Holiday Rentals in Ashland

Holiday Rentals in Ashland

North Apartment with Lake Superior Views
10.0 out of 10, Exceptional, 17 reviews
"Very nice stay"
The price is €310
per night
16 Jun - 17 Jun
North Apartment with Lake Superior Views
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
10.0 out of 10, Exceptional, 82 reviews
"Home was well stocked, especially the kitchen. Liked the open floor plan very much. Secluded property low vehicle usage on the road. Definitely on our radar if we are in the area. Our two yorkies had a good time as well."
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.
Lake Superior Getaway Near Marina & Beaches!
9.6 out of 10, Exceptional, 5 reviews
"Very nice and will be happy to stay there again."
Lake Superior Getaway Near Marina & Beaches!
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
9.6 out of 10, Exceptional, 155 reviews
"Perfect clean spot to rest our heads and good size bathroom for getting ready each morning."
The price is €153
per night
10 Jul - 11 Jul
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Bayfield- No Cleaning Fees, Charming Newly Remodeled Condo, Gateway to Apostles
9.6 out of 10, Exceptional, 172 reviews
"Close to Bayfield and has access to some the Port Superior Marina activities. The condo was clean and comfortable with all the necessary accoutrements. I talked and texted with Kym about a couple of questions before my wife and I arrived. She answered quickly and had the information I needed. Great weekend."
Bayfield- No Cleaning Fees, Charming Newly Remodeled Condo, Gateway to Apostles
Bayfield- No Cleaning Fees, Charming Condo, Jumping Off Point to Apostles
9.6 out of 10, Exceptional, 206 reviews
"Very convenient, safe, and easily accessible from highway. Really enjoyed my stay."
Bayfield- No Cleaning Fees, Charming Condo, Jumping Off Point to Apostles
300' of Private Beach
9.0 out of 10, Wonderful, 28 reviews
"The beach on this property is amazing and cannot be beat! We spent hours enjoying the beautiful view and nice sand. The house is a manufactured home, but it was very clean and comfortable for our family of four. It also has a large yard and two fire pits (one at the beach) to enjoy. The outdoor shower was a fun perk as well. I would definitely book it again."
300' of Private Beach
Bayfield- No Cleaning Fees, Charming Newly Remodeled Condo, Gateway to Apostles
9.6 out of 10, Exceptional, 123 reviews
"The condo was in a good location with the marina and restaurant on site. Only 5 min drive to Bayfield. Surprised that this unit was on the second floor, as there was no notice about that. AC only in the living area and kitchen. Unit was clean and organized. Overall a good time!!"
Bayfield- No Cleaning Fees, Charming Newly Remodeled Condo, Gateway to Apostles
The Little Bodin
9.8 out of 10, Exceptional, 10 reviews
"Great response time with requests. Nice place."
The price is €340
per night
16 Jun - 17 Jun
The Little Bodin
The Carriage House Sleeps 4. Downtown Bayfield! Walk to everything!
9.8 out of 10, Exceptional, 31 reviews
"We came to Bayfield purposefully after the AppleFest to avoid some of the crushing crowds. We appreciated the text that notified us of an early check-in opportunity but we had some stops on the road, so didn’t get there in time to take advantage of that. The communication emails prior to the trip were very concise and nicely organized. The property is well represented in the VRBO listing. There were no surprises, and we were quite pleased wiith everything. We wanted a place that was fairly...
The Carriage House Sleeps 4. Downtown Bayfield! Walk to everything!
Cabin on Lake Superior ~ 11 Mi to Bayfield!
9.6 out of 10, Exceptional, 9 reviews
"Great place to stay! Close to all the area highlights. Apartment was clean and well stocked and beautifully decorated. Grounds were spectacular! Loved it!"
Cabin on Lake Superior ~ 11 Mi to Bayfield!
Lake Side Room at The Copper Trout.
9.2 out of 10, Wonderful, 57 reviews
"It would have been nice to have two chairs in the room. One sitting on the floor or bed and one on the chair was cumbersome. And as we do not have cable at home, directions on how the Direct TV works would have been helpful."
The price is €248
per night
16 Jun - 17 Jun
Lake Side Room at The Copper Trout.
Peaceful 3+ Bedroom Home w/ SAUNA, Big Field/firepit, Ravine Garden Patio,
9.6 out of 10, Exceptional, 15 reviews
"This house is comfortable, charming, and clean. The house is friendly. Lots of space. Beautiful woodwork throughout."
Peaceful 3+ Bedroom Home w/ SAUNA, Big Field/firepit, Ravine Garden Patio,
Ontario Suite @ Bayfield Guest House, Ontario Suite at Bayfield Guest House
9.6 out of 10, Exceptional, 5 reviews
"Nice clean exactly as described."
Ontario Suite @ Bayfield Guest House, Ontario Suite at Bayfield Guest House
Quiet nature cabin on the beautiful Marengo River
9.6 out of 10, Exceptional, 61 reviews
"Was a perfect place to relax and spend some quality time with my child "
Quiet nature cabin on the beautiful Marengo River
Motisi's Sandy Beach
10.0 out of 10, Exceptional, 57 reviews
"It was as advertised and very nice."
Motisi's Sandy Beach
Home Room at the Schoolhouse
10.0 out of 10, Exceptional, 2 reviews
"Such a lovely, relaxing place that was a perfect launching pad for adventures in the Bayfield region. The sunroom was a wonderful place to read on a rainy morning and the soaker tub was an added surprise. The location was perfect, walkable to all restaurants and shops and fabulous lake views. I’ll definitely be back!"
Home Room at the Schoolhouse
Sleeps up to 8! Downtown Bayfield. Broad Street & Rittenhouse Ave
9.6 out of 10, Exceptional, 31 reviews
"Our family loves Bayfield. Our stay “on top” worked great for our adventures."
The price is €404
per night
27 Jun - 28 Jun
Sleeps up to 8! Downtown Bayfield. Broad Street & Rittenhouse Ave
On a 3200 acre lake with 400 ft of frontage. Great fishing kayaking boating fun
10.0 out of 10, Exceptional, 157 reviews
"A very unique property that was a great stay for our ATV trip! Right off an ATV route."
On a 3200 acre lake with 400 ft of frontage. Great fishing kayaking boating fun
A vacation you won't forget, stay on a 35 foot boat!
9.0 out of 10, Wonderful, 44 reviews
"We had never stayed in such fun accommodations and were thrilled at the location as well. Our hostess was very communicative while the location might’ve been difficult it was so easy. Next time we will choose better weather ! We took 3 hour tour by boat around most of the ApostleIslands. Beautiful."
A vacation you won't forget, stay on a 35 foot boat!
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See all available properties in Ashland
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.

