Vacation rentals in Chesapeake Bay - Casamundo base64Hash Vacation rentals in Chesapeake Bay - Casamundo

Vacation rentals in Chesapeake Bay

Anytime
1 guest
Anytime
1 guest
441 accommodations available

  • Price per night

    • Up to €100
    • €100 - €199
    • From €200

  • Accommodation types

    • House
    • Apartment
    • Camping

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Air conditioning
    • Kitchen
    • TV
    • Washing machine
    • Balcony/patio
    • Parking
    • Dishwasher
    • Microwave
    • Garden
    • Hot tub
    • Fireplace
    • Cot

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Smoking allowed
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Recommended vacation rentals in Chesapeake Bay

Find your perfect vacation rental in Chesapeake Bay from just €55 per night!

House Cape Charles
-67%
30 Nov - 7 Dec
213 m² House ∙ 4 bedrooms ∙ 8 guests
Cape Charles, Northampton County, Virginia, United States
This spacious house rental in Cape Charles comfortably accommodates 8 guests and features a kitchen, fireplace, yard, and parking, making it perfect for family gatherings...
€846€280
per night
Outstanding(26 ratings)
€846€280
per night
Check prices
Cottage Chesapeake Beach
-18%
4 Jan - 11 Jan
Free cancellation
89 m² Cottage ∙ 2 bedrooms ∙ 6 guests
Chesapeake Beach, Sunderland, Maryland, United States
This delightful cabin in Chesapeake Beach offers a perfect getaway for families, featuring a fully equipped kitchen, a spacious yard, a relaxing hot tub, and a charming b...
€300€241
per night
Very good(11 ratings)
€300€241
per night
Check prices
House Fishing Creek
9 Apr - 16 Apr
Free cancellation
282 m² House ∙ 7 bedrooms ∙ 15 guests
Fishing Creek, Hoopers Island, Maryland, United States
This spacious house rental in Fishing Creek offers stunning sea views, a large yard, and a balcony perfect for relaxation. With room for 15 people and pet-friendly amenit...
€351
per night
Outstanding(27 ratings)
€351
per night
Check prices
House Reedville
-71%
30 Nov - 7 Dec
278 m² House ∙ 4 bedrooms ∙ 10 guests
Reedville, Northumberland County, Virginia, United States
This beautiful waterfront house rental in Reedville accommodates up to 10 guests, featuring a welcoming fireplace, a fully equipped kitchen, and ample parking, perfect fo...
€867€235
per night
Outstanding(40 ratings)
€867€235
per night
Check prices
House Cape Charles
-68%
7 Dec - 14 Dec
139 m² House ∙ 3 bedrooms ∙ 6 guests
Cape Charles, Northampton County, Virginia, United States
A delightful house rental in Cape Charles offers a fully equipped kitchen, family-friendly amenities, and convenient parking, perfect for up to six guests. Experience a m...
€719€241
per night
€719€241
per night
Check prices
Cottage Heathsville
-72%
15 Dec - 22 Dec
142 m² Cottage ∙ 3 bedrooms ∙ 8 guests
Heathsville, Northumberland County, Virginia, United States
This inviting cabin in Heathsville accommodates up to 8 guests and features a fireplace, hot tub, and waterfront views, making it perfect for family getaways and relaxati...
€691€194
per night
Outstanding(3 ratings)
€691€194
per night
Check prices
House Buckroe Beach
-65%
7 Dec - 14 Dec
92 m² House ∙ 2 bedrooms ∙ 6 guests
Buckroe Beach, Hampton, Virginia, United States
This inviting house rental at Buckroe Beach offers a spacious yard, beach access, and parking, making it perfect for families seeking fun and relaxation with room for six...
€439€141
per night
Outstanding(4 ratings)
€439€141
per night
Check prices
House Heathsville
-71%
4 Jan - 11 Jan
Free cancellation
185 m² House ∙ 4 bedrooms ∙ 11 guests
Heathsville, Northumberland County, Virginia, United States
This spacious house rental in Heathsville accommodates up to 11 guests and features a sea view, pet-friendly policies, a balcony, a full kitchen, and convenient parking—p...
€920€252
per night
Outstanding(2 ratings)
€920€252
per night
Check prices
Bungalow Virginia Beach
-70%
4 Jan - 11 Jan
Free cancellation
Bungalow ∙ 3 bedrooms ∙ 8 guests
Virginia Beach, Virginia, United States
This spacious bungalow in Virginia Beach accommodates up to 8 guests and offers beach access, a full kitchen, a cozy fireplace, and waterfront views—perfect for a memorab...
€467€143
per night
€467€143
per night
Check prices
House Machipongo
-53%
7 Dec - 14 Dec
271 m² House ∙ 4 bedrooms ∙ 10 guests
Machipongo, Northampton County, Virginia, United States
This lovely house rental in Machipongo comfortably accommodates 10 guests and features a kitchen, fireplace, and family-friendly yard with stunning sea views. Enjoy parki...
€905€418
per night
Excellent(2 ratings)
€905€418
per night
Check prices
House Buckroe Beach
-61%
7 Dec - 14 Dec
167 m² House ∙ 4 bedrooms ∙ 12 guests
Buckroe Beach, Hampton, Virginia, United States
This spacious house rental in Buckroe Beach accommodates up to 12 guests, featuring a fully equipped kitchen, family-friendly amenities, and convenient parking, perfect f...
€592€212
per night
Very good(25 ratings)
€592€212
per night
Check prices
House Severna Park
-57%
15 Mar - 22 Mar
Free cancellation
353 m² House ∙ 6 bedrooms ∙ 12 guests
Severna Park, Anne Arundel County, Maryland, United States
This spacious house rental in Severna Park accommodates up to 12 guests, featuring a welcoming fireplace, a fully equipped kitchen, and a family-friendly atmosphere, perf...
€1,599€690
per night
Outstanding(10 ratings)
€1,599€690
per night
Check prices
Apartment Willoughby Spit
4 Jan - 11 Jan
Free cancellation
Apartment ∙ 2 guests
Willoughby Spit, Norfolk, Virginia, United States
This delightful apartment in Willoughby Spit features waterfront access, a cozy fireplace, and a spacious balcony, making it perfect for a romantic getaway with your pet!...
€55
per night
(1 rating)
€55
per night
Check prices
House Cambridge
-31%
30 Nov - 7 Dec
390 m² House ∙ 4 bedrooms ∙ 15 guests
Cambridge, Dorchester County, Maryland, United States
This spacious house rental in Cambridge features a heated pool, waterfront views, and a cozy fireplace, making it perfect for family gatherings of up to 15 guests. Enjoy ...
€638€427
per night
€638€427
per night
Check prices
House Chesapeake Ranch Estates-Drum Point
-43%
20 Jan - 27 Jan
Free cancellation
173 m² House ∙ 4 bedrooms ∙ 11 guests
Chesapeake Ranch Estates-Drum Point, Solomons Island, Maryland, United States
This spacious house rental in Chesapeake Ranch Estates offers stunning ocean views, beach access, and a family-friendly atmosphere, perfect for your next getaway with up ...
€421€215
per night
€421€215
per night
Check prices

