Ashland Vacation Rentals

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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Ashland vacation rentals

Flat-screen TV, DVD player

Mission Springs Resort

Mission Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (72 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 ￥19,637
￥20,717 total
includes taxes & fees
Apr 30 - May 1
Mission Springs Resort
TV

South Apartment on Main Street

South Apartment on Main Street
Ashland
9.8 out of 10, Exceptional, (23 reviews)
"Very nice accommodations. Close to downtown area with shops and Bayview park. "
United States
Mark
The price is ￥19,062
￥33,886 total
includes taxes & fees
Apr 30 - May 1
South Apartment on Main Street
Exterior

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 ￥28,450
￥34,374 total
includes taxes & fees
Apr 20 - Apr 21
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!
Property grounds

All season cottage with sauna overlooking the private beach on Lake Superior

All season cottage with sauna overlooking the private beach on Lake Superior
Washburn
10.0 out of 10, Exceptional, (16 reviews)
"Clean, quiet, beautiful private beach! "
United States
Abby K.
The price is ￥21,445
￥52,842 total
includes taxes & fees
Apr 20 - Apr 21
All season cottage with sauna overlooking the private beach on Lake Superior
Property grounds

Great Northwoods home with access to all your recreational activities!

Great Northwoods home with access to all your recreational activities!
Mellen
9.8 out of 10, Exceptional, (14 reviews)
"It is a very spacious home near many fun attractions. Would be great for a friends getaway or fanily vacation. "
United States
Susan
The price is ￥18,585
￥37,205 total
includes taxes & fees
Apr 30 - May 1
Great Northwoods home with access to all your recreational activities!
TV, fireplace

Northwoods Chalet @ Brickyard Creek, Bayfield

Northwoods Chalet @ Brickyard Creek, Bayfield
Bayfield
10.0 out of 10, Exceptional, (78 reviews)
"Beautiful place!"
United States
Susan S.
The price is ￥34,343
￥64,764 total
includes taxes & fees
Apr 19 - Apr 20
Northwoods Chalet @ Brickyard Creek, Bayfield
TV, fireplace

The Snuggery @ Whitecap ~ Ensuite Sauna

The Snuggery @ Whitecap ~ Ensuite Sauna
Upson
9.4 out of 10, Exceptional, (3 reviews)
"Location was great!! The spiral stairs to tje kitchen was a surprise but we made do. "
United States
Leslie O.
The price is ￥29,228
￥74,410 total
includes taxes & fees
Apr 18 - Apr 19
The Snuggery @ Whitecap ~ Ensuite Sauna
Interior

Woodland Chalet @ Brickyard Creek, Bayfield

Woodland Chalet @ Brickyard Creek, Bayfield
Bayfield
9.8 out of 10, Exceptional, (59 reviews)
"Great place! Secluded and yet close to town."
United States
Anonymous traveler
The price is ￥32,882
￥62,936 total
includes taxes & fees
Apr 27 - Apr 28
Woodland Chalet @ Brickyard Creek, Bayfield
Beach nearby

Annex No. 1 DePerrys | On Lake Superior Shoreline

Annex No. 1 DePerrys | On Lake Superior Shoreline
Bayfield
10.0 out of 10, Exceptional, (32 reviews)
"Wonderful getaway, The property was perfect for my husband and I. Everything was as advertised."
United States
Sarah S.
The price is ￥24,661
￥39,248 total
includes taxes & fees
May 3 - May 4
Annex No. 1 DePerrys | On Lake Superior Shoreline
Exterior

The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
Bayfield
10.0 out of 10, Exceptional, (32 reviews)
"Awesome accomodations for us and our two dogs! Quiet and secluded location! Perfect!"
United States
Jon M.
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
1 bedroom, free WiFi, bed sheets

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 ￥21,921
￥37,045 total
includes taxes & fees
Apr 18 - Apr 19
Lower Flat @ Steeple Hill Flats, Bayfield
Beach nearby

The Copper Squirrel is a secluded full log cabin on 10 acres.

