Ashland Holiday Rentals

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Holiday Rentals in Ashland

Mission Springs Resort

3.0 star property
Ashland
9.4 out of 10, Exceptional, (67)
"The accomodations were lovely and quaint! Everything was clean and comfy."
United States
Cynthia
Mission Springs Resort

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

Ashland
10.0 out of 10, Exceptional, (104)
"We had an amazing stay with our family. The property was clean and perfect for our family! "
United States
Carrie S.
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Bayfield
9.6 out of 10, Exceptional, (222)
"Great location!"
United States
Mary A.
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

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

Cable
10.0 out of 10, Exceptional, (42)
"This place was perfect for a relaxing family vacation with our children, their spouses, and our grandchildren. "
United States
Dawn V.
Sandy beach, quiet lake, great fishing & beautiful sunsets w/2 kayaks & gameroom

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

Bayfield
9.8 out of 10, Exceptional, (229)
"It was a quaint place with everything we needed. "
United States
Kathy S.
The price is AU$229
includes taxes & fees
10 Dec - 11 Dec
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Madeline Island Cottage Overlooking Apostle Islands

LaPointe
10.0 out of 10, Exceptional, (77)
"Perfect place for our family to gather. We loved it. "
United States
Deborah K.
Madeline Island Cottage Overlooking Apostle Islands

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

Mellen
10.0 out of 10, Exceptional, (17)
"Was a perfect size for the two of us. And really secluded, we loved it!"
United States
Emily J.
The price is AU$394
includes taxes & fees
7 Dec - 8 Dec
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!

Downtown Bayfield Home W/ Lake Views, Steps to Ferry & Marina

Bayfield
10.0 out of 10, Exceptional, (6)
"This house is a great place to stay. We highly recommend!"
United States
Kristy W.
Downtown Bayfield Home W/ Lake Views, Steps to Ferry & Marina

Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed - 1 block from marina

Bayfield
9.8 out of 10, Exceptional, (35)
"We enjoyed this house and used it as our “home base” for area adventures. Convenient access to the downtown area for shopping, restaurants and other activities. "
United States
Adam A.
Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed - 1 block from marina

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

Bayfield
10.0 out of 10, Exceptional, (30)
"Awesome accomodations for us and our two dogs! Quiet and secluded location! Perfect!"
United States
Jon M.
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

Lakeview Condo: Downtown Bayfield, Beach, Deck

Bayfield
10.0 out of 10, Exceptional, (63)
"Perfect location and nice home for 6 adults. We enjoyed our stay. "
United States
Dawn B.
Lakeview Condo: Downtown Bayfield, Beach, Deck

Up North Oasis - Families & Dogs in the Bayfield Area

Washburn
10.0 out of 10, Exceptional, (1)
The price is AU$484
includes taxes & fees
10 Dec - 11 Dec
Up North Oasis - Families & Dogs in the Bayfield Area

Brookside Hide-A-Way #2, Port Superior, Bayfield

Bayfield
9.6 out of 10, Exceptional, (35)
"Great place and wonderful rear deck. Wish we had more time to spend there."
United States
Don L.
The price is AU$343
includes taxes & fees
7 Dec - 8 Dec
Brookside Hide-A-Way #2, Port Superior, Bayfield

SUMMER SPECIALS Beautiful lake front, beach and pool table

LaPointe
9.8 out of 10, Exceptional, (17)
"This multi-level house/cabin works well for family and friends to gather on the island. Lots of room inside and outside for potluck dinners and game nights. The basement 2br apartment was especially nice for our son's family with a toddler. The kitchen is well equipped and has excellent appliances. Claire was a great host and responded immediately to all questions. There is excellent storage and lots of refrigerator and freezer space for your island stay, "
United States
Liz h.
SUMMER SPECIALS Beautiful lake front, beach and pool table

Woodland Escape | Charming Cabin Steps to the Lake

Herbster
10.0 out of 10, Exceptional, (35)
"Nice location and comfortable cabin. "
United States
Lisa H.
Woodland Escape | Charming Cabin Steps to the Lake

Bell Street Lodging-Retreat

La Pointe
10.0 out of 10, Exceptional, (76)
"Perfect for our group if 7!"
United States
Timothy F.
Bell Street Lodging-Retreat

Hodag House | Magical Cabin & Creature Comforts

Herbster
10.0 out of 10, Exceptional, (15)
"Cozy cabin. "
United States
Christine R.
Hodag House | Magical Cabin & Creature Comforts

Luxurious Lake Superior Estate with Outdoor Hot Tub

Bayfield
10.0 out of 10, Exceptional, (56)
"The pictures online didn’t do this place justice. Our family had an amazing time! Beautiful property both inside and out!"
United States
Patty B.
Luxurious Lake Superior Estate with Outdoor Hot Tub

Escape To Madeline Island ! Superior Lakefront 2 Bedroom Condo

La Pointe
9.6 out of 10, Exceptional, (89)
"This property is just as advertised and the location is perfect! Communication with the owner was excellent and thorough. Do not hesitate to book a stay!"
United States
Jan L.
Escape To Madeline Island ! Superior Lakefront 2 Bedroom Condo

Lake Side Room at The Copper Trout.

Bayfield
9.2 out of 10, Wonderful, (100)
"Great stay. Perfect location, very close to town, but a couple blocks away from downtown chaos. Clean and quiet."
United States
Rebecca
The price is AU$350
includes taxes & fees
7 Dec - 8 Dec
Lake Side Room at The Copper Trout.
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

Find out more about Ashland

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, 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 favourite 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 depend 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 AU$229 per night. Entering your travel dates in the search wizard might find you 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?

Spacious Walkable in Bayfield!! Lake Views, Steps to Ferry, Marina & Downtown: This holiday home rental outside of Ashland is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Ashland?

With 9 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?

Chequamegon Bay 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, 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.