Hot Smith Island Cottage Rates

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Featured Cottages in Smith Island

Private Beach Front Getaway at The Sunshine Beach Cottage.

Private Beach Front Getaway at The Sunshine Beach Cottage.

Scotland
With a stay at this cottage in Scotland (Point Lookout), you'll be within a 15-minute drive of Confederate Memorial Park and Cardinal Gibbons Park.
Private Beach Front Getaway at The Sunshine Beach Cottage.
BEACH COTTAGE BY THE SEA....

BEACH COTTAGE BY THE SEA....

Reedville
Located in Reedville, this cottage is on the waterfront, a 3-minute drive from Fleeton Beach and 6 minutes from Reedville Fishermen's Museum.
BEACH COTTAGE BY THE SEA....
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach

Scotland
With a stay at this cottage in Scotland (Point Lookout), you'll be within a 15-minute drive of Confederate Memorial Park and Cardinal Gibbons Park.
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
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Near Chincoteague & Assateague Island
Charming 2-bedroom cottage

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Saxis
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.
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
Pet-Friendly Smith Island Cottage w/ Golf Cart!

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell
When you stay at this cottage in Smith Island, you'll be near the beach and steps from Terrapin Sand Point.
Pet-Friendly Smith Island Cottage w/ Golf Cart!
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
When you stay at this cottage in Smith Island, you'll be on the waterfront and steps from Terrapin Sand Point.
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Walk to Beach: Pet-Friendly Gem in Scotland!

Walk to Beach: Pet-Friendly Gem in Scotland!

Scotland
Located in Scotland (Point Lookout), this cottage is within a 5-minute drive of Confederate Memorial Park and Lake Conoy.
Walk to Beach: Pet-Friendly Gem in Scotland!
Waterfront Maryland Retreat w/ Dock & Bay View!

Waterfront Maryland Retreat w/ Dock & Bay View!

Deal Island Historic District
Located in Deal Island, this cottage is on the waterfront, a 4-minute drive from Shark Fin Shoal and 7 minutes from Rock Island.
Waterfront Maryland Retreat w/ Dock & Bay View!
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

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

Scotland
The price is AU$549 per night from 2 Sept to 3 Sept
AU$549
2 Sept - 3 Sept
includes taxes & fees
With a stay at this cottage in Scotland (Point Lookout), you'll be within a 15-minute walk of Confederate Memorial Park and Lake Conoy.
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
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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
65 Cottages
Lowest Price
AU$485
Highest Price
AU$549
Popular accommodation
Private Beach Front Getaway at The Sunshine Beach Cottage., BEACH COTTAGE BY THE SEA...., A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach, Near Chincoteague & Assateague Island Charming 2-bedroom cottage, Pet-Friendly Smith Island Cottage w/ Golf Cart!, IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK, Walk to Beach: Pet-Friendly Gem in Scotland!, Waterfront Maryland Retreat w/ Dock & Bay View!, Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Top trending hotels in Smith Island

Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island
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.
Historic home on Smith Island w/ dock!
Pet-Friendly Smith Island Cottage w/ Golf Cart!

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell
When you stay at this cottage in Smith Island, you'll be near the beach and steps from Terrapin Sand Point.
Pet-Friendly Smith Island Cottage w/ Golf Cart!
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
When you stay at this cottage in Smith Island, you'll be on the waterfront and steps from Terrapin Sand Point.
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Save an average of 15% on thousands of hotels when you're signed in
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Smith Island
The price is AU$485 per night from 14 Aug to 15 Aug
AU$485
14 Aug - 15 Aug
includes taxes & fees
When you stay at this vacation home in Smith Island, you'll be 3 minutes by foot from Terrapin Sand Point.
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included
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.

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^Subject to availability and chosen travel dates.