
Apartment vacation rentals in Chesapeake
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Chesapeake

Total vacation rentals
Explore 160 vacation rentals in Chesapeake

Nightly prices starting at
Chesapeake vacation rentals start at ﺩ.ﺇ 110 per night before taxes and fees

Verified guest reviews
Over 6,430 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
150 of Chesapeake vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chesapeake rentals

4.8 Average rating
Chesapeake stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Chesapeake's top spots, include Chrysler Museum of Art, Nauticus, and Aerotheater
Top-rated apartment rentals in Chesapeake
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Private apartment only 3 blocks from the Beach
Newly remodeled, super clean one bedroom (in-law) apartment, approx. 375 sf. Three blocks from the beach 7-10 min walk. Covered deck, backyard on water to watch ducks, herons, fish. Concrete benches and firepit near the water. Walking distance to the ocean, boardwalk, Rudee Inlet, dining and entertainment. Hardwood floors, queen size bed, 'pack n play', kitchenette with sink, refrigerator, microwave, Keurig coffee maker, toaster (no oven or stove) 1 gig mbps Wifi, internet tv. Futon-like couch.
LocationFamilyOutdoor spaces

Centrally Located Sleek Studio Apartment
Private guest studio apartment with separate parking/entrance in a quiet neighborhood. Centrally located to shopping, restaurants , and parks. Airport:12 min CNU:6 min Riverside Medical Center:7 min Sentara Hospital:8 min Langley AFB:11 min Patrick Henry Mall:8 min Willimasburg/Bush Gardens: approx 30 min Virgina Beach Oceanfront: 45 min Wifi available with a 55" TV with streaming services (no cable). Coffee table folds into dining/work table. Stools under table. Full bath/kitchen/laundry unit.
ValueLocationSleep quality

Private 1 Bed Apt - Historic Olde Towne Portsmouth
Enjoy easy access to everything from this perfectly located, fully furnished home. Walk to fine dining, museums, a historic theater. Visit the waterfront where you can view the Navy ships or ride the Ferry to Norfolk to experience Waterside & MacArthur Mall. This is a great place for traveling professionals or those in town for sightseeing or local events. Virginia Beach Oceanfront is 30 minutes away. Home is located in a beautiful, historic area and only 8 minutes from the new casino!
FamilyLocationDecor

Modern Luxury Peace & Quiet.
Covered parking with EV Charger. With one acre fenced in yard. 1000+ sq ft Modern Second Floor Guest House apartment with separate private entrance attached to a 10,000+ sq ft Mansion on 3 acres in a very safe, quiet and private neighborhood. Free private parking. Minutes from restaurants, shopping centers, and a beautiful 30 minute drive to oceanfront. Free Netflix, High Speed WiFi, washer, dryer, full kitchen. With Keurig. Brand new Heat and Air Condition! Plus 2 dedicated parking spots.
ValueFamilyHospitality

Charming cozy apt historic in Old Towne Portsmouth
Newly renovated, newly furnished, cozy and relaxing 1 bd 1 bath apt is available for your stay. Coffee shops, museums, restaurants, bars and the Commodore Theater are all within steps. The ferry to downtown Norfolk is a quick walk and most Saturday mornings the Farmers Market is literally around the corner. If you are in town for a concert, the Amphitheater is a short walk away. This is a 1st floor apartment in a duplex. The only coomon area is the main entrance to the building and foyer.
LocationFamilyCheckout

Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach
Welcome To Our Place! Ideal For Family Trips, Traveling For Business, Staycations Or Baecations In The Downtown Hampton Area. The Home (Unit A) Is Equipped With Complimentary WiFi, 65” Smart TV, Fully Stocked Kitchen, Coffee Bar, Washer & Dryer! Walking Distance To Restaurants & Nightlife! 5 Min: Buckroe Beach Fort Monroe Hampton University 15 Min: Norfolk International Airport Norfolk Premium Outlets 25 Min: Busch Gardens Williamsburg Water Country USA Virginia Beach Oceanfront
ValueFamilyCheck-in

Cozy Ground Floor Apt in Historic Home
Charming 1st floor apartment with private entrance in circa 1795 home in the Olde Towne historic neighborhood. Guests enjoy an easy walk to downtown shops, restaurants, breweries, museums, and a movie theater. The waterfront is close with marinas, restaurants, and the Elizabeth River ferry to transport you to Norfolk to enjoy events on the waterfront. Business or military travelers are two blocks from the Renaissance Hotel and a 15-minute walk from the Portsmouth Naval Hospital.
ValueFamilyCleanliness

Lovely Two Bedroom, 1 1/2 bath, King bed Townhouse
Your family will be close to everything when you stay at this centrally-located place. Beautiful re-done townhouse. New carpet and luxury vinyl, new vanities and toilets, Maytag washer and dryer, central heat and air, brand new hot water tank, small patio in back. Close to shopping, Kroger, T J Maxx, Walmart, CVS, and other shops. Plenty of take out food, like chick-fil-A, Panda Express, Wendys, Rallys, Dunkin Donuts, and more. Brand new Rivers Casino less than a mile away!
LocationFamilyPets