Best Vacation Home Deals in Chesapeake Bay

Save up to 49%

House Willoughby Spit
24 Apr - 1 May
-8%
€178
€164 per night
House ∙ 6 guests ∙ 3 bedrooms
Willoughby Spit, Norfolk, Virginia, United States
Free cancellation
Check prices
House Tilghman
25 Jan - 1 Feb
-47%
€967
€516 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding(8 ratings)
Tilghman, Tilghman Island, Maryland, United States
Free cancellation
Check prices
House Chesapeake Ranch Estates-Drum Point
14 Dec - 21 Dec
-49%
€459
€235 per night
203 m² House ∙ 10 guests ∙ 2 bedrooms
5.0
Outstanding(2 ratings)
Chesapeake Ranch Estates-Drum Point, Solomons Island, Maryland, United States
Check prices

Vacation rentals and apartments with air conditioning

Cool comfort in Chesapeake Bay: Choose a vacation rental with air conditioning - book your stay!

House Scotland
7 Dec - 14 Dec
€267 per night
152 m² House ∙ 8 guests ∙ 3 bedrooms
4.5
Excellent(2 ratings)
Scotland, St. Inigoes, Maryland, United States
Air conditioning
Check prices
House Willoughby Spit
24 Apr - 1 May
-8%
€173
€156 per night
House ∙ 6 guests ∙ 3 bedrooms
Willoughby Spit, Norfolk, Virginia, United States
Free cancellation
Air conditioning
Check prices
Cottage North Beach
7 Dec - 14 Dec
-38%
€389
€231 per night
121 m² Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(3 ratings)
North Beach, Sunderland, Maryland, United States
Air conditioning
Check prices
See all offers

Vacation homes and rentals with a yard

Nature's embrace: Book a Chesapeake Bay vacation rental surrounded lush gardens - escape today!

House North East
4 Jan - 11 Jan
-40%
€503
€321 per night
184 m² House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding(1 rating)
North East, Cecil County, Maryland, United States
Free cancellation
Yard
Check prices
House Capeville
11 Jan - 18 Jan
-38%
€1,030
€628 per night
353 m² House ∙ 8 guests ∙ 4 bedrooms
Capeville, Northampton County, Virginia, United States
Free cancellation
Yard
Check prices
House Deal Island
14 Dec - 21 Dec
-50%
€338
€169 per night
136 m² House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding(2 ratings)
Deal Island, Somerset County, Maryland, United States
Yard
Check prices
See all offers
6 reviews
6 travelers who stayed in Chesapeake Bay gave their vacation rental an average rating of 4.6/5 stars.

Frequently asked questions

What are the most popular accommodations in the area?

The most booked accommodations in Chesapeake Bay are house rentals and bed and breakfast rental. We search from more than 441 accommodations in Chesapeake Bay to help you find the perfect place to stay during your trip.

How much does it cost to stay the night?

With Casamundo you can find rentals in Chesapeake Bay starting at €55 - On average, you will stay in a 58 m² (Bed and breakfast rental) or a 328 m² (House rentals).

Do you offer pet-friendly house rentals in Chesapeake Bay?

We have the perfect options for you and your furry companions. Apartment rental are the most pet-friendly accommodations in Chesapeake Bay with an average price of €374 per night.

Do you offer accommodations for traveling with a group?

We can help you find accommodations in Chesapeake Bay for a group. On average, the house rentals has space for 9 guests.

Price and Availability Index in Chesapeake Bay

Click on any bar to see price and availability information

Vacation Rental Price Information in Chesapeake Bay

We analyzed the price data and displayed them into this graph to show you the vacation rental prices for the upcoming year in Chesapeake Bay. In the month of January (04/01 – 11/01), nightly prices will hit an average low of €273. The most expensive time of the year for a Chesapeake Bay holiday is June (28/06 – 05/07).

Rental availability information in Chesapeake Bay

This graph shows the availability rate for vacation rentals in Chesapeake Bay over the upcoming year. The most challenging time to find a vacation rental in the next twelve months is in December. The highest availability is in November. Book now to find your perfect holiday rental!

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