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

Vacation rentals in Chesapeake Bay

Anytime
Guests
Anytime
Guests
339 accommodations available

  • Price per night

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

  • Accommodation types

    • House
    • Apartment
    • Other

  • Rating

    • 4.5+
    • 4+

  • Popular amenities

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

  • Other Services

    • 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 339 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Accomack County
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with BBQ

Accomack County, Virginia, United States
This delightful house rental in Accomack County accommodates up to 6 guests and features a cozy fireplace, a fully equipped kitchen, and convenient parking. A perfect get...
from €232
per night
Outstanding(8 ratings)
from €232
per night
Check prices
Apartment Calvert County
Apartment ∙ 10 guests ∙ 3 bedrooms

Apartment with garden & fast internet | Water view

Calvert County, Maryland, United States
Experience a delightful house rental in Calvert County, perfect for families. Enjoy stunning ocean views, beach access, a spacious yard, and a relaxing balcony for memora...
from €146
per night
from €146
per night
Check prices
House St. Mary's County
664 m² house ∙ 16 guests ∙ 7 bedrooms

Holiday home with garden & barbecue | Beach view

St. Mary's County, Maryland, United States
This spacious house rental in St. Mary's County accommodates up to 16 guests and features a stunning ocean view, parking, beach access, a cozy fireplace, and a beautiful ...
from €1,014
per night
from €1,014
per night
Check prices
Apartment Lafayette-Winona
Apartment ∙ 6 guests ∙ 3 bedrooms

Family-oriented nice holiday apartment with fast internet & garden | Pets allowed

Lafayette-Winona, Norfolk, Virginia, United States
This inviting apartment in Lafayette-Winona comfortably accommodates up to 6 guests and features a cozy fireplace, a spacious yard, and a fully equipped kitchen. Pets are...
from €985
per night
from €985
per night
Check prices
Apartment Buckroe Beach
1250 m² apartment ∙ 8 guests ∙ 3 bedrooms

Children-friendly beautiful flat with garden

Buckroe Beach, Hampton, Virginia, United States
This spacious studio at Buckroe Beach accommodates up to 8 guests and features beach access, a fully equipped kitchen, parking, a family-friendly yard, and a lovely balco...
from €186
per night
Very good(1 rating)
from €186
per night
Check prices
Apartment Fox Hill - Grandview
Apartment ∙ 7 guests ∙ 3 bedrooms

Children-friendly lovely flat with fast internet | Sea view | Pets allowed

Fox Hill - Grandview, Hampton, Virginia, United States
This stunning waterfront house rental in Fox Hill offers breathtaking ocean views, beach access, and a family-friendly atmosphere. Enjoy a balcony, spacious parking, and ...
from €324
per night
from €324
per night
Check prices
Apartment East Ocean View
Apartment ∙ 2 guests ∙ 1 bedroom

Family-friendly holiday apartment with fast internet | Sea view | Pets allowed

East Ocean View, Norfolk, Virginia, United States
This inviting apartment rental in East Ocean View offers stunning ocean views, beach access, and family-friendly amenities, including a kitchen, balcony, and parking. Per...
from €158
per night
from €158
per night
Check prices
Condo Indian River
Condo ∙ 6 guests ∙ 1 bedroom

Child-friendly condo with pool, jacuzzi & barbeque

Indian River, Chesapeake, Virginia, United States
This delightful condo in Indian River accommodates up to six guests and features a pool, hot tub, and waterfront views. Enjoy a family-friendly atmosphere with a kitchen,...
from €167
per night
from €167
per night
Check prices
Cottage Onancock
93 m² cottage ∙ 4 guests ∙ 2 bedrooms

Child-friendly cottage with garden & barbeque | Sea view | Perfect for remote work | Pet-friendly

Onancock, Accomack County, Virginia, United States
This delightful cabin in Onancock offers ocean views, a cozy fireplace, and a family-friendly yard, making it perfect for events and accommodating up to four guests and p...
from €128
per night
from €128
per night
Check prices
Condo Northeast Virginia Beach
115 m² condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool & barbeque | Beach view

