Hot Chesapeake City Cottage Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Cottages in Chesapeake City

A cottage on the shore of the Delaware River

A cottage on the shore of the Delaware River

Salem
Located in Salem, this cottage is on the waterfront, a 3-minute drive from Salem River Wildlife Management Area and 10 minutes from Memorial Hospital Of Salem ...
A cottage on the shore of the Delaware River
 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
The price is AU$364 per night from 5 May to 6 May
AU$364
includes taxes & fees
5 May - 6 May
This cottage is 14.6 mi (23.5 km) from Ripken Stadium and 1 mi (1.6 km) from Susquehanna River.
Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville
Located in Earleville, this cottage is in a rural location, within a 15-minute drive of Earleville Wildlife Management Area and Earleville Wildlife Management ...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Save an average of 15% on thousands of hotels when you're signed in
Hill Top Cottage with Chickens!

Hill Top Cottage with Chickens!

Conowingo
This cottage is 16.2 mi (26 km) from Ripken Stadium and 3.1 mi (4.9 km) from Susquehanna River.
Hill Top Cottage with Chickens!
Be persuaded to experience this vintage cottage by the Sassa

Be persuaded to experience this vintage cottage by the Sassa

Galena
Located in Galena, this cottage is on a river, within a 10-minute drive of Galena Town Hall and Galena Town Park.
Be persuaded to experience this vintage cottage by the Sassa
Quarry Landing - Center of Town & River View - 3 Bedroom

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

Port Deposit
The price is AU$368 per night from 7 Apr to 8 Apr
AU$368
includes taxes & fees
7 Apr - 8 Apr
A stay at this cottage places you in the heart of Port Deposit, a 1-minute drive from Susquehanna River and 6 minutes from Hollywood Casino.
Quarry Landing - Center of Town & River View - 3 Bedroom
Chesapeake Romantic Waterfront Home with Private Pool

Chesapeake Romantic Waterfront Home with Private Pool

Elkton
Located in Elkton, this cottage is within a 15-minute drive of Elkton Golf and Batting Center and West Meadow Park.
Chesapeake Romantic Waterfront Home with Private Pool
Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub

Lincoln University
The price is AU$905 per night from 7 Apr to 8 Apr
AU$905
includes taxes & fees
7 Apr - 8 Apr
This cottage is 11.1 mi (17.9 km) from University of Delaware and 3.9 mi (6.3 km) from Lower Chrome Serpentine Barrens.
Thunder Hill Retreat - Spacious/Deck/Hot tub
Sunset River Shack - Waterfront  Boho Cottage on the Elk River /Chesapeake Bay

Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay

2 out of 5
Elkton
Located in Elkton, this cottage is on the waterfront, within a 15-minute drive of Elkton Golf and Batting Center and West Meadow Park.
Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay
Don't see what you're looking for?
See all available properties in Chesapeake City
View all properties
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
29 Cottages
Lowest Price
AU$126
Highest Price
AU$905
Popular accommodation
A cottage on the shore of the Delaware River, Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland. , Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay , Hill Top Cottage with Chickens!, Be persuaded to experience this vintage cottage by the Sassa, Quarry Landing - Center of Town & River View - 3 Bedroom, Chesapeake Romantic Waterfront Home with Private Pool, Thunder Hill Retreat - Spacious/Deck/Hot tub, Sunset River Shack - Waterfront Boho Cottage on the Elk River /Chesapeake Bay

Top trending hotels in Chesapeake City

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$192 per night from 4 May to 5 May
AU$192
includes taxes & fees
4 May - 5 May
When you stay at Hilton Wilmington/Christiana in Newark, you'll be near the airport, within a 5-minute drive of Delaware Park Racetrack and Slots and Christiana ...
Hilton Wilmington/Christiana
Red Roof Inn PLUS+ Wilmington - Newark

Red Roof Inn PLUS+ Wilmington - Newark

2.5 out of 5
415 Stanton Christiana Road, Newark, DE
Fully refundableReserve now, pay when you stay
The price is AU$126 per night from 7 Apr to 8 Apr
AU$126
includes taxes & fees
7 Apr - 8 Apr
When you stay at Red Roof Inn PLUS+ Wilmington - Newark in Newark, you'll be near the airport, within a 5-minute drive of Delaware Park Racetrack and Slots and ...
Red Roof Inn PLUS+ Wilmington - Newark
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

3 out of 5
48 Geoffrey Dr, Newark, DE
Fully refundableReserve now, pay when you stay
The price is AU$167 per night from 4 May to 5 May
AU$167
includes taxes & fees
4 May - 5 May
When you stay at Sonesta Select Newark Christiana Mall in Newark, you'll be in the business district, within a 5-minute drive of Delaware Park Racetrack and ...
Sonesta Select Newark Christiana Mall
Save an average of 15% on thousands of hotels when you're signed in
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$423 per night from 1 May to 2 May
AU$423
includes taxes & fees
1 May - 2 May
With a stay at Great Wolf Lodge Perryville in Perryville, you'll be within a 15-minute drive of Ripken Stadium and Hollywood Casino.
Great Wolf Lodge Perryville
Don't see what you're looking for?
See all available properties in Chesapeake City
View all properties
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.