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

Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Ashland vacation rentals

Flat-screen TV, DVD player

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 ￥28,861
￥30,449 total
includes taxes & fees
Sep 15 - Sep 16
Mission Springs Resort
TV

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 ￥19,269
￥33,590 total
includes taxes & fees
Sep 27 - Sep 28
South Apartment on Main Street
TV

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 ￥24,595
￥42,008 total
includes taxes & fees
Sep 20 - Sep 21
North Apartment with Lake Superior Views
Property grounds

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 ￥30,744
￥64,049 total
includes taxes & fees
Sep 17 - Sep 18
All season cottage overlooking the private beach on Lake Superior
On the beach

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 ￥65,331
￥84,097 total
includes taxes & fees
Sep 13 - Sep 14
# 1 Lakeside
Property grounds

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

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Washburn
8.8 out of 10, Excellent, (40 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 ￥32,127
￥70,591 total
includes taxes & fees
Sep 13 - Sep 14
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Exterior

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 ￥30,298
￥36,345 total
includes taxes & fees
Sep 13 - Sep 14
Cozy Northwoods Cabin – Hiking, Waterfalls, UTV & ATV Trails, Sleeps 4
Microwave, oven, stovetop, dishwasher

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 ￥26,440
￥57,677 total
includes taxes & fees
Oct 5 - Oct 6
Up North Oasis - Families & Dogs in the Bayfield Area
Dining

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 ￥65,331
￥118,106 total
includes taxes & fees
Sep 23 - Sep 24
Lake Shore Home with private dock and large deck--1 mile from Bayfield
Exterior

10. The Little Bodin

The Little Bodin
Bayfield
9.8 out of 10, Exceptional, (65 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 ￥33,204
￥58,357 total
includes taxes & fees
Sep 13 - Sep 14
The Little Bodin
Smart TV, books

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.
Bayfield Island View `Fedora` on Lake Superior
1 bedroom, WiFi, bed sheets

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 ￥34,449
￥44,179 total
includes taxes & fees
Sep 11 - Sep 12
Lake Side Room at The Copper Trout.
Property grounds

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 ￥19,984
￥26,171 total
includes taxes & fees
Sep 23 - Sep 24
Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
TV

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, (18 reviews)
"Great property…. Very clean woth comfortable beds. Great location!"
United States
Marj J.
The price is ￥23,058
￥55,202 total
includes taxes & fees
Oct 8 - Oct 9
Ada O’Day Condominium #2 – Lake Superior Views in the Heart of Bayfield
1 bedroom, desk, WiFi, bed sheets

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 ￥26,591
￥42,211 total
includes taxes & fees
Oct 7 - Oct 8
Brookside Hide-A-Way #2, Port Superior, Bayfield
Terrace/patio

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 ￥23,865
￥37,981 total
includes taxes & fees
Oct 4 - Oct 5
Annex No. 1 DePerrys | On Lake Superior Shoreline
Dining

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 ￥28,438
￥54,234 total
includes taxes & fees
Oct 3 - Oct 4
Cozy 1-bedroom studio in serene Bayfield with AC
Exterior

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 ￥38,430
￥53,681 total
includes taxes & fees
Oct 4 - Oct 5
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!
Exterior

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 ￥88,914
￥113,740 total
includes taxes & fees
Oct 5 - Oct 6
Bayfield Fruit Loop Retreat -2 Cottages
1 bedroom, iron/ironing board, WiFi (free), bed sheets

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 ￥17,573
￥35,954 total
includes taxes & fees
Sep 14 - Sep 15
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

Harbor's Edge Motel

Harbor's Edge Motel

10/10 Excellent
"Enjoyed our stay! Clean and good bed. Very convenient to everything!!"
Nancy 2-night trip
Posted 9 hours ago
Harbor's Edge Motel

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:

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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 a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Ashland?

With 12 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.