Ashland Vacation Rentals

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Our top choices for Ashland vacation rentals

Mission Springs Resort

Mission Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (70 reviews)
"Love this place! Very cute and right on Lake Superior. Also love the ice cream stocked in the freezer from a local dairy!"
United States
Kimber
The price is CA $238
CA $252 total
includes taxes & fees
Feb 16 - Feb 17
Mission Springs Resort

A Cozy Getaway in Ashland

A Cozy Getaway in Ashland
Ashland
10.0 out of 10, Exceptional, (14 reviews)
"Great place and host"
United States
Dustin W.
The price is CA $165
CA $278 total
includes taxes & fees
Feb 12 - Feb 13
A Cozy Getaway in Ashland

North Apartment with Lake Superior Views

North Apartment with Lake Superior Views
Ashland
10.0 out of 10, Exceptional, (43 reviews)
"A modern farmhouse style, perfect amount of amenities, clean and spacious. Great location."
United States
Maura
The price is CA $136
CA $269 total
includes taxes & fees
Feb 8 - Feb 9
North Apartment with Lake Superior Views

Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!

Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!
Mellen
10.0 out of 10, Exceptional, (18 reviews)
"Super clean, super comfortable, perfect peaceful location."
United States
Chris C.
The price is CA $295
CA $352 total
includes taxes & fees
Feb 8 - Feb 9
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!

Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
Upson
10.0 out of 10, Exceptional, (1 review)
"A large group of us rented the Davos Chalet for a long weekend. There was more than enough room for us all. The common area was great for us to eat meals and hang out. The kids loved the game room in the basement. "
United States
Stacy H.
The price is CA $1,968
CA $2,367 total
includes taxes & fees
Feb 13 - Feb 14
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2

Northwoods Chalet @ Brickyard Creek, Bayfield

Northwoods Chalet @ Brickyard Creek, Bayfield
Bayfield
10.0 out of 10, Exceptional, (77 reviews)
"Beautiful place!"
United States
Susan S.
The price is CA $284
CA $543 total
includes taxes & fees
Feb 12 - Feb 13
Northwoods Chalet @ Brickyard Creek, Bayfield

Woodland Chalet @ Brickyard Creek, Bayfield

Woodland Chalet @ Brickyard Creek, Bayfield
Bayfield
9.8 out of 10, Exceptional, (59 reviews)
"Beautiful private peaceful cabin. We thoroughly enjoyed our visit."
United States
Stacie G.
The price is CA $271
CA $526 total
includes taxes & fees
Mar 8 - Mar 9
Woodland Chalet @ Brickyard Creek, Bayfield

Modern Cabin on a River Bluff

Modern Cabin on a River Bluff
Mason
9.8 out of 10, Exceptional, (17 reviews)
"It was a great stay. The place was very nice. Quite remote. Had some difficulty controlling the heat level the first night. "
United States
Greg H.
The price is CA $167
CA $205 total
includes taxes & fees
Feb 10 - Feb 11
Modern Cabin on a River Bluff

Orchard Apartment @ The Copper Crown, Bayfield

Orchard Apartment @ The Copper Crown, Bayfield
Bayfield
10.0 out of 10, Exceptional, (7 reviews)
"This is such a stylish and delightful place for a weekend in Bayfield. We had everything we needed plus more in addition to a quick walk into town (though a big hill!)Would absolutely stay again"
United States
Kathryn O.
The price is CA $241
CA $425 total
includes taxes & fees
Feb 28 - Mar 1
Orchard Apartment @ The Copper Crown, Bayfield

Lower Flat @ Steeple Hill Flats, Bayfield

Lower Flat @ Steeple Hill Flats, Bayfield
Bayfield
9.2 out of 10, Wonderful, (15 reviews)
"Great location, had everything we needed, and loved the view of Lake Superior, and the soaking tub!"
United States
Tina W.
The price is CA $180
CA $306 total
includes taxes & fees
Mar 8 - Mar 9
Lower Flat @ Steeple Hill Flats, Bayfield

Up North Oasis - Families & Dogs in the Bayfield Area

Up North Oasis - Families & Dogs in the Bayfield Area
Washburn
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay! Plenty of amenities and Dog friendly. Would definitely stay here again. "
United States
Susan B.
The price is CA $204
CA $478 total
includes taxes & fees
Mar 8 - Mar 9
Up North Oasis - Families & Dogs in the Bayfield Area

