Ashland Vacation Rentals

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Vacation 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, (228)
"It was a quaint place with everything we needed. "
United States
Kathy S.
The price is ¥10,049
¥22,545 total
includes taxes & fees
Dec 18 - Dec 19
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 ¥33,491
¥40,429 total
includes taxes & fees
Dec 5 - Dec 6
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!

Spacious Walkable in Bayfield!! Lake Views, Steps to Ferry, Marina & Downtown

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

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 ¥19,385
¥49,328 total
includes taxes & fees
Dec 18 - Dec 19
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 ¥19,618
¥34,927 total
includes taxes & fees
Dec 18 - Dec 19
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)
"This was a great place for a weekend getaway! We would definitely stay here again."
United States
Ted H.
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 ¥27,775
¥35,734 total
includes taxes & fees
Dec 13 - Dec 14
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

Search for holiday rentals in Ashland on Expedia! You can easily find your home rentals, villas, holiday apartments in Ashland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Ashland!

Frequently asked questions

Are there vacation rentals in Ashland?

Yes, there are vacation rentals in Ashland close to Ashland Mural Walk, or you can select a more secluded option if you want 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's the top vacation rental that Ashland has to offer?

Spacious Walkable in Bayfield!! Lake Views, Steps to Ferry, Marina & Downtown: This vacation home rental outside of Ashland is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Ashland?

With 9 Expedia vacation rentals, you're sure 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 vacation rentals like in Ashland?

Vacation rentals are private properties you can stay in for several days or longer in Ashland. Vacation rentals offer extras such as laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great option for families.