Find Vacation Rentals in Chesapeake Beach

We have 69 properties to choose from
Chesapeake Beach
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Chesapeake Beach
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Popular Chesapeake Beach Vacation Rentals

Find the perfect Chesapeake Beach vacation rental

House Chesapeake Beach
$142 per night
House ∙ 3 guests ∙ 1 bedroom
4.9
Outstanding (45 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Details
Vrbo
Details
Details
House Chesapeake Beach
$174 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (84 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Details
Vrbo
Details
Details
House Chesapeake Beach
$251 per night
House ∙ 9 guests ∙ 4 bedrooms
5.0
Outstanding (21 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Details
Vrbo
Details
Details
House Chesapeake Beach
$304 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (7 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Details
Vrbo
Details
Details
House Chesapeake Beach
$176 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (92 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Details
Vrbo
Details
Details
House Chesapeake Beach
$139 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (101 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Details
Vrbo
Details
Details
House Chesapeake Beach
$148 per night
House ∙ 7 guests ∙ 3 bedrooms
4.6
Excellent (21 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Details
Vrbo
Details
Details
House Chesapeake Beach
$216 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (46 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Details
Vrbo
Details
Details
House Chesapeake Beach
$330 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (60 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Details
Vrbo
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Vacation rentals with Wi-Fi

House  Chesapeake Beach
$174 per night
House ∙ 7 guests ∙ 1 bedroom
Chesapeake Beach, Sunderland, Maryland, United States
Internet
Details
HomeToGo
Details
Details
Cottage  Chesapeake Beach
$258 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
4.2
Very good (25 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Internet
Details
Vrbo
Details
Details
Cottage  Chesapeake Beach
$136 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
4.5
Excellent (14 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Internet
Details
Vrbo
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Details
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Vacation rentals and apartments with air conditioning

House  Chesapeake Beach
$1,007 per night
House ∙ 15 guests ∙ 5 bedrooms
5.0
Outstanding (49 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Air conditioning
Details
Vrbo
Details
Details
House  Chesapeake Beach
$330 per night
House ∙ 9 guests ∙ 3 bedrooms
4.6
Excellent (4 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Air conditioning
Details
Vrbo
Details
Details
House  Chesapeake Beach
$69 per night
House ∙ 4 guests ∙ 2 bedrooms
Chesapeake Beach, Sunderland, Maryland, United States
Air conditioning
Details
Vrbo
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Details
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Vacation Homes With Terraces

House  Chesapeake Beach
$266 per night
House ∙ 6 guests ∙ 3 bedrooms
4.8
Outstanding (53 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Balcony/Patio
Details
Vrbo
Details
Details
Apartment  Chesapeake Beach
$259 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.8
Outstanding (19 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Balcony/Patio
Details
Vrbo
Details
Details
House  Chesapeake Beach
$295 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (37 ratings)
Chesapeake Beach, Sunderland, Maryland, United States
Balcony/Patio
Details
Vrbo
Details
Details
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Frequently Asked Questions

How much does it cost to book a vacation rental in Chesapeake Beach?

You can book a vacation rental in Chesapeake Beach for as little as $69 per night.

Are there any vacation rentals available to book in Chesapeake Beach?

There are 69 vacation rental offers in Chesapeake Beach available to book.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Chesapeake Beach

Find the best Chesapeake Beach vacation rentals on Tripping.com. With over 49 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Chesapeake Beach range from $106 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 49 homes in Chesapeake Beach offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 6 rentals with pool or jacuzzi, or relax with the family in one of the 47 homes with cable TV. For all those pet owners with dogs or cats, Chesapeake Beach offers 20 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 4 vacation rental sites in Chesapeake Beach where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 41 HomeAway rentals, 4 TripAdvisor short term rentals and 2 Booking.com vacation rentals.

Popular Day Trips Near Chesapeake Beach

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