Smith Island Cottages
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Cottages in Smith Island

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay
Scotland MD
With a stay at this cottage in Scotland (Point Lookout), you'll be within a 15-minute drive of Chesapeake Bay and Confederate Memorial Park.
Kitchen
Washer

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Scotland MD
$366 nightly
The price is $404 total per night
$404 total
Mar 16 - Mar 17
Total with taxes and fees
With a stay at this cottage in Scotland (Point Lookout), you'll be steps from Chesapeake Bay and 14 minutes by foot from Confederate Memorial Park.
Kitchen
Washer

BEACH COTTAGE BY THE SEA....
Reedville VA
With a stay at this cottage in Reedville, you'll be on the beach, just steps from Chesapeake Bay and a 3-minute drive from Fleeton Beach.
Kitchen
Washer

"Dragonfly" Waterfront Cottage on Chesapeake Bay
Reedville VA
With a stay at this cottage in Reedville, you'll be within a 5-minute drive of Chesapeake Bay and Fleeton Beach.
Kitchen
Pet friendly

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
Scotland MD
With a stay at this cottage in Scotland (Point Lookout), you'll be within a 15-minute drive of Chesapeake Bay and Confederate Memorial Park.
Kitchen
Washer

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Smith Island MD
When you stay at this cottage in Smith Island, you'll be on the waterfront and steps from Terrapin Sand Point.
Kitchen
Washer

Charming cottage on Chesapeake Bay with private sand beach and 1 acre to play on
Heathsville VA
Located in Heathsville, this cottage is by the sea, within a 5-minute drive of Marshalls Beach and Cordreys Beach.
Kitchen
Washer

Private Beach Front Getaway at The Sunshine Beach Cottage.
Scotland MD
With a stay at this cottage in Scotland (Point Lookout), you'll be within a 15-minute drive of Chesapeake Bay and Confederate Memorial Park.
Kitchen
Washer

Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Saxis VA
With a stay at this cottage in Saxis, you'll be 13.8 mi (22.3 km) from Bloxom Winery and 16.3 mi (26.2 km) from Kegotank Bay.
Kitchen
Washer

Hays Beach House - Hot Tub - Private Beach
Scotland MD
With a stay at this cottage in Scotland (Point Lookout), you'll be within a 15-minute drive of Chesapeake Bay and Confederate Memorial Park.
Hot Tub
Kitchen
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.
Smith Island Cottages essential information
Accommodation | 59 Cottages |
|---|---|
Lowest Price | $404 |
Highest Price | $404 |
Popular accommodation | Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay, Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland, BEACH COTTAGE BY THE SEA...., "Dragonfly" Waterfront Cottage on Chesapeake Bay, 𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘, IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK, Charming cottage on Chesapeake Bay with private sand beach and 1 acre to play on, Private Beach Front Getaway at The Sunshine Beach Cottage., Near Chincoteague & Assateague Island Charming 2-bedroom cottage, Hays Beach House - Hot Tub - Private Beach, Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger, Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly! |


