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Chesapeake Bay Vacation Rentals with internet access(279)

279 Results
  • 4 BR,
  • 2 BA,
  • Sleeps 9
3 - 7 night min stay
(26)
  • 12 BR,
  • 8 BA,
  • 1 HF BA,
  • Sleeps 40
2 - 7 night min stay
(9)
$350 - $450
per night
2 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 5 night min stay
(14)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 7 night min stay
(35)
$525 - $690
per night
3 - 5 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 16
3 - 5 night min stay
(9)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 4 night min stay
(39)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
2 - 7 night min stay
(15)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
(4)
  • 6 BR,
  • 6 BA,
  • Sleeps 15
2 - 7 night min stay
(19)
$450 - $700
per night
2 night min stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
2 night min stay
(11)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(70)
$825 - $985
per night
2 night min stay
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
2 night min stay
1 Review
$750 - $800
per night
2 - 3 night min stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 3 night min stay
(6)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
(3)
$350 - $450
per night
2 - 3 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(9)
$1,143 - $2,000
per night
3 - 7 night min stay
  • 7 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 28
3 - 7 night min stay
(9)
$850 - $1,100
per night
2 night min stay
  • 5 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 10
2 night min stay
(5)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 15
3 night min stay
(7)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 20
3 night min stay
(7)
  • 7 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 20
2 - 3 night min stay
(12)
$6,500
per week
7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 night min stay
(6)
$700 - $2,250
per night
3 - 7 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
3 - 7 night min stay
(9)
$1,421 - $1,500
per night
3 - 7 night min stay
  • 6 BR,
  • 6 BA,
  • Sleeps 14
3 - 7 night min stay
(8)
  • 10 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 36
3 - 7 night min stay
(3)
$257 - $400
per night
2 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 7 night min stay
(35)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
2 Reviews
$2,132 - $2,518
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night min stay
(34)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(8)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 20
3 - 7 night min stay
(3)
$786 - $800
per night
3 - 7 night min stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
3 - 7 night min stay
 

Recent Chesapeake Bay Reviews

Shore Thing!

5 of 5
The condo was very nice with beautiful furnishings just like the pictures show. The views are spectacular! We enjoyed watching the work boats come and go. Jim, the owner, was very communicative and provided great information about the area. Our family of 5, which included 3 teenage girls, had plenty of room. The girls really enjoyed our stay. We all slept so well and the wonderful beds! Can't wait to return!
  • Submitted: Apr 13, 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

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