29 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Condos
Cottages
Estates
Homes
Barns
Boats
Cabins
Castles
Chalets
Farmhouses
Hotels
Lodges
Studios
Townhomes
Villas
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

29 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Chesapeake Bay House Rentals with hot tub(29)

29 Results
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 7 night min stay
(36)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
2 - 7 night min stay
(16)
$795 - $1,362
per night
3 - 7 night min stay
  • 5 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night min stay
(17)
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
(3)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night min stay
(12)
$700 - $775
per night
2 - 7 night min stay
  • 8 BR,
  • 6 BA,
  • Sleeps 22
2 - 7 night min stay
(20)
  • 2 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 6
3 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 night min stay
(5)
  • 5 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 14
2 night min stay
  • 6 BR,
  • 5 BA,
  • Sleeps 20
2 - 7 night min stay
(18)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(3)
$1,379 - $1,500
per night
3 - 7 night min stay
  • 6 BR,
  • 5 BA,
  • Sleeps 12
3 - 7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
2 night min stay
2 Reviews
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 13
(7)
$350
per night
2 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 night min stay
(8)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night min stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night min stay
(5)
12 more choices from the HomeAway Network
$375 - $500
per night
2 - 7 night min stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 13
2 - 7 night min stay
(29)
$450 - $980
per night
1 - 2 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
1 - 2 night min stay
(10)
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
2 - 7 night min stay
(11)
$300 - $333
per night
2 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 7
2 - 7 night min stay
(65)
$275 - $300
per night
3 - 6 night min stay
  • Studio,
  • 2 BA,
  • Sleeps 6
3 - 6 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 13
2 night min stay
(21)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
(12)
$286 - $300
per night
1 - 7 night min stay
  • 3 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 6
1 - 7 night min stay
2 Reviews
  • 11 BR,
  • 11 BA,
  • 1 HF BA,
  • Sleeps 22
$429 - $630
per night
3 - 7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 7 night min stay
$3,651 - $6,098
per week
7 night min stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
7 night min stay
  • Studio,
  • 4 BA,
  • Sleeps 12
3 night min stay
 

Recent Chesapeake Bay Reviews

Magnificent!

5 of 5
Beautiful, well-mainained, nicely appointed home. We enjoyed our stay and the layout and amenities were exactly as described. Large bedrooms and kitchen, and lots of spaces for spending time with family. The property is perfectly located, and the views are amazing! The house had everything we needed - and more! We hope to visit again and had a wonderful experience with the owner.
  • Submitted: May 6, 2015
  • Stayed: May 2015

Loved It!

5 of 5
My husband and I stayed at this property in 2013 and 2014, both times to celebrate our wedding anniversary. We love the architecture and the design of the home. 2013 was our first time to St. Michaels and we fell in love with the town, as well. It's a beautiful home and incredibly peaceful. It's hard not to fall in love with so much beauty and serenity all around you. And, St. Michaels has lots of shops, restaurants and areas of interest to visit. The property manager, Angela, provided lots of insight and ideas about things to do and ways to enjoy St. Michaels while also being available if we needed to contact her. We hope to visit again and would highly recommend it to others.
  • Submitted: Feb 16, 2015
  • Stayed: May 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