The Copper Squirrel is a secluded full log cabin on 10 acres.
Bayfield
10.0 out of 10, Exceptional, (31 reviews)
"Cozy and amazing cabin!We absolutely loved staying at this wonderful cabin in the woods! It was very relaxing and exactly where we needed to be. Kristin does a beautiful job decorating and is in tune with having everything that was needed for our stay. She went above and beyond to make sure we enjoyed our visit! I highly recommend staying here and the location is close to all the areas we like to visit!"
United States
Lynn P.
The price is ￥35,741
￥50,779 total
includes taxes & fees
May 13 - May 14
The Copper Squirrel is a secluded full log cabin on 10 acres.
Smart TV, fireplace

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 ￥36,353
￥77,611 total
includes taxes & fees
Apr 19 - Apr 20
Apostle Pines #4 @ Apostle Highlands Golf Course
Outdoor dining

Cozy Lakefront Cabin, Dock + Trails : Trails Lodge

Cozy Lakefront Cabin, Dock + Trails : Trails Lodge
Cable
10.0 out of 10, Exceptional, (31 reviews)
"Everything was perfect! Very clean and cozy. We would definitely stay again."
United States
Kari G.
The price is ￥25,972
￥58,358 total
includes taxes & fees
May 3 - May 4
Cozy Lakefront Cabin, Dock + Trails : Trails Lodge
Iron/ironing board, free WiFi, wheelchair access

Lundy's Black Bear - Rosewood

Lundy's Black Bear - Rosewood
Drummond
10.0 out of 10, Exceptional, (2 reviews)
"Conveniently located for my snowmobile trip and room was very nice and clean. Would definitely stay again."
United States
Curtis E.
The price is ￥15,726
￥34,092 total
includes taxes & fees
Apr 19 - Apr 20
Lundy's Black Bear - Rosewood
1 bedroom, WiFi, bed sheets

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 ￥28,450
￥36,964 total
includes taxes & fees
Apr 18 - Apr 19
Avenue Side Room at The Copper Trout.
Dining

Lake Shore Home with private dock and large deck--1 mile from Bayfield

Lake Shore Home with private dock and large deck--1 mile from Bayfield
Bayfield
10.0 out of 10, Exceptional, (111 reviews)
"Beautiful views, great location and proximity to Bayfield. Loved our stay. Will be back in the fall! "
United States
Monica O.
The price is ￥47,655
￥96,608 total
includes taxes & fees
Apr 20 - Apr 21
Lake Shore Home with private dock and large deck--1 mile from Bayfield
Smart TV, fireplace

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 ￥36,353
￥77,611 total
includes taxes & fees
Apr 19 - Apr 20
Carriage House - Chequamegon Bay, Bayfield
Microwave, oven, stovetop, dishwasher

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, (4 reviews)
"We had a lovely stay and the accommodations were just what we needed. We are planning to stay here again. "
United States
Joan Q.
The price is ￥23,669
￥54,797 total
includes taxes & fees
Apr 19 - Apr 20
Up North Oasis - Families & Dogs in the Bayfield Area
TV

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 ￥19,856
￥50,525 total
includes taxes & fees
Apr 21 - Apr 22
Ada O’Day Condominium #2 – Lake Superior Views in the Heart of 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

Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2/10 Terrible
"It was absolutely fine sleep except for the bed was horrible and the worst part was the TV did not work. You had to pay if you wanted to watch TV the channels that were not pay would have times that they would cut out about every 30 seconds for 30 seconds to five minutes I couldn’t even watch TV and I just wanted to relax a waste of my money "
Lauriann 1-night trip
Posted 1 hour ago
Super 8 by Wyndham Ashland

Find out more about Ashland

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

  • View our selection of featured holiday rentals in Ashland
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  • Enter your travel dates to view the best deals on holiday rentals in Ashland while they last

Look no further and take a look at our great range of rental properties in Ashland!

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?

Private Beach and Endless Water : This vacation home rental outside of Ashland is located on a lake and has an outdoor pool, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Ashland?

With 11 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.