Airport Express Hotel - Vacation Rentals in Chesapeake

Delta Hotels by Marriott Chesapeake Norfolk From US $155
         

|
8.6 (246 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Comfort Suites Chesapeake - Norfolk From US $94
         

Residence Inn by Marriott Chesapeake Greenbrier From US $165
         

Aloft Chesapeake From US $138
         

|
8.5 (481 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • Pool

Luxury Places to Stay in Chesapeake

Over 172+ Luxury Places to Stay in or Near Chesapeake
Ultimate Vacation Home From US $784
         

2.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Perfect Getaway in Chesapeake From US $587
         

New
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
NICE GETAWAY IN CHESAPEAKE From US $568
         

4.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Spacious home in Chesapeake From US $485
         

|
9.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Chesapeake

Over 44+ Top-Rated Vacation Rentals with a Pool in or Near Chesapeake
Aloft Chesapeake From US $116
         

|
8.4 (1004 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Hyatt Place Chesapeake From US $119
         

|
8.4 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Staybridge Suites Chesapeake by IHG From US $154
         

|
8.4 (510 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Chesapeake

Over 42+ Pet-Friendly Vacation Rentals in or Near Chesapeake
The Full House From US $148
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Beautiful home in Chesapeake From US $405
         

|
10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Red Roof Inn Chesapeake Conference Center From US $88
         

7.0 (1001 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
King Guest Suite - A TOGAR Vacation Rental From US $124
         

9.8 (54 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautiful home in Chesapeake From US $337
         

9.8 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Oasis at the Creek From US $271
         

9.8 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Chesapeake

Over 3+ Large Vacation Homes & Villas in or Near Chesapeake
Peace on the lake From US $847
         

8.8 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Wheelchair Accessible Vacation Homes in Chesapeake

Over 58+ Wheelchair Accessible Vacation Homes in or Near Chesapeake
Staybridge Suites Chesapeake-Virginia Beach by IHG From US $213
         

Chesapeake Vacation Rentals and Airbnb Places to Stay Under $200

Over 97+ Chesapeake Vacation Rentals and Airbnb Places to Stay Under $200
NEWLY REMODELED 2 BEDROOM DUPLEX From US $134
         

Instantly Bookable Vacation Homes in Chesapeake

Over 28+ Instantly Bookable Vacation Homes in or Near Chesapeake
Luxurious home in Chesapeake From US $288
         

9.6 (5 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV

About Chesapeake Vacation Rentals

With more than 78 Chesapeake vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Airportexpresshotel 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 Airportexpresshotel 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 147.04 ft² on average, with prices averaging $106 a night.

Airportexpresshotel 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
Hotels with Suites 78

Use these Quick Filters to Find a Vacation Rental in Chesapeake

Pro Tip: Airportexpresshotel makes it easy to compare the best listings on Airportexpresshotel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Airportexpresshotel 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 62°F       Low 35°F
March - May
High 76°F       Low 41°F
June - August
High 90°F       Low 69°F
September - November
High 80°F       Low 44°F

Chesapeake Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Chesapeake?
How many vacation rentals are available in Chesapeake?

Currently, the total number of properties listed in 2026 is over 78 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.