Chance Holiday Rentals

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Holiday Rentals in Chance

Deal Island Bay Cottage
9.6 out of 10, Exceptional, (52)
"We had a great stay at the house! We went crabbing and fishing near by. Highly recommend house"
The price is AU$383
includes taxes & fees
3 Nov - 4 Nov
Deal Island Bay Cottage
Waterfront Maryland Retreat w/ Dock & Bay View!
9.6 out of 10, Exceptional, (4)
"This is a beautiful place to stay -- the peaceful view of the bay is SO relaxing, and the house is very comfortable. We did have an issue though: when I tried to email our host contact that the back doorknob was broken, there was no answer. Tried to call, but the call went straight to voicemail and the voicemail box was full. Tried to text the "Evolve" people, but got only a formulaic response. It wasn't until the next day, when I thought to make contact through VRBO, that I got a real...
Waterfront Maryland Retreat w/ Dock & Bay View!
Waterfront Maryland Retreat w/ Dock & Bay View!
3.0 star property
Waterfront Maryland Retreat w/ Dock & Bay View!
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (61)
"We can't say enough good things about our long weekend stay! This was our first time in the area, and it was so quiet, peaceful, and beautiful. The views from the home were stunning, and everything was clean, welcoming, and bright—exactly what we needed for a little getaway. My husband and our dogs absolutely loved it. We spent most of our time outdoors, but when we were inside, the home was cozy, warm, and comforting. We slept great every night. The host was communicative and helpful, and we...
Waterfront Cottage in Beautiful Hoopers Island
The Schultz Estate
9.2 out of 10, Wonderful, (13)
"What a wonderful stay we had! The house was so comfortable with plenty of space for everyone to relax and enjoy each other's company. We enjoyed the brisk mornings on the porch and the gorgeous sunsets in the evenings. Very comfortable beds and linens. The scenery and landscape in the area are breathtaking. Every turn provided another incredible view of the water. Fishing Creek is close to so many beautiful, quaint towns along the Chesapeake Bay. Highly recommend!"
The Schultz Estate
Waterfront 3 bedroom condo. Summer has arrived, pool is open!
10.0 out of 10, Exceptional, (33)
"The condo is spacious, nicely decorated and clean. I enjoyed setting up my laptop in the screened-in porch and working in an office that provided amazing views. The condo was beyond what was described in the listing: I've never seen a VRBO property so well stocked with anything we might need. Ilze left clear instructions and made it easy for us to follow them. She was an absolute pleasure to deal with, very responsive when I reported an issue (not her fault, nor ours). My husband and I enjoyed a...
Waterfront 3 bedroom condo. Summer has arrived, pool is open!
Riverfront Cabin Getaway at The Brackish - Pet Friendly!
2.0 star property
7.6 out of 10, Good, (10)
"Stay was great. Loved the location by the river. Nice and relaxing "
Riverfront Cabin Getaway at The Brackish - Pet Friendly!
Cottage near the Bay
9.0 out of 10, Wonderful, (24)
"My family had a great trip ! If you are visiting the area, this house is comfortable, quiet neighborhood, and close to everything. Everything was as described and next time we visit we will stay here."
The price is AU$293
includes taxes & fees
6 Oct - 7 Oct
Cottage near the Bay
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
2.0 star property
10.0 out of 10, Exceptional, (7)
"Cute quiet"
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
Historic Hoopersville Getaway on Chesapeake Bay!
9.6 out of 10, Exceptional, (10)
"Our vacation on Chesapeake Bay was wonderful. The house was clean and comfortable. It is an older home, but we loved the character and charm. There is a very large yard for playing, bikes and some board games/puzzles that we enjoyed. The island was very quiet so made for a relaxing vacation. The home came with kayaks, and we had a blast kayaking with our 2 and 4 year old on the ocean. I would highly recommend this home for a big gathering or small family like our trip. We felt so rested after...
Historic Hoopersville Getaway on Chesapeake Bay!
Cottage on the Bay
9.8 out of 10, Exceptional, (6)
"Clean and accommodating host. Has many of the necessities for the home, including washer/dryer , soaps , trash bags , cleaning essentials , plates/bowls/cups, kitchen gadgets , and more. Home feels safe away from predator animals . Couple deers around. Bring insect repellent."
Cottage on the Bay
Off-season prices! Waterfront Cottage on Hoopers Island. Pet friendly. 🏝️🦀🎣
10.0 out of 10, Exceptional, (45)
"Very comfortable accommodations. Sunrise and sunsets are beautiful. "
Off-season prices! Waterfront Cottage on Hoopers Island. Pet friendly. 🏝️🦀🎣
Historic home on Smith Island w/ dock!
9.6 out of 10, Exceptional, (36)
"The location was perfect, our host was extremely responsive and helpful. Chris gave us tips and set us up with the ferry Captain. Even though the large restaurant was closed there are 2 chefs that prepare wonderful meals! The srore/museum was ooen go meet the sweet manager! Thank you Chris for a wonderful family vacation!"
Historic home on Smith Island w/ dock!
Rusty Anchor on the Island
2.0 star property
Rusty Anchor on the Island
Pet-Friendly Smith Island Cottage w/ Golf Cart!
9.8 out of 10, Exceptional, (9)
"great but high tide problems to limit activity"
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Crisfield Penthouse Retreat with Amazing Water Views!
Crisfield Penthouse Retreat with Amazing Water Views!
Simply the best...Beautiful condo overlooking the Chesapeake bay.
10.0 out of 10, Exceptional, (112)
"Beautifully furnished condo to enjoy a long weekend or a longer stay directly on the waterfront. The terrace was the perfect location to hear the JazzFest on the city dock and was like a private daylong concert. Easy drive to Ocean City for a day trip. Fisherman’s Grille never disappoints for lunches/dinners. Did miss not having a screen in bedroom sliding door to hear birds and the fishing boats in the early morning. Loved the pillows for the terrace: “relax”—and that’s just what we did. "
Simply the best...Beautiful condo overlooking the Chesapeake bay.
Quaint Island Getaway
10.0 out of 10, Exceptional, (13)
"This is our 3rd time staying here. This time was no different; everything was wonderful! Sarah was quick to answer any questions I had. Will be again!!!"
Quaint Island Getaway
Come, sit back and relax at the "Catch of the Bay"
10.0 out of 10, Exceptional, (5)
"This was a great place to stay and I highly recommend it to anyone. We were really impressed with all the "extras" that were included. We didn't need to go out any buy anything unexpected."
Come, sit back and relax at the "Catch of the Bay"
The Sportman's Cottage House- Perfect for relation, fun and enjoying beautiful views
9.8 out of 10, Exceptional, (6)
"We spent one evening at this quaint cottage. The setting is rustic; yet calm and quiet. The house has been completely updated, and many thoughtful extra items were included. The beds were comfortable. The listing said that there were two bathrooms. There was only one. Of special interest was a garage with several nice kayaks for our use."
The Sportman's Cottage House- Perfect for relation, fun and enjoying beautiful views
Don't see what you're looking for?
See all available 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.
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Other types of properties in Chance you may be interested in

