A sandy beach with a wooden structure extending into the water.

Ashland Vacation Rentals

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Check prices for these dates

In two weeks
Aug 7 - Aug 9
In two months
Sep 18 - Sep 20
In three months
Oct 16 - Oct 18
In four months
Nov 13 - Nov 15

Our top choices for Ashland vacation rentals

TV

South Apartment on Main Street

South Apartment on Main Street
Ashland
9.8 out of 10, Exceptional, (24 reviews)
"Very nice accommodations. Close to downtown area with shops and Bayview park. "
United States
Mark
$210 nightly
The price is $232
Jul 27 - Jul 28
Total with taxes and fees
South Apartment on Main Street
TV

North Apartment with Lake Superior Views

North Apartment with Lake Superior Views
Ashland
10.0 out of 10, Exceptional, (45 reviews)
"Great location, clean and comfortable. "
United States
Heather Ann M.
$296 nightly
The price is $328
Aug 10 - Aug 11
Total with taxes and fees
North Apartment with Lake Superior Views
Flat-screen TV, DVD player

Mission Springs Resort

Mission Springs Resort
3.0 star property
Ashland
9.4 out of 10, Exceptional, (76 reviews)
"Cottage 4 was a blend of rustic charm and recent updates. The beds and furniture were comfortable. We were a party of two, but it would have been roomy for four. The hosts’ welcome gift of local ice cream was a bonus. The location worked well for us. It was just off the highway, but quiet; and we had easy drives to explore towns and trails in the area."
United States
Kathleen
$301 nightly
The price is $317
Jul 26 - Jul 27
Total with taxes and fees
Mission Springs Resort
Property grounds

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

Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Bayfield
9.8 out of 10, Exceptional, (250 reviews)
"Great stay and host! "
United States
Jenna Q.
$203 nightly
The price is $227
Aug 23 - Aug 24
Total with taxes and fees
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Iron/ironing board, WiFi (free), bed sheets

Lundy's Black Bear - Blair Oaks

Lundy's Black Bear - Blair Oaks
Drummond
10.0 out of 10, Exceptional, (2 reviews)
"This property was perfect! The only suggestion is to lower the shower curtain. Not long enough to keep the water in. Other than that.....absolutely perfect!!!!!!!!Very nice remodeled job!!!!We truly enjoyed our stay!!We will recommend !"
United States
Michelle P.
$197 nightly
The price is $216
Jul 26 - Jul 27
Total with taxes and fees
Lundy's Black Bear - Blair Oaks
Exterior

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

Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!
Mellen
10.0 out of 10, Exceptional, (31 reviews)
"Property was very clean, very nice amenities and accommodations, comfortable bed, centrally located to many areas to explore! Hosts were very resposive and helpful with any questions! "
United States
Scott D.
$231 nightly
The price is $243
Jul 28 - Jul 29
Total with taxes and fees
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!
Property grounds

Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach

Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
La Pointe
10.0 out of 10, Exceptional, (8 reviews)
"Great location, clean, owners were responsive and helped with any issues. I would stay here again. "
United States
Angela M.
$217 nightly
The price is $246
Aug 8 - Aug 9
Total with taxes and fees
Camp in style with AC/heat, WIFI, on Main Street, 1 block from Joni's beach
Beach towels

Upper level, one bedroom, one bath condo, with Lake Superior views.

Upper level, one bedroom, one bath condo, with Lake Superior views.
La Pointe
10.0 out of 10, Exceptional, (55 reviews)
"The apartment was very clean and well decorated. The host was very kind."
United States
Jennifer
$315 nightly
The price is $358
Aug 9 - Aug 10
Total with taxes and fees
Upper level, one bedroom, one bath condo, with Lake Superior views.
Dining

Cozy 1-bedroom studio in serene Bayfield with AC

Cozy 1-bedroom studio in serene Bayfield with AC
Bayfield
9.4 out of 10, Exceptional, (3 reviews)
"Very helpful host!"
United States
Ella B.
$363 nightly
The price is $407
Jul 28 - Jul 29
Total with taxes and fees
Cozy 1-bedroom studio in serene Bayfield with AC
1 bedroom, WiFi, bed sheets

Avenue Side Room at The Copper Trout.

Avenue Side Room at The Copper Trout.
Bayfield
9.6 out of 10, Exceptional, (89 reviews)
"The room was awesome - all that we needed. Right in town so very walkable. We would definitely stay here again when we are in the area."
United States
Brendon
$253 nightly
The price is $289
Jul 26 - Jul 27
Total with taxes and fees
Avenue Side Room at The Copper Trout.
Microwave, oven, stovetop, dishwasher

Up North Oasis - Families & Dogs in the Bayfield Area

Up North Oasis - Families & Dogs in the Bayfield Area
Washburn
10.0 out of 10, Exceptional, (8 reviews)
"We had a lovely stay and the accommodations were just what we needed. We are planning to stay here again. "
United States
Joan Q.
$514 nightly
The price is $576
Jul 30 - Jul 31
Total with taxes and fees
Up North Oasis - Families & Dogs in the Bayfield Area
Exterior

The Little Bodin

The Little Bodin
Bayfield
9.8 out of 10, Exceptional, (56 reviews)
"It was a perfect spot in a wonderful little town. "
United States
Anonymous traveler
$360 nightly
The price is $410
Aug 12 - Aug 13
Total with taxes and fees
The Little Bodin
Beach nearby

The Copper Squirrel is a secluded full log cabin on 10 acres.

