Ashland County Holiday Rentals: Short-Term Accommodations for Rent

Holiday Rentals in Ashland County
United States of America
Holiday Rentals
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Our top choices for Ashland County holiday rentals

A modern kitchen with a wooden table and bar stools, a ceiling fan, and pendant lights.

A modern kitchen with a central island, stainless steel appliances, wooden cabinets, and a built-in oven.

A bedroom with a bed, a window, and a flat-screen TV.

A modern kitchen with wooden cabinets, a built-in stove, and a small dining area with a table and bar stools.

1. South Apartment on Main Street

South Apartment on Main Street

Ashland

9.8 out of 10, Exceptional, (25 reviews)

9.8/10

Exceptional

(25 reviews)

"Very nice accommodations. Close to downtown area with shops and Bayview park. "

Mark

The price is HK$777

HK$777

HK$1,451 total

includes taxes & fees

11 Nov - 12 Nov

South Apartment on Main Street

A modern living room with a blue sofa, wooden dining table, and a view of a parking lot through large windows.

A paved path along a lakeside park with a playground and a building in the background.

A spacious living area with a blue sofa, wooden dining table, and a kitchen in the background.

A view from a room with a large window overlooking a parking lot and a building across the street.

2. North Apartment with Lake Superior Views

North Apartment with Lake Superior Views

Ashland

10.0 out of 10, Exceptional, (46 reviews)

10/10

Exceptional

(46 reviews)

"Great location, clean and comfortable. "

Heather Ann M.

The price is HK$1,138

HK$1,138

HK$2,002 total

includes taxes & fees

20 Oct - 21 Oct

North Apartment with Lake Superior Views

A cabin with a porch and outdoor seating area, surrounded by a gravel driveway and a wooden fence.

A bedroom with a bed, a ceiling fan, a nightstand with a lamp, and a potted plant.

A modern kitchen with wooden cabinets, a central island, and a stainless steel refrigerator.

A modern log cabin with a covered porch, outdoor seating, and a gravel pathway leading to the entrance.

3. 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, (50 reviews)

10/10

Exceptional

(50 reviews)

"The cabin was beautiful and perfect for our stay. Would absolutely stay here again!"

Katie E.

The price is HK$1,566

HK$1,566

HK$1,892 total

includes taxes & fees

14 Oct - 15 Oct

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

A hot tub in front of a house with a porch and a window.

A bedroom with a bed, a nightstand, a lamp, and a window with curtains.

A single-story house with a front porch, a chimney, and a well-maintained lawn.

A hotel room with a large bed, a nightstand, a bedside table, a window with curtains, and a view of the outside.

4. 2BR Lake Superior Stay | Hot Tub + Walk Downtown

2BR Lake Superior Stay | Hot Tub + Walk Downtown

Ashland

The price is HK$1,403

HK$1,403

HK$3,602 total

includes taxes & fees

9 Nov - 10 Nov

2BR Lake Superior Stay | Hot Tub + Walk Downtown

A living room with a wooden floor, a television mounted on the wall, a desk with a chair, a sofa, and a lamp.

A residential property with a large evergreen tree, a house with a visible front porch, and a small garden area.

A kitchen with a white refrigerator, wooden cabinets, and a window with a view.

A dining area with a table and two wooden chairs, a ceiling fan, and patterned curtains.

5. Cozy home in Wisconsin's recreational northwoods.

Cozy home in Wisconsin's recreational northwoods.

Butternut

7.6 out of 10, Good, (5 reviews)

7.6/10

Good

(5 reviews)

"Weather was hot, fishing was difficult at best, we had a good time."

Robert

The price is HK$895

HK$895

HK$1,813 total

includes taxes & fees

14 Oct - 15 Oct

Cozy home in Wisconsin's recreational northwoods.

A rustic log cabin with a green roof, a small porch, and a view of a lake.

A rustic cabin with a metal roof, surrounded by a grassy yard and trees.

A wooden cabin interior with a kitchen, dining area, and living space.

A wooden cabin bedroom with a bed, a television, and a window overlooking a snowy landscape.

6. Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

Butternut

10.0 out of 10, Exceptional, (79 reviews)

10/10

Exceptional

(79 reviews)

"Cute and cozy winter rental. Looks like it would be a great summer spot too!"

