Old Mansions - Vacation Rentals in Chesapeake City

Property Image From US $186
         

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8.6 (504 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Property Image From US $483
         

10.0 (174 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $515
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $974
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Chesapeake City

Over 63+ Luxury Places to Stay in or Near Chesapeake City
Property Image From US $1,322
         

9.8 (18 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Chesapeake City

Over 9+ Top-Rated Vacation Rentals with a Pool in or Near Chesapeake City
Property Image From US $562
         

9.8 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $849
         

9.6 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $1,295
         

5.0 (1 Review)
Villa
  • Air Conditioner
  • Pet Friendly
  • Pool

Pet-Friendly Vacation Rentals in Chesapeake City

Over 10+ Pet-Friendly Vacation Rentals in or Near Chesapeake City
Property Image From US $343
         

9.6 (8 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $308
         

9.4 (3 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $298
         

9.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $241
         

10.0 (81 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $225
         

10.0 (70 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $295
         

9.8 (16 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Chesapeake City

Over 4+ Large Vacation Homes & Villas in or Near Chesapeake City
Property Image From US $575
         

4.8 (30 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace

Chesapeake City Varoom and Airbnb Places to Stay Under $200

Over 13+ Chesapeake City Varoom and Airbnb Places to Stay Under $200
Property Image From US $111
         

9.8 (39 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From US $188
         

Property Image From US $160
         

9.0 (15 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • TV
Property Image From US $163
         

New
House
  • Air Conditioner
  • Security/Safety
  • Child Friendly
Property Image From US $182
         

10.0 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $186
         

9.8 (85 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image
New
From US $90
         

New
Cabin
  • Security/Safety
  • Bedding/Linens
  • Child Friendly

Instantly Bookable Vacation Homes in Chesapeake City

Over 12+ Instantly Bookable Vacation Homes in or Near Chesapeake City
Property Image From US $228
         

Property Image From US $209
         

9.6 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $562
         

8.0 (5 Reviews)
Cottage
  • Air Conditioner
  • TV
  • Balcony/Terrace
Property Image From US $426
         

New
Cottage
  • Air Conditioner
  • Security/Safety
  • Internet

About Chesapeake City Vacation Rentals

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

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Old Mansions Chesapeake City, 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 City. Places to stay near Chesapeake City are 1472.32 ft² on average, with prices averaging $594 a night.

Old Mansions makes it easy and safe to find and compare vacation rentals in Chesapeake City 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 City

Type Count
Vacation Homes 49
Cottages 9
Holiday Apartments 5
Cabin Rentals 4
Villas 3
B&B 1
Others 1

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

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

Weather in Chesapeake City

View the weather forecast for Chesapeake City before booking your Chesapeake City 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