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Chesapeake Bay Downtown Vacation Rentals(10)

10 Results
$257 - $400
per night
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night min stay
(35)
  • 5 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 10
2 night min stay
(5)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
2 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 6 night min stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night min stay
2 Reviews
$350
per night
2 - 3 night min stay
  • 6 BR,
  • 3 BA,
  • Sleeps 14
2 - 3 night min stay
(4)
$1,400
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
7 night min stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 9
2 night min stay
$200 - $295
per night
2 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 night min stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 night min stay
 

Recent Chesapeake Bay Reviews

Lovely Cottage, Bay Views and Dazzling Sunsets

4 of 5
Just over the Knapps Narrow Bridge, this was the perfect spot for our girls getaway. Light-filled and airy indoors, the house has plenty of cozy spots to get comfy in, including a reading nook upstairs, roomy kitchen, large dining room and plenty of couch space, all with beautiful views of the Bay. Bedrooms were soothing in pleasing colors with comfy beds and nice breezes at night. Outside we enjoyed the enclosed gazebo, picnic table, and spacious back yard where my dog had plenty of room to run. Out on the private dock, you can dangle your feet and watch spectacular sunsets. When the tide is right there is a small beach with some nice surprises, including beach glass and seashells. I enjoyed it so much I stayed two extra days, and spotted wild turkeys, herons, Eagles and osprey while sitting out Bayside. I come to Tilghman often for it's walkable community, country store, kayaking and friendly residents. Looking forward to renting this property again. Ask Kate for great places to eat, kayak or enjoy things "off the beaten path."
  • Submitted: May 7, 2015
  • Stayed: Apr 2015

Perfect cottage for a girls weekend

5 of 5
Harbor Hideaway was the PERFECT cottage for our girls getaway. This was our first time to St. Michaels, and we're already planning next years trip (and stay in Harbor Hideaway, of course). The cottage had everything we needed, and we really appreciated all of the owner's little touches to make it feel like home. Everything was so clean and cozy! The location is perfect, too - we walked to all of the shops and restaurants in town. There was snow on the ground so we didn't get to appreciate the backyard, but it looked perfect and spacious. And, I can't say enough about how easy it was to work with Carol, the owner. I'd definitely recommend this place to anyone! Can't wait until next year!
  • Submitted: Mar 10, 2015
  • Stayed: Mar 2015

Immaculately clean and well appointed

5 of 5
The condo was very clean and the furnishing were very nice. The property manager is extremely friendly and went above and beyond her expectations to make sure we had everything we needed for a nice stay. She was also able to provide some good recommendations on places to go and things to do. I'm looking forward to coming back next year, hopefully more than once!
  • Submitted: Sep 25, 2014
  • Stayed: Sep 2014