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

Vacation rentals in Chesapeake Bay

Anytime
Guests
Anytime
Guests
507 accommodations available

  • Price per night

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

  • Accommodation types

    • House
    • Apartment
    • Other

  • 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
    • Sauna
    • Cot

  • Accommodation type

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

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals in Chesapeake Bay

Discover your ideal Chesapeake Bay vacation rental with real-time comparisons of 507 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Cottage Deal Island
201 m² cottage ∙ 9 guests ∙ 3 bedrooms
Deal Island, Somerset County, Maryland, United States
This spacious cabin on Deal Island offers stunning sea views, a fully equipped kitchen, and family-friendly amenities for up to 9 guests. Enjoy waterfront fun and pet-fri...
from €199
per night
Outstanding(5 ratings)
from €199
per night
Check prices
House Lusby
185 m² house ∙ 11 guests ∙ 4 bedrooms
Lusby, Solomons Island, Maryland, United States
This beautiful waterfront house rental in Lusby accommodates up to 11 guests and features a pool, pet-friendly options, a fully equipped kitchen, and stunning sea views. ...
from €368
per night
Outstanding(2 ratings)
from €368
per night
Check prices
House Dameron
664 m² house ∙ 16 guests ∙ 7 bedrooms
Dameron, St. Inigoes, Maryland, United States
This stunning waterfront house rental in Dameron accommodates up to 16 guests and features a spacious yard, modern kitchen, inviting fireplace, and convenient parking. Pe...
from €1,014
per night
Outstanding(6 ratings)
from €1,014
per night
Check prices
Cottage Ewell
137 m² cottage ∙ 4 guests ∙ 2 bedrooms
Ewell, Smith Island, Maryland, United States
Experience the perfect family getaway in Ewell with this pet-friendly cabin, featuring a fully equipped kitchen, stunning sea views, and easy beach access for endless fun...
from €161
per night
Outstanding(15 ratings)
from €161
per night
Check prices
House Cambridge
390 m² house ∙ 12 guests ∙ 4 bedrooms
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 ...
from €386
per night
Outstanding(4 ratings)
from €386
per night
Check prices
House Fishing Creek
282 m² house ∙ 15 guests ∙ 7 bedrooms
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...
from €298
per night
Excellent(55 ratings)
from €298
per night
Check prices
Condo Northeast Virginia Beach
115 m² condo ∙ 6 guests ∙ 2 bedrooms
Northeast Virginia Beach, Virginia Beach, Virginia, United States
This inviting condo in Northeast Virginia Beach accommodates up to 6 guests and features a pool, spa, fully-equipped kitchen, balcony, and convenient parking—perfect for ...
from €95
per night
from €95
per night
Check prices
House Capeville
353 m² house ∙ 8 guests ∙ 4 bedrooms
Capeville, Northampton County, Virginia, United States
This inviting house rental in Capeville accommodates up to 8 guests, featuring a cozy fireplace, a family-friendly yard, stunning sea views, and easy beach access for unf...
from €593
per night
Outstanding(5 ratings)
from €593
per night
Check prices
House Deal Island
136 m² house ∙ 8 guests ∙ 4 bedrooms
Deal Island, Somerset County, Maryland, United States
Experience the perfect family getaway in this Deal Island house rental, featuring a sea view, spacious yard, kitchen, and pet-friendly amenities. Ideal for up to 8 guests...
from €190
per night
Outstanding(7 ratings)
from €190
per night
Check prices
House Cambridge
959 m² house ∙ 27 guests ∙ 7 bedrooms
Cambridge, Dorchester County, Maryland, United States
This spacious house rental in Cambridge accommodates up to 27 guests and boasts a private heated pool, hot tub, lake and sea views, and family-friendly amenities for unfo...
from €853
per night
Outstanding(9 ratings)
from €853
per night
Check prices
Cottage Chesapeake Beach
89 m² cottage ∙ 6 guests ∙ 2 bedrooms
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...
from €223
per night
Very good(34 ratings)
from €223
per night
Check prices
House Phoebus
102 m² house ∙ 8 guests ∙ 3 bedrooms
Phoebus, Hampton, Virginia, United States
This spacious house rental in Phoebus comfortably accommodates up to 9 guests, featuring a fully equipped kitchen, family-friendly amenities, and convenient parking for a...
from €180
per night
Outstanding(125 ratings)
from €180
per night
Check prices
Apartment Virginia Beach
92 m² apartment ∙ 4 guests ∙ 2 bedrooms
Virginia Beach, Virginia, United States
This fantastic Virginia Beach apartment rental accommodates up to four guests and features a private pool, full kitchen, yard, and parking, making it perfect for a family...
from €204
per night
Outstanding(21 ratings)
from €204
per night
Check prices
House White Stone
353 m² house ∙ 19 guests ∙ 6 bedrooms
White Stone, Lancaster County, Virginia, United States
Experience the ultimate getaway in White Stone with this spacious house rental, featuring a fireplace, waterfront views, beach access, and a family-friendly yard—perfect ...
from €1,057
per night
Outstanding(11 ratings)
from €1,057
per night
Check prices
Cottage White Stone
87 m² cottage ∙ 6 guests ∙ 2 bedrooms
White Stone, Lancaster County, Virginia, United States
This delightful cabin in White Stone offers stunning ocean views, a family-friendly atmosphere, and convenient amenities, making it the perfect getaway for up to six gues...
from €136
per night
Good(109 ratings)
from €136
per night
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 Deal Island
from €175 per night
4 guests ∙ 2 bedrooms

130 m² House

Deal Island, Somerset County, Maryland, United States
Air conditioning
Check prices
Apartment West Ocean View
from €72 per night
4 guests ∙ 2 bedrooms

83 m² Apartment

West Ocean View, Norfolk, Virginia, United States
Air conditioning
Check prices
House Buckroe Beach
from €146 per night
6 guests ∙ 2 bedrooms

92 m² House

4.8
Outstanding(6 ratings)
Buckroe Beach, Hampton, Virginia, United States
Air conditioning
Check prices
See all offers

Vacation rentals with a balcony

Scenic escape: Chesapeake Bay views await - book a vacation rental with a private balcony!

House Ocean View
from €439 per night
8 guests ∙ 4 bedrooms

241 m² House

5.0
Outstanding(7 ratings)
Ocean View, Norfolk, Virginia, United States
Balcony
Check prices
Apartment White Stone
from €175 per night
8 guests ∙ 3 bedrooms

174 m² Apartment

5.0
Outstanding(1 rating)
White Stone, Lancaster County, Virginia, United States
Balcony
Check prices
Apartment Parole
from €187 per night
8 guests ∙ 4 bedrooms

241 m² Apartment

Parole, Anne Arundel County, Maryland, United States
Balcony
Check prices
See all offers
19 reviews
19 travelers who stayed in Chesapeake Bay gave their vacation rental an average rating of 4.3/5 stars.

Frequently asked questions

What are the most popular accommodations in the area?

The most booked accommodations in Chesapeake Bay are apartment rental and house rentals. We search from more than 507 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 €72 - On average, you will stay in a 296 m² (House rentals) or a 183 m² (Apartment rental).

Do you offer pet-friendly apartment rental 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 €515 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 apartment rental has space for 4 guests.

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