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Property grounds
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
9.6 out of 10, Exceptional, (108)
"VRBO link hasn’t enabled me to communicate with property manger/owner as I’m unable to access account via the VRBO link. I’ve re-registered multiple times now."
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Property grounds
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
9.6 out of 10, Exceptional, (127)
"The house looked better than the pictures. It was very cozy and had everything we needed. It’s probably the best location for walking around town. Water pressure in the shower was decent, and the beds were comfortable."
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Property grounds
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
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Property grounds
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (105)
"Loved this historic house! Perfect location, peaceful neighborhood and walking distance to entire town."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
10.0 out of 10, Exceptional, (151)
"Quaint yet period correct. Plenty of room with decent kitchen. Especially love location and screaned back porch. Have stayed in house several times and does not disappoint!! Will go again for sure!"
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Fridge, microwave, oven, stovetop
The Middle Point Cabin in Saint Michaels
9.8 out of 10, Exceptional, (47)
"Looked just like the pictures. Everything was new clean and comfortable. Enclosed patio was a hit with our cat."
The Middle Point Cabin in Saint Michaels
Terrace/patio
Eastern Shore Waterside Cottage Near St. Michaels
10.0 out of 10, Exceptional, (5)
"We loved Waterside Cottage. It was so quite & the crabbing was wonderful which is what we were looking for. Topher was wonderful to work with both before we arrived & on the day of arrival. My husband is already asking if we can book it again next year."
Eastern Shore Waterside Cottage Near St. Michaels
Sun-loungers, beach towels
Cottage at Goose Neck Point
10.0 out of 10, Exceptional, (22)
"We had a wonderful stay at this beautifully decorated and immaculately clean cottage. Kelly is an amazing host. Upon arrival we were greeted with a delicious charcuterie board along with wine and a bunch of other snacks. The location is amazing, at the end of a peninsula with big water views, plenty of privacy, and a perfect screened porch to take it all in. Although you'll find plenty to do in the area, we found it hard to pull ourselves away from just hanging out on the porch reading and...
Cottage at Goose Neck Point
Exterior
Relaxing Waterfront Cottage Near St Michaels, Maryland
9.8 out of 10, Exceptional, (197)
"We came here for the St. Michaels Running Festival. The location was perfect for navigating the morning race traffic. It was also the perfect spot to avoid the extra foot traffic. We will definitely be back."
Relaxing Waterfront Cottage Near St Michaels, Maryland
Beach nearby
Waterfront, cozy cottage with private pool on 27 acres of privacy
9.8 out of 10, Exceptional, (85)
"We came for the Ironman 140.6 and we lucked out finding this lovely cottage! It was the perfect location, the property was beautful, and the house was very clean and had everything we needed. Dave and Cindy were so kind and helpful! They welcomed us to the property, gave us restaurant recommendations, let us pick some figs, and were very helpful when I left something behind. We would love to stay again!"
Waterfront, cozy cottage with private pool on 27 acres of privacy
Outdoor dining
Waterfront property with private boat ramp and new dock!
Waterfront property with private boat ramp and new dock!
Property grounds
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
10.0 out of 10, Exceptional, (3)
"Beautiful location, great views, beautiful sun rises, view of working watermen Dogwood Harbour. Owner met us at the property with a bottle of wine — very friendly. Tilghman Island is a quaint and beautiful gem."
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Beach
Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck
Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck
Interior
Grasonville Home w/ Private Pool on the Water
3.5 star property
Grasonville Home w/ Private Pool on the Water
Interior
Waterfront Retreat < 4 Mi to Dtwn Cambridge!
3.5 star property
Waterfront Retreat < 4 Mi to Dtwn Cambridge!
Interior
Bayfront Gem w/ Amazing Water Views + Pond!
3.5 star property
Bayfront Gem w/ Amazing Water Views + Pond!
Interior
Cambridge Home w/ Private Dock ~ 4 Mi to Dtwn
3.5 star property
Cambridge Home w/ Private Dock ~ 4 Mi to Dtwn
Interior
Beautiful Colonial Home on the Choptank River
3.5 star property
Beautiful Colonial Home on the Choptank River
Property grounds
Private Waterfront Cottage on Bolingbroke Creek
Private Waterfront Cottage on Bolingbroke Creek
Interior
Historic Cambridge Home: Near Choptank River!
3.5 star property
Historic Cambridge Home: Near 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.

Other property types in Trappe

Fridge, microwave, oven, stovetop
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
9.8 out of 10, Exceptional, (26)
"The stay was a perfect location for doing things in downtown St. Michael's, everything is within walking distance. The property managers were prompt with all communications and pleasant to work with on a few questions I had."
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Property grounds
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
9.6 out of 10, Exceptional, (105)
"Loved this historic house! Perfect location, peaceful neighborhood and walking distance to entire town."
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Property grounds
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
10.0 out of 10, Exceptional, (151)
"Quaint yet period correct. Plenty of room with decent kitchen. Especially love location and screaned back porch. Have stayed in house several times and does not disappoint!! Will go again for sure!"
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
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.

Trappe Cottages information

Number of reviews
777
Accommodation
33 Cottages
Lowest Price
Highest Price

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