Holiday Rentals in Ashland County

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Featured Holiday Rentals in Ashland County

Private Beach and Endless Water

8.8 out of 10, Excellent, (42)
"Very little traffic and very quiet beach. It was early in the year before tourist season but very quiet neighborhood. Would definitely stay here again. House was very clean. "
Private Beach and Endless Water

Bell Street Lodging-Suite

9.8 out of 10, Exceptional, (92)
"This was a great property for a family gathering. My husband and I stayed in the "hotel room," so we had our own space. We had family that stayed in the larger unit for the weekend, so we shared meals together and had space to visit. You're literally steps away from the Ferry, Coffee Shop and restaurants. Plenty of parking. What a beautiful island! Thanks for a lovely stay!"
Bell Street Lodging-Suite

Upper level, one bedroom, one bath condo, with Lake Superior views.

10.0 out of 10, Exceptional, (35)
"Convenient location in dow"
The price is €290
includes taxes & fees
9 Sept - 10 Sept
Upper level, one bedroom, one bath condo, with Lake Superior views.

Madeline Island cottage - steps of Lake Superior. CONTACT OWNER FOR SHORTER STAY

9.8 out of 10, Exceptional, (78)
"We loved having easy access to the beach, the coziness of the cottage, and the fireplace"
Madeline Island cottage - steps of Lake Superior. CONTACT OWNER FOR SHORTER STAY

Madeline Island Cottage Overlooking Apostle Islands

10.0 out of 10, Exceptional, (74)
"Best cabin on the island for families with kids. Our group of friends and our kids love staying here. "
Madeline Island Cottage Overlooking Apostle Islands

Spirit Lodge- Log Cabin with Large front porch

10.0 out of 10, Exceptional, (59)
"Very nice and cozy cabin. Great fall colors"
Spirit Lodge- Log Cabin with Large front porch

A-frame Cabin w/ Private Boat Dock!

3.0 star property
A-frame Cabin w/ Private Boat Dock!

Telemark Northwoods Lodging

3.5 star property
9.0 out of 10, Wonderful, (291)
"Perfect lodging option in a wonderful location."
The price is €130
includes taxes & fees
17 Aug - 18 Aug
Telemark Northwoods Lodging

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (57)
"Katie was a great resource, great property "
The price is €166
includes taxes & fees
15 Sept - 16 Sept
Mission Springs Resort

Mitten Lake Hideaway

10.0 out of 10, Exceptional, (19)
"This property was great."
Mitten Lake Hideaway

Lake Side Room at The Copper Trout.

9.0 out of 10, Wonderful, (89)
"Awesome location, quiet property, cool air conditioning, easy walk all around downtown Bayfield. My stay at The Copper Trout was just what I was looking for on a solo get-away. "
The price is €204
includes taxes & fees
27 Aug - 28 Aug
Lake Side Room at The Copper Trout.

Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

9.8 out of 10, Exceptional, (211)
"Weekend getaway "
The price is €169
includes taxes & fees
1 Sept - 2 Sept
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!

9.6 out of 10, Exceptional, (198)
"It would be difficult to find a cottage with a better lake view than this one. It's our second time here and we love it. Very comfortable in every respect."
The price is €262
includes taxes & fees
20 Aug - 21 Aug
Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!

RV Retreat: Steps from Lake Superior with Basswood Island views

10.0 out of 10, Exceptional, (4)
"Great location, camper is pristine, very responsive host"
The price is €139
includes taxes & fees
18 Aug - 19 Aug
RV Retreat: Steps from Lake Superior with Basswood Island views

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.6 out of 10, Exceptional, (210)
"We enjoyed our weekend at the property. It was really close to downtown Bayfield, and we loved walking down to the marina and looking at the boats. We will look to book again if we're ever in the area. "
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

A vacation you won't forget, stay on a 35 foot boat!

9.2 out of 10, Wonderful, (51)
"It was an awesome vacation, the boat was an unique stay and loved every minute of it. "
A vacation you won't forget, stay on a 35 foot boat!

Moose Lake Hayward WI

2.0 star property
10.0 out of 10, Exceptional, (6)
"Our first time staying here. Perfect cabin for our weekend of fishing. Wish we had booked a couple more days. Walleye fishing was excellent. We will be back."
Moose Lake Hayward WI

Beti's Basecamp | Tiny Home for Big Adventures

10.0 out of 10, Exceptional, (1)
"It was just what we needed. We stayed for 3 days and it was so relaxing and quiet. We loved the secluded environment, relaxing in the hot tub and listening to the birds. It was above and beyond what we were hoping for."
Beti's Basecamp | Tiny Home for Big Adventures

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.4 out of 10, Exceptional, (153)
"Only there one night. Since it was 88 outside another air conditioner in the bedroom would be nice but I understand. Could have had the housekeeping girl turn the air on for us on a day like that???"
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

9.0 out of 10, Wonderful, (22)
"Owner made the check in process a breeze. Quaint and great spot in a nice location, definitely will be staying again. Thank you Bucktail Lodge! "
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Ashland County Hotel Reviews