72+ Vacation Rentals Near Chesapeake |
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Dunmore Bahamas - Vacation Rentals in Chesapeake

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Luxury Places to Stay in Chesapeake

Over 63+ Luxury Places to Stay in or Near Chesapeake
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Top-Rated Vacation Rentals with a Pool in Chesapeake

Over 17+ Top-Rated Vacation Rentals with a Pool in or Near Chesapeake
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Pet-Friendly Vacation Rentals in Chesapeake

Over 12+ Pet-Friendly Vacation Rentals in or Near Chesapeake
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Large Vacation Homes & Villas in Chesapeake

Over 4+ Large Vacation Homes & Villas in or Near Chesapeake
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Wheelchair Accessible Vacation Homes in Chesapeake

Over 6+ Wheelchair Accessible Vacation Homes in or Near Chesapeake
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Chesapeake Vacation Rentals and Airbnb Places to Stay Under $200

Over 21+ Chesapeake Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Chesapeake

Over 3+ Instantly Bookable Vacation Homes in or Near Chesapeake
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About Chesapeake Vacation Rentals

With more than 72 Chesapeake vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Dunmorebahamas 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.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Dunmorebahamas Chesapeake, 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. Places to stay near Chesapeake are 657.76 ft² on average, with prices averaging US $216 a night.

Dunmorebahamas makes it easy and safe to find and compare vacation rentals in Chesapeake 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

Type Count
Vacation Homes 30
Holiday Apartments 22
Hotels 18
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Chesapeake

★ Pro Tip: Dunmorebahamas makes it easy to compare the best listings on Dunmorebahamas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Dunmorebahamas 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.

Weather in Chesapeake

View the weather forecast for Chesapeake before booking your Chesapeake 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

Chesapeake Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Chesapeake?

There are a lot of options in Chesapeake. If you plan on staying in the Chesapeake area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Chesapeake:

How many vacation rentals have private pools in Chesapeake?

There are 1 vacation rentals with private pools near Chesapeake. Top-rated homes that have access to a swimming pool include:

How many vacation rentals are available in Chesapeake?

Currently, the total number of properties listed in 2026 is over 72 in the Chesapeake area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Chesapeake.