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Compare hotels close to Headflyer Island with room rates, reviews, and availability. Most hotels are fully refundable.
Top Headflyer Island Hotel Reviews
Hayward, Round Lake Retreat! Private dock, 3 kayaks, beautifully maintained!
10/10 Excellent
"The stay was simply amazing. The cabin was roomy, comfortable, extremely clean, with an amazing view of the lake. The deck, which faces west, was perfect for watching sunsets. The dock was easily accessible for our boat. The cabin is everything that is advertised. "
Cozy Cabin on Secluded Peninsula
10/10 Excellent
"We have stayed here once previously and really enjoyed the last time and this time. My daughter lives about 7 miles down Highway B. It is very convenient to drive to her house to visit her. We loved the clean cabin and its cozy atmosphere. Our host Colin contacted us through the VRBO website to make sure we had everything we needed. We also took our little dog Brody along as well. The only thing I wish I would of done was book my trip a few days longer. This is such a beautiful area. And the location of the cabin is perfect as it sits on a peninsula. It is always hard to leave up North. We just love that Colin and his family are kind enough to share their place with others. Thank you!"
5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.
10/10 Excellent
"This house is absolutely amazing! Beautiful inside and out. We loved the pool table and shuffleboard in the garage! We also played card games, went fishing on the great pontoon, watched a movie and sports! It rained a bit but there were beautiful rainbows! This was our second stay and definitely will be back. Our family consisted of 8 people ages 50 to 91! Thanks you! "
Round Lake Cabin Retreat
10/10 Excellent
"Everything was great. It was a bit of a surprise that we could not use the AC when we arrived. Not sure if I missed it in the listing. But it was pretty warm at check in. "
Breezy Bay Beach On Round Lake
10/10 Excellent
"Beautiful property with an amazing lake view. Perfect spot to enjoy lake time, camp fires, wildlife and family memories. "
Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin.
10/10 Excellent
"Didnt want to go home! We will be making this our annual vacation from now on. "
Lakefront Cabin on Chippewa Flowage, Dun Rovin Road, Hayward, WI
10/10 Excellent
"A nice cabin and well laid out for how small it is. The large deck and window in the living room were perfect for our awesome lake view. Being able to take our dog and having a private dock was icing on the cake! I think our dog enjoyed herself as much as we did. It was so quiet and peaceful. The weather and fishing were not the best but we are planning a return trip next September. Thanks Eric!"
Rustic and Charming one Bedroom cabin. Upgraded pontoon!
10/10 Excellent
"Always a pleasure to stay at this property. The cabin is well maintained. The process for checking in and checking out is well organized. The area provides many exciting activities during our stay. Fishing on the lake is always fun and relaxing. "
Very Private Cabin on Upper Twin Lake...Great Views...Close to Trails!
10/10 Excellent
"The cabin was very cozy and had everything we needed. The host left a lot of helpful info about shopping, dining, hiking, etc. The weather was not the best and we could not enjoy the lake, but the scenery is beautiful. The only issue we had was though it is "pet friendly" there are a lot of rules that were a little restrictive when it comes to pets. "
Frequently asked questions
What's the area like around Headflyer Island?
Headflyer Island is located in Hayward. Travelers like this budget-friendly area for its lakeside setting and bars. You'll find 38 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay near Headflyer Island?
Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin. is one of the top choices for your stay based on our traveler data, and this lodge offers private decks and free WiFi. It's located 2.4 mi (3.9 km) from Headflyer Island.
How many hotels should I expect to find near Headflyer Island?
Expedia has 38 hotels and other accommodations a few miles from Headflyer Island.
If I need to cancel the hotel reservation for my stay near Headflyer Island, will I receive a refund?
Yes! You'll find that most hotel reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to view the best deals available near Headflyer Island.
Where can I learn more about changing or cancelling my trip in the area near Headflyer Island?
To find more details about changing or cancelling your stay near Headflyer Island, head over to our customer service page.