Ashland Holiday Rentals

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Holiday Rentals in Ashland

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (57)
"Katie was a great resource, great property "
The price is AU$323
includes taxes & fees
26 Aug - 27 Aug
Mission Springs Resort

Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.

10.0 out of 10, Exceptional, (98)
"Wonderful home and property. Excellent for hiking. "
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.

River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.

10.0 out of 10, Exceptional, (98)
"We had a great time, house was perfect for family to all get together at. Very clean, had all we needed, and close to town."
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.

Private Beach and Endless Water

8.8 out of 10, Excellent, (40)
"Nice beach and property "
Private Beach and Endless Water

Bayfield- Charming Condo, Jumping Off Point to Apostles

9.6 out of 10, Exceptional, (243)
"The property itself was very nice and clean. Location was great too. We did not have access to many of the amenities advertised though. No pool, tennis courts, dvd player or 2nd tv in the bedroom. "
Bayfield- Charming Condo, Jumping Off Point to Apostles

RV Retreat: Steps from Lake Superior with Basswood Island views

10.0 out of 10, Exceptional, (2)
"The RV is clean, well maintained, and had everything we needed. The yard and outdoor space was great for our family, and kids to run around. Plenty of space, being on the busy road was not a problem. The host is excellent, very responsive and went above and beyond to make sure we had everything we needed. "
The price is AU$244
includes taxes & fees
31 July - 1 Aug
RV Retreat: Steps from Lake Superior with Basswood Island views

Bell Street Lodging-Suite

9.8 out of 10, Exceptional, (91)
"was a great place to stay on the island - was central to everything,"
Bell Street Lodging-Suite

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!

Lake Side Room at The Copper Trout.

9.0 out of 10, Wonderful, (86)
"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 AU$360
includes taxes & fees
29 July - 30 July
Lake Side Room at The Copper Trout.

The Little Bodin

9.6 out of 10, Exceptional, (42)
"It was a very very nice place"
The price is AU$585
includes taxes & fees
29 July - 30 July
The Little Bodin

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.6 out of 10, Exceptional, (151)
"This cute place just south of Bayfield was perfect for a weekend getaway! "
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

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

9.8 out of 10, Exceptional, (208)
"Weekend getaway "
The price is AU$298
includes taxes & fees
13 Aug - 14 Aug
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

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

Avenue Side Room at The Copper Trout.

9.6 out of 10, Exceptional, (74)
"Convenient and clean, completely met our needs"
The price is AU$360
includes taxes & fees
29 July - 30 July
Avenue Side Room at The Copper Trout.

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.6 out of 10, Exceptional, (209)
"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. "
The price is AU$393
includes taxes & fees
10 Aug - 11 Aug
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Eureka Lake Log Cabin Retreat

9.8 out of 10, Exceptional, (23)
"Nice location, pretty lake, no issues with the pleasant cabin."
Eureka Lake Log Cabin Retreat

Privacy in the Valhalla Hills near Bayfield/ Lake Superior. On ATV/Snow trails.

9.8 out of 10, Exceptional, (105)
"Beautiful clean and well organized cabin! Cabin was well stocked with everything you could need. We greatly enjoyed our stay. If you are looking in the area for a scenic peaceful stay this is the place for you! Thank you for sharing your beautiful property with our family! "
Privacy in the Valhalla Hills near Bayfield/ Lake Superior. On ATV/Snow trails.

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

10.0 out of 10, Exceptional, (24)
"Everything we and our dog could have ever wanted. Perfect peace and quiet with tons of conveniences. This will be our go-to anytime we visit Bayfield County."
The price is AU$491
includes taxes & fees
29 July - 30 July
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

On a 3200 acre lake with 400 ft of frontage. Great fishing kayaking boating fun

10.0 out of 10, Exceptional, (178)
"We had a great time at this cabin. Hosts were amazing, property was clean and very enjoyable, will go back again. "
On a 3200 acre lake with 400 ft of frontage. Great fishing kayaking boating fun

Cabin on Lake Superior ~ 11 Mi to Bayfield!

9.8 out of 10, Exceptional, (23)
"Our stay was amazing! Breathtaking views and the cleanliness was top-notch. We'll be back!"
Cabin on Lake Superior ~ 11 Mi to Bayfield!
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

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.