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 €115
per night
Excellent(32 ratings)
from €115
per night
Check prices
Apartment Virginia Beach
100 m² apartment ∙ 9 guests ∙ 3 bedrooms

Flat with 3 bedrooms for 9 persons

Virginia Beach, Virginia, United States
This spacious house rental in Virginia Beach accommodates up to 9 guests and features a cozy fireplace, a fully equipped kitchen, and convenient parking, making it perfec...
from €160
per night
from €160
per night
Check prices
Cottage Deltaville
207 m² cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with barbecue | Good for workation

Deltaville, Pine Top, Virginia, United States
This inviting cabin in Deltaville offers a cozy fireplace, a fully equipped kitchen, and ample parking, making it the perfect retreat for up to 8 guests. Book your getawa...
from €281
per night
from €281
per night
Check prices
Cottage Deal Island
136 m² cottage ∙ 8 guests ∙ 4 bedrooms

Spacious cottage with barbeque | Suitable for remote work

Deal Island, Somerset County, Maryland, United States
This spacious cabin on Deal Island accommodates up to 8 guests and features a fully equipped kitchen and convenient parking. Experience unforgettable moments in a beautif...
from €234
per night
Outstanding(2 ratings)
from €234
per night
Check prices
Cottage Deal Island
201 m² cottage ∙ 9 guests ∙ 3 bedrooms

Cottage with barbeque

Deal Island, Somerset County, Maryland, United States
This spacious cabin on Deal Island comfortably accommodates up to 9 guests, featuring a cozy fireplace, a fully equipped kitchen, and convenient parking. Experience the p...
from €242
per night
from €242
per night
Check prices
Cottage Mathews County
174 m² cottage ∙ 6 guests ∙ 3 bedrooms

Beautiful cottage with pool & BBQ | Perfect for remote work

Mathews County, Virginia, United States
Experience the ultimate getaway in this inviting cabin in Mathews County, featuring a pool, kitchen, balcony, and parking, perfect for up to 6 guests seeking relaxation a...
from €241
per night
from €241
per night
Check prices

Pet-Friendly Vacation Rentals

Paws and play: Secure your Chesapeake Bay pet-friendly vacation rental - plan your escape!

Apartment Ghent
from €230 per night
Apartment ∙ 4 guests ∙ 2 bedrooms

Holiday apartment with fast internet

Ghent, Norfolk, Virginia, United States
Pet-friendly
Check prices
Apartment Bay View
from €171 per night
Apartment ∙ 2 guests ∙ 1 bedroom

Apartment with fast internet | Sea view

Bay View, Norfolk, Virginia, United States
Pet-friendly
Check prices
Apartment California
from €300 per night
Apartment ∙ 13 guests ∙ 5 bedrooms

Child-friendly wonderful apartment with garden & BBQ | Pets are welcome

California, Bay, Maryland, United States
Pet-friendly
Check prices
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Vacation rentals and apartments with air conditioning

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

Cottage Cape Saint Claire
from €670 per night
269 m² Cottage ∙ 8 guests ∙ 4 bedrooms

Fully equipped cottage with barbeque | Good for workation

Cape Saint Claire, Anne Arundel County, Maryland, United States
Air conditioning
Check prices
Cottage Bay View
from €169 per night
80 m² Cottage ∙ 4 guests ∙ 2 bedrooms

Fully equipped cottage with barbeque | Good for workation

Bay View, Norfolk, Virginia, United States
Air conditioning
Check prices
Cottage Reedville
from €262 per night
241 m² Cottage ∙ 8 guests ∙ 3 bedrooms

Cottage with barbeque

Reedville, Northumberland County, Virginia, United States
Air conditioning
Check prices
See all offers
3 reviews
3 travelers who stayed in Chesapeake Bay gave their vacation rental an average rating of 5/5 stars.

Frequently asked questions

What are the most popular accommodations in the area?

The most booked accommodations in Chesapeake Bay are apartment rental and bed and breakfast rental. We search from more than 339 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 €115 - On average, you will stay in a 41 m² (Bed and breakfast rental) or a 198 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 €626 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 5 guests.

Top cities to visit

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