A sandy beach with a wooden structure extending into the water.

Ashland Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Ashland holiday rentals

TV

South Apartment on Main Street

South Apartment on Main Street
Ashland
9.8 out of 10, Exceptional, (24 reviews)
"Very nice accommodations. Close to downtown area with shops and Bayview park. "
United States
Mark
The price is HK$1,059
HK$1,806 total
includes taxes & fees
26 Jul - 27 Jul
South Apartment on Main Street
TV

North Apartment with Lake Superior Views

North Apartment with Lake Superior Views
Ashland
10.0 out of 10, Exceptional, (45 reviews)
"Great location, clean and comfortable. "
United States
Heather Ann M.
The price is HK$1,372
HK$2,294 total
includes taxes & fees
26 Jul - 27 Jul
North Apartment with Lake Superior Views
Flat-screen TV, DVD player

Mission Springs Resort

Mission Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (76 reviews)
"Cottage 4 was a blend of rustic charm and recent updates. The beds and furniture were comfortable. We were a party of two, but it would have been roomy for four. The hosts’ welcome gift of local ice cream was a bonus. The location worked well for us. It was just off the highway, but quiet; and we had easy drives to explore towns and trails in the area."
United States
Kathleen
The price is HK$2,386
HK$2,518 total
includes taxes & fees
26 Jul - 27 Jul
Mission Springs Resort
Exterior

Historic Main St w/ Lake View | The Flatwater Loft

Historic Main St w/ Lake View | The Flatwater Loft
Ashland
Historic Main St w/ Lake View | The Flatwater Loft
Terrace/patio

Lake Superior Stay - Fire Pit Patio - Pet Friendly

Lake Superior Stay - Fire Pit Patio - Pet Friendly
Ashland
9.8 out of 10, Exceptional, (7 reviews)
"Cute place "
United States
Donald B.
The price is HK$3,764
HK$6,551 total
includes taxes & fees
8 Aug - 9 Aug
Lake Superior Stay - Fire Pit Patio - Pet Friendly
Property grounds

Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach

Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
La Pointe
10.0 out of 10, Exceptional, (7 reviews)
"Great location, clean, owners were responsive and helped with any issues. I would stay here again. "
United States
Angela M.
The price is HK$1,490
HK$1,931 total
includes taxes & fees
8 Aug - 9 Aug
Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
Outdoor dining

Hike In Canvas Wall Tent - Perfect Mini Family Glamping Adventure in Bayfield!

Hike In Canvas Wall Tent - Perfect Mini Family Glamping Adventure in Bayfield!
Bayfield
The price is HK$1,333
HK$1,713 total
includes taxes & fees
3 Aug - 4 Aug
Hike In Canvas Wall Tent - Perfect Mini Family Glamping Adventure in Bayfield!
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, (31 reviews)
"Property was very clean, very nice amenities and accommodations, comfortable bed, centrally located to many areas to explore! Hosts were very resposive and helpful with any questions! "
United States
Scott D.
The price is HK$1,588
HK$1,907 total
includes taxes & fees
28 Jul - 29 Jul
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!
1 bedroom, WiFi, bed sheets

Lake Side Room at The Copper Trout.

Lake Side Room at The Copper Trout.
Bayfield
9.2 out of 10, Wonderful, (103 reviews)
"Room was clean and in a great location for enjoying the greater Bayfield area."
United States
Sally R.
The price is HK$1,757
HK$2,289 total
includes taxes & fees
28 Jul - 29 Jul
Lake Side Room at The Copper Trout.
Dining

Cozy 1-bedroom studio in serene Bayfield with AC

Cozy 1-bedroom studio in serene Bayfield with AC
Bayfield
9.4 out of 10, Exceptional, (3 reviews)
"Very helpful host!"
United States
Ella B.
The price is HK$1,780
HK$2,275 total
includes taxes & fees
28 Jul - 29 Jul
Cozy 1-bedroom studio in serene Bayfield with AC
Exterior

