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Vacation Rentals in Chesapeake City, Maryland

about Chesapeake City

Search vacation deals on homes, villas, cabins, cottages, apartments and condos in destinations all over the world. Click the "rental results" tab to browse Chesapeake City, Maryland vacation rentals and inquire about your favorites. If you cant find what youre looking for, consider nearby destinations, or come back for a visit - vacation home rentals in Chesapeake City are added and updated every week!

Compared to hotels, Chesapeake City vacation rentals are much more family-friendly and flexible, offering a lot more space, a lot more savings, and a lot more amenities - like private pools, gourmet kitchens, and pet-friendly accommodations! Tip: Save money by taking advantage of cheap weekly rates.

Chesapeake City, Maryland Vacation Rentals and Tourism

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Chesapeake City things to do


Go Ape!

Had an incredible time here. Staff was fantastic and very enthusiastic from greeting until the end. Special shout out to Sal who was not only more


Home Grown Cafe

ordered from home grown on mothers day for take out and they forgot my sandwich. i had sent my boyfriend to pick up the order but he's a typical guy so more


The Delaware Rock Gym

This is a great place for beginners and experienced climbers. I've always been curious about rock climbing, but I live in Delaware, one of the more


University of Delaware Ice Arena

This rink is pretty bad. There are a couple nice people but most people are mean. The staff is there just to do their job, nothing else. They are mean more


Delaware Saengerbund Oktoberfest

I look forward to the main event every year for the past 4 years. Bring your own 1.5l mug and save yourself tons of trips to the beer booth...maybe. Food more


Westown Movies

I came here with my husband and our two young children for the Grand Opening on Dec. 19, 2013. The staff was incredibly nice and helpful. Everything more


Regal Peoples Plaza Cinema

I like that they have a computerized ticket system, so when the line is long and you are running late to the movie, you can skip the line if you are more


White Clay Creek State Park

Perfect park for trail unning, biking, fishing, birding or just enjoying the more


James F Hall Trail

James F Hall trail is a hidden gem hidden in the city of Newark. At 1.76, the lighted and paved trail runs through Phillips, Lewis, and Kells city parks more


Lums Pond State Park

Nice state park but bring your wallet if you want to take advantage of using the pond-- hourly canoe, kayak, and paddle boat rentals are available but more


Trilogy Salon & Day Spa Inc

Siri got me here without a problem from Wilmington. The front desk was polite, made me fill out a form (as it was my first time there), and I waited a more


Charles E. Price Memorial Park At Levels Road

This is a great park. There are two fenced areas for dogs, separated by smaller and larger dogs. Inside the fenced in areas are trees, fire hydrants, more


Bear - Glasgow Family YMCA

Recently joined after cancelling my Planet Fitness membership, looking for an "upgrade" of sorts. The biggest factors here that motivated me to give more


Glasgow Park

If I could give this park ten stars I would. This park has a little bit for everyone. There is a 2.7 mile paved course that circles around the park more

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Perfect For Families! Beautiful Views, Waterfront, Pool And So Much More!
Chesapeake City Estate Rental Picture
  • bedrooms 6
  • rental type Estate
  • owner badgeowner badge
  • sleeps 13
  • baths 6
  • rates (USD) $725 - $1,199 /nt
    $5,775 - $8,395 /wk
    $16,500 - $36,000 /mth

14 reviews write a review