATER! We are pet friendly for well behaved dogs with a $20/night pet fee per dog.

  1. Entire home
  2. Baraboo
Bluff House – Modern Home in the Baraboo Bluffs

Ski, hike, golf, cycle – immerse yourself in nature in this architectural gem. The perfect place for a getaway in nature, a creative retreat, or quiet time with friends. Architecture in nature at the top of the Baraboo Bluffs, close to some of Wisconsin’s favorite attractions. Minutes to Devil’s Lake State Park, Devil’s Head Ski and Golf, Parfrey’s Glenn, and some of Wisconsin’s most beautiful destinations including the historic Baraboo Square. 30 minutes to the Wisconsin Dells.

SUPERHOST
  1. Entire cottage
  2. Poynette
Waterfront Cottage with great views & boat parking

Our quiet, waterfront cottage on the Wisconsin River is perfect for those looking to reconnect and relax. The pier and sandy beach (river height permitting) are secluded and provide beautiful views of the sunsets, wildlife and river area. There is great kayaking, fishing, swimming, and views, right outside your door (kayak rental available on premises)! Conveniently located within 30 minutes of Wisconsin Dells, Baraboo, Devil's Head Ski Resort, Cascade Ski Resort, and Madison/UW Madison.

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Other great holiday rentals in Caledonia

SUPERHOST
  1. Entire cottage
  2. Poynette
Lake Wiscosnin Cozy Cottage
SUPERHOST
  1. Entire guest house
  2. Poynette
Simple Cabin*Lake View rustic cabin in rural WI
SUPERHOST
  1. Entire cottage
  2. Poynette
Riverbluff Cottage *near WI's best hiking& Cascade
SUPERHOST
  1. Entire home
  2. Portage
Grandma's House: It's Summer Vacation Time!
SUPERHOST
  1. Entire rental unit
  2. Portage
Purple Door Retreat w/Wi-Fi, 20 Min to WI Dells!
SUPERHOST
  1. Entire guest suite
  2. Poynette
Lake Wisconsin 2BR* GreatHiking nearby -Water View
  1. Entire home
  2. Portage
Wisconsin River Valley Farmhouse w/Fire Pit & View
SUPERHOST
  1. Entire cottage
  2. Poynette
North Cliff Cabin on Lake Wisconsin
SUPERHOST
  1. Entire rental unit
  2. Portage
Cozy Pineapple w/WiFi , 20 Min to WI Dells!
SUPERHOST
  1. Entire cabin
  2. Poynette
Badger Digs - Cabin #2
  1. Entire cabin
  2. Lodi
‘Happy’s Haven’ Cabin w/ Dock, Kayaks, Grill!
  1. Entire cabin
  2. Baraboo
‘Eagles Nest’ - Baraboo Cabin on Wisconsin River!
  1. Airbnb
  2. United States
  3. Wisconsin
  4. Columbia County
  5. Caledonia