Ashland Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Ashland

View from room
Mission Springs Resort

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
Smart TV, DVD player, books
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.

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

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
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, (228)
"It was a quaint place with everything we needed. "
United States
Kathy S.
The price is HK$483
HK$1,108 total
includes taxes & fees
15 Dec - 16 Dec
Apostle Is.'s gateway/next scenic marinas/fireplace/jacuzzi/corner w 4 windows
Interior
Madeline Island Cottage Overlooking Apostle Islands

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
Interior
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, (17)
"Was a perfect size for the two of us. And really secluded, we loved it!"
United States
Emily J.
The price is HK$1,674
HK$2,021 total
includes taxes & fees
2 Dec - 3 Dec
Northwoods Cabin Getaway – Perfect for Hiking, Waterfalls, UTV/ATV & More!
Terrace/patio
Spacious Walkable in Bayfield!! Lake Views, Steps to Ferry, Marina & Downtown

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
Property grounds
Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed - 1 block from 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
Exterior
The Acorn of Little Sand Bay Secluded, Wooded, and Dog Friendly!

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!
Marina
Lakeview Condo: Downtown Bayfield, Beach, Deck

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
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, (1)
The price is HK$973
HK$2,494 total
includes taxes & fees
2 Dec - 3 Dec
Up North Oasis - Families & Dogs in the Bayfield Area
Fridge, microwave, oven, stovetop
Brookside Hide-A-Way #2, Port Superior, Bayfield

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 HK$985
HK$1,771 total
includes taxes & fees
2 Dec - 3 Dec
Brookside Hide-A-Way #2, Port Superior, Bayfield
Exterior
SUMMER SPECIALS Beautiful lake front, beach and pool table

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
Outdoor dining
Woodland Escape | Charming Cabin Steps to the Lake

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
Outdoor dining
Bell Street Lodging-Retreat

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
Exterior
Hodag House | Magical Cabin & Creature Comforts

Hodag House | Magical Cabin & Creature Comforts

Herbster
10.0 out of 10, Exceptional, (14)
"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
Exterior
Luxurious Lake Superior Estate with Outdoor Hot Tub

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
Property grounds
Escape To Madeline Island ! Superior Lakefront 2 Bedroom Condo

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
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, (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 HK$1,394
HK$1,820 total
includes taxes & fees
2 Dec - 3 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

Whitecap Mountains Resort

Whitecap Mountains Resort

10/10 Excellent
"Amazingly room and facilities "
Daniel 1-night trip
Posted 4 days ago
Whitecap Mountains Resort

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:

  • View our selection of featured holiday rentals in Ashland
  • Use the map to find apartments and other holiday homes in the Ashland neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ashland while they last

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

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.