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Our top choices for Ashland holiday homes
1. 2BR Lake Superior Stay | Hot Tub + Walk Downtown
2BR Lake Superior Stay | Hot Tub + Walk DowntownAshland
The price is €387
includes taxes & fees
5 Nov - 6 Nov
2. Historic Main St w/ Lake View | The Flatwater Loft
Historic Main St w/ Lake View | The Flatwater LoftAshland
10.0 out of 10, Exceptional, (6 reviews)
"We absolutely loved our stay. Everything about the set up (check-in/out, amenities, house logistics) were extremely clear. Communication with the hosts was easy and they were quick to respond when we had a question. The location and decoration of the space was perfect. We all agreed it was the perfect balance of a well-curated space while still feeling really homey!We can’t recommend this place enough and we will definitely be back next time we’re in Ashland!"
Christina N.
3. Up North Oasis - Families & Dogs in the Bayfield Area
Up North Oasis - Families & Dogs in the Bayfield AreaWashburn
9.8 out of 10, Exceptional, (14 reviews)
"Nice house, and nice location."
ben H.
The price is €287
includes taxes & fees
29 Nov - 30 Nov
4. 3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & FirepitWashburn
8.8 out of 10, Excellent, (45 reviews)
"Great location"
vicki A
The price is €374
includes taxes & fees
10 Nov - 11 Nov
5. Apostle Pines #4 @ Apostle Highlands Golf Course
Apostle Pines #4 @ Apostle Highlands Golf CourseBayfield
9.8 out of 10, Exceptional, (22 reviews)
"Awesome place! Views of the golf course was amazing!"
Anonymous traveller
The price is €438
includes taxes & fees
5 Nov - 6 Nov
6. Serenity Now | 4BR Trailside / Lakefront Cabin
Serenity Now | 4BR Trailside / Lakefront CabinHurley
10.0 out of 10, Exceptional, (7 reviews)
"Great location and very nice accommodations. Thank you."
Kristin Z.
The price is €301
includes taxes & fees
12 Nov - 13 Nov
7. Carriage House - Chequamegon Bay, Bayfield
Carriage House - Chequamegon Bay, BayfieldBayfield
9.0 out of 10, Wonderful, (16 reviews)
"Great location! Nice and clean."
Janet H.
The price is €438
includes taxes & fees
5 Nov - 6 Nov
8. Main @ Hendrickson House
Main @ Hendrickson HouseBayfield
10.0 out of 10, Exceptional, (3 reviews)
"The house was perfect for us. Very clean and had everything we needed to enjoy a relaxing 2 day getaway. I would definitely stay here again!!"
Steven A.
The price is €462
includes taxes & fees
15 Nov - 16 Nov
9. Lake Shore Home with private dock and large deck--1 mile from Bayfield
Lake Shore Home with private dock and large deck--1 mile from BayfieldBayfield
10.0 out of 10, Exceptional, (124 reviews)
"Great property! wonderful rejuvenation time for myself and my family"
Brian
The price is €508
includes taxes & fees
6 Nov - 7 Nov
10. Carriage @ Hendrickson House
Carriage @ Hendrickson HouseBayfield
10.0 out of 10, Exceptional, (2 reviews)
"Wonderful vacation. This little house was perfect for two people. It had all the amenities that were needed. The best part was it was walking distance to absolutely everything. Prime location. Will definitely be back and staying here again."
Wendy D.
The price is €399
includes taxes & fees
5 Nov - 6 Nov
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.
Learn more about Ashland
Nestled on Lake Superior's southern shore, this charming town boasts a vibrant arts scene and outdoor adventures. Catch a show at the historic Ashland Theatre, then explore the Apostle Islands' sea caves by kayak in nearby Bayfield.
