Ashland Holiday Rentals

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Holiday Rentals in Ashland

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (56)
"We had a great time. It was perfect for us and our 2 older kids. Breathtaking view of Lake Superior. Great communication with host. Highly recommend."
The price is AU$361
includes taxes & fees
17 July - 18 July
Mission Springs Resort

Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior

10.0 out of 10, Exceptional, (35)
"This place was very nice, it had everything we needed for a long weekend. "
Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior

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, (97)
"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.

Charming 2-bedroom Rustic House with WiFi, AC and a View in Welcoming Ashland

9.6 out of 10, Exceptional, (4)
"It was our first vacation as a family and we enjoyed having this place to come back to for naps and bedtime. Loved the area and close to everything you would want"
Charming 2-bedroom Rustic House with WiFi, AC and a View in Welcoming Ashland

RV Retreat: Steps from Lake Superior with Basswood Island views

10.0 out of 10, Exceptional, (1)
"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
23 July - 24 July
RV Retreat: Steps from Lake Superior with Basswood Island views

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, (239)
"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. "
The price is AU$391
includes taxes & fees
3 Aug - 4 Aug
Bayfield- Charming Condo, Jumping Off Point 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!

The Carriage House Sleeps 4. Downtown Bayfield! Walk to everything!

9.8 out of 10, Exceptional, (44)
"Ideal walking location, close to restaurants and shops, pier, ferry and cruise. Comfortable bed and loved the heated bathroom floor!"
The price is AU$652
includes taxes & fees
22 July - 23 July
The Carriage House Sleeps 4. Downtown Bayfield! Walk to everything!

Bell Street Lodging-Suite

9.8 out of 10, Exceptional, (90)
"was a great place to stay on the island - was central to everything,"
Bell Street Lodging-Suite

The Little Bodin

9.6 out of 10, Exceptional, (40)
"It was a very very nice place"
The price is AU$587
includes taxes & fees
22 July - 23 July
The Little Bodin

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.6 out of 10, Exceptional, (147)
"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, (206)
"This place was perfect! I would definitely stay here again. "
The price is AU$273
includes taxes & fees
23 July - 24 July
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

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.

Spirit Lodge- Log Cabin with Large front porch

10.0 out of 10, Exceptional, (53)
"Very nice and cozy cabin. Great fall colors"
Spirit Lodge- Log Cabin with Large front porch

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

10.0 out of 10, Exceptional, (176)
"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

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

10.0 out of 10, Exceptional, (22)
"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$494
includes taxes & fees
23 July - 24 July
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

Erie Suite @ The Bayfield Guest House, Bayfield

9.0 out of 10, Wonderful, (11)
" Very nice property, the management was great about making sure we were comfortable and taken care of. And what a view!"
The price is AU$423
includes taxes & fees
23 July - 24 July
Erie Suite @ The Bayfield Guest House, Bayfield

Beachfront and Lakehouse With All of the Comforts!

10.0 out of 10, Exceptional, (23)
"A great place for families (and their pup). Our kids loved exploring the shoreline after a snowstorm-- they collected ice crystals and loved looking across the bay with the binoculars that were provided. A well stocked kitchen for big meals, this was a great stay! "
Beachfront and Lakehouse With All of the Comforts!
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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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?

Cozy remodeled cottage in heart of Ashland/Chequamegon Bay/Lake Superior: This highly rated holiday home rental in Ashland is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.