Thebestvacationrentals - Vacation Rentals in Chesapeake Beach

Property Image From $231
         

9.8 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $290
         

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10.0 (4 Reviews)
House
  • Parking
  • View
  • Accessibility
Property Image From $142
         

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8.4 (1003 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Property Image From $183
         

9.6 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $242
         

9.4 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $227
         

10.0 (74 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Chesapeake Beach

Over 104+ Luxury Places to Stay in or Near Chesapeake Beach
Property Image From $967
         

New
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Property Image From $720
         

New
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $630
         

8.0 (1 Review)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Property Image From $571
         

Top-Rated Vacation Rentals with a Pool in Chesapeake Beach

Over 2+ Top-Rated Vacation Rentals with a Pool in or Near Chesapeake Beach
Property Image From $422
         

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8.1 (407 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Chesapeake Beach

Over 48+ Pet-Friendly Vacation Rentals in or Near Chesapeake Beach
Property Image From $494
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $305
         

10.0 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $372
         

10.0 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $227
         

10.0 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $333
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Property Image From $364
         

10.0 (4 Reviews)
Cottage
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Property Image From $263
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Chesapeake Beach

Over 5+ Large Vacation Homes & Villas in or Near Chesapeake Beach
Property Image From $191
         

Property Image From $1,010
         

10.0 (38 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $239
         

8.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $850
         

4.5 (13 Reviews)
House
  • Air Conditioner
  • Balcony/Terrace
  • Bedding/Linens
Property Image From $550
         

5.0 (2 Reviews)
House
  • Air Conditioner
  • View
  • Ocean View

Wheelchair Accessible Vacation Homes in Chesapeake Beach

Over 1+ Wheelchair Accessible Vacation Homes in or Near Chesapeake Beach
Property Image From $278
         

10.0 (9 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV

Chesapeake Beach Varoom and Airbnb Places to Stay Under $200

Over 18+ Chesapeake Beach Varoom and Airbnb Places to Stay Under $200
Property Image From $187
         

Property Image From $158
         

9.8 (43 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $187
         

9.8 (22 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From $183
         

9.6 (25 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Property Image From $139
         

8.8 (5 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $196
         

8.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $200
         

Instantly Bookable Vacation Homes in Chesapeake Beach

Over 35+ Instantly Bookable Vacation Homes in or Near Chesapeake Beach
Property Image From $355
         

10.0 (1 Review)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Property Image From $217
         

9.8 (80 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $402
         

9.8 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From $280
         

9.8 (22 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $449
         

9.6 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From $242
         

About Chesapeake Beach Vacation Rentals

With more than 113 Chesapeake Beach vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Thebestvacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Chesapeake Beach.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Thebestvacationrentals Chesapeake Beach, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Chesapeake Beach. Places to stay near Chesapeake Beach are 1033.61 ft² on average, with prices averaging $340 a night.

Thebestvacationrentals makes it easy and safe to find and compare vacation rentals in Chesapeake Beach with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Chesapeake Beach

Type Count
Vacation Homes 82
Holiday Apartments 14
Cottages 14
Hotels with Suites 1
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Chesapeake Beach

Pro Tip: Thebestvacationrentals makes it easy to compare the best listings on Thebestvacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Thebestvacationrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Chesapeake Beach.

Weather in Chesapeake Beach

View the weather forecast for Chesapeake Beach before booking your Chesapeake Beach Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F