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

Ashland Holiday Rentals

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Our top choices for Ashland holiday rentals

1. Mission Springs Resort

Mission Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (78 reviews)
"A little older cabin than we thought but quaint. Quiet and clean. I would recommend this"
United States
Brian r
The price is AU$250
includes taxes & fees
4 Oct - 5 Oct
Mission Springs Resort

2. 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 AU$306
includes taxes & fees
30 Sept - 1 Oct
South Apartment on Main Street

3. North Apartment with Lake Superior Views

North Apartment with Lake Superior Views
Ashland
10.0 out of 10, Exceptional, (46 reviews)
"Great location, clean and comfortable. "
United States
Heather Ann M.
The price is AU$378
includes taxes & fees
20 Sept - 21 Sept
North Apartment with Lake Superior Views

4. All season cottage overlooking the private beach on Lake Superior

All season cottage overlooking the private beach on Lake Superior
Washburn
10.0 out of 10, Exceptional, (20 reviews)
"Clean, quiet, beautiful private beach! "
United States
Abby K.
The price is AU$558
includes taxes & fees
16 Sept - 17 Sept
All season cottage overlooking the private beach on Lake Superior

5. # 1 Lakeside

# 1 Lakeside
La Pointe
10.0 out of 10, Exceptional, (143 reviews)
"Beautiful view of the lake from the patio and from the living room. Very comfortable and clean. Lovely place to stay."
United States
Greg L.
The price is AU$767
includes taxes & fees
13 Sept - 14 Sept
# 1 Lakeside

6. 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Washburn
9.0 out of 10, Wonderful, (39 reviews)
"We had a great time! Beautiful home with easy access to all the South Shore has to offer. "
United States
Anastasia Hopkins F.
The price is AU$619
includes taxes & fees
13 Sept - 14 Sept
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

7. Cozy Northwoods Cabin – Hiking, Waterfalls, UTV & ATV Trails, Sleeps 4

Cozy Northwoods Cabin – Hiking, Waterfalls, UTV & ATV Trails, Sleeps 4
Mellen
10.0 out of 10, Exceptional, (41 reviews)
"The cabin was beautiful and perfect for our stay. Would absolutely stay here again!"
United States
Katie E.
The price is AU$330
includes taxes & fees
13 Sept - 14 Sept
Cozy Northwoods Cabin – Hiking, Waterfalls, UTV & ATV Trails, Sleeps 4

8. 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, (10 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 AU$509
includes taxes & fees
5 Oct - 6 Oct
Up North Oasis - Families & Dogs in the Bayfield Area

9. 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, (120 reviews)
"Great property! wonderful rejuvenation time for myself and my family"
United States
Brian
The price is AU$1,040
includes taxes & fees
17 Sept - 18 Sept
Lake Shore Home with private dock and large deck--1 mile from Bayfield

10. The Little Bodin

The Little Bodin
Bayfield
9.8 out of 10, Exceptional, (64 reviews)
"Great central location in downtown Bayfield. Very clean. Perfect for our family of four’s long weekend in Bayfield."
United States
Andrew
The price is AU$521
includes taxes & fees
8 Sept - 9 Sept
The Little Bodin

11. Bayfield Island View `Fedora` on Lake Superior

Bayfield Island View `Fedora` on Lake Superior
Bayfield
9.8 out of 10, Exceptional, (38 reviews)
"Great place to stay on the water. Id stay here again!!"
United States
kris p.
The price is AU$657
includes taxes & fees
9 Sept - 10 Sept
Bayfield Island View `Fedora` on Lake Superior

12. Lake Side Room at The Copper Trout.

Lake Side Room at The Copper Trout.
Bayfield
9.2 out of 10, Wonderful, (109 reviews)
"Room was clean and in a great location for enjoying the greater Bayfield area."
United States
Sally R.
The price is AU$401
includes taxes & fees
8 Sept - 9 Sept
Lake Side Room at The Copper Trout.

13. 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, (10 reviews)
"Very friendly and responsive owners. Very comfortable stay!"
United States
Grace A.
The price is AU$239
includes taxes & fees
20 Sept - 21 Sept
Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach

14. 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
10.0 out of 10, Exceptional, (17 reviews)
"Great property…. Very clean woth comfortable beds. Great location!"
United States
Marj J.
The price is AU$485
includes taxes & fees
8 Oct - 9 Oct
Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield

15. Brookside Hide-A-Way #2, Port Superior, Bayfield

Brookside Hide-A-Way #2, Port Superior, Bayfield
Bayfield
9.8 out of 10, Exceptional, (38 reviews)
"Great place and wonderful rear deck. Wish we had more time to spend there."
United States
Don L.
The price is AU$402
includes taxes & fees
7 Oct - 8 Oct
Brookside Hide-A-Way #2, Port Superior, Bayfield

16. Annex No. 1 DePerrys | On Lake Superior Shoreline

Annex No. 1 DePerrys | On Lake Superior Shoreline
Bayfield
9.8 out of 10, Exceptional, (45 reviews)
"Cute and cozy little place! Perfect for our anniversary weekend getaway!"
United States
Kabao
The price is AU$350
includes taxes & fees
4 Oct - 5 Oct
Annex No. 1 DePerrys | On Lake Superior Shoreline

17. Cozy 1-bedroom studio in serene Bayfield with AC

Cozy 1-bedroom studio in serene Bayfield with AC
Bayfield
9.0 out of 10, Wonderful, (6 reviews)
The price is AU$516
includes taxes & fees
28 Sept - 29 Sept
Cozy 1-bedroom studio in serene Bayfield with AC

18. 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, (40 reviews)
"Enjoyed our few nights at this lovely home. So many special touches! Really enjoyed the screened in area and lighting fires and having smores around the fire pit."
United States
elizabeth
The price is AU$474
includes taxes & fees
16 Sept - 17 Sept
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

19. Bayfield Fruit Loop Retreat -2 Cottages

Bayfield Fruit Loop Retreat -2 Cottages
Bayfield
9.8 out of 10, Exceptional, (8 reviews)
"These cottages are the cleanest we have ever stayed in. Great for groups because of the cottage locations. Amenities were absolutely complete and perfect!"
United States
Tami N.
The price is AU$995
includes taxes & fees
5 Oct - 6 Oct
Bayfield Fruit Loop Retreat -2 Cottages

20. Lundy's Black Bear - Blair Oaks

Lundy's Black Bear - Blair Oaks
Drummond
10.0 out of 10, Exceptional, (5 reviews)
"😀"
United States
Lynne
The price is AU$325
includes taxes & fees
8 Sept - 9 Sept
Lundy's Black Bear - Blair Oaks
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

Everything you need to know about Ashland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Ashland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland holiday rentals we have selected for you start as low as AU$250 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Private Beach and Endless Water : This holiday home rental outside of Ashland is located on a lake, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Ashland?

With 12 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.