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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sep - 7 Sep
In one month
19 Sep - 21 Sep
In two months
17 Oct - 19 Oct

Browse Select Chance Cottages

Pet-friendly Smith Island Cottage w/ Golf Cart!
Interior

Pet-friendly Smith Island Cottage w/ Golf Cart!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a lovely 2 night stay. The owners and host were wonderful. We were so happy to have use of the golf cart and bicycles. The cottage is adorable with beautiful touches all around."
Pet-friendly Smith Island Cottage w/ Golf Cart!
Dog-friendly Westover Cottage w/ River Access!
Cottage (2 Bedrooms) | Interior

Dog-friendly Westover Cottage w/ River Access!

3.0 star property
8.0 out of 10, Very good, (1)
"It was great and family enjoyed our relaxation "
Dog-friendly Westover Cottage w/ River Access!
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
House (4 Bedrooms) | Interior

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

3.0 star property
10.0 out of 10, Exceptional, (2)
"The most well stocked property we've ever stayed! everything from extra phone chargers to blankets, tons of games and the kitchen as well."
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
Walk to Main Street: Family-friendly Crisfield Gem
House (3 Bedrooms) | Interior

Walk to Main Street: Family-friendly Crisfield Gem

3.0 star property
Walk to Main Street: Family-friendly Crisfield Gem
Private Beach & Fishing Pier: Wicomico River House
House (4 Bedrooms) | Interior

Private Beach & Fishing Pier: Wicomico River House

3.0 star property
Private Beach & Fishing Pier: Wicomico River House
1 Mi to Boat Ramp: Peaceful Deal Island Home!
House (2 Bedrooms) | Front of property

1 Mi to Boat Ramp: Peaceful Deal Island Home!

3.0 star property
1 Mi to Boat Ramp: Peaceful Deal Island Home!
Historic Hoopersville Getaway on Chesapeake Bay!
Dining

Historic Hoopersville Getaway on Chesapeake Bay!

3.0 star property
Historic Hoopersville Getaway on Chesapeake Bay!
Waterfront Maryland Retreat w/ Dock & Bay View!
Cottage (3 Bedrooms) | Front of property

Waterfront Maryland Retreat w/ Dock & Bay View!

3.0 star property
Waterfront Maryland Retreat w/ Dock & Bay View!
Riverfront Gem w/ Fire Pit in Eden
House (5 Bedrooms) | Interior

Riverfront Gem w/ Fire Pit in Eden

3.0 star property
Riverfront Gem w/ Fire Pit in Eden
Waterfront Marion Station Retreat w/ Private Dock!
House (3 Bedrooms) | Interior

Waterfront Marion Station Retreat w/ Private Dock!

3.0 star property
Waterfront Marion Station Retreat w/ Private Dock!
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.
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Top Chance Hotel Reviews

The Whitehaven Hotel

The Whitehaven Hotel

10/10 Excellent
"Perfect in every way. You won’t get a warmer welcome anywhere and the hotel is so full of character and comfort. Beautiful spot to relax, take in the beautiful scenery, watch ospreys, go to the beach, kayak, visit vineyards … or just take a book and sit on the deck!"
Elin 2-night trip
Posted 9 days ago
The Whitehaven Hotel

Frequently asked questions

How much do cottages in Chance cost?
Prices for cottages in Chance range between and per night. Whatever your budget, you're sure to find a perfect place to immerse yourself in nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your cottage in Chance with Expedia?
Reserving a cottage in Chance is as easy as clicking on your travel dates and selecting an ideal place for a holiday in nature. From ritzy retreats to inexpensive stays and cottages that feature perks like free WiFi, Expedia has something for all traveller tastes. As for epic deals? We have them too!
How can I find cheap cottages in Chance?
Expedia can help you easily locate cheap cottages in Chance. To find the perfect stay in a couple of clicks, simply use our handy filter tool to refine your search results by amenities, budget and star rating.