Ashland vacation rentals

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Best Ashland vacation rentals

Most recommended vacation rentals in Ashland

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Charming 2-bedroom Rustic House with WiFi, AC and a View in Welcoming Ashland - Ashland - Living room
Charming 2-bedroom Rustic House with WiFi, AC and a View in Welcoming Ashland
Ashland, WI
Free Wi-Fi
$312+
Check availability
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails. - Ashland - Building
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
Ashland, WI
Free Wi-Fi
Pet friendly
$386+
Check availability
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay. - Ashland - Living room
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.
Ashland, WI
Free Wi-Fi
$478+
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The Perfect Beachside Getaway - Ashland - Living room
The Perfect Beachside Getaway
Ashland, WI
Free Wi-Fi
$353+
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Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior - Ashland - Living room
Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior
Ashland, WI
$315+
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Farmstead Retreat with woods, pond, trails and easy access to local attractions - Ashland - Dining room
Farmstead Retreat with woods, pond, trails and easy access to local attractions
Ashland, WI
Free Wi-Fi
$374+
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Reconnect with family & friends while enjoying panoramic views of Lake Superior - Ashland - Outdoors view
Reconnect with family & friends while enjoying panoramic views of Lake Superior
Ashland, WI
Free Wi-Fi
$577+
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Breathtaking family getaway on the beach - Ashland - Bedroom
Breathtaking family getaway on the beach
Ashland, WI
Free Wi-Fi
$344+
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South Apartment on Main Street - Ashland - Living room
South Apartment on Main Street
Ashland, WI
$209+
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South Superior Escape - Ashland - Dining room
South Superior Escape
Ashland, WI
Free Wi-Fi
$240+
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North Apartment with Lake Superior Views - Ashland - Living room
North Apartment with Lake Superior Views
Ashland, WI
$220+
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Adventure Awaits On The Shores Of Lake Superior - Ashland
Adventure Awaits On The Shores Of Lake Superior
Ashland, WI
Pet friendly
$296+
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Ashland Apartment: Walkable & Pet Friendly! - Ashland
Ashland Apartment: Walkable & Pet Friendly!
Ashland, WI
$92+
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Mission Springs Lake House - Ashland
Mission Springs Lake House
Ashland, WI
Free Wi-Fi
Pet friendly
$212+
Check availability
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Good to know

Low season

April

High season

September

Average price (weeknight)

$403

Average price (weekend night)

$294
Cheapest month to stay with an average 45% drop in price.
Most expensive month to stay with an average 66% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Ashland vacation rental deals

  • Vacation rentals in Ashland are around 25% more expensive than hotels on average. Search here to compare prices for all accommodation types in Ashland.
  • The best vacation rental properties in Ashland are River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay. (9.8, 33 reviews), Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails. (9.8, 24) and Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails. (9.8, 24), based on ratings and reviews from real travelers.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Ashland for 5 days.

FAQs when booking a vacation home in Ashland

  • What types of vacation rentals are available in Ashland?

    There are loads of different property types that you can make your vacation home in Ashland. You’ll find apartments, cabins, cottages and houses.

  • Are there any pet-friendly vacation rentals in Ashland?

    There are a number of dog and pet-friendly Ashland vacation rentals, with around 9% allowing you to bring your pet along with you.

  • How can I find vacation rentals near me in Ashland?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

Where to stay in Ashland?

Our map will help you find the perfect place to stay in Ashland by showing you the exact location of each vacation rental.

Everything you need to know for your stay in Ashland

Ashland vacation rental deals. Search for vacation homes, apartments, condos, cabins, cottages, villas and more in Ashland. Find cheap vacation homes to rent in Ashland. KAYAK searches hundreds of travel sites to help you find and book a vacation rental in Ashland that suits you best.

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