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Chesapeake Bay Long Term Vacation Rentals(100)

100 Results
3 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18
(16)
2 - 3 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(29)
2 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 3 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
2 Reviews
2 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
(14)
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
(4)
3 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 12
3 - 7 night minimum stay
  • 7 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
(4)
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
  • 5 BR,
  • 7 BA,
  • Sleeps 10
(12)
2 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(25)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
(9)
1 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
2 Reviews
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
(10)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(25)
2 - 7 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
(10)
2 - 3 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
(12)
2 - 3 night minimum stay
  • 4 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 10
2 Reviews
2 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(6)
3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
(12)
$107 - $110
per night
3 - 7 night minimum stay
  • 3 BR,
  • 1 BA,
  • Sleeps 6
(10)
$200 - $350
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
(6)
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
(6)
2 - 6 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
(25)
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 12
(3)
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(7)
2 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
2 Reviews
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
(3)
3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(22)
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
(26)
 

Recent Chesapeake Bay Reviews

GOOD PROPERTY RIGHT OUTSIDE ST. MICHAELS

4 of 5
We booked the property in January for our July stay. There was a little confusion with property management early in the booking process, but our arrival was smooth. We got the key from the realtor and arrived to the house around 4:00 pm. The house is great for a group as it has an open concept. Bedrooms are comfortable and the kitchen has all the basics for the week. The outside is wonderful. We spent days in the pool and crabbed off the dock. There is a large open lawn for playing ball. We did have an issue with ants. We rent houses every summer and know that spiders, ants, etc. are part of vacation homes, but the ants were a little more than what we've previously encountered. We purchased baits, but that didn't really help. We found ant spray under the counter and that did the trick. Like I said, it's to be expected in a summer rental, and is absolutely not a reflection of the condition of the home--it was neat and cleanly. There were also two doors not properly functioning, and we wish we had been notified of this beforehand as they were both outside doors. We notified the realtor/property manager of both issues and while she was apologetic, we just didn't feel she was very concerned (didn't offer any suggestions or to send someone out to the house). We would recommend the property and loved the town St. Michaels.
  • Submitted: Jul 19, 2014
  • Stayed: Jul 2014

AWESOME AND INSPIRING

5 of 5
Overall, Last Resort was a perfect house and location for hosting our family celebration. Not only is the interior layout of the house unique, the property's towering trees and beautiful sunsets made our stay very relaxing. Everyone wanted to stay and keep fishing, swimming in the pool, kayaking, biking, playing pool and gaming in the house with family. The artists in our family specially enjoyed painting the paths through the towering trees of this awesome preserve. We enjoyed the cross-breezes, eating and socializing in the screened-in patio room. The customer service provided by Ruta was outstanding. She was extremely helpful in providing the best restaurants, local attractions as well as background on the property. We did venture into town and were pleasantly surprised at all the various activities and the quaint shops we encountered. We all definitely recommend this property to friends and relatives and are planning to make Last Resort the venue for our family reunions.
  • Submitted: Jul 13, 2014
  • Stayed: Jun 2014

EXCEEDED ALL EXPECTATIONS.

5 of 5
What a great long weekend. The house and property are maintained in great condition. The house has everything you need to feel at home. We were able to catch enough crabs for a couple good dinners. The kids had a great time hand-lining for crabs, kayaking, fishing, playing in the yard, etc. The end of the dock ended up being a great place to watch fireworks in every direction on the 4th. The garage was outfitted with a grill, some fishing tackle, a firepit, cornhole boards, and many other fun things to do. Phil and Stephanie obviously care about the guests' experience, and it really shows. We definitely plan to be back.
  • Submitted: Jul 7, 2014
  • Stayed: Jul 2014