Search Holiday Rentals in Ashland

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Holiday Rentals in Ashland

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (58)
"Katie was a great resource, great property "
The price is £143
includes taxes & fees
21 Sept - 22 Sept
Mission Springs Resort

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

Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!

10.0 out of 10, Exceptional, (3)
"Was a perfect size for the two of us. And really secluded, we loved it!"
The price is £181
includes taxes & fees
25 Aug - 26 Aug
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!

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

9.8 out of 10, Exceptional, (214)
"Weekend getaway "
The price is £122
includes taxes & fees
1 Sept - 2 Sept
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Lake Side Room at The Copper Trout.

9.0 out of 10, Wonderful, (91)
"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 £176
includes taxes & fees
27 Aug - 28 Aug
Lake Side Room at The Copper Trout.

Avenue Side Room at The Copper Trout.

9.6 out of 10, Exceptional, (79)
"Convenient and clean, completely met our needs"
The price is £176
includes taxes & fees
26 Aug - 27 Aug
Avenue Side Room at The Copper Trout.

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

10.0 out of 10, Exceptional, (38)
"Convenient location in dow"
The price is £251
includes taxes & fees
9 Sept - 10 Sept
Upper level, one bedroom, one bath condo, with Lake Superior views.

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.6 out of 10, Exceptional, (213)
"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, (52)
"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!

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 £120
includes taxes & fees
27 Aug - 28 Aug
RV Retreat: Steps from Lake Superior with Basswood Island views

Le Petit Chalet, surrounded by nature, walking distance to Lake Superior & beach

9.8 out of 10, Exceptional, (52)
"This was a cute little cabin in the Woods. Not a lot of other people around. They had a small Beach area that you could go to and have a campfire at the beach. They even provided wood. I wish the cabin would have had a larger garbage. We were constantly having to take garbage all the way down to the dumpster."
Le Petit Chalet, surrounded by nature, walking distance to Lake Superior & beach

Bell Street Lodging-Suite

9.8 out of 10, Exceptional, (94)
"The property is only a big as it needs to be which is perfect because using the big deck space was a great way to spend an afternoon reading and watching the world go by. "
Bell Street Lodging-Suite

Sandy beach, quiet lake, great fishing & beautiful sunsets w/2 kayaks & gameroom

9.8 out of 10, Exceptional, (39)
"Excellent property, great views, close to towns, bars, and restaurants. Outstanding Nordic ski trails. Easy to get to."
Sandy beach, quiet lake, great fishing & beautiful sunsets w/2 kayaks & gameroom

Newly remodeled lake home ! Steps away from the beautiful pike lake chain

10.0 out of 10, Exceptional, (102)
"Couldn't be happier with the home and the hosts."
Newly remodeled lake home ! Steps away from the beautiful pike lake chain

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, (155)
"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

The Copper Squirrel is a secluded full log cabin on 10 acres.

10.0 out of 10, Exceptional, (23)
"Beautify restored cabin with modern updates and fully stocked kitchen for dining and cooking. Comfortable bed with great linens and high quality towels. Screened porch is great as you are sharing the summer with the mosquitos and black flies. It is the WI north woods. "
The price is £242
includes taxes & fees
3 Sept - 4 Sept
The Copper Squirrel is a secluded full log cabin on 10 acres.

Lake Namakagon Sunrise Cove~Unwind & Reconnect. Private dock, 2 kayaks, row boat

10.0 out of 10, Exceptional, (58)
"There was plenty of room. The cabin was beautiful as was the lake with plenty to do around the area!"
Lake Namakagon Sunrise Cove~Unwind & Reconnect. Private dock, 2 kayaks, row boat

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

3 Bears at South Shore Vista Overlooking Lake Superior

9.8 out of 10, Exceptional, (12)
"This place was awesome"
3 Bears at South Shore Vista Overlooking Lake Superior
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 Hotel Reviews

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 an outdoor pool, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Ashland?

With 8 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?

Apostle Islands National Lakeshore 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 Soo Line Locomotive 950 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.