The Little Bodin

The Little Bodin
Bayfield
9.8 out of 10, Exceptional, (55 reviews)
"It was a perfect spot in a wonderful little town. "
United States
Anonymous traveller
The price is HK$1,882
HK$3,218 total
includes taxes & fees
23 Aug - 24 Aug
The Little Bodin
Smart TV, fireplace

Young’s Northwoods Rental

Young’s Northwoods Rental
Mellen
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay here. The house was very clean and cozy. The beds were extremely comfortable. The location was great. We would definitely stay here again."
United States
Gerald W.
The price is HK$1,803
HK$2,151 total
includes taxes & fees
26 Jul - 27 Jul
Young’s Northwoods Rental
Iron/ironing board, free WiFi

Lundy's Black Bear - Rosewood

Lundy's Black Bear - Rosewood
Drummond
9.0 out of 10, Wonderful, (4 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 HK$776
HK$1,683 total
includes taxes & fees
27 Jul - 28 Jul
Lundy's Black Bear - Rosewood
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, (40 reviews)
"Kristin is an amazing host! We are returning guests and loved our stay this time as much as our last time! It’s a cozy cabin with every amenity you could need. We love the location and it’s close to the shops and restaurants we like to visit. We will definitely be returning to this lovely home!"
United States
Lynn P.
The price is HK$1,960
HK$2,747 total
includes taxes & fees
9 Aug - 10 Aug
The Copper Squirrel is a secluded full log cabin on 10 acres.
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, (8 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 HK$2,548
HK$4,461 total
includes taxes & fees
17 Aug - 18 Aug
Up North Oasis - Families & Dogs in the Bayfield Area
Property grounds

Bayfield Island View Lodging "Sevona Suite" on Lake Superior with Best Lake view

Bayfield Island View Lodging "Sevona Suite" on Lake Superior with Best Lake view
Bayfield
10.0 out of 10, Exceptional, (32 reviews)
"It was perfect and the property was thoughtfully appointed, clean with great views - everything was so close - we would definitely come back"
United States
Kjrk R.
The price is HK$2,532
HK$3,790 total
includes taxes & fees
4 Aug - 5 Aug
Bayfield Island View Lodging "Sevona Suite" on Lake Superior with Best Lake view
Beach

Bayfield Fruit Loop Retreat - Main Cottage

Bayfield Fruit Loop Retreat - Main Cottage
Bayfield
10.0 out of 10, Exceptional, (54 reviews)
"Super close to town and easy to access. We enjoyed our stay!"
United States
Kerry B.
The price is HK$3,190
HK$4,082 total
includes taxes & fees
17 Aug - 18 Aug
Bayfield Fruit Loop Retreat - Main Cottage
Smart TV, books

Bayfield Island View `Fedora` on Lake Superior

Bayfield Island View `Fedora` on Lake Superior
Bayfield
9.8 out of 10, Exceptional, (34 reviews)
"Great place to stay on the water. Id stay here again!!"
United States
kris p.
The price is HK$2,532
HK$3,790 total
includes taxes & fees
30 Jul - 31 Jul
Bayfield Island View `Fedora` on Lake Superior
Property grounds

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 HK$11,291
HK$13,608 total
includes taxes & fees
25 Jul - 26 Jul
Spacious 10-bedroom chalet with WiFi and AC in delightful Upson - Floor 2
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

Whitecap Mountains Resort

Whitecap Mountains Resort

8/10 Good
"Every thing was great but the pool and hot tub were down which is why I booked there so disappointing."
Emily 1-night trip
Posted 6 hours ago
Whitecap Mountains Resort

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 holiday rentals in Ashland?

Yes, there are holiday rentals in Ashland close to Ashland Mural Walk, or you can select a more secluded option if you're looking for 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 are some of the best holiday rentals that Ashland has to offer?

Fantastic building with AC in lovely Ashland: This highly rated holiday home rental in Ashland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Ashland?

With 11 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Ashland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Ashland. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for family trips or small group gatherings.