Bayfield Fruit Loop Retreat - Main Cottage

Bayfield Fruit Loop Retreat - Main Cottage
Bayfield
10.0 out of 10, Exceptional, (52 reviews)
"Check in and check out were super easy. Very accommodating with nice appliances and a clean space. We loved the little notes placed around the house that made things easy to understand and operate. "
United States
Conner M.
The price is CA $373
CA $478 total
includes taxes & fees
Feb 16 - Feb 17
Bayfield Fruit Loop Retreat - Main Cottage

Carriage @ Hendrickson House

Carriage @ Hendrickson House
Bayfield
The price is CA $308
CA $579 total
includes taxes & fees
Mar 9 - Mar 10
Carriage @ Hendrickson House

Avenue Side Room at The Copper Trout.

Avenue Side Room at The Copper Trout.
Bayfield
9.6 out of 10, Exceptional, (86 reviews)
"Clean room, nice location."
United States
Kyle E.
The price is CA $246
CA $318 total
includes taxes & fees
Feb 7 - Feb 8
Avenue Side Room at The Copper Trout.

Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield

Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield
Bayfield
The price is CA $206
CA $492 total
includes taxes & fees
Feb 11 - Feb 12
Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield

Apostle Pines #4 @ Apostle Highlands Golf Course

Apostle Pines #4 @ Apostle Highlands Golf Course
Bayfield
9.8 out of 10, Exceptional, (16 reviews)
"Outstanding property in all ways, highly recommended."
United States
Mark H.
The price is CA $299
CA $651 total
includes taxes & fees
Mar 8 - Mar 9
Apostle Pines #4 @ Apostle Highlands Golf Course

Carriage House - Chequamegon Bay, Bayfield

Carriage House - Chequamegon Bay, Bayfield
Bayfield
9.0 out of 10, Wonderful, (11 reviews)
"Great location! Nice and clean."
United States
Janet H.
The price is CA $299
CA $651 total
includes taxes & fees
Mar 8 - Mar 9
Carriage House - Chequamegon Bay, Bayfield

Lundy's Black Bear - Rosewood

Lundy's Black Bear - Rosewood
Drummond
10.0 out of 10, Exceptional, (1 review)
"Place was great located very conveniently, modern room yet had a cool cabin vibe. Will definitely be going back!"
United States
Collin B.
The price is CA $135
CA $293 total
includes taxes & fees
Mar 8 - Mar 9
Lundy's Black Bear - Rosewood

Lake Side Room at The Copper Trout.

Lake Side Room at The Copper Trout.
Bayfield
9.2 out of 10, Wonderful, (100 reviews)
"What a great location! We loved sitting on the deck and walking into town."
United States
Julie O.
The price is CA $246
CA $318 total
includes taxes & fees
Feb 7 - Feb 8
Lake Side Room at The Copper Trout.

Upper Flat @ Steeple Hill Flats, Bayfield

Upper Flat @ Steeple Hill Flats, Bayfield
Bayfield
8.8 out of 10, Excellent, (13 reviews)
"Great views of Superior and comfortable stay"
United States
Josh F.
The price is CA $203
CA $371 total
includes taxes & fees
Mar 9 - Mar 10
Upper Flat @ Steeple Hill Flats, Bayfield
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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Top Ashland Hotel Reviews

Find out more about Ashland

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Ashland. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Ashland?

Yes, there are vacation rentals in Ashland close to Ashland Mural Walk, or you can select a more secluded option if you want a relaxing stay. Nature enthusiasts will enjoy the scenic lakeside in Ashland. Make sure you have time to check out the architecture and waterfront during your trip.

What's the top vacation rental that Ashland has to offer?

Lake Superior Direct Lakefront! Winter/Spring Open Weekends!: This vacation home rental outside of Ashland is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Ashland?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Ashland stay.

What’s there to see and do in Ashland?

Chequamegon Bay and Lake Superior are a couple of scenic spots to enjoy the outdoors, whereas Ashland Historical Museum is one of the cultural attractions. While here, Northern Great Lakes Visitor Center and Apostle Islands National Lakeshore are other places worth a visit.

What are vacation rentals like in Ashland?

Vacation rentals are private properties you can stay in for several days or longer in Ashland. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for families.