Chequamegon Bay Holiday Rentals

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Holiday Rentals in Chequamegon Bay

Cabin on Lake Superior ~ 11 Mi to Bayfield!

9.8 out of 10, Exceptional, (21)
"Our stay was amazing! Breathtaking views and the cleanliness was top-notch. We'll be back!"
Cabin on Lake Superior ~ 11 Mi to Bayfield!

Hidden Cove Washburn Lake Home

10.0 out of 10, Exceptional, (38)
"The pictures do not do this home justice. It has great views and beautiful grounds!"
Hidden Cove Washburn Lake Home

North Apartment with Lake Superior Views

10.0 out of 10, Exceptional, (28)
"Cute, well styled apartment with a view of Lake Superior, and a quick trip to downtown. Would stay again!"
North Apartment with Lake Superior Views

Spacious four bedroom house -walking distance to Lake Superior / Washburn shops

9.4 out of 10, Exceptional, (22)
"This place was perfect for what we needed. The front porch was the highlight of our mornings, drinking coffee in the rocking chairs. It’s within close distance to all the things we were hoping to get to, Bayfield and the apostle islands. It may be due for a bug treatment as there were lots of spiders throughout the house, but other than that this place was awesome!"
Spacious four bedroom house -walking distance to Lake Superior / Washburn shops

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

9.4 out of 10, Exceptional, (24)
"It was a very quaint and cozy place to stay that was very relaxing and enjoyable. "
The price is AU$653
includes taxes & fees
30 Dec - 31 Dec
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

9.6 out of 10, Exceptional, (194)
"We stayed 2 nights. Very off seasons, not much going on. Bery nice clean place. Didnt realize we had to climb stairs as my husband had had foot surgery but we made it work. which was"
Bayfield- Charming Newly Remodeled Condo, Gateway to Apostles

Privacy in the Valhalla Hills near Bayfield/ Lake Superior. On ATV/Snow trails.

9.8 out of 10, Exceptional, (100)
"This was our second time staying here. It is a beautiful property! Very comfortable and gorgeous views! We’ll be back!! "
Privacy in the Valhalla Hills near Bayfield/ Lake Superior. On ATV/Snow trails.

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

10.0 out of 10, Exceptional, (95)
"Wonderful home and property. Excellent for hiking. "
Gateway to Lake Superior-near Ashland, WI . Private Cabin-237 acres & Trails.

Bayfield Fruit Loop Retreat - Main Cottage

10.0 out of 10, Exceptional, (48)
"The best stocked, cleanest, and coziest Vrbo we have ever stayed at!! Keep up the good work!"
Bayfield Fruit Loop Retreat - Main Cottage

The Carriage House Sleeps 4. Downtown Bayfield! Walk to everything!

9.8 out of 10, Exceptional, (41)
"Ideal walking location, close to restaurants and shops, pier, ferry and cruise. Comfortable bed and loved the heated bathroom floor!"
The Carriage House Sleeps 4. Downtown Bayfield! Walk to everything!

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

9.8 out of 10, Exceptional, (11)
"Condo was very clean and comfortable. It was nice to be close enough to walk to the shops and restaurants. Nice to fall asleep to the sound of the waves on the lake. Highly recommend!"
Amazing Lake Superior Views & Easy Walking Access to All Bayfield Has to Offer

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

10.0 out of 10, Exceptional, (23)
"The place was great. It was represented very well thru the photos and descriptions. It was really clean and tidy. Rooms were nice size and beds were comfy. Nice size tvs and wifi was easy to use. Well appointed kitchen. Overal.extremely satisfied and host's were very attention "
Hidden Gem, 3 Bed Cozy Condo - Dogs Welcomed - 1 block from marina

Bayfield- Charming Condo, Jumping Off Point to Apostles

9.6 out of 10, Exceptional, (227)
"We were visiting family in Washburn for the weekend. This place was perfect in every way. "
Bayfield- Charming Condo, Jumping Off Point to Apostles

Sunset Bay Lodge.

9.6 out of 10, Exceptional, (53)
"Beautiful home and property right on lake."
Sunset Bay Lodge.

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

A vacation you won't forget, stay on a 35 foot boat!

9.2 out of 10, Wonderful, (49)
"Staying on the boat was the best adventure. It was easy walking distance to downtown Bayfield. That weekend was Bayfest and it was so much fun. Shopping, food and music. Saturday night there was a big storm, boat rocking back and forth. Still sleep well."
A vacation you won't forget, stay on a 35 foot boat!

300' of Private Beach

9.0 out of 10, Wonderful, (38)
"Nice beach and property "
300' of Private Beach

The Little Bodin

9.8 out of 10, Exceptional, (35)
"This place was perfect for a weekend getaway! The apartment was clean, the rooms were cozy, and everything was so close! We loved walking around and looking at shops and to the pier. The host had lots of suggestions for local hikes and activities which was really helpful. We can’t wait to come back! "
The Little Bodin

Snowmobile Trails Access! Log Chalet w Panoramic Views of Valhalla Valley

9.8 out of 10, Exceptional, (28)
"I would 100% recommend staying here for larger groups! Very accommodating, clean and had everything we needed for a group of 7. About a 25 min drive to Bayfield to enjoy everything the area has to offer. We'll be back!"
Snowmobile Trails Access! Log Chalet w Panoramic Views of Valhalla Valley

Lake Shore Home with private dock and large deck--1 mile from Bayfield

10.0 out of 10, Exceptional, (94)
"Great property. "
Lake Shore Home with private dock and large deck--1 mile from Bayfield
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 types of properties in Chequamegon Bay you may be interested in

Quality Inn Ashland - Lake Superior

2.5 star property
8.8 out of 10, Excellent, (722)
"The beds were very comfy! Wish I could get the mattress toppers you use for my home. Do you sell them? Or know of a commercial brand that is close to that comfort? "
The price is AU$145
includes taxes & fees
8 Jan - 9 Jan 2025
Quality Inn Ashland - Lake Superior

Super 8 by Wyndham Ashland

2.0 star property
8.0 out of 10, Very good, (1002)
"Great room, looks newly updated. Great rates and convenient to everything in the area"
The price is AU$142
includes taxes & fees
27 Dec - 28 Dec
Super 8 by Wyndham Ashland

Best Western The Hotel Chequamegon

3.0 star property
8.6 out of 10, Excellent, (1002)
"We love staying at this hotel. The views are the best "
The price is AU$197
includes taxes & fees
1 Jan - 2 Jan 2025
Best Western The Hotel Chequamegon
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.