David M.

The price is HK$1,024

HK$1,024

HK$2,653 total

includes taxes & fees

17 Oct - 18 Oct

Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

A brick building with a door and potted plants in front.

A dining area with a wooden table, blue chairs, a wooden reception desk, and a chandelier.

A neatly made bed with pillows, a bedside lamp, and a vase with flowers on a nightstand.

A living room with a sectional sofa, a dining table with chairs, and a large window with a view of a brick building.

7. Historic Main St w/ Lake View | The Flatwater Loft

Historic Main St w/ Lake View | The Flatwater Loft

Ashland

10.0 out of 10, Exceptional, (4 reviews)

10/10

Exceptional

(4 reviews)

"Awesome location, great communication with host,Flat was newly decorated in 40’s deco. Loved loved the charm of the flat."

Judy D.

Historic Main St w/ Lake View | The Flatwater Loft

A campsite with a trailer, a tent, and a car.

A forested area with tall trees and a person walking away from the camera.

A dense forest with tall trees and a ground covered in dry leaves and twigs.

A grill with steaks cooking outdoors, surrounded by trees and a blue container in the background.

8. Rustic campground in Butternut

Rustic campground in Butternut

Butternut

The price is HK$353

HK$353

HK$538 total

includes taxes & fees

14 Oct - 15 Oct

Rustic campground in Butternut

A spacious living room with a fireplace, a sofa, and a dining area with a table and chairs.

A beach with a sandy shore, trees, and a body of water.

A two-story house with a wooden deck and a staircase leading to the entrance.

A dining area with a white table, chairs, and a chandelier. There is a sign on the wall that reads "Welcome to THE LAKE HOUSE."

9. Mission Springs Resort

Mission Springs Resort

3.0 star property

Ashland

9.4 out of 10, Exceptional, (80 reviews)

9.4/10

Exceptional

(80 reviews)

"A little older cabin than we thought but quaint. Quiet and clean. I would recommend this"

Brian r

The price is HK$1,365

HK$1,365

HK$1,440 total

includes taxes & fees

21 Oct - 22 Oct

Mission Springs Resort

A wooden deck with two wicker chairs and a table, overlooking a forest with autumn foliage.

A deck with a round table and chairs, a sliding glass door, and a chimney.

A two-story building with a balcony, a front door, and a staircase leading to the entrance.

A living room with a sofa, coffee table, fireplace, TV stand, and framed pictures on the walls.

10. Telemark Northwoods Lodging

Telemark Northwoods Lodging

3.5 star property

Cable

9.0 out of 10, Wonderful, (329 reviews)

9.0/10

Wonderful

(329 reviews)

"Good staff"

Adam

The price is HK$661

HK$661

HK$1,901 total

includes taxes & fees

6 Nov - 7 Nov

Telemark Northwoods Lodging

A flat-screen TV on a wooden TV stand in a living room with a patterned rug.

A living room with a beige sofa, a blue sofa, a patterned rug, a ceiling fan, and a dining area with chairs and a table.

A bedroom with two beds, a nightstand, a lamp, and a patterned rug.

A living room with two grey armchairs, a small round table with a lamp and flowers, and a patterned rug.

11. Cozy Home in Ironwood, MI

Cozy Home in Ironwood, MI

Ironwood

9.8 out of 10, Exceptional, (91 reviews)

9.8/10

Exceptional

(91 reviews)

"Bed was nice"

Sarah

The price is HK$918

HK$918

HK$1,970 total

includes taxes & fees

22 Oct - 23 Oct

Cozy Home in Ironwood, MI

A covered porch with a blue railing, a door labeled "Annex 1", and two chairs.

A dining area with a round table, four chairs, and a window with blinds.

A pebbled beach with a wooden structure and dense foliage.

A compact living space with a kitchenette, a red sofa with striped pillows, a dining table with a placemat, and a framed picture on the wall.

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

Annex No. 1 DePerrys | On Lake Superior Shoreline

Bayfield

9.8 out of 10, Exceptional, (48 reviews)

9.8/10

Exceptional

(48 reviews)

"Cute and cozy little place! Perfect for our anniversary weekend getaway!"

