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

Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.

Ashland
10.0 out of 10, Exceptional, (103)
"Check on was great kitchen very well appropriated! "
United States
Shannon N.
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.

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

Bayfield
9.8 out of 10, Exceptional, (228)
"Very easy to make a reservation, room was as stated (clean, updated, and comfortable). Minutes away from downtown, restaurants and Bayfield Marina but still in a wooded area away from the traffic. Whirlpool was a pleasant addition and relaxing. Would love to stay there again, if in the area. "
United States
Jean F.
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Bayfield
9.6 out of 10, Exceptional, (220)
"Pet friendly. Loved being able to walk around the marina. Cozy get away, but close to town "
United States
Lindsay
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

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

Mellen
10.0 out of 10, Exceptional, (16)
"This cabin was absolutely beautiful. The owners made us feel welcome the moment we stepped in. Communication, location & comfort was excellent. Beautiful area with lots to do. Even heard a Barred owl in a tree on the property which was a neat experience. Only regret we couldn't stay longer!"
United States
Diane
The price is NZ$462
includes taxes & fees
11 Nov - 12 Nov
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!

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

Lakeview Condo: Downtown Bayfield, Beach, Deck

Bayfield
9.8 out of 10, Exceptional, (60)
"The property is in a great location in Bayfield. You can easily walk to the ferry, shopping, restaurants and the lake. The property itself is spacious, great views of the lake and sunrises, nice accommodations. "
United States
Carol S.
Lakeview Condo: Downtown Bayfield, Beach, Deck

Birch Haven | Spectacular Lakefront Log Cabin

Cornucopia
10.0 out of 10, Exceptional, (9)
"We really enjoyed our stay. Very clean and had everything we needed to relax and make meals. The view is unbeatable from the back deck area. This would be a great location for a large group. "
United States
Melissa S.
Birch Haven | Spectacular Lakefront Log Cabin

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

Bayfield
10.0 out of 10, Exceptional, (6)
"We had an amazing time here. The house is in a great location off the main road with walking distance to everything Bayfield offers. We all enjoyed the house and amenities were top tier."
United States
Mark N.
Spacious Walkable in Bayfield!! Lake Views, Steps to Ferry, Marina & Downtown

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

Cable
10.0 out of 10, Exceptional, (42)
"This cabin was absolutely perfect for our annual family weekend!! The cabin exceeded our expectations! Not only did it have plenty of space for us to stay, its location was on a quaint lake with a nice sandy beach perfect for relaxing! The owners were very responsive and quick to resolve the very minor things that popped up. "
United States
Kelli G.
Sandy beach, quiet lake, great fishing & beautiful sunsets w/2 kayaks & gameroom

Bayfield- Charming Condo, Jumping Off Point to Apostles

Bayfield
9.6 out of 10, Exceptional, (258)
"Enjoyed our stay."
United States
Colleen
Bayfield- Charming Condo, Jumping Off Point to Apostles

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

Bayfield
10.0 out of 10, Exceptional, (27)
"We had a fabulous stay at the Copper Squirrel! The owner is fantastic!"
United States
Jennifer N.
The Copper Squirrel is a secluded full log cabin on 10 acres.

Up North Oasis - Families & Dogs in the Bayfield Area

Washburn
10.0 out of 10, Exceptional, (1)
The price is NZ$570
includes taxes & fees
11 Nov - 12 Nov
Up North Oasis - Families & Dogs in the Bayfield Area

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

Bayfield
9.8 out of 10, Exceptional, (35)
"This house was in a great location! The communication with the owners was great. When we got there and there wasn’t any TP, the owners answered in minutes and told me where to find it! Thank you! "
United States
Paula Z.
Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed - 1 block from marina

Whole Cabin on the Trails!

Glidden
9.8 out of 10, Exceptional, (13)
"What a wonderful stay"
United States
Kasey P.
Whole Cabin on the Trails!

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

Cable
9.8 out of 10, Exceptional, (186)
"EXCELLENT AND RELAXING"
United States
mark m.
On a 3200 acre lake with 400 ft of frontage. Great fishing kayaking boating fun

Bell Street Lodging-Retreat

La Pointe
10.0 out of 10, Exceptional, (76)
"Great location in town of LaPointe."
United States
Paula I.
Bell Street Lodging-Retreat

The Little Bodin

Bayfield
9.8 out of 10, Exceptional, (53)
"Charming little VRBO in the heart of downtown Bayfield. 4 of us stayed the night prior to our 3 day kayaking trip. We all slept well."
United States
Jenny L.
The Little Bodin

Spacious, secluded sanctuary! Very clean! 5 Queen Beds! Wildlife viewing.

Mason
9.8 out of 10, Exceptional, (26)
"Nice quiet stay!!"
United States
Malissa W.
Spacious, secluded sanctuary! Very clean! 5 Queen Beds! Wildlife viewing.

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
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 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 NZ$462 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?

SUMMER SPECIALS Beautiful lake front, beach and pool table: This holiday home rental outside of Ashland is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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?

Lake Superior and Bayview Park 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 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.