Chesapeake Beach Vacation Rentals

Compare 29 available properties from 15 providers
Chesapeake Beach
Save up to 49%

Best Vacation Home Deals in Chesapeake Beach

-24%
e.g. 9/8 - 9/15
House ∙ 6 guests ∙ 2 bedrooms
Chesapeake Beach, Sunderland, Maryland, United States
from $238 $313
VRBO
5.0
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-18%
e.g. 12/1 - 12/8
Apartment ∙ 4 guests ∙ 1 bedroom
Chesapeake Beach, Sunderland, Maryland, United States
from $155 $189
VRBO
5.0
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-49%
e.g. 1/12 - 1/19
House ∙ 4 guests ∙ 1 bedroom
Chesapeake Beach, Sunderland, Maryland, United States
from $158 $310
VRBO
5.0
View deal

Find a vacation home that meets your preferences among the 29 unique rentals from several vacation rental websites in Chesapeake Beach. HomeToGo, a vacation rental search engine, immediately sorts all of these vacation rentals so you can save up to 49%!

Recommended Vacation Rentals in Chesapeake Beach

Rent a vacation accommodation in Chesapeake Beach: from $53 per night

House ∙ 6 guests ∙ 2 bedrooms
Chesapeake Beach, Sunderland, Maryland, United States
from $238
VRBO
5.0
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House ∙ 8 guests ∙ 3 bedrooms
Chesapeake Beach, Sunderland, Maryland, United States
from $446
VRBO
5.0
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Apartment ∙ 4 guests ∙ 2 bedrooms
North Beach, Sunderland, Maryland, United States
from $178
VRBO
4.6
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House ∙ 7 guests ∙ 3 bedrooms
North Beach, Sunderland, Maryland, United States
from $171
VRBO
4.5
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House ∙ 6 guests ∙ 3 bedrooms
North Beach, Sunderland, Maryland, United States
from $254
VRBO
4.6
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House ∙ 8 guests ∙ 3 bedrooms
North Beach, Sunderland, Maryland, United States
from $228
VRBO
5.0
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House ∙ 9 guests ∙ 3 bedrooms
North Beach, Sunderland, Maryland, United States
from $436
VRBO
5.0
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House ∙ 8 guests ∙ 3 bedrooms
North Beach, Sunderland, Maryland, United States
from $315
VRBO
4.7
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Vacation Homes With Fishing Spots Nearby

Fishing
Apartment ∙ 4 guests ∙ 1 bedroom
Chesapeake Beach, Sunderland, Maryland, United States
from $155
VRBO
5.0
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Fishing
House ∙ 4 guests ∙ 1 bedroom
Chesapeake Beach, Sunderland, Maryland, United States
from $158
VRBO
5.0
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Fishing
House ∙ 5 guests ∙ 3 bedrooms
Chesapeake Beach, Sunderland, Maryland, United States
from $321
VRBO
5.0
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Fishing
House ∙ 8 guests ∙ 4 bedrooms
Chesapeake Beach, Sunderland, Maryland, United States
from $346
VRBO
4.5
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Vacation Rentals With a Fireplace

Fireplace
House ∙ 12 guests ∙ 5 bedrooms
Chesapeake Beach, Sunderland, Maryland, United States
from $347
VRBO
5.0
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Fireplace
House ∙ 8 guests ∙ 4 bedrooms
North Beach, Sunderland, Maryland, United States
from $613
VRBO
5.0
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Fireplace
House ∙ 5 guests ∙ 1 bedroom
North Beach, Sunderland, Maryland, United States
from $119
VRBO
4.8
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Fireplace
House ∙ 6 guests ∙ 2 bedrooms
North Beach, Sunderland, Maryland, United States
from $255
Wimdu
4.5
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Best Dog-Friendly Rentals

