Hot Smith Island Cottage Rates

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Featured Cottages in Smith Island

Hideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay

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.
Opens in a new windowHideaway in Hays Beach: 1 Minute Walk to Western Sandy Shore of Chesapeake Bay
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Scotland MD
The price is AU$578 per night from 25 Mar to 26 Mar
AU$578
25 Mar - 26 Mar
includes taxes & 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.
Opens in a new windowCozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
BEACH COTTAGE BY THE SEA....

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.
Opens in a new windowBEACH COTTAGE BY THE SEA....
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"Dragonfly" Waterfront Cottage on Chesapeake Bay

"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.
Opens in a new window"Dragonfly" Waterfront Cottage on Chesapeake Bay
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

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.
Opens in a new window𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

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.
Opens in a new windowIDLE 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

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.
Opens in a new windowCharming cottage on Chesapeake Bay with private sand beach and 1 acre to play on
Private Beach Front Getaway at The Sunshine Beach Cottage.

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.
Opens in a new windowPrivate Beach Front Getaway at The Sunshine Beach Cottage.
Near Chincoteague & Assateague Island
Charming 2-bedroom cottage

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.
Opens in a new windowNear Chincoteague & Assateague Island Charming 2-bedroom cottage
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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 Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Smith Island will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Smith Island definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Smith Island, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Smith Island Cottages essential information

Accommodation
59 Cottages
Lowest Price
AU$136
Highest Price
AU$578
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

Top trending hotels in Smith Island

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK

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.
Opens in a new windowIDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island

Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island

Smith Island MD
When you stay at this vacation home in Smith Island, you'll be 3 minutes by foot from Terrapin Sand Point.
Opens in a new windowSpacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island MD
The price is AU$409 per night from 31 Mar to 1 Apr
AU$409
31 Mar - 1 Apr
includes taxes & fees
When you stay at this vacation home in Smith Island, you'll be on the waterfront and 11 minutes by foot from Terrapin Sand Point.
Opens in a new windowHistoric home on Smith Island w/ dock!
Save an average of 15% on thousands of hotels when you're signed in
Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina

2 out of 5
700 Norris Harbor Dr Crisfield MD
Fully refundableReserve now, pay when you stay
The price is AU$136 per night from 3 Apr to 4 Apr
AU$136
3 Apr - 4 Apr
includes taxes & fees
Located in Crisfield, Rodeway Inn at Somers Cove Marina is within a 5-minute drive of Somers Cove Marina and Crisfield Municipal Park.
Opens in a new windowRodeway Inn at Somers Cove Marina
Don't see what you're looking for?
See all available properties in Smith Island
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.