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

Location Type

Even More Filters

Features

Managed By

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

Chesapeake Bay Vacation Rentals with Hot Tub(47)

47 Results
$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,
  • 4 BA,
  • Sleeps 8
3 - 7 night minimum stay
(33)
$800 - $950
per night
2 - 7 night minimum stay
  • 5 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(5)
$1,421 - $1,500
per night
3 - 7 night minimum stay
  • 6 BR,
  • 6 BA,
  • Sleeps 14
3 - 7 night minimum stay
(8)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
3 night minimum stay
(24)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 7 night minimum stay
(6)
$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 - $785
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
(3)
  • 6 BR,
  • 6 BA,
  • Sleeps 15
2 - 7 night minimum stay
(15)
$467 - $506
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night minimum stay
(51)
  • 5 BR,
  • 7 BA,
  • Sleeps 10
(13)
$350 - $600
per night
2 - 3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 3 night minimum stay
(12)
$100 - $175
per night
1 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 6
1 - 3 night minimum stay
2 Reviews
  • 5 BR,
  • 4 BA,
  • Sleeps 10
2 - 7 night minimum stay
(14)
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 3 night minimum stay
(12)
$430 - $771
per night
2 - 7 night minimum stay
  • 8 BR,
  • 6 BA,
  • Sleeps 22
2 - 7 night minimum stay
(19)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
(5)
  • 2 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 6
3 night minimum stay
(4)
$165 - $205
per night
2 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
(6)
  • 3 BR,
  • 1 BA,
  • Sleeps 5
2 - 5 night minimum stay
(28)
$449 - $740
per night
2 - 3 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 20
2 - 3 night minimum stay
(18)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
(14)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
2 Reviews
$518 - $595
per night
2 - 3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 3 night minimum stay
(30)
$250
per night
2 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
2 night minimum stay
(8)
$1,379 - $1,500
per night
3 - 7 night minimum stay
  • 7 BR,
  • 5 BA,
  • Sleeps 12
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
3 night minimum stay
1 Review
  • 4 BR,
  • 4 BA,
  • Sleeps 8
2 night minimum stay
2 Reviews
  • 2 BR,
  • 1 BA,
  • Sleeps 5
7 night minimum stay
(5)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 13
(7)
 

Recent Chesapeake Bay Reviews

Ahhhh......

5 of 5
We loved this charming home - beautiful views from almost every window, and everything to help us settle in easily and relax was waiting for us. The dock lets you really experience the changing river, and we did see a blue heron flying low across the water on our 3rd day! The only unpleasant part was leaving.
  • Submitted: Nov 11, 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

Gorgeous Property, but Amenities need attention

4 of 5
This property is absolutely beautiful...park like setting, lots of land, beautiful waterview and spectacular sunrises. The house was comfortable...linens very clean as well as bathrooms. A few things need attention....the grill outside was unusable as the grates were covered in rust and caked on food. Also no propane. Notified the rental agent and though they tried to get new grates, they could not. But they did scrape them down a bit. Also, the A/C in the living room kept shorting out. The ceiling fan in the hot tub room did not work. I would also suggest that some things be checked between tenants...old food left in the refrigerator and dirty laundry in the washing machine. Plus ants are a definite problem. But we enjoyed the solitude and serenity as well as being so close to St. Michaels. We also appreciated how well the grounds were maintained and how clean the pool was.
  • Submitted: Sep 30, 2014
  • Stayed: Sep 2014