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Compare 40 Cottages in Church Creek with updated reviews, rates, and availability.

Eastern Shore Waterside Cottage Near St. Michaels
10.0 out of 10, Exceptional, (17)
"We had a great stay at this house. We enjoyed using the kayak and paddleboard. (Access to the water is across this street.) We also enjoyed the pool and relaxing on the porch. It was about a 15 minute drive into St Michael’s, where we had excellent meals, went sailing, and enjoyed the cute shops and pretty houses. It was a really nice, relaxing weekend! "
Eastern Shore Waterside Cottage Near St. Michaels
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
10.0 out of 10, Exceptional, (5)
"Our stay was amazing! Words cannot say enough! The view is magical. We enjoyed coffee on the porch to watch the sunrise and the crab/oyster boats going in and out. Maria, is a wonderful and very thoughtful host. At her recommendation, we went to the free wine tasting at the General Store at the end of the street. We met several local residents who could not be more kind and fun to talk with. We can't wait to come back and stay again."
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Artists, writers & creative minds stay and BE INSPIRED AT SIMPLICITY COTTAGE
10.0 out of 10, Exceptional, (1)
"If you want to get away from it all, this is the place to be. My wife and I celebrated our 20th wedding Anniversary. Calm and peaceful, nestled right by the Choptank River. The cottage itself was very comfortable. The air conditioner worked great. It was a pleasure staying there and we will probably return next year."
Artists, writers & creative minds stay and BE INSPIRED AT SIMPLICITY COTTAGE
Cozy retreat in peaceful wooded setting. Pet friendly!
2.0 star property
10.0 out of 10, Exceptional, (1)
"Private country setting with a short drive to civilization. Small studio style home easy to get around with open setting. Owners are super friendly and easy to communicate with"
Cozy retreat in peaceful wooded setting. Pet friendly!
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (59)
"One of the most relaxing vacations ever! The cottage was so cute and clean. The cupboards were stocked with everything you could think of. The view of the bay was so gorgeous and the pier was so perfect for fishing and crabbing. We loved that we could bring our dog with us. We will definitely vacation here again!"
Waterfront Cottage in Beautiful Hoopers Island
Sunrise Cottage on Hoopers Island. Fish, crab, boat, relax! Pet friendly.
10.0 out of 10, Exceptional, (45)
"Very comfortable accommodations. Sunrise and sunsets are beautiful. "
Sunrise Cottage on Hoopers Island. Fish, crab, boat, relax! Pet friendly.
Waterfront property with private boat ramp and new dock!
9.2 out of 10, Wonderful, (5)
"Perfect size for a small family. Nice kitchen and furnishings, very cute. Nice quiet neighborhood setting."
Waterfront property with private boat ramp and new dock!
Cottage at Goose Neck Point
10.0 out of 10, Exceptional, (28)
"We wanted to spend some time on the water and have the ability and access to fishing and kayaks. This property did not disappoint. The cottage had everything we needed, and then some! We were welcomed with a lovely note, snack basket, charcuterie board and bottle of wine. Two bikes were available for use, the fire pit was loaded and ready for an evening fire. Lovely screened in porch facing the water. Friendly neighbors. We loved the area so much that our retirement plans have no included...
Cottage at Goose Neck Point
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
10.0 out of 10, Exceptional, (12)
"What a wonderful bungalow! Convenient location for Calvert Cliffs hiking, Cove Point lighthouse, PAX Naval Air Museum and Calvert Marine Museum. We really enjoyed the screened porch for relaxing and our meals. Special treat with the coffee bar. Kitchen was stocked with everything we needed. "
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
Soul Oasis - home on the Chesapeake Bay
9.8 out of 10, Exceptional, (15)
"The private beach is beautiful. Neighborhood is nice and quiet. Enjoyed our stay."
The price is AED 551
AED 1,152 total
includes taxes & fees
25 Sep - 26 Sep
Soul Oasis - home on the Chesapeake Bay
The Middle Point Cabin in Saint Michaels
9.8 out of 10, Exceptional, (48)
"nice property. secluded. clean and comfortable. owners very very responsive. "
The Middle Point Cabin in Saint Michaels
Waterfront, cozy cottage with private pool on 27 acres of privacy
9.8 out of 10, Exceptional, (87)
"We had a wonderful time overlooking the water and swimming in the refreshing pool while enjoying easy access to downtown Cambridge and Blackwater NW Refuge."
Waterfront, cozy cottage with private pool on 27 acres of privacy
Cozy Cottage with access to and partially obstructed views of the bay.
9.4 out of 10, Exceptional, (13)
"Away from the hustle and bustle of any city but close enough to get anything you need. Our stay was very relaxing and Hyrum and Lisa were the best hosts we have had so far... Will definitely look for them again if we are in the area again..."
Cozy Cottage with access to and partially obstructed views of the bay.
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
10.0 out of 10, Exceptional, (1)
"This was an amazing property. Very clean and very cute and cozy. Beautiful property. The owners were fantastic. Very responsive and caring. Loved it! Would definitely return."
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
3.0 star property
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
Tranquil Port Republic Home w/ Water Views!
3.0 star property
Tranquil Port Republic Home w/ Water Views!
Waterfront Retreat < 4 Mi to Dtwn Cambridge!
3.0 star property
Waterfront Retreat < 4 Mi to Dtwn Cambridge!
Bayfront Gem w/ Amazing Water Views + Pond!
3.0 star property
Bayfront Gem w/ Amazing Water Views + Pond!
Cottage on the Bay
6.0 out of 10, (1)
"This property has some good qualities. For one, it is right on the water, and you have access to three small beaches and good fishing. It was nice to wake up and drink coffee next to the waves. The house was stocked and seemed to have everything we could’ve needed. However, for us, the negatives far outweighed the positives here. Most significantly to me, the property did not mention that the outdoor amenities - the fire pit, grills, and boats - are shared between you and the adjoining property....
Cottage on the Bay
Beautiful Colonial Home on the Choptank River
3.0 star property
Beautiful Colonial Home on the Choptank River
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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.
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Other property types in Church Creek

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
9.8 out of 10, Exceptional, (70)
"We enjoyed our stay a great deal. Jon is a great host, the house was comfortable and spacious, and the view of the night sky from the pier was spectacular."
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
10.0 out of 10, Exceptional, (4)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is AED 643
AED 1,448 total
includes taxes & fees
23 Sep - 24 Sep
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Beautiful Waterfront Retreat in Cambridge!
10.0 out of 10, Exceptional, (26)
"Great house and location. Very family friendly! "
The price is AED 1,010
AED 1,892 total
includes taxes & fees
25 Sep - 26 Sep
Beautiful Waterfront Retreat in Cambridge!
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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