Discover the 67 Best Resorts in Chesapeake City
About Chesapeake City Cottage Resorts on Vacation Cottage
Looking for accommodations? Numerous resorts offer condos and apartment-style units for reservation. Chesapeake City boasts a variety of nearby resorts, offering plentiful options for travelers. Access over 67 options resorts in the vicinity of Chesapeake City, along with exciting activities to enjoy during your stay.
In the Chesapeake City region, you'll find multiple resorts equipped with amenities such as gyms, WiFi, spas, private pools, and pet-friendly rooms. These resorts cater to various types of travelers: from honeymooners seeking romance to couples planning destination weddings, golf enthusiasts, or those attending conferences and business meetings.
Additionally, all-inclusive resorts in Chesapeake City cater to couples, families, and groups, accommodating both short-term and long-term stays. Vacation Cottage offers a wide array of resorts in or near Chesapeake City, serving as an excellent alternative to traditional vacation rentals and ensuring you discover the perfect lodging for your next trip.
Frequently Asked Questions About Chesapeake City Cottage Resorts
What are the top rated Resort Rentals in Chesapeake City?
There are a lot of options in Chesapeake City. If you plan on staying in the Chesapeake City area, consider making a reservation for a few nights at one of these properties as these have been rated the top Resort Rentals in Chesapeake City:
- Chesapeake Bay House with Dock & Private Beach
- Waterfront Retreat: 3 bedroom 2.5 bath home with separate apartment if needed.
- Cozy Oasis Waterfront Retreat on the Chesapeake's Elk River.
- Summer Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal
- The Cove On The Waterfront
- Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
- Waterfront Retreat for Weekends and More!
- Short Term Water Oriented Furnished Apartment
- Chesapeake City Quiet Overlook
- Amazing 432-Acre Waterfront Estate ~ Dock ~ Kayaks ~ Beaches ~ Fire Pit
What is the best all-inclusive resort for families in Chesapeake City?
Most of our listed resorts are suitable for families in Chesapeake City. Filter your all-inclusive resorts Chesapeake City with a family-friendly option to see which ones are right for you.
Are there pools in resorts near Chesapeake City?
Yes, there are more than 67 resorts in Chesapeake City that have indoor and private swimming pools. Check out our filter option and find your best resort near Chesapeake City.
What is the price for luxury resorts in Chesapeake City?
At Vacation Cottage, the rate for luxury resorts in Chesapeake City per night starts from $72. Our partner provides these prices & we calculated the average daily rate in Chesapeake City. Please see our partner's price for more details.
Do you have resorts in Chesapeake City that allow pets?
Yes. We have all-inclusive resorts in Chesapeake City that allow pets. Some of the top pet-friendly resorts in Chesapeake City are:
- Cozy Oasis Waterfront Retreat on the Chesapeake's Elk River.
- Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!
- Short Term Water Oriented Furnished Apartment
- CHESAPEAKE CITY DIRECT VIEW OF C&D CANAL, WATER TOY PARKING, WALK TO TOWN
You can see all pet-friendly places to stayin Chesapeake City on Vacation Cottage
What are the best resorts in Chesapeake City?
Most of the resorts are perfect for travelers, but based on guest reviews in 2025, the best resorts in or near Chesapeake City are:
- Cozy Oasis Waterfront Retreat on the Chesapeake's Elk River.
- Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!
- Short Term Water Oriented Furnished Apartment
- CHESAPEAKE CITY DIRECT VIEW OF C&D CANAL, WATER TOY PARKING, WALK TO TOWN
Which resorts in Chesapeake City are romantic?
Some of the resorts in Chesapeake City have been described as romantic by other travelers:
