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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 175 Vacation Homes in Ashland with updated reviews, rates, and availability.

Home with a beautiful view of Lake Superior and Madeline Island
Interior

Home with a beautiful view of Lake Superior and Madeline Island

10.0 out of 10, Exceptional, (57)
"Loved the property and view!"
Home with a beautiful view of Lake Superior and Madeline Island
Michigan Suite @ The Bayfield Guest House
Exterior

Michigan Suite @ The Bayfield Guest House

9.6 out of 10, Exceptional, (15)
"The Michigan Room was perfect! It had everything we needed and was walking distance to shops and restaurants! Will definitely stay again!"
The price is AED 509
AED 792 total
includes taxes & fees
13 May - 14 May
Michigan Suite @ The Bayfield Guest House
Ontario Suite @ The Bayfield Guest House
Exterior

Ontario Suite @ The Bayfield Guest House

9.4 out of 10, Exceptional, (13)
"Very clean, comfortable, and close to downtown area."
The price is AED 509
AED 792 total
includes taxes & fees
5 May - 6 May
Ontario Suite @ The Bayfield Guest House
Stately home in Washburn
Beach nearby

Stately home in Washburn

9.8 out of 10, Exceptional, (19)
"We loved our stay! The house was bigger than we thought and the fenced-in backyard was amazing! We would definitely stay there again :)"
Stately home in Washburn
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Terrace/patio

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

9.4 out of 10, Exceptional, (26)
"It was a very quaint and cozy place to stay that was very relaxing and enjoyable. "
The price is AED 848
AED 1,785 total
includes taxes & fees
26 May - 27 May
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Have fun in northern Wisconsin!
Exterior

Have fun in northern Wisconsin!

10.0 out of 10, Exceptional, (13)
"Well appointed quaint farm house very warm and cheery place to be."
Have fun in northern Wisconsin!
Washburn Beach House. Private Beach, 11.6 Miles from Bayfield!
Miscellaneous

Washburn Beach House. Private Beach, 11.6 Miles from Bayfield!

9.8 out of 10, Exceptional, (44)
"Fantastic view of Lake Superior"
Washburn Beach House. Private Beach, 11.6 Miles from Bayfield!
Ride your ATVs and snowmobiles directly from the house!
Exterior

Ride your ATVs and snowmobiles directly from the house!

10.0 out of 10, Exceptional, (21)
"Had an amazing time at this wonderful location. Such a gem of a place to stay. Loved it"
Ride your ATVs and snowmobiles directly from the house!
Sunshine House - Historic Bayfield Farmhouse
Property grounds

Sunshine House - Historic Bayfield Farmhouse

10.0 out of 10, Exceptional, (11)
"Great place to stay while visiting Bayfield!"
Sunshine House - Historic Bayfield Farmhouse
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.
Interior

Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.

10.0 out of 10, Exceptional, (35)
"We had a great stay, we will be back next time we are in the area!"
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.
Beachfront and Lakehouse With All of the Comforts!
On the beach

Beachfront and Lakehouse With All of the Comforts!

10.0 out of 10, Exceptional, (23)
"We had beautiful fall days to enjoy this private spot. It’s so quiet you can hear the owls hooting while you’re admiring the night skies. "
Beachfront and Lakehouse With All of the Comforts!
MadPad - Unique Family Home located right on the Golf Course!
Interior

MadPad - Unique Family Home located right on the Golf Course!

8.8 out of 10, Excellent, (3)
"Great weather, nice home, great week Thank you"
MadPad - Unique Family Home located right on the Golf Course!
Lake house
Property grounds

Lake house

9.6 out of 10, Exceptional, (7)
"Quiet place to stay,would stay there again"
Lake house
A Cozy Getaway in Ashland
Private kitchen

A Cozy Getaway in Ashland

10.0 out of 10, Exceptional, (1)
"The house was clean, had everything we needed and was the perfect home away from home for my husband and I and our 2 kids. Will definitely stay again when we make a trip to Ashland!"
A Cozy Getaway in Ashland
At the end of Bark Point lies your perfect vacation home!
Exterior

At the end of Bark Point lies your perfect vacation home!

9.6 out of 10, Exceptional, (10)
"We had a wonderful stay here. Very peaceful remote location. We loved relaxing on the porch enjoying the lake breezes."
At the end of Bark Point lies your perfect vacation home!
Enjoy the Great Outdoors and Lake Superior
Interior

Enjoy the Great Outdoors and Lake Superior

9.8 out of 10, Exceptional, (38)
"We loved the stay for male golf get together"
Enjoy the Great Outdoors and Lake Superior
Paradise Shores & Fish Galore ~private small beach & dock!
Exterior

Paradise Shores & Fish Galore ~private small beach & dock!

10.0 out of 10, Exceptional, (103)
"Very clean and spacious- well stocked property perfect for family to spread out."
Paradise Shores & Fish Galore ~private small beach & dock!
Great Northwoods home with access to all your recreational activities!
Fridge, microwave, oven, stovetop

Great Northwoods home with access to all your recreational activities!

2.0 star property
9.0 out of 10, Wonderful, (4)
"We stayed here to be close to the park for hiking. We were thrilled in how clean it was! Plan on cooking most meals, since there is only 1 bar/restaurant open near by. "
The price is AED 771
AED 1,283 total
includes taxes & fees
5 May - 6 May
Great Northwoods home with access to all your recreational activities!
Balsam House in Washburn, Wisconsin
Miscellaneous

Balsam House in Washburn, Wisconsin

2.0 star property
9.6 out of 10, Exceptional, (7)
"Very much enjoyed our stay. Clean and comfortable, with outstanding responsiveness and support from the facility manager. Would stay again!"
Balsam House in Washburn, Wisconsin
Cute cottage on the golf course
Fridge, microwave, oven, stovetop

Cute cottage on the golf course

9.4 out of 10, Exceptional, (61)
"Besides this place needing a few updates and some deep cleaning, it satisfied our need to visit the island and relax. "
Cute cottage on the golf course
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Ashland

Mission Springs Resort
One-Bedroom Cottage | View from room

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (54)
"We had a great time. It was perfect for us and our 2 older kids. Breathtaking view of Lake Superior. Great communication with host. Highly recommend."
The price is AED 481
AED 605 total
includes taxes & fees
8 May - 9 May
Mission Springs Resort
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
Outdoor dining

Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.

10.0 out of 10, Exceptional, (97)
"Wonderful home and property. Excellent for hiking. "
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
The Ashland Home
Microwave, oven, stovetop, dishwasher

The Ashland Home

10.0 out of 10, Exceptional, (1)
"Great place to stay"
The Ashland Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.