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Chesapeake Bay Golf Vacation Rentals(256)

256 Results
$450 - $750
per night
2 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 4 night minimum stay
(34)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night minimum stay
(26)
$350 - $700
per night
2 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 night minimum stay
(6)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 7 night minimum stay
(33)
$550 - $707
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 16
3 - 7 night minimum stay
(9)
$850 - $950
per night
2 - 3 night minimum stay
  • 7 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 20
2 - 3 night minimum stay
(11)
$275 - $450
per night
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
3 night minimum stay
(7)
$350 - $450
per night
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(14)
$829 - $950
per night
2 - 7 night minimum stay
  • 5 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(5)
$1,143 - $2,300
per night
3 - 7 night minimum stay
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 28
3 - 7 night minimum stay
(7)
$750 - $800
per night
2 - 3 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 3 night minimum stay
(6)
$350
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(9)
  • 12 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 40
2 - 7 night minimum stay
(6)
$700 - $2,250
per night
3 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
3 - 7 night minimum stay
(9)
$250 - $400
per night
2 - 7 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night minimum stay
(34)
$100 - $171
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(69)
$1,421 - $1,500
per night
3 - 7 night minimum stay
  • 6 BR,
  • 6 BA,
  • Sleeps 14
3 - 7 night minimum stay
(8)
$5,500
per week
7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 9
7 night minimum stay
(5)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(9)
$185 - $350
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
2 Reviews
$750 - $785
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(3)
  • 2 BR,
  • 1 BA,
  • Sleeps 4
3 night minimum stay
(78)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 7 night minimum stay
(6)
$434 - $436
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 night minimum stay
(63)
$1,200 - $3,500
per night
3 - 7 night minimum stay
  • 10 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 36
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(7)
$439 - $441
per night
2 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
(34)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 night minimum stay
(18)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
(24)
 

Recent Chesapeake Bay Reviews

The best week ever.

5 of 5
I can't remember enjoying a week more. The house is beautiful, one can tell great care was used in selecting the furnishings. Everything is of the highest quality and yet comfortable and relaxing at the same time. The kitchen is well-equipped, I found everything I wanted, and the view from the breakfast table is glorious. One feels at home. The water is right at the edge of the property, a stroll to the dock always rewarded the birdwatcher. Total privacy and yet the town of St. Michael's has great restaurants, intriguing shops, and local history to delve into, and it's just minutes away.
  • Submitted: Dec 3, 2014
  • Stayed: Nov 2014

Sisters Weekend

5 of 5
Wonderful weekend, beautiful weather, terrific sail on the Selina, shopping, Gina's Cafe for incredible tacos, and let's not forget Tilghman Island Day with music, food and working boat races!! Harbor Hideaway and St. Michaels is a special jewel on the eastern shore. Our spring visit and return in October exceeded our expectations!
  • Submitted: Oct 25, 2014
  • Stayed: Oct 2014

Sunset Haven

5 of 5
This is our first VRBO experience, and couldn't have been better. The condo was spacious and comfortable, and the views were exceptional. Loved seeing the twinkling lights from Smith and Tangier Islands at night. The wrap around deck gave it a private feel, and lots of light. Looking forward to our next stay.
  • Submitted: Oct 22, 2014
  • Stayed: Oct 2014