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

Vacation rentals in Chesapeake Bay

Anytime
Guests
Anytime
Guests
317 accommodations available

  • Price per night

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

  • Accommodation types

    • House
    • Apartment
    • Other

  • Rating

    • 4.5+
    • 4+

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

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 €419
per night
from €419
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 €1,003
per night
from €1,003
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 €349
per night
from €349
per night
Check prices
Apartment East Ocean View
Apartment ∙ 4 guests ∙ 2 bedrooms

Holiday apartment with fast internet | Sea view

East Ocean View, Norfolk, Virginia, United States
Enjoy stunning ocean views from this family-friendly apartment in East Ocean View, featuring a balcony, beach access, and convenient parking. Perfect for up to 4 guests a...
from €233
per night
from €233
per night
Check prices
Condo Indian River
Condo ∙ 4 guests ∙ 1 bedroom

Children-friendly pleasant condo with pool, hot tub & BBQ

Indian River, Chesapeake, Virginia, United States
This spacious waterfront condo in Indian River welcomes families and offers a pool, hot tub, and a fully equipped kitchen, plus free breakfast and event-friendly spaces. ...
from €177
per night
from €177
per night
Check prices
Cottage Fox Hill - Grandview
159 m² cottage ∙ 8 guests ∙ 4 bedrooms

Fully equipped cottage | Good for workation

Fox Hill - Grandview, Hampton, Virginia, United States
Experience the ultimate getaway in this spacious cabin at Fox Hill - Grandview, featuring a cozy fireplace, a fully equipped kitchen, and ample parking for up to 8 guests...
from €263
per night
from €263
per night
Check prices
Cottage Reedville
204 m² cottage ∙ 10 guests ∙ 3 bedrooms

Cottage with garden | Suitable for remote work

Reedville, Northumberland County, Virginia, United States
This inviting cabin in Reedville accommodates up to 10 guests and features a cozy fireplace, a fully equipped kitchen, a spacious yard, and convenient parking. Perfect fo...
from €464
per night
from €464
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 €101
per night
Excellent(16 ratings)
from €101
per night
Check prices
Cottage Northampton County
101 m² cottage ∙ 6 guests ∙ 2 bedrooms

Fully equipped cottage with barbeque | Perfect for remote work

Northampton County, Virginia, United States
This inviting cabin in Cape Charles accommodates up to 6 guests and features a fully equipped kitchen, a spacious balcony, and convenient parking. Book your perfect getaw...
from €317
per night
Outstanding(2 ratings)
from €317
per night
Check prices
Cottage Tilghman
139 m² cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with barbecue

Tilghman, Tilghman Island, Maryland, United States
A delightful cabin in Tilghman awaits your getaway, featuring a well-equipped kitchen and convenient parking. Perfect for up to four guests, it's the ideal retreat for re...
from €232
per night
from €232
per night
Check prices
Condo Indian River
Condo ∙ 6 guests ∙ 2 bedrooms

Flat with pool, hot tub & BBQ

Indian River, Chesapeake, Virginia, United States
This beautiful waterfront condo in Indian River welcomes up to 6 guests and offers a family-friendly atmosphere with a pool, hot tub, and a fully equipped kitchen, plus f...
from €297
per night
from €297
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 €211
per night
Very good(1 rating)
from €211
per night
Check prices
Apartment Solomons
Apartment ∙ 3 guests ∙ 1 bedroom

Child-friendly apartment with barbeque & garden | Dogs allowed

Solomons, Solomons Island, Maryland, United States
This delightful waterfront apartment in Solomons is perfect for families, featuring a kitchen, yard, balcony, and parking, all while welcoming your pets. Experience an un...
from €137
per night
from €137
per night
Check prices
Studio flat Indian River
Studio flat ∙ 3 guests ∙ 1 bedroom

Studio with pool, hot tub & BBQ

Indian River, Chesapeake, Virginia, United States
This inviting studio at Indian River features a pool and hot tub, a kitchen, and waterfront views, making it perfect for families or events. Enjoy free breakfast and a co...
from €152
per night
from €152
per night
Check prices
Cottage Cape Saint Claire
269 m² cottage ∙ 8 guests ∙ 4 bedrooms

Fully equipped cottage with barbeque | Good for workation

Cape Saint Claire, Anne Arundel County, Maryland, United States
This spacious cabin in Cape Saint Claire accommodates up to 8 guests and features a fireplace, a full kitchen, a balcony, parking, and easy beach access for the ultimate ...
from €511
per night
from €511
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!

Apartment Neck
from €413 per night
Apartment ∙ 12 guests ∙ 5 bedrooms

Holiday apartment with garden, fast internet & BBQ | Water view

Neck, Dorchester County, Maryland, United States
Air conditioning
Check prices
Cottage North East
from €215 per night
139 m² Cottage ∙ 7 guests ∙ 3 bedrooms

Cottage with 3 bedrooms for 7 persons

North East, Cecil County, Maryland, United States
Air conditioning
Check prices
Cottage Deal Island
from €227 per night
136 m² Cottage ∙ 8 guests ∙ 4 bedrooms

Spacious cottage with barbeque | Suitable for remote work

5.0
Outstanding(2 ratings)
Deal Island, Somerset County, Maryland, United States
Air conditioning
Check prices
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Vacation Rentals with a Patio

Sunset bliss: book your Chesapeake Bay vacation rental with a private terrace - your relaxation awaits!

Apartment Virginia Beach
from €158 per night
100 m² Apartment ∙ 9 guests ∙ 3 bedrooms

Flat with 3 bedrooms for 9 persons

Virginia Beach, Virginia, United States
Balcony/Patio
Check prices
Apartment Willoughby Spit
from €1,176 per night
Apartment ∙ 10 guests ∙ 5 bedrooms

Child-friendly lovely apartment with terrace & fast internet | Dogs allowed

Willoughby Spit, Norfolk, Virginia, United States
Balcony/Patio
Check prices
Cottage Onancock
from €134 per night
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
Balcony/Patio
Check prices
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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 317 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 €97 - On average, you will stay in a 41 m² (Bed and breakfast rental) or a 174 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 €588 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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