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Chesapeake Bay Vacation Rentals with Online Payment(170)

170 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
(11)
  • 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
(71)
$825 - $985
per night
2 night min stay
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
2 night min stay
1 Review
  • 7 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 20
2 - 3 night min stay
(12)
$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)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
(6)
$250 - $300
per night
2 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 10
2 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night min stay
$899 - $1,199
per night
1 - 3 night min stay
  • 3 BR,
  • 4 BA,
  • Sleeps 10
1 - 3 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 10
2 - 7 night min stay
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 - 7 night min stay
(19)
  • 5 BR,
  • 5 BA,
  • Sleeps 10
3 night min stay
(5)
  • 4 BR,
  • 3 BA,
  • Sleeps 12
3 night min stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • Sleeps 12
3 night min stay
(12)
$650 - $700
per night
3 - 7 night min stay
  • 7 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 18
3 - 7 night min stay
(7)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
2 - 4 night min stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night min stay
(11)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 19
2 - 7 night min stay
  • 3 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 4 night min stay
 

Recent Chesapeake Bay Reviews

Relaxation Vacation

5 of 5
I first stayed at this condo in October as a girls getaway. It was so awesome that I came back in April with my husband and brother and sister-in-law. Everyone involved loved it. The condo is kept very clean and nicely furnished and decorated. The view from the living room and the deck is incredible and the sunsets are breathtaking. We walked all around town and visited several stores and restaurants and the people of Crisfield are very friendly. Jim communicates every step of the way. I can't wait to come back again. VERY RELAXING!
  • Submitted: Apr 21, 2015
  • Stayed: Apr 2015

What a peaceful and beautiful space to spend time!

5 of 5
I had a wonderfully relaxing visit to Watermark with my family. We loved the house and property--the house is so spacious and is beautifully appointed. We loved that each of us had plenty of space to ourselves--the bedrooms are large and have comfortable places to sit and read, and the common spaces are beautifully appointed and enormous so even with a big group one doesn't feel packed in. It is the perfect house for a family vacation! The property is beautiful and being able to walk down to the private beach and dock was a huge treat. Sunsets from the house or the dock are not to be missed! We can't wait to go back to Watermark.
  • Submitted: Apr 1, 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