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Compare 101 Vacation Homes in Cherokee with updated reviews, rates, and availability.

Large waterfront Home on Lubbers with Private Boat Dock
Large waterfront Home on Lubbers with Private Boat Dock
10.0 out of 10, Exceptional, (4)

Hope Town's Top Rental: Beachfront sunsets, AC, free boat dock, & close to town!
Hope Town's Top Rental: Beachfront sunsets, AC, free boat dock, & close to town!
10.0 out of 10, Exceptional, (121)

Second Wind - 3BR, 2BA With Atlantic Views!
Second Wind - 3BR, 2BA With Atlantic Views!
10.0 out of 10, Exceptional, (61)

Charming “Poker Face” has Phenomenal Views & Dock
Charming “Poker Face” has Phenomenal Views & Dock
10.0 out of 10, Exceptional, (43)

Beautiful Oceanfront Home in Casuarina Point
Beautiful Oceanfront Home in Casuarina Point
10.0 out of 10, Exceptional, (20)

Sugarcane: 3BR, 2BA - 4 Mins from Historic Hope Town! Book Your Dream Stay Now!
Sugarcane: 3BR, 2BA - 4 Mins from Historic Hope Town! Book Your Dream Stay Now!
10.0 out of 10, Exceptional, (5)

Pa Willie’s - Locally owned historic cottage conveniently located with dock.
Pa Willie’s - Locally owned historic cottage conveniently located with dock.
10.0 out of 10, Exceptional, (36)

Beachfront House Private Dock & Beach Tahiti Beach House - Hope Town 5 STAR
Beachfront House Private Dock & Beach Tahiti Beach House - Hope Town 5 STAR
10.0 out of 10, Exceptional, (49)
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 Cherokee

Quiet Island Cottage-fishing/shelling/beaching/2 kayaks included
Quiet Island Cottage-fishing/shelling/beaching/2 kayaks included
10.0 out of 10, Exceptional, (17)

Private Casa on Bonefish Beach - also a Motorboat and Sailboat for rent
Private Casa on Bonefish Beach - also a Motorboat and Sailboat for rent
9.0 out of 10, Wonderful, (12)

Captains View Nestled on the Beach
Captains View Nestled on the Beach
10.0 out of 10, Exceptional, (95)
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.
Recent reviews of Cherokee hotels
Recent reviews of Cherokee hotels

Charming “Poker Face” has Phenomenal Views & Dock
5/5 Excellent
Another great time at Poker Face
"This is our second time staying at Poker Face and it was just as perfect as we remembered. The communication with the property manager Jack was great. We loved seeing him around town and chatting. We love that this rental comes with a dedicated boat slip. Everything about the rental is exactly as it is pictured. We will absolutely be back again."
A verified traveler stayed at Charming “Poker Face” has Phenomenal Views & Dock
Posted 2 days ago