The Copper Squirrel is a secluded full log cabin on 10 acres.
Bayfield
10.0 out of 10, Exceptional, (40 reviews)
"Kristin is an amazing host! We are returning guests and loved our stay this time as much as our last time! It’s a cozy cabin with every amenity you could need. We love the location and it’s close to the shops and restaurants we like to visit. We will definitely be returning to this lovely home!"
United States
Lynn P.
$332 nightly
The price is $350
Aug 9 - Aug 10
Total with taxes and fees
The Copper Squirrel is a secluded full log cabin on 10 acres.
Smart TV, fireplace

Young’s Northwoods Rental

Young’s Northwoods Rental
Mellen
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay here. The house was very clean and cozy. The beds were extremely comfortable. The location was great. We would definitely stay here again."
United States
Gerald W.
$260 nightly
The price is $274
Jul 26 - Jul 27
Total with taxes and fees
Young’s Northwoods Rental
Interior

Uniquely Elegant 3 Bdrm Home near Lake Superior

Uniquely Elegant 3 Bdrm Home near Lake Superior
Washburn
10.0 out of 10, Exceptional, (1 review)
"Excellent host and such a beautiful place!! Highly recommend, we loved it :)"
United States
Nashlynn W.
$737 nightly
The price is $825
Aug 6 - Aug 7
Total with taxes and fees
Uniquely Elegant 3 Bdrm Home near Lake Superior
Outdoor dining

Cozy Lakefront Cabin, Dock + Trails : Trails Lodge

Cozy Lakefront Cabin, Dock + Trails : Trails Lodge
Cable
10.0 out of 10, Exceptional, (33 reviews)
"Great cabin! Very enjoyable stay and excellent communication. Thank you!"
United States
Edward E.
$455 nightly
The price is $498
Aug 22 - Aug 23
Total with taxes and fees
Cozy Lakefront Cabin, Dock + Trails : Trails Lodge
Beach

Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods

Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods
Bayfield
10.0 out of 10, Exceptional, (47 reviews)
"We had a wonderful stay! The cabin was stocked with anything you would need, vey clean, and excellent accommodations! Would love to stay again next time we visit!"
United States
Stacey L.
$477 nightly
The price is $534
Aug 15 - Aug 16
Total with taxes and fees
Bayfield Fruit Loop Retreat - Rock Garden Cottage in the woods
1 bedroom, iron/ironing board, WiFi (free), bed sheets

Lundy's Black Bear - Lemgrove

Lundy's Black Bear - Lemgrove
Drummond
8.0 out of 10, Very Good, (1 review)
"Was very clean. The only problem was it did not have bars in the shower."
United States
Becky E.
$196 nightly
The price is $215
Jul 27 - Jul 28
Total with taxes and fees
Lundy's Black Bear - Lemgrove
Iron/ironing board, WiFi (free)

Lundy's Black Bear - Rosewood

Lundy's Black Bear - Rosewood
Drummond
9.0 out of 10, Wonderful, (4 reviews)
"Conveniently located for my snowmobile trip and room was very nice and clean. Would definitely stay again."
United States
Curtis E.
$196 nightly
The price is $215
Jul 27 - Jul 28
Total with taxes and fees
Lundy's Black Bear - Rosewood
1 bedroom, WiFi, bed sheets

Lake Side Room at The Copper Trout.

Lake Side Room at The Copper Trout.
Bayfield
9.2 out of 10, Wonderful, (104 reviews)
"Room was clean and in a great location for enjoying the greater Bayfield area."
United States
Sally R.
$256 nightly
The price is $292
Jul 28 - Jul 29
Total with taxes and fees
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

Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland

10/10 Excellent
"As always, clean room, view of Lake Superior, nice breakfast, comfortable bed with pillow choices."
Barbara 1-night trip
Posted 1 hour ago
Cobblestone Inn & Suites - Ashland

Find out more about Ashland

Everything you need to know about Ashland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ashland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ashland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Ashland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $227 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Ashland rentals

At Expedia, we put the best Ashland vacation 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 vacation.

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.

Explore a world of travel with Expedia

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?

Fantastic building with AC in lovely Ashland: Visitors give good reviews to this Ashland vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Ashland?

With 11 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, Northern Great Lakes Visitor Center and Apostle Islands National Lakeshore 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.