Pet-friendly
House ∙ 6 guests ∙ 3 bedrooms
North Beach, Sunderland, Maryland, United States
from $290
VRBO
4.9
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Pet-friendly
House ∙ 6 guests ∙ 3 bedrooms
North Beach, Sunderland, Maryland, United States
from $539
VRBO
4.7
View deal
Pet-friendly
House ∙ 10 guests ∙ 3 bedrooms
North Beach, Sunderland, Maryland, United States
from $229
VRBO
4.8
View deal
Pet-friendly
House ∙ 13 guests ∙ 6 bedrooms
Chesapeake Beach, Sunderland, Maryland, United States
from $905
VRBO
4.9
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Popular Rental Amenities in Chesapeake Beach

  • Kitchen (28)
  • Internet (26)
  • TV (25)
  • Parking (25)
  • AC (25)
  • No smoking (25)
  • Microwave (24)
  • Dishwasher (23)
  • Washer (22)
  • Fishing (19)
  • Grill (19)
  • Fireplace (14)
Listed above are the most frequently used filters in Chesapeake Beach and the number of accommodations that have them. Chesapeake Beach is the right destination to book a rental if you never miss an episode of your favorite show or you can't imagine a vacation without internet, as the most common features are "TVs" and "internet." Plan your vacation in advance if you're dreaming of days spent poolside or you enjoy soaking in the hot tub. There are just 1 listed properties including "pools" and 2 properties including "Jacuzzis."

The Weather in Chesapeake Beach

43°
27°
45°
28°
54°
36°
66°
45°
75°
55°
82°
64°
88°
70°
84°
66°
79°
61°
68°
50°
55°
37°
50°
36°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram in Chesapeake Beach. July is the warmest month of the year in Chesapeake Beach with temperatures reaching a maximum average of 87°. On the contrary, the coolest month is January. According to the climate diagram, May is the rainiest month of the year in Chesapeake Beach.

In Chesapeake Beach, house rentals are the most prevalent type of accommodation. Additionally, house rentals there have a median price $357 a night as well as a median size of 2,020 ft². Moreover, most house rentals in this destination can host 7 guests, which makes it a perfect destination for large groups. If you would like to rent something else, you can look for many other offers, such as apartment rentals, which are the other very popular type of accommodation in Chesapeake Beach. Our data shows that the median price of apartment rentals is $183 per night for an area of 890 ft².

Relax in a vacation rental at Chesapeake Beach

Go on a lovely visit to Chesapeake Beach in Maryland with the family or with a group of friends, and stay at one of the many vacation houses. This is typically a beautiful house on the beach.

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Food & Drinks

The local cuisine

Once you are at the beach, then you will want to try the local fresh seafood. Abner's Crab House is known for its meaty and well-seasoned blue crabs which you can enjoy with a view of the Fishing Creek at the back. Or try the 'all you can eat mussels' with different flavors at Rod 'N Reel. If you are not into seafood, additional options are available.

Local Attractions

Chesapeake beach excursions

There are many activities that you can enjoy at Chesapeake Beach. Looking for an exciting group activity, try a fishing trip. Katherines Charter fishing is a professional company that makes fishing fun for everyone. Are you more interested in going for a hike, then try out the Chesapeake Beach Railway Trail where you can spot some wildlife.

We compare more than 300 providers, including:

Booking.com Vacation Rentals in Chesapeake Beach VRBO Vacation Rentals in Chesapeake Beach HomeAway Vacation Rentals in Chesapeake Beach TripAdvisor Vacation Rentals in Chesapeake Beach VacationRentals.com Vacation Rentals in Chesapeake Beach HouseTrip Vacation Rentals in Chesapeake Beach FlipKey Vacation Rentals in Chesapeake Beach Wimdu Vacation Rentals in Chesapeake Beach 9flats.com Vacation Rentals in Chesapeake Beach VaycayHero Vacation Rentals in Chesapeake Beach PerfectPlaces.com Vacation Rentals in Chesapeake Beach Homestay.com Vacation Rentals in Chesapeake Beach only-apartments Vacation Rentals in Chesapeake Beach Interhome Vacation Rentals in Chesapeake Beach Bedycasa Vacation Rentals in Chesapeake Beach Novasol Vacation Rentals in Chesapeake Beach HomeEscape Vacation Rentals in Chesapeake Beach

Vacation Destinations Near Chesapeake Beach