Vacation Homes in Chesapeake City, MD

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Top Vacation Homes 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.

Top hotels in Chesapeake City

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 - $279 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
$279
Popular accommodation
Tip Of The Town Fresh and New 3 Bedroom Nest, Cozy home with fenced in yard-Dog Friendly . 2 block walk to historic downtown!, Sailor's Sunrise Cottage - Chesapeake Bay, Elegant Retreat With Pool, Screened Porch Just Steps From Shops, Dining & Fun!, Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6, Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio, Chesapeake Point | Waterfront w/ HOT TUB + Beach!, Outdoor Oasis + Hot Tub: Maryland Home w/ Bar!, Chesapeake City Quiet Overlook, New Construction townhome close to everything downtown w/transparent pricing , Wilmington Comfort 4 Min to Riverfront fenced yard, Waterfront Lodge packed with Amenities