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Compare 103 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, (3)

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, (119)

Second Wind - 3BR, 2BA With Atlantic Views!
Second Wind - 3BR, 2BA With Atlantic Views!
10.0 out of 10, Exceptional, (60)

Charming “Poker Face” has Phenomenal Views & Dock
Charming “Poker Face” has Phenomenal Views & Dock
10.0 out of 10, Exceptional, (40)

Beautiful Oceanfront Home in Casuarina Point
Beautiful Oceanfront Home in Casuarina Point
10.0 out of 10, Exceptional, (18)

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, (3)

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, (33)

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, (47)
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, (15)

Private Casa on Bonefish Beach - also a Van, Motorboat, and Sailboat for rent
Private Casa on Bonefish Beach - also a Van, Motorboat, and Sailboat for rent
9.0 out of 10, Wonderful, (11)

Captains View Nestled on the Beach
Captains View Nestled on the Beach
10.0 out of 10, Exceptional, (94)
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

Exquisite 8 bedroom Ocean Front Luxury Villa with Pool
5/5 Excellent
perfect house for a large group
"amazing house. clean with plenty of room. beach was beautiful. great location on the island"
A verified traveler stayed at Exquisite 8 bedroom Ocean Front Luxury Villa with Pool
Posted 2 days ago