Airbnb, Vacation Rentals in Ashland, WI

Compare 370 available lakefront holiday vacation home properties, starts from $48

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Airbnb, Vacation rentals and hotel deals in Ashland, WI

Quintessential Lake House on Raspberry Bay
Quintessential Lake House on Raspberry Bay
Quintessential Lake House on Raspberry Bay
Quintessential Lake House on Raspberry Bay
9.8 (40 reviews)
Quintessential Lake House on Raspberry Bay
Holiday home · 2 Guests · 1 Bedroom
$675 /night*
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Cobblestone Inn and Suites - Ashland
Cobblestone Inn and Suites - Ashland
Cobblestone Inn and Suites - Ashland
Cobblestone Inn and Suites - Ashland
9.4 (265 reviews)
Cobblestone Inn and Suites - Ashland
Hotel · 2 Guests · 1 Bedroom
$141 /night
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Cobblestone Inn and Suites Ashland
Cobblestone Inn and Suites Ashland
Cobblestone Inn and Suites Ashland
Cobblestone Inn and Suites Ashland
10 (1 review)
Cobblestone Inn and Suites Ashland
Hotel · 2 Guests · 1 Bedroom
$141 /night
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River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.
10 (81 reviews)
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.
Cabin · 2 Guests · 1 Bedroom
$475 /night*
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St. James Social
St. James Social
St. James Social
St. James Social
St. James Social
Hotel · 2 Guests · 1 Bedroom
$254 /night
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AmericInn by Wyndham Ashland
AmericInn by Wyndham Ashland
AmericInn by Wyndham Ashland
AmericInn by Wyndham Ashland
6.7 (166 reviews)
AmericInn by Wyndham Ashland
Hotel · 2 Guests · 1 Bedroom
$116 /night
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Second Wind Country Inn
Second Wind Country Inn
Second Wind Country Inn
Second Wind Country Inn
10 (3 reviews)
Second Wind Country Inn
Inn · 2 Guests · 1 Bedroom
$192 /night
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Custom Waterfront full Log Home State Licensed
Custom Waterfront full Log Home State Licensed
Custom Waterfront full Log Home State Licensed
Custom Waterfront full Log Home State Licensed
9.8 (130 reviews)
Custom Waterfront full Log Home State Licensed
Cabin · 2 Guests · 1 Bedroom
$383 /night*
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Washington Condo #203 DTN Bayfield Sleeps up to 8 Lake Views!
Washington Condo #203 DTN Bayfield Sleeps up to 8 Lake Views!
Washington Condo #203 DTN Bayfield Sleeps up to 8 Lake Views!
Washington Condo #203 DTN Bayfield Sleeps up to 8 Lake Views!
9.8 (136 reviews)
Washington Condo #203 DTN Bayfield Sleeps up to 8 Lake Views!
Condo · 2 Guests · 1 Bedroom
$269 /night*
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BEST WESTERN The Hotel Chequamegon
BEST WESTERN The Hotel Chequamegon
BEST WESTERN The Hotel Chequamegon
BEST WESTERN The Hotel Chequamegon
8.4 (337 reviews)
BEST WESTERN The Hotel Chequamegon
Hotel · 2 Guests · 1 Bedroom
$119 /night
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Downtown Island Condo
Downtown Island Condo
Downtown Island Condo
Downtown Island Condo
9.6 (51 reviews)
Downtown Island Condo
Condo · 2 Guests · 1 Bedroom
$200 /night*
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Quality Inn Ashland - Lake Superior
Quality Inn Ashland - Lake Superior
Quality Inn Ashland - Lake Superior
Quality Inn Ashland - Lake Superior
8.4 (163 reviews)
Quality Inn Ashland - Lake Superior
Hotel · 2 Guests · 1 Bedroom
$110 /night
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Wild Rice Retreat
Wild Rice Retreat
Wild Rice Retreat
Wild Rice Retreat
9.4 (36 reviews)
Wild Rice Retreat
Lodge · 2 Guests · 1 Bedroom
$170 /night
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7 acre private retreat, cabin and bunk house, Rave, kayaks, paddleboat, pontoon
7 acre private retreat, cabin and bunk house, Rave, kayaks, paddleboat, pontoon
7 acre private retreat, cabin and bunk house, Rave, kayaks, paddleboat, pontoon
7 acre private retreat, cabin and bunk house, Rave, kayaks, paddleboat, pontoon
9.8 (37 reviews)
7 acre private retreat, cabin and bunk house, Rave, kayaks, paddleboat, pontoon
Cabin · 2 Guests · 1 Bedroom
$300 /night*
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Relax and enjoy the view! Cozy Boatworks #202 Condo Pet friendly. Elevator.
Relax and enjoy the view! Cozy Boatworks #202 Condo Pet friendly. Elevator.
Relax and enjoy the view! Cozy Boatworks #202 Condo Pet friendly. Elevator.
Relax and enjoy the view! Cozy Boatworks #202 Condo Pet friendly. Elevator.
9.8 (46 reviews)
Relax and enjoy the view! Cozy Boatworks #202 Condo Pet friendly. Elevator.
Condo · 2 Guests · 1 Bedroom
$155 /night*
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Pinehurst Inn Bed & Breakfast
Pinehurst Inn Bed & Breakfast
Pinehurst Inn Bed & Breakfast
Pinehurst Inn Bed & Breakfast
9.7 (19 reviews)
Pinehurst Inn Bed & Breakfast
B & B · 2 Guests · 1 Bedroom
$250 /night
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Sunset Bay Lodge. 3 Nites or more Special 500.00 off, book 9/1/23-11/15/23 only
Sunset Bay Lodge. 3 Nites or more Special 500.00 off, book 9/1/23-11/15/23 only
Sunset Bay Lodge. 3 Nites or more Special 500.00 off, book 9/1/23-11/15/23 only
Sunset Bay Lodge. 3 Nites or more Special 500.00 off, book 9/1/23-11/15/23 only
9.4 (46 reviews)
Sunset Bay Lodge. 3 Nites or more Special 500.00 off, book 9/1/23-11/15/23 only
Holiday home · 2 Guests · 1 Bedroom
$995 /night*
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Build a fire, listen to trees/stream - Owner in the lodging industry for 30 yrs
Build a fire, listen to trees/stream - Owner in the lodging industry for 30 yrs
Build a fire, listen to trees/stream - Owner in the lodging industry for 30 yrs
Build a fire, listen to trees/stream - Owner in the lodging industry for 30 yrs
9.8 (177 reviews)
Build a fire, listen to trees/stream - Owner in the lodging industry for 30 yrs
Cabin · 2 Guests · 1 Bedroom
$190 /night*
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Seagull Bay Motel
Seagull Bay Motel
Seagull Bay Motel
Seagull Bay Motel
8.5 (108 reviews)
Seagull Bay Motel
Hotel · 2 Guests · 1 Bedroom
$131 /night
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Brickyard Creek Tamarack Retreat
Brickyard Creek Tamarack Retreat
Brickyard Creek Tamarack Retreat
Brickyard Creek Tamarack Retreat
Brickyard Creek Tamarack Retreat
Holiday home · 2 Guests · 1 Bedroom
$250 /night*
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Vacation Destinations Near Ashland, WI

