Chance Holidays

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Chance Holiday

Our pick of the best Chance Hotel Deals

Waterfront Maryland Retreat w/ Dock & Bay View!

Waterfront Maryland Retreat w/ Dock & Bay View!

Deal Island Historic District MD
9.8/10 Exceptional! (10 reviews)
Great bayfront house
"This was a perfect place to stay, a bit far from our daily destination of Assateague but worth the drive for a place to unload and I unwind and relax without worrying about disturbing anyone, and with enough space for the whole family. We took advantage of the dock for crabbing and watching the sunset. ..."

Reviewed on 26 July 2025

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Waterfront Maryland Retreat w/ Dock & Bay View!
Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island MD
The price is NZ$454 per night from 13 July to 14 July
NZ$454
13 July - 14 July
includes taxes & fees
9.6/10 Exceptional! (59 reviews)
"We were there for our granddaughter's wrestling tournament in Salisbury. House was excellent, quiet and clean. Beautiful home. Thank you."

Reviewed on 9 May 2026

Deal Island Bay Cottage
Reel Relaxation-Waterfront 3-bedroom house in Deal Island Historic District

Reel Relaxation-Waterfront 3-bedroom house in Deal Island Historic District

Deal Island Historic District MD
10/10 Exceptional! (2 reviews)
"I've been a vrbo rentee for 10 years and have rented different waterfront houses and so far this house was the best in terms of the ff:-The layout of the is excellent. If this was my house, I would design it same way.-dock is close enough but could have been bigger but it's ok also the way it is.-3 ..."

Reviewed on 11 July 2026

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Reel Relaxation-Waterfront 3-bedroom house in Deal Island Historic District
See all 100 properties in Chance
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.

Frequently asked questions

How much does a Chance holiday package cost?
You can snap up a holiday package to this popular destination on Expedia. But how much your holiday to Chance costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Chance?
You can typically find lower prices and greater availability in January, February and November. Explore our cheap Chance holiday packages and you could get some excellent off-season deals.
How many days is enough for Chance?
Generally, a handful of days is enough to explore the major sights during your Chance holiday. However, if you prefer to have some time to relax or go on day trips, consider extending your itinerary.
How to find the best Chance package deals?
Begin your search for a Chance package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Chance package deal straight away, just tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chance escape off to a flying start.
Is it cheaper to book a Chance holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Chance holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Chance?
If you're planning a spur-of-the-moment Chance holiday, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find incredible deals on your hotels and flights by booking well in advance.
How to plan a trip to Chance?

  1. Choose when to travel: Check your schedule and pack your bags. Your favourite time of year and the available activities will also help you decide when to holiday in Chance.
  2. Plan your budget wisely: On top of the cost of your hotel, you'll need to consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that may come up during your trip to Chance.
  3. Decide your trip length: Consider how much time you'd like to spend discovering Chance. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Chance holiday package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.