Kabao

The price is HK$1,218

HK$1,218

HK$1,947 total

includes taxes & fees

25 Oct - 26 Oct

Annex No. 1 DePerrys | On Lake Superior Shoreline

A bedroom with two beds, a dresser, a TV, and a door leading to another room.

A bedroom with two beds, a TV, a coat rack, and a dresser.

A two-story wooden building with red doors and windows, a flat roof, and a parking lot in front.

A modern bathroom with a glass shower enclosure, a toilet, and a towel rack.

13. Lundy's Black Bear - Lemgrove

Lundy's Black Bear - Lemgrove

Drummond

9.0 out of 10, Wonderful, (4 reviews)

9.0/10

Wonderful

(4 reviews)

"Newly constructed with only 3 units so very quiet."

Cheryl A.

The price is HK$895

HK$895

HK$1,848 total

includes taxes & fees

15 Oct - 16 Oct

Lundy's Black Bear - Lemgrove

A bedroom with two beds, a ceiling fan, a wall-mounted clock, and a bathroom visible through an open door.

A kitchen with wooden cabinets, a black refrigerator, a dishwasher, a microwave, and a stove.

A living room with a sectional sofa, a round coffee table, a floor lamp, and a framed picture on the wall.

A house with a red door, number 2, and a mailbox.

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

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

Bayfield

9.8 out of 10, Exceptional, (42 reviews)

9.8/10

Exceptional

(42 reviews)

"Great place and wonderful rear deck. Wish we had more time to spend there."

Don L.

The price is HK$1,038

HK$1,038

HK$1,836 total

includes taxes & fees

1 Nov - 2 Nov

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

A kitchen with a sink, a window, and a countertop.

A room with a wooden desk, a blue door, a coat rack with jackets, a framed animal silhouette, a wreath, and a snack box.

A bunk bed with a wooden frame and white bedding in a room with beige carpet and white walls.

A building with a colorful mural depicting a snowy landscape and a sign that reads "YOUR NORTH Where adventure begins."

15. Aurora Loft · Sleeps 8 · Bunk Room · Downtown

Aurora Loft · Sleeps 8 · Bunk Room · Downtown

Ironwood

10.0 out of 10, Exceptional, (29 reviews)

10/10

Exceptional

(29 reviews)

"Thia is our 3rd time staying here and we will be back again! Perfect place to stay!"

Sheila C.

The price is HK$805

HK$805

HK$1,666 total

includes taxes & fees

14 Oct - 15 Oct

Aurora Loft · Sleeps 8 · Bunk Room · Downtown

A kitchen with white cabinets, a microwave, and a patterned rug.

A neatly made bed with a white duvet, a yellow throw blanket, and multiple pillows. There are two bedside tables with lamps. A door is visible on the left side of the image.

A living room with a yellow sofa, a grey sofa, a wooden coffee table, a potted plant, and a wall-mounted decorative piece.

16. Trailhead Loft · Bunk Room · Downtown Ironwood

Trailhead Loft · Bunk Room · Downtown Ironwood

Ironwood

9.6 out of 10, Exceptional, (37 reviews)

9.6/10

Exceptional

(37 reviews)

"Great stay at a nice clean place."

Philip M.

The price is HK$805

HK$805

HK$1,666 total

includes taxes & fees

22 Oct - 23 Oct

Trailhead Loft · Bunk Room · Downtown Ironwood

A view through a window of a grassy yard with a lake, trees, and a small building.

A calm lake with a boat dock, grassy banks, and a wooden deck.

A neatly made bed with white linens in a room with wooden paneling on the walls.

A room with wooden paneling, a small kitchenette, a dining area with a table and chairs, and a door leading to another room.

17. 2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

Hayward

9.2 out of 10, Wonderful, (24 reviews)

9.2/10

Wonderful

(24 reviews)

"The cabin we slept in was clean however outside on the steps were not clean off nor was the grill ready to use"

Vickie

The price is HK$785

HK$785

HK$1,074 total

includes taxes & fees

18 Oct - 19 Oct

2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

A bedroom with a large window, a bed with a white polka dot bedspread, and a view of a grassy yard and trees.