Other types of properties in Ashland you may be interested in

Super 8 by Wyndham Ashland
2.0 star property
7.8 out of 10, Good, 1,005 reviews
"Front desk Cody was excellent and very knowledgeable."
The price is €151
per night
16 Jun - 17 Jun
Super 8 by Wyndham Ashland
AmericInn by Wyndham Ashland
2.5 star property
8.0 out of 10, Very good, 920 reviews
"Great hotel right on the bay. Nice beach, all the lawn games you could ask for. Friendly and helpful staff. Only thing that kept it from 5 stars is the bed and pillows were not good."
The price is €209
per night
16 Jun - 17 Jun
AmericInn by Wyndham Ashland
Best Western The Hotel Chequamegon
3.0 star property
8.6 out of 10, Excellent, 1,000 reviews
"We were surprised at this hotel, it such a great property! Clean and quiet. Great views of the bay and nice staff"
The price is €210
per night
16 Jun - 17 Jun
Best Western The Hotel Chequamegon
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.

Everything you need to know about Ashland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ashland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Ashland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ashland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ashland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ashland holiday rentals we have selected for you start as low as €153 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Ashland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ashland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ashland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Lake Superior Getaway Near Marina & Beaches!: This highly rated holiday home rental in Ashland is near the beach, and equipped with air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Ashland?

With 5 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?

Lake Superior and Maslowski Beach are a couple of scenic spots to enjoy the outdoors, whereas Ashland Historical Museum is one of the cultural attractions. While here, Ashland Mural Walk and Northern Great Lakes Visitor Center 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.

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