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Chesapeake Bay House Rentals with Air Conditioning(164)

164 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)
$745 - $1,250
per night
3 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
(17)
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night minimum stay
(26)
  • 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)
$350 - $450
per night
2 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night minimum stay
(14)
$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)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 15
3 night minimum stay
(7)
$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)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 night minimum stay
(18)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
(24)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 13
2 night minimum stay
(25)
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 22
2 night minimum stay
(18)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(34)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
4 night minimum stay
(13)
  • 4 BR,
  • 4 BA,
  • Sleeps 10
2 night minimum stay
(9)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(43)
$400 - $600
per night
2 - 5 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
2 - 5 night minimum stay
(19)
  • 5 BR,
  • 3 BA,
  • Sleeps 12
3 night minimum stay
2 Reviews
$650 - $700
per night
3 - 7 night minimum stay
  • 7 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
3 - 7 night minimum stay
(7)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(11)
$475 - $600
per night
3 - 7 night minimum stay
  • 6 BR,
  • 3 BA,
  • Sleeps 12
3 - 7 night minimum stay
(4)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
1 Review
$250 - $375
per night
3 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
3 - 4 night minimum stay
(11)
  • 5 BR,
  • 3 BA,
  • Sleeps 9
7 night minimum stay
(3)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(27)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
2 - 7 night minimum stay
(15)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night minimum stay
(25)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(12)
 

Recent Chesapeake Bay Reviews

What a sensational property!

5 of 5
This home had everything we needed to hold our family Thanksgiving reunion, and, I mean everything. From comfortable bedrooms, social living space and wonderful dining and kitchen space to all of the accoutrements needed to prepare a Thanksgiving feast. The owner is meticulous with the intricacies of managing a vacation rental home, from rental engagement through post occupancy. She was accessible and proactive and made sure the home would fit our specific needs. AND the view is sensational from multiple rooms. A truly peaceful and inspiring setting. My family looks forward to retuning in the future.
  • Submitted: Dec 4, 2014
  • Stayed: Nov 2014

Absolutely Perfect

5 of 5
I just returned from a guys' getaway weekend here and was thrilled with the experience. It was such a slice of heaven that nobody wanted to leave! Amos and Liz have really thought of everything in terms of comforts (plenty of towels, yard games in the garage, kayaks, wifi, DirecTV, etc etc). The photos on here don't do it justice (nor do the ones I took myself) because you just can't capture the 360 degrees of awesomeness surrounding you at all times. I'll definitely be back!
  • Submitted: Oct 28, 2014
  • Stayed: Oct 2014

Shhhhh! This place is a blissfully secluded gem.

5 of 5
The owner was very responsive and helpful. The place was well maintained and clean. It was nice having the beds made on arrival. The lawn was great for games. The beach was pleasant and we all enjoyed looking for the plentiful sea glass!
  • Submitted: Aug 28, 2014
  • Stayed: Aug 2014