Airbnb, Holiday Lakefront House with Air Conditioning in Ashland, WI

Pinehurst Inn Bed & Breakfast
Pinehurst Inn Bed & Breakfast
Pinehurst Inn Bed & Breakfast
Pinehurst Inn Bed & Breakfast
Air Conditioning
9.7 (19 reviews)
Pinehurst Inn Bed & Breakfast
B & B · 2 Guests · 1 Bedroom
$250 /night
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What Are The Most Popular Amenities in Ashland, WI?
Amenity Info in Ashland, WI
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Check above for the most common and the least popular rental amenities in Ashland, and pick the one that fits your preference easily. In Ashland, 164 rentals offer Bed linens provided, 163 rentals offer Heater, 154 rentals offer TV. So, if you need Bed linens provided during your vacation, use the Bed linens provided filter to compare these properties. Two amenities that are not typical are Hot Tub, Pool.
How Does The Vacation Home Rental Price Look Like in Ashland, WI?
Vacation House & Condo Rental Price Information in Ashland, WI
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The graph shows the percentages of vacation homes in each price bucket. Ashland has the largest percentage (27.57%) of homes in $150 - $200 price range.
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$500 +
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What Are The Popular Property Types in Ashland, WI?
Best Accommodation Types in Ashland, WI
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In Ashland, 38.38% of listings are House, which is the most popular accommodation out of 14 total accommodation types. Avg price per night for House is around $289. And the most searched amenities for House accommodation is Hot Tub.The least popular accommodation in Ashland is Hotel Suites rentals
How Many Accommodations Are Not Pets Friendly in Ashland, WI?
Pets Allowed vs Not Allowed in Ashland, WI
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37.84% of vacation homes in Ashland are pet friendly. Make sure you select the pet friendly home filter when you are going to bring your pet(s) for the upcoming vacation.
Trail Recommendations in Ashland, WI Area?
Best Trails In Ashland, WI
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If you like outdoor activities, we highly recommend you to visit those famous trails: Basswood Island, Basswood Island - Dock to Brownstone Quarry, Big Bay Point and Big Bay Lagoon Trail, Meyers Beach Sea Cave Trail, Lost Creek Falls, Potato River Falls, Morgan Falls and St Peter's Dome Trail, Marengo River and Porcupine Lake via North Country Trail, Copper Falls Trail Loop, Copper Falls State Park Loop Trail.
Best Campgrounds in Ashland, WI?
Most Visited Campgrounds In Ashland, WI
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The best RV campgrounds here in Ashland are: Apostle Islands Area Campground, Wanoka Lake Recreation Area, Lake Three Campground, Perch Lake Recreation Area, Two Lakes Campground, Namekagon Campground, East Twin Campground, Mineral Lake Campground, Day Lake Campground, Beaver Lake Campground.