A white door with a blue sign that reads 'PORT'.

A white microwave on a shelf, wooden handles on a cabinet, and a glass door with a wine glass inside.

A bathroom with a toilet, sink, and wooden cabinet.

18. PORT 1 bedroom studio with AC just 2.5 miles from Bayfield

PORT 1 bedroom studio with AC just 2.5 miles from Bayfield

Bayfield

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"Great location, nice view from bedroom. Easy in and out and good communication. Could use darker shades."

scott d.

The price is HK$863

HK$863

HK$1,898 total

includes taxes & fees

27 Oct - 28 Oct

PORT 1 bedroom studio with AC just 2.5 miles from Bayfield

A modern cabin with a sloped roof, large windows, and a deck area with seating and potted plants.

A small, cozy bar area with two stools, a round table, and a variety of decorative items including a painting of a cat's face.

A loft bedroom with a sloped ceiling, a wooden staircase, a large bed with a patterned blanket, a potted plant, and a view of the outdoors through a window.

19. 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, (43 reviews)

10/10

Exceptional

(43 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."

elizabeth

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

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 County Hotel Reviews

Super 8 by Wyndham Ashland

10/10 Excellent

"Everything was really great."

Arnold 3-night trip

Posted 11 hours ago

Super 8 by Wyndham Ashland

Whitecap Mountains Resort

10/10 Excellent

"All staff were super accommodating and very friendly. The restaurant on site has really good food. We stayed 4 nights and ate there 3 times."

Peter 4-night trip

Posted 16 hours ago

Whitecap Mountains Resort

The Washburn Inn - On the Lake

8/10 Good

"No frills hotel at a reasonable price. Room was comfortable. Nice location by the water and walking path."

Nancy 2-night trip

Posted 17 hours ago

The Washburn Inn - On the Lake

Quality Inn Ashland - Lake Superior

10/10 Excellent

"Great place and a great view from our room."

Todd 1-night trip

Posted 17 hours ago

Quality Inn Ashland - Lake Superior

Harbor's Edge Motel

10/10 Excellent

"Great Inn right on the waterfront."

Alfredo 1-night trip

Posted 18 hours ago

Harbor's Edge Motel

Spirit Lodge- Log Cabin with Large front porch

10/10 Excellent

"It was perfectly"

Michelle S. 3-night trip

Posted 20 hours ago

Spirit Lodge- Log Cabin with Large front porch

Days Inn by Wyndham Hurley

8/10 Good

"clean room"

Yueya 1-night trip

Posted 23 hours ago

Days Inn by Wyndham Hurley

Great Northern Hotel

8/10 Good

"Beautiful location on the lake and comfortable beds"

Kathleen 1-night trip

Posted 2 days ago

Great Northern Hotel

Outbounder

10/10 Excellent

"This was a very unique property for us. It was a 2-bedroom bungalow type of accommodation. Very modern (looks like it was recently updated), clean, and the staff was very helpful."

John 2-night trip

Posted 6 days ago

Outbounder

Ashland County Holiday Rentals

Change your mind

Treat yourself

Be picky

Our top choices for Ashland County holiday rentals

1. South Apartment on Main Street

2. North Apartment with Lake Superior Views

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

4. 2BR Lake Superior Stay | Hot Tub + Walk Downtown

5. Cozy home in Wisconsin's recreational northwoods.

6. Blissful cozy, year round, lakeside cabin on Butternut Lake. Dogs welcome.

7. Historic Main St w/ Lake View | The Flatwater Loft

8. Rustic campground in Butternut

9. Mission Springs Resort

10. Telemark Northwoods Lodging

11. Cozy Home in Ironwood, MI

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

13. Lundy's Black Bear - Lemgrove

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

15. Aurora Loft · Sleeps 8 · Bunk Room · Downtown

16. Trailhead Loft · Bunk Room · Downtown Ironwood

17. 2 Bedroom Lakeside Cabin-Family Fishing Resort-Hayward WI-Chippewa Flowage

18. PORT 1 bedroom studio with AC just 2.5 miles from Bayfield

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

Find holiday rentals that suit your style

Top Ashland County Hotel Reviews

Super 8 by Wyndham Ashland