
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.

Near Beach Eclectic Retreat
Unwind in our urban oasis: a 2-bed, 1