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Featured Cottages in Deal Island

Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island
The price is AU$370 per night from 7 Jan to 8 Jan
AU$370
includes taxes & fees
7 Jan - 8 Jan 2025
When you stay at this cottage in Deal Island, you'll be near the beach and within a 5-minute drive of Shark Fin Shoal.
Deal Island Bay Cottage
Dog-Friendly Westover Cottage w/ River Access!

Dog-Friendly Westover Cottage w/ River Access!

Westover
When you stay at this cottage in Westover, you'll be on the waterfront and 10 minutes by car from Great Hope Golf Course.
Dog-Friendly Westover Cottage w/ River Access!
Waterfront Cottage in Beautiful Hoopers Island

Waterfront Cottage in Beautiful Hoopers Island

Fishing Creek
Located in Fishing Creek, this cottage is on the waterfront, within a 15-minute drive of Middle Hooper Island and Lower Hooper Island.
Waterfront Cottage in Beautiful Hoopers Island
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Off-season prices! Waterfront Cottage on Hoopers Island. Pet friendly. 🏝️🦀🎣

Off-season prices! Waterfront Cottage on Hoopers Island. Pet friendly. 🏝️🦀🎣

Fishing Creek
When you stay at this cottage in Fishing Creek, you'll be on the waterfront and 12 minutes by car from Middle Hooper Island.
Off-season prices! Waterfront Cottage on Hoopers Island. Pet friendly. 🏝️🦀🎣
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
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!

BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!

Crisfield
The price is AU$293 per night from 31 Dec to 1 Jan
AU$293
includes taxes & fees
31 Dec - 1 Jan 2025
A stay at this cottage places you in the heart of Crisfield, within a 5-minute drive of McCready Health Pavilion and J. Millard Tawes Museum.
BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!
Blue Heron Cottage On Smith's Island

Blue Heron Cottage On Smith's Island

Smith Island
With a stay at this cottage in Smith Island, you'll be on the waterfront, and 19.3 mi (31.1 km) from Chesapeake Health Care.
Blue Heron Cottage On Smith's Island
Pet-friendly Quantico Home w/ River Views!

Pet-friendly Quantico Home w/ River Views!

3 out of 5
Quantico
When you stay at this cottage in Quantico, you'll be 13 minutes by car from Cedar Hill Marina.
Pet-friendly Quantico Home w/ River Views!
Dog-friendly Westover Cottage w/ River Access!

Dog-friendly Westover Cottage w/ River Access!

3 out of 5
Westover
When you stay at this cottage in Westover, you'll be 10 minutes by car from Great Hope Golf Course.
Dog-friendly Westover Cottage w/ River Access!
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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.

Deal 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 Deal 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 Deal 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 Deal Island, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Deal Island Cottages essential information

Accommodation
20 Cottages
Lowest Price
AU$200
Highest Price
AU$370
Popular accommodation
Deal Island Bay Cottage, Dog-Friendly Westover Cottage w/ River Access!, Waterfront Cottage in Beautiful Hoopers Island, Off-season prices! Waterfront Cottage on Hoopers Island. Pet friendly. 🏝️🦀🎣, IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK, BEAUTIFUL REMODELED "COTTAGE BY THE BAY" in CRISFIELD! WE STRIVE TO BE THE BEST!, Blue Heron Cottage On Smith's Island, Pet-friendly Quantico Home w/ River Views!, Dog-friendly Westover Cottage w/ River Access!

Top trending hotels in Deal Island

Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island
The price is AU$370 per night from 7 Jan to 8 Jan
AU$370
includes taxes & fees
7 Jan - 8 Jan 2025
When you stay at this cottage in Deal Island, you'll be near the beach and within a 5-minute drive of Shark Fin Shoal.
Deal Island Bay Cottage
Quaint Island Getaway

Quaint Island Getaway

Deal Island Historic District
When you stay at this vacation home in Deal Island, you'll be near the beach and 7 minutes by car from Shark Fin Shoal.
Quaint Island Getaway
Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland

2.5 out of 5
304 Prosperity Lane, Fruitland, MD
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 5 Jan to 6 Jan
AU$200
includes taxes & fees
5 Jan - 6 Jan 2025
A stay at Hampton Inn & Suites Salisbury/Fruitland places you in the heart of Fruitland, a 3-minute drive from Salisbury University and 5 minutes from Pemberton ...
Hampton Inn & Suites Salisbury/Fruitland
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Holiday Inn Express Pocomoke, an IHG Hotel

Holiday Inn Express Pocomoke, an IHG Hotel

2.5 out of 5
125 Newtown Blvd, Pocomoke City, MD
The price is AU$204 per night from 1 Jan to 2 Jan
AU$204
includes taxes & fees
1 Jan - 2 Jan 2025
Located in Pocomoke City, Holiday Inn Express Pocomoke, an IHG Hotel is in a rural location, within a 5-minute drive of Delmarva Discovery Center and Cypress ...
Holiday Inn Express Pocomoke, an IHG Hotel
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See all available properties in Deal 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.