
Apartment vacation rentals in Chesapeake
Find and book unique apartments on Airbnb
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.

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.

"The Ponderosa B" - Close to the Casino & Concerts
Lots of Great Concerts going on close by!! Ponderosa B, 500 Sq.Ft., One Bedroom Garage Apartment for 2 Adults, family oriented neighborhood about 1/2 mile Rivers Casino! -, Kick back and relax in this calm, stylish space. Private entrance and nice, safe, free parking for 1 vehicle. Large Sign for each Visitor Parking Space. One Bedroom w/very comfortable 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.

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.

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.

The Nook
Enjoy a getaway in this cozy 1 bedroom apartment attached to a classic 1940s Cape Cod home minutes from Colonial Williamsburg and Jamestown. You'll be within biking distance to many local attractions such as Williamsburg Winery, Jamestown Island, Jamestown Settlement, Jamestown Beach, and Billsburg Brewery. Busch Gardens & Water Country are a 15 minute drive. The Nook was completely refinished in 2020. Need more space or traveling with a group? Inquire about our other units.

Home away from home( 3 Bed)
Beautiful home with three bedrooms and one bathroom. Just a short walk to the bay. Large front porch to enjoy your morning coffee. COVA coffee and brewery is nearby. Newly remodeled home, super clean. Large backyard to enjoy your vacation nights. Spend sunny summer days at Ocean View Beach or explore the sights and sounds of nearby First Landing State Park, followed by a quick bite to eat at a local seafood restaurant. You will truly feel like you're on vacation here…………………………

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!

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.
Popular amenities for Chesapeake apartment rentals
Weekly apartment rentals

2BR Getaway in the Heart of Norfolk

Beachside Bliss • 1 Block to Shore • Pet Friendly

LiveEOV: Beachcomber Two

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

Relax & Enjoy 2 blocks to beach w/ pool

Luxury Oceanfront 2BR Private Balcony Pool Kitchen

Quaint Quarters Oceana

Old world charm
Private apartment rentals

VB. Oceanfront/ Boardwalk,Beach, Pool, Balcony

City Bliss: Stylish 1BR Escape

North End Beach Cottage Apt - One Block from Beach

The SEA-renity 17

North End Oceanfront Condo with Balcony

Elegant Cozy Colonial/Private/Self Check-in

The Book Nook

Vibe District, Atlantic Surf Park, VB Sports Ctr
Apartment rentals with a hot tub

Virginia Beach 1 Bedroom Villa

FourSailsResort Double Balcony OceanfrontJettedTub

Works 4 Me: New listing

Ocean View 1 Bedroom Condo, VA B118

Ocean Sands-1BR/1BA -Oceanfront Views Balcony

OBC - 1BR/1BA - City View - Great Pools and Beach!

VA Beach Ocean Sands 1BR/1BA

Barclay Towers Ocean Front 1, Virginia Beach
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ349 | ﺩ.ﺇ349 | ﺩ.ﺇ349 | ﺩ.ﺇ364 | ﺩ.ﺇ389 | ﺩ.ﺇ404 | ﺩ.ﺇ437 | ﺩ.ﺇ452 | ﺩ.ﺇ371 | ﺩ.ﺇ386 | ﺩ.ﺇ389 | ﺩ.ﺇ389 |
| 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 |
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.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 6,330 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
30 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 Cinemark Chesapeake Square
Destinations to explore
- Norfolk Vacation rentals
- New York Vacation rentals
- Washington Vacation rentals
- Myrtle Beach Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Outer Banks Vacation rentals
- Charlotte Vacation rentals
- Ocean City Vacation rentals
- Cape Fear River Vacation rentals
- Jersey City Vacation rentals
- Fitness-friendly rentals Chesapeake
- House rentals Chesapeake
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- Rentals with a fireplace Chesapeake
- Beachfront rentals Chesapeake
- Rentals with a fire pit Chesapeake
- Waterfront rentals Chesapeake
- Guesthouse rentals Chesapeake
- Rentals with pools Chesapeake
- Rentals with beach access Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with a hot tub Chesapeake
- Townhouse rentals Chesapeake
- Cottage rentals Chesapeake
- Rentals with breakfast Chesapeake
- Rentals with a washer and dryer Chesapeake
- Beach house rentals Chesapeake
- Rentals with lake access Chesapeake
- Condo rentals Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Apartment rentals Virginia
- Apartment rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Grommet Island Park
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Old Dominion University
- Nauticus
- Kiptopeke Beach
- First Landing Beach
- Currituck Beach Lighthouse
- Neptune's Park
- Regent University
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Town Point Park
- Virginia Living History Museum





