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Holiday rentals in Chequamegon Bay

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Top-rated holiday rentals in Chequamegon Bay

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

Ashland Charm on Saint Claire
SUPERHOST
Entire residential home · 5 guests · 3 beds · 1 bathroom
Ashland Charm on Saint ClaireThis one-story bungalow is charming place to stay at. The 3-bedroom home is well equipped to make your visit as trouble-free as possible.
The Garland City Downtown Apartment
SUPERHOST
Entire rental unit · 5 guests · 3 beds · 1 bathroom
The Garland City Downtown Apartment1920s, craftsman and art-deco-inspired apartment located in the heart of Ashland’s Main Street Historic District. Ditch the car and walk to local amenities like the grocery store, brewpub, bars, restaurants, shops, library, and movie theater. View Ashland’s downtown murals. The Lake Superior waterfront is steps away...where you can stroll the shoreline path or bicycle the 9-mile town loop. Whatever you do, at the end of your day you’ll find cozy comfort at The Garland City Downtown Apartment.
Northern WI, Chequamegon Bay.
SUPERHOST
Entire residential home · 10 guests · 4 beds · 2 bathrooms
Northern WI, Chequamegon Bay.This fully furnished home in residential Ashland includes a library, large front porch and deck with grill. On/off street parking is available. Historical Main Street, Chequamegon Bay, food markets and trail access are all within close walking distance.

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Popular amenities for Chequamegon Bay holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chequamegon Bay

SUPERHOST
  1. Entire cottage
  2. Washburn
Lake Superior Cottage
$269 SGD per night
SUPERHOST
  1. Entire cottage
  2. Ashland
Cozy remodeled cottage in heart of Ashland
$250 SGD per night
  1. Entire cottage
  2. Ashland
Pinewood Cottage / Entire Home
$163 SGD per night
  1. Entire residential home
  2. Washburn
The Onion River Tavern House near Bayfield
$173 SGD per night
SUPERHOST
  1. Entire residential home
  2. Ashland
Victorian house upper level near Lake Superior
$166 SGD per night
SUPERHOST
  1. Entire rental unit
  2. Ashland
Little Scandinavia at The Homestead
$203 SGD per night
SUPERHOST
  1. Entire cottage
  2. Ashland
Cottage 12 - Mission Springs Resort
$260 SGD per night
  1. Entire residential home
  2. Washburn
The Red Onion House near Bayfield
$144 SGD per night
  1. Tiny house
  2. Ashland
Garden House
$76 SGD per night
SUPERHOST
  1. Entire cabin
  2. Ashland
Mission Springs Cottage #9
$269 SGD per night
SUPERHOST
  1. Entire cottage
  2. Washburn
Driftwood Cottage: Bayfield Peninsula
$277 SGD per night
SUPERHOST
  1. Entire residential home
  2. Ashland
Entire- Cozy Chequamegon Home
$121 SGD per night