Hot Chesapeake City Cottage Rates

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Featured Cottages in Chesapeake City

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Charlestown MD
With a stay at this cottage in Perryville, you'll be within a 15-minute walk of Charlestown Town Hall and Fair Green Park.
Opens in a new windowCharming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland
Charming Cottage - Northeast River / Chesapeake Bay

Charming Cottage - Northeast River / Chesapeake Bay

Perryville MD
With a stay at this cottage in Perryville, you'll be within a 5-minute drive of Chesapeake Bay and Chestnut Point Estates and Marina.
Opens in a new windowCharming Cottage - Northeast River / Chesapeake Bay
Eastern shore beachfront cottage with stunning sunset views!

Eastern shore beachfront cottage with stunning sunset views!

Worton MD
With a stay at this cottage in Worton, you'll be on the beach, within a 15-minute drive of Chesapeake Bay and Betterton Community Park.
Opens in a new windowEastern shore beachfront cottage with stunning sunset views!
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 Unique cottage built in the 1800s, Granite Cliffs of Port Deposit  Maryland.

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Port Deposit MD
The price is AU$297 per night from 3 May to 4 May
AU$297
3 May - 4 May
includes taxes & fees
This cottage is 10.2 mi (16.5 km) from Chesapeake Bay and 1 mi (1.6 km) from Susquehanna River.
Opens in a new window Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom

Port Deposit MD
The price is AU$370 per night from 4 May to 5 May
AU$370
4 May - 5 May
includes taxes & fees
A stay at this cottage places you in the heart of Port Deposit, within a 10-minute walk of Community Connecting - Labyrinth and Susquehanna River.
Opens in a new windowQuarry Landing - Center of Town & River View - 3 Bedroom
Waterfront cottage in historic Charlestown, Maryland

Waterfront cottage in historic Charlestown, Maryland

Charlestown MD
With a stay at this cottage in Charlestown, you'll be just steps from Fair Green Park and Charlestown Town Hall.
Opens in a new windowWaterfront cottage in historic Charlestown, Maryland
Be persuaded to experience this vintage cottage by the Sassa

Be persuaded to experience this vintage cottage by the Sassa

Galena MD
Located in Galena, this cottage is on a river, within a 10-minute drive of Galena Town Hall and Galena Town Park.
Opens in a new windowBe persuaded to experience this vintage cottage by the Sassa
Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)

Charlestown MD
The price is AU$694 per night from 6 May to 7 May
AU$694
6 May - 7 May
includes taxes & fees
When you stay at this cottage in Perryville, you'll be near the beach, within a 15-minute walk of Charlestown Town Hall and Fair Green Park.
Opens in a new windowLong Beach Cottage, (romantic couple’s getaway)
Hill Top Cottage with Chickens!

Hill Top Cottage with Chickens!

Conowingo MD
This cottage is 17.2 mi (27.6 km) from Chesapeake Bay and 3.1 mi (4.9 km) from Susquehanna River.
Opens in a new windowHill Top Cottage with Chickens!
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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.

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

Chesapeake City Cottages essential information

Accommodation
27 Cottages
Lowest Price
AU$101
Highest Price
AU$694
Popular accommodation
Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland, Charming Cottage - Northeast River / Chesapeake Bay, Eastern shore beachfront cottage with stunning sunset views!, Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland. , Quarry Landing - Center of Town & River View - 3 Bedroom, Waterfront cottage in historic Charlestown, Maryland, Be persuaded to experience this vintage cottage by the Sassa, Long Beach Cottage, (romantic couple’s getaway), Hill Top Cottage with Chickens!

Top trending hotels in Chesapeake City

Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
Fully refundableReserve now, pay when you stay
The price is AU$310 per night from 3 May to 4 May
AU$310
3 May - 4 May
includes taxes & fees
With a stay at Great Wolf Lodge Perryville in Perryville, you'll be within a 15-minute drive of Chesapeake Bay and Hollywood Casino.
Opens in a new windowGreat Wolf Lodge Perryville
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
Fully refundable
The price is AU$101 per night from 19 May to 20 May
AU$101
19 May - 20 May
includes taxes & fees
With a stay at Quality Inn Newark - Wilmington in Newark, you'll be within a 15-minute drive of Christiana Mall and University of Delaware.
Opens in a new windowQuality Inn Newark - Wilmington
Hilton Wilmington/Christiana

Hilton Wilmington/Christiana

4 out of 5
100 Continental Dr Newark DE
Fully refundableReserve now, pay when you stay
The price is AU$182 per night from 28 May to 29 May
AU$182
28 May - 29 May
includes taxes & fees
When you stay at Hilton Wilmington/Christiana in Newark, you'll be near the airport, a 3-minute drive from Christiana Mall and 9 minutes from University of ...
Opens in a new windowHilton Wilmington/Christiana
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Sonesta ES Suites Wilmington - Newark

Sonesta ES Suites Wilmington - Newark

3 out of 5
240 Chapman Rd Newark DE
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 25 May to 26 May
AU$145
25 May - 26 May
includes taxes & fees
When you stay at Sonesta ES Suites Wilmington - Newark in Newark, you'll be in the suburbs, within a 10-minute drive of Christiana Mall and University of ...
Opens in a new windowSonesta ES Suites Wilmington - Newark
Don't see what you're looking for?
See all available properties in Chesapeake City
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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.