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Compare 59 Condo Rentals in Ashland with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (20)
"Stayed while working on the island. The place quite and clean."
Upper level, one bedroom, one bath condo, with Lake Superior views.

Lakeview Condo: Downtown Bayfield, Beach, Deck

9.8 out of 10, Exceptional, (35)
"Great location, walkable to the lake, shops and restaurants. Very large property and photos don’t really show how big the place really is. The fireplace was a welcome addition as we stayed in February. We didn’t use the kitchen but it was very nice and spacious and would have been great to cook in. Owners were excellent with accommodating special request. Would love to stay here again in the warmer months!"
Lakeview Condo: Downtown Bayfield, Beach, Deck

Bell Street-Downtown Oasis

10.0 out of 10, Exceptional, (77)
"Love staying at the Bell Tavern. I appreciate the ability to walk around the main town area as Tom’s is always a good time. Ample space and a well stocked kitchen also make for an easy and quick weekend."
Bell Street-Downtown Oasis

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.6 out of 10, Exceptional, (200)
"Perfect location"
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Bayfield- Charming Condo, Jumping Off Point to Apostles

9.6 out of 10, Exceptional, (232)
"We drove to Wisconsin in a snow storm. It was a winter wonderland when we got there. It is cozy and quiet in the winter. Man came and plowed the next day. Did a good job. I love this property and so does my English Cocker. Clean and cozy."
Bayfield- Charming Condo, Jumping Off Point to Apostles

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.6 out of 10, Exceptional, (142)
"A quaint, sweet, comfortable spot to come to after a full day of sightseeing and hiking. You can tell owners, Kim and Mark, want you to just have fun and enjoy! "
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Washington Condo #204 DTN Bayfield. Sleeps 6. 1st Street & Washington Ave.

9.8 out of 10, Exceptional, (62)
"Nice place. Needs taller shower head."
Washington Condo #204 DTN Bayfield. Sleeps 6. 1st Street & Washington Ave.

Colorful Beach Front Condo with Lake Views

9.2 out of 10, Wonderful, (10)
"The property was very nice.. we struggled with the TV but someone stopped by to help us out! I guess I was a little disappointed with the price dropping down a lot a week later!"
Colorful Beach Front Condo with Lake Views

Condo downtown Bayfield, Sleeps 5

9.6 out of 10, Exceptional, (49)
"Overall very nice. Two areas for improvement: upstairs show grout, hooks for clothes on second floor"
Condo downtown Bayfield, Sleeps 5

Bell Street Lodging-Suite

9.8 out of 10, Exceptional, (87)
"Nice cozy property. Bed was wonderful and firm and perfect for my back. Amazing bathroom. Great location, close to to everything."
Bell Street Lodging-Suite

Beautiful & Modern Beach Front Condo with Lake Views

9.4 out of 10, Exceptional, (3)
"Easily accessible, great location, quiet and comfortable! Nice private balcony facing Lake Superior with great kitchen amenities. Erin/Property Management checked in with us and replied very promptly to a request we made. If you’re looking for a quiet retreat after a day of exploring, this is your place. Highly recommend!"
Beautiful & Modern Beach Front Condo with Lake Views

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

10.0 out of 10, Exceptional, (25)
"This condo was perfect for me and my girls. The location was great!"
Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed - 1 block from marina

Downtown Bayfield. First & Washington Condo #203 Sleeps up to 8 Lake Views!

10.0 out of 10, Exceptional, (155)
"We'll definitely book here again. Location is great and is right in the middle of everything. The layout was also really nice because there is a main living space and bedroom one one floor, and a lofted space and second bedroom & bathroom on the second floor. Having room to spread out over 2 stories was just what we needed when having some downtime. Jack was also super fast to respond with any questions we had. "
Downtown Bayfield. First & Washington Condo #203 Sleeps up to 8 Lake Views!

Amazing Lake Superior Views & Easy Walking Access to All Bayfield Has to Offer

9.8 out of 10, Exceptional, (12)
"Enjoyed a quiet week hiking in winter. Property was as described,easy check in and check out. "
Amazing Lake Superior Views & Easy Walking Access to All Bayfield Has to Offer

New! 4BR Lake Namakagon Cabin - Sleeps 16 - Trail Access + Lake Views

9.8 out of 10, Exceptional, (9)
"Lovely spot!"
New! 4BR Lake Namakagon Cabin - Sleeps 16 - Trail Access + Lake Views

Classic Beach Front Condo with Lake Views

8.8 out of 10, Excellent, (10)
"Perfect location, interior was dated and showing wear & tear, had a good time"
Classic Beach Front Condo with Lake Views

Clean & Modern Beach Front Condo with Lake Views

9.8 out of 10, Exceptional, (6)
"Everything was just as how it was listed, very clean, great location and we had no problems checking in. Worked great for a weekend trip to bayfield. "
Clean & Modern Beach Front Condo with Lake Views

Beachside Bliss | Airy Vibes and Island Views

9.6 out of 10, Exceptional, (5)
"We were pleased with our accommodations in Bayfield. We needed a kitchen to prepare meals for our daughter, who has celiac disease. There were plenty of pots and pans and kitchen supplies. The beds were comfortable and all was good!"
Beachside Bliss | Airy Vibes and Island Views

Bayfield on the Lake - Waterfront Condo Downtown #302

9.8 out of 10, Exceptional, (60)
"Bayfield on the Lake (#302) provided for an amazing winter weekend. The condo is clean and well-appointed while providing a convenient downtown Bayfield location and gorgeous views of the lake. Communication with the owners was clear, quick and accurate.We've already booked our stay for next President's Day Weekend."
Bayfield on the Lake - Waterfront Condo Downtown #302

Chic and Modern Beach Front Condo with Lake Views

9.8 out of 10, Exceptional, (14)
"The colors were beautiful. Watch lots of guest take a dip in the lake. 44 degrees. Not us😊"
Chic and Modern Beach Front Condo with Lake Views
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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Other property types in Ashland

Mission Springs Resort

3.0 star property
9.4 out of 10, Exceptional, (53)
"The place was neat, comfortable, and very cozy. I really enjoyed the fireplace and the short walk to the beautiful view of Ashland at the beach area. "
The price is SAR 496
SAR 622 total
includes taxes & fees
29 Apr - 30 Apr
Mission Springs Resort

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

10.0 out of 10, Exceptional, (96)
"Spent a long weekend ice fishing in the area. The place worked out perfect, plenty of room for vehicles and trailers. The attached garage to thaw out gear was an added bonus. "
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.

River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.

10.0 out of 10, Exceptional, (95)
"Always great experience when staying here. Everything is always clean. Plenty of room. Kitchen is well stocked with pots and pans needed. Fire house is super cool! Would highly recommend. "
River Rock Cottage Is Located On The Shore Of Lake Superior On Chequamegon Bay.
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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