Blissful Nook @ Washington
This is a beautiful modern, comfortable, and cozy one bedroom apartment located on the second floor (stair access) above the car garage. While relaxing or vacationing just know that this apartment is centrally located to Virginia Beach Oceanfront, Outer banks N.C. museums, Colonial Williamsburg, Busch garden, Water Country USA and many restaurant. This apartment is attached to the main home with a dedicated private entrance. This location is safe and private for our guest.
ValueLocationWifi

The Rosalie Suite 4, Steps from Norfolks Hospitals
A secluded, furnished one-bedroom hotel-like apartment. A seamless self-check-in grants you access to an ideal living space. A home away from home, complete with a convenient kitchen, we provide all the essentials in the cabinets—fast firewall-protected 5g wifi with a space to work and more to relax. Arise to an instant hot shower and a quick Keurig brew, and secure your suite with a press of a button before heading into town. We trust you will enjoy our unmatched amenities.
FamilyLocationLong stay

"The Ponderosa A" - Close to the Casino & Concerts
Lots of Great Concerts going on Check out the outdoor concerts at the Rivers Casino. Only 1/2 mile away. 600 Sq.Ft., One Bedroom Garage Apartment for 2 Adults, nice, quiet neighborhood 1/2 mile to the Private entrance and nice, free Private entrance parking for 1 vehicle. Large Sign Visitor Parking Space. One Bedroom w/Queen size bed, Full size Kitchen, One full Bathroom. Only 4 miles to Downtown Portsmouth , 5.9 miles to Norfolk, 22 mi to VB Oceanfront
ValueLocationDecor

Best location in Olde Towne Portsmouth
This apartment is available for up to 6 months upon request. Perfect location for traveling medical professionals. Very convenient to the Naval Medical Center. Enjoy Historic Old Towne and stay in a home built in 1850. Stroll the neighborhood where you will see houses from the late 1700's. Take a short walk to numerous restaurants or take in a movie at the historic Commodore Theater. Two blocks away is the ferry terminal to Waterside in downtown Norfolk.
LocationValueOutdoor spaces
Popular amenities for Chesapeake apartment rentals
Weekly apartment rentals

Getaway Minutes from the Beach
LocationFamilyNearby

Ocean Getaway
ValueLocationCheck-in

Serene Tree House Retreat | Spacious 1br/1bth Home
LocationFamilyAccess

Private Boutique Apt •W/D• Near Casino & Downtown
ValueFamilyHospitality

The Lodge! 1BR Studio with private entrance.
ValueLocationCheck-in

1 BR Apartment near VA Beach
LocationValueCheckout

Beautiful historic apartment
LocationValueSleep quality

Quaint Quarters Oceana
FamilyLocationCondition
Private apartment rentals

Top Gun R&R I: 2+ Bedrooms & 2 Full Bathrooms
LocationValueComfort

2BR Getaway in the Heart of Norfolk
ValueLocationBathroom

Virginia Beach, Getaway
FamilyValueLong stay

2 king beds -2nd fl walk 2 beach apt1
FamilyValueBeach

Cozy Cute Apartment
ValueFamilyCheckout

1 Bedroom Condo 1 block from the Oceanfront
ValueLocationKitchen

The Lighthouse-2 blocks to beach
LocationAmenitiesAir conditioning

1866 EOV Beach Suite
LocationFamilyWalkability
Apartment rentals with a hot tub

616.A Coastal 1BR Beachside Stay w/ Hot Tub & Yard
FamilyLocationGetting around

Sunset Retreat
FamilyValueAccess

Works 4 Me: New listing
LocationAmenitiesAccuracy

VA Beach Ocean Sands 1BR/1BA
FamilyLocationParking

Boardwalk Resort & Villas - 1BR/1BA - Oceanfront!
LocationViewBeach

Oceanaire, a Hilton Vacation Club Studio

2 Bedroom Ocean front, Ocean Beach Club Resort
FamilyLocationGetting around

Virginia Beach 1 Bedroom Villa
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 349 | ﺩ.ﺇ 349 | ﺩ.ﺇ 349 | ﺩ.ﺇ 349 | ﺩ.ﺇ 404 | ﺩ.ﺇ 426 | ﺩ.ﺇ 437 | ﺩ.ﺇ 452 | ﺩ.ﺇ 371 | ﺩ.ﺇ 386 | ﺩ.ﺇ 389 | ﺩ.ﺇ 389 |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
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- Apartment rentals Virginia
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- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- The Mariners' Museum
- Chrysler Museum of Art
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Town Point Park
- Nauticus
- Virginia Living History Museum
- Currituck Beach





