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Hayward Headflyer Island Hotels

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Check prices for these dates

Tonight
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

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Top Headflyer Island Hotel Reviews

Sandalwood Retreat on Round Lake - Waterfront property with screened porch 

Sandalwood Retreat on Round Lake - Waterfront property with screened porch 

10/10 Excellent
"Our group of 9 people thoroughly enjoyed out stay at Sandalwood Retreat. The level of detail in furnishings, entertainment options, cleanliness, and kitchen supplies was above what we've experienced with other VRBOs and greatly appreciated. We would definitely stay here again."
Kevin S. 4-night trip
Posted 19 hours ago
Sandalwood Retreat on Round Lake - Waterfront property with screened porch 
Cozy 2 Bedroom lake front cabin - Chippewa Flowage, Dun Rovin Rd in Hayward, WI.

Cozy 2 Bedroom lake front cabin - Chippewa Flowage, Dun Rovin Rd in Hayward, WI.

10/10 Excellent
"OMG - Best vacation we’ve had in a long time. The cabin was perfect. So clean and comfortable. We loved it. The owners were super nice and very friendly. We went to fish and relax and came home with new friends we made. Rolf and Jackie are really Special People and we want to Thank You both for the warmth that you showed us. Can’t wait to come back."
Ronda C. 14-night trip
Posted 7 days ago
Cozy 2 Bedroom lake front cabin - Chippewa Flowage, Dun Rovin Rd in Hayward, WI.
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin

10/10 Excellent
"Friendly host, simple cabins right on the water as described"
Simkha B. 2-night trip
Posted 2 weeks ago
Bucktail Lodge Riverview Cabin on Barker Lake in Winter, Wisconsin
500' Lakeshore, 2 Docks, Sand Beach, Sleeps 10, A/C, Pontoon Boat for Rent

500' Lakeshore, 2 Docks, Sand Beach, Sleeps 10, A/C, Pontoon Boat for Rent

10/10 Excellent
"Beautiful location. Lots of room and host was very accommodating."
Patrick H. 4-night trip
Posted 2 weeks ago
500' Lakeshore, 2 Docks, Sand Beach, Sleeps 10, A/C, Pontoon Boat for Rent
5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.

5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.

10/10 Excellent
"Great place really nice accomodations beautiful view great addition with the screen porch highly recommened"
Eric G. 4-night trip
Posted 2 weeks ago
5 bedroom 3- bath 8 people capacity pontoon included in Winter Wis.
Cozy Cabin on Secluded Peninsula

Cozy Cabin on Secluded Peninsula

10/10 Excellent
"Quaint cabin in a quiet location right on the water. We were able to catch fish right off the dock. The boat dock was alittle outdated but we were told that ahead of time."
Nick S. 4-night trip
Posted 3 weeks ago
Cozy Cabin on Secluded Peninsula
Round Lake Hideaway

Round Lake Hideaway

10/10 Excellent
"Lovely view and location. Comfortable for our group!"
Diane D. 3-night trip
Posted 3 weeks ago
Round Lake Hideaway
Moose Lake Hayward WI

Moose Lake Hayward WI

8/10 Good
"Lake view was beautiful!"
Dennis 6-night trip
Posted 3 weeks ago
Moose Lake Hayward WI
Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access

Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access

10/10 Excellent
"This lodge is amazing for a large group of travelers! Nine of my high school classmates planned a getaway and this property was perfect. The kitchen is so well stocked! Even 2 types of coffee makers! The table easily seated all of us. The great room is big but feels so cozy! We used the fireplace in the great room and the fire pit outside. The perfect places to talk, reminisce, and laugh.We all had our own beds with more beds to spare. The mattresses were very comfortable. We used the kayaks and the outside decks to enjoy the beautiful fall colors!The owner answered immediately when we had an issue and it was taken care of. He is very responsive! We all enjoyed ourselves tremendously!"
loren r. 3-night trip
Posted 3 weeks ago
Luxury 7,500‑Sq‑Ft Lakefront Lodge, Private Dock & Snowmobile Access

Other attractions near Headflyer Island

Lake Chippewa

9.2/10 (12 reviews)
Commune with nature and explore the great outdoors at Lake Chippewa during your travels in Hayward. Stroll along the area's lakeside or simply enjoy its bars.
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Campers Island

Commune with nature and explore the great outdoors at Campers Island during your travels in New Post.
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Wagon Wheel Island

Commune with nature and explore the great outdoors at Wagon Wheel Island during your travels in New Post.
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Chipmunk Island

Commune with nature and explore the great outdoors at Chipmunk Island during your travels in New Post.
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Two Axe Lake

Commune with nature and explore the great outdoors at Two Axe Lake during your travels in Hayward. Stroll along the area's lakeside or simply enjoy its bars.
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Little Cranberry Lake

Commune with nature and explore the great outdoors at Little Cranberry Lake during your travels in Winter.
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Sister Island

Commune with nature and explore the great outdoors at Sister Island during your travels in New Post.
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Pork Barrel Island

Commune with nature and explore the great outdoors at Pork Barrel Island during your travels in Hayward. Stroll along the area's lakeside or simply enjoy its bars.
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Frequently asked questions

What's the area like around Headflyer Island?
Headflyer Island is located in Hayward. Travellers like this budget-friendly area for its lakeside setting and bars. You'll find 35 hotels and other accommodations within a few miles for a convenient home base.
What's the best place to stay near Headflyer Island?
Musky Joes Twin Pines Resort is one of the top choices for your stay based on our traveller data, and this apartment offers free parking and private porches. You'll find it 5.9 mi (9.6 km) from Headflyer Island. Another good option is Big Chip Lodge. Awesome view. Dock 50' away. Authentic Historical Wisconsin., located 2.4 mi (3.9 km) away.
How many hotels are there near Headflyer Island?
Expedia has 35 hotels and other accommodation options 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, the majority of room reservations are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to cancel it and get a refund within 24 hours of your booking. Enter dates in and click on "Search", then you can filter by "fully refundable" to get the top deals on offer near Headflyer Island.