Other Vacation Rentals Ideas

Airbnb, Holiday Lakefront House with Fireplace in Ashland, WI

Brickyard Creek Tamarack Retreat
Brickyard Creek Tamarack Retreat
Brickyard Creek Tamarack Retreat
Brickyard Creek Tamarack Retreat
Fireplace
Brickyard Creek Tamarack Retreat
Holiday home · 2 Guests · 1 Bedroom
$250 /night*
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Sunset Bay Lodge. 3 Nites or more Special 500.00 off, book 9/1/23-11/15/23 only
Sunset Bay Lodge. 3 Nites or more Special 500.00 off, book 9/1/23-11/15/23 only
Sunset Bay Lodge. 3 Nites or more Special 500.00 off, book 9/1/23-11/15/23 only
Sunset Bay Lodge. 3 Nites or more Special 500.00 off, book 9/1/23-11/15/23 only
Fireplace
9.4 (46 reviews)
Sunset Bay Lodge. 3 Nites or more Special 500.00 off, book 9/1/23-11/15/23 only
Holiday home · 2 Guests · 1 Bedroom
$995 /night*
View deal
Pinehurst Inn Bed & Breakfast
Pinehurst Inn Bed & Breakfast
Pinehurst Inn Bed & Breakfast
Pinehurst Inn Bed & Breakfast
Fireplace
9.7 (19 reviews)
Pinehurst Inn Bed & Breakfast
B & B · 2 Guests · 1 Bedroom
$250 /night
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Airbnb, Vacation Condo with Full Kitchen, and Other Rental Options in Ashland, WI

Downtown Island Condo
Downtown Island Condo
Downtown Island Condo
Downtown Island Condo
Full Kitchen
9.6 (51 reviews)
Downtown Island Condo
Condo · 2 Guests · 1 Bedroom
$200 /night*
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Quaint updated apartment overlooking the Bay
Quaint updated apartment overlooking the Bay
Quaint updated apartment overlooking the Bay
Quaint updated apartment overlooking the Bay
Full Kitchen
10 (3 reviews)
Quaint updated apartment overlooking the Bay
Apartment · 2 Guests · 1 Bedroom
$150 /night*
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Relax and enjoy the view! Cozy Boatworks #202 Condo Pet friendly. Elevator.
Relax and enjoy the view! Cozy Boatworks #202 Condo Pet friendly. Elevator.
Relax and enjoy the view! Cozy Boatworks #202 Condo Pet friendly. Elevator.
Relax and enjoy the view! Cozy Boatworks #202 Condo Pet friendly. Elevator.
Full Kitchen
9.8 (46 reviews)
Relax and enjoy the view! Cozy Boatworks #202 Condo Pet friendly. Elevator.
Condo · 2 Guests · 1 Bedroom
$155 /night*
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Airbnb, Vacation Condo with Pool, and Other Rental Options in Ashland, WI

Washington Condo #203 DTN Bayfield Sleeps up to 8 Lake Views!
Washington Condo #203 DTN Bayfield Sleeps up to 8 Lake Views!
Washington Condo #203 DTN Bayfield Sleeps up to 8 Lake Views!
Washington Condo #203 DTN Bayfield Sleeps up to 8 Lake Views!
Pool
9.8 (136 reviews)
Washington Condo #203 DTN Bayfield Sleeps up to 8 Lake Views!
Condo · 2 Guests · 1 Bedroom
$269 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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