
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 $30 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.

Private Boutique Apt •W/D• Near Casino & Downtown
Stylish private second-floor apartment in a charming 1915 historic home in Westhaven. 647 sq ft with a queen bedroom, twin daybed room, and a comfortable sofa suitable for one sleeper. Full bath with tub/shower. Living room and dinette for 4. Kitchenette with fridge, microwave, 2-burner cooktop, and coffee maker. In-unit washer/dryer and two TVs. Minutes to Rivers Casino, NNSY, hospitals, Naval Station Norfolk, Beach, and the airport. No pets. No smoking inside. Private entrance & easy parking.

5 Minute Walk to the Beach!
Large private first floor room with its own private entrance. 5 minute walk to the beach. Enjoy the beach, shops, dining, boardwalk & everything the Oceanfront has to offer! Easy access to interstate 264 makes traveling to and from a breeze. Queen memory foam bed with private full bathroom. Access to outside oasis including gas grill & 2 beach cruiser bikes to explore this fantastic beach town. Private room also includes a spacious living space with couch, mini fridge, freezer and microwave.

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!

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.

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.

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

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.

2BR Haven: Modern Comforts, Timeless Charm
Welcome to our cozy 2 bedroom, 1 bathroom apartment located in the heart of the city, just steps away from the best restaurants, shops, and entertainment options. Our charming space features a fully equipped kitchen, comfortable living area with a pull-out sofa, and a bathroom with fresh towels and toiletries. With its convenient location near Buckroe Beach, our apartment is the perfect home base for your next vacation. We strive to provide our guests with the best possible experience.

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!

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.

"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
Popular amenities for Chesapeake apartment rentals
Weekly apartment rentals

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

Virginia Beach, Getaway

2BR Getaway in the Heart of Norfolk

Beautiful historic apartment

2 king beds 2nd fl walk 2 Beach apt2

Quaint Quarters Oceana

Cozy apartment close to a beach

Modern Studio near Downtown and the Navy Base
Private apartment rentals

1866 EOV Beach Suite

Cozy Cute Apartment

Relax & Enjoy 2 blocks to beach w/ pool

Private studio

Old world charm

The Lighthouse-2 blocks to beach

Granny Chic Suite | Full Kitchen, W/D, King Bed

1 Bedroom Condo 1 block from the Oceanfront
Apartment rentals with a hot tub

Virginia Beach 1 Bedroom Villa

Oceanaire, a Hilton Vacation Club Studio

Works 4 Me: New listing

Sunset Retreat

2 Bedroom Ocean front, Ocean Beach Club Resort

VA Beach Ocean Sands 1BR/1BA

Virginia Beach 2BR Condo With Pool Access

Ocean Front Studio Suite!
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $95 | $95 | $95 | $95 | $110 | $116 | $119 | $123 | $101 | $105 | $106 | $106 |
| Avg. temp | 42°F | 44°F | 51°F | 60°F | 68°F | 77°F | 81°F | 79°F | 74°F | 64°F | 53°F | 46°F |
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Myrtle Beach Vacation rentals
- Charlotte Vacation rentals
- Ocean City Vacation rentals
- Virginia Beach Vacation rentals
- North Myrtle Beach Vacation rentals
- Raleigh Vacation rentals
- Wilmington Vacation rentals
- Jersey City Vacation rentals
- Baltimore Vacation rentals
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with lake access Chesapeake
- Beach house rentals Chesapeake
- Rentals with pools Chesapeake
- Family-friendly rentals Chesapeake
- Condo rentals Chesapeake
- Rentals with beach access Chesapeake
- House rentals Chesapeake
- Rentals with breakfast Chesapeake
- Rentals with a kayak Chesapeake
- Cottage rentals Chesapeake
- Pet-friendly rentals Chesapeake
- Townhouse rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Waterfront rentals Chesapeake
- Guesthouse rentals Chesapeake
- Beachfront rentals Chesapeake
- Apartment rentals Virginia
- Apartment rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Cape Charles Beachfront
- Carova Beach
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Currituck Club
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- The Mariners' Museum
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Town Point Park
- Chrysler Museum of Art
- Nauticus
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes





