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Check prices for these dates

Next weekend
18 Apr - 20 Apr
In two weeks
25 Apr - 27 Apr
In one month
9 May - 11 May
In two months
6 Jun - 8 Jun

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

Home with a beautiful view of Lake Superior and Madeline Island
Property grounds

Home with a beautiful view of Lake Superior and Madeline Island

10.0 out of 10, Exceptional, (56)
"Communication from MaryAnn was excellent. The home was fully furnished. We did not need anything. Great location. Super clean. Loved our stay there. "
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)
"Needed a place for an overnight for quick run up to Bayfield. The Bayfield Guest house conveniently located near all downtown amenities. "
The price is AED 469
AED 737 total
includes taxes & fees
14 Apr - 15 Apr
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)
"Place is very nice and a quick walk to the town, it’s pretty on the outside and was a great place to come back to and grab thing for our hikes or dinner!"
The price is AED 469
AED 737 total
includes taxes & fees
13 Apr - 14 Apr
Ontario Suite @ The Bayfield Guest House
Stately home in Washburn
Fridge, microwave, oven, stovetop

Stately home in Washburn

9.8 out of 10, Exceptional, (19)
"We had a wonderful stay at the Stately Home. It was very comfortable with a lot of space for my family (6 adults). It provided everything we wanted, spacious kitchen, dining room, huge living room & comfortable bedrooms. Visiting in the winter we didn’t have the opportunity to enjoy the deck & backyard, but are looking forward to staying at the Stately for our 2025 holiday getaway. "
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, (25)
"Fun place to hang out and sauna with friends after cross country skiing in the area. "
The price is AED 511
AED 1,358 total
includes taxes & fees
15 Apr - 16 Apr
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Winter has returned to Big Snow Country!!
Exterior

Winter has returned to Big Snow Country!!

10.0 out of 10, Exceptional, (13)
"We had a great time and we are already planning for next year "
Winter has returned to Big Snow Country!!
Washburn Beach House. Private Beach, 11.6 Miles from Bayfield!
Terrace/patio

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, (20)
"We had a very nice time staying here for the Birkie. Everything was clean and well maintained "
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)
"Perfect location for a girls weekend away. The Sunshine House was wonderfully equipped and comfortable for us."
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)
"I would absolutely stay here again! It was so beautiful and they have thought of every detail to ALL age groups! The weather was a little gloomy, rainy and cold while we were there but it didn’t matter because we knew we had a safe warm place to come home too! The first night we got there we enjoyed the outdoor area with our kids. We played games and had a little fire going in the fire table! It was much needed family time and we were so blessed to be able to have that at this home! Don’t pass...
Quiet, peaceful, spotless studio near Lake Superior and all Bayfield amenities.
Beachfront and Lakehouse With All of the Comforts!
Property grounds

Beachfront and Lakehouse With All of the Comforts!

10.0 out of 10, Exceptional, (22)
"Host was very responsive and accomodating before and during our visit. Home was clean and as described. Great yard. Relaxing lake. We hope to return next year for more fall colors. "
Beachfront and Lakehouse With All of the Comforts!
MadPad - Unique Family Home located right on the Golf Course!
Exterior

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
TV

Lake house

9.6 out of 10, Exceptional, (7)
"Great place and location for our snowmobiling trip to Hurley…."
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!

9.8 out of 10, Exceptional, (11)
"Staying here felt like a retreat from the everyday routine of our world. "
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)
"The property was as described and clean . Owners were easy to work with . I emailed a question I had and received an immediate response ! Would stay again …"
Enjoy the Great Outdoors and Lake Superior
Paradise Shores & Fish Galore ~private small beach & dock!
Property grounds

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

10.0 out of 10, Exceptional, (103)
"Wonderful place - clean, bright, full of everything we needed. The beds were comfortable, kitchen full of everything I needed to cook meals and in a beautiful setting! Thank you for sharing your beautiful home with us! "
Paradise Shores & Fish Galore ~private small beach & dock!
Great Northwoods home with access to all your recreational activities!
Property grounds

Great Northwoods home with access to all your recreational activities!

2.0 star property
8.0 out of 10, Very Good, (2)
"Excellent accomodations for a weekend of trail riding"
The price is AED 771
AED 1,283 total
includes taxes & fees
13 Apr - 14 Apr
Great Northwoods home with access to all your recreational activities!
Balsam House in Washburn, Wisconsin
Fridge, microwave, oven, stovetop

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)
"We have stayed multiple times in this cute cottage. It’s great for us (mom, dad, adult daughter). We especially like how it feels like it’s out in the woods but it’s also walking distance to LaPointe! Also there’s plenty of shade & nice golf course views."
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, (53)
"The place was neat, comfortable, and very cozy. I really enjoyed the fireplace and the short walk to the beautiful view of Ashland at the beach area. "
The price is AED 452
AED 573 total
includes taxes & fees
12 May - 13 May
Mission Springs Resort
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
Exterior

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

10.0 out of 10, Exceptional, (96)
"Spent a long weekend ice fishing in the area. The place worked out perfect, plenty of room for vehicles and trailers. The attached garage to thaw out gear was an added bonus. "
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
North Apartment with Lake Superior Views
TV

North Apartment with Lake Superior Views

10.0 out of 10, Exceptional, (29)
"Great property for a short stay!"
The price is AED 459
AED 837 total
includes taxes & fees
14 Apr - 15 Apr
North Apartment with Lake Superior Views
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.