Vacation Homes in Chesapeake City, MD
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Top Vacation Homes in Chesapeake City

Chesapeake Bay House with Dock & Private Beach

Waterfront house with amazing views. Top of the Chesapeake

Nancy’s Touch, A Waterfront Paradise!

Beachfront Sunsets on the Water at Oakwood Beach

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

Waterfront Home,Private Dock,Bring Boat,Eastern shore, Betterton,Chestertown

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Charming 3-bedroom house with WiFi, AC in Newark DE, walking distance to UDEL

Wilmington Comfort 4 Min to Riverfront fenced yard

Summer Rustic Camping with AC and King Bed

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

High Tide Haven Suite
Top hotels in Chesapeake City

Historic Chesapeake City Stay
Find the Best Vacation Homes in Chesapeake City
Why book a vacation home in Chesapeake City?
Vacation homes in Chesapeake City make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Chesapeake City?
Private Chesapeake City rental homes range between $59 - $333 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Chesapeake City vacation home rentals. You might look for Chesapeake City rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Chesapeake City offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Chesapeake City?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Chesapeake City. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Chesapeake City hotels and vacation homes that best suit your stay. We also have deals for flights, and Chesapeake City car rentals. You’ll save even more when you bundle your items into a Chesapeake City vacation package!
How many vacation homes are available to book in Chesapeake City?
There are 158 rental homes in Chesapeake City. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Chesapeake City?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Chesapeake City Vacation Homes essential information
Accommodation | 158 Vacation Homes |
|---|---|
Lowest Price | $59 |
Highest Price | $333 |
Popular accommodation | Chesapeake Bay House with Dock & Private Beach, Waterfront house with amazing views. Top of the Chesapeake, Nancy’s Touch, A Waterfront Paradise!, Beachfront Sunsets on the Water at Oakwood Beach, Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!, Waterfront Home,Private Dock,Bring Boat,Eastern shore, Betterton,Chestertown, Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE, Charming 3-bedroom house with WiFi, AC in Newark DE, walking distance to UDEL, Wilmington Comfort 4 Min to Riverfront fenced yard, Summer Rustic Camping with AC and King Bed, Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio, High Tide Haven Suite |
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