Deal Island Bay Cottage
9.6 out of 10, Exceptional, (52)
"We had a great stay at the house! We went crabbing and fishing near by. Highly recommend house"
The price is AU$383
includes taxes & fees
3 Nov - 4 Nov
Deal Island Bay Cottage
Waterfront Maryland Retreat w/ Dock & Bay View!
9.6 out of 10, Exceptional, (4)
"This is a beautiful place to stay -- the peaceful view of the bay is SO relaxing, and the house is very comfortable. We did have an issue though: when I tried to email our host contact that the back doorknob was broken, there was no answer. Tried to call, but the call went straight to voicemail and the voicemail box was full. Tried to text the "Evolve" people, but got only a formulaic response. It wasn't until the next day, when I thought to make contact through VRBO, that I got a real...
Waterfront Maryland Retreat w/ Dock & Bay View!
Econo Lodge Princess Anne
2.0 star property
6.6 out of 10, (569)
"The room was large and comfortable with a firm bed. The bathroom was large also. Love the TV with many choices.."
The price is AU$137
includes taxes & fees
6 Oct - 7 Oct
Econo Lodge Princess Anne
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

Can I find holiday rentals in Chance?

Yes, there are holiday rentals close to the most popular sights in Chance, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chance has to offer?

Single family home with screened porch. : This holiday home rental outside of Chance offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Chance?

Expedia has 3 holiday rentals for your stay in Chance.

What’s there to see and do in Chance?

While you're exploring the area, Shark Fin Shoal and Lower Hooper Island are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Smith Island and University of Maryland Eastern Shore.

What’s a holiday rental in Chance like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chance. Holiday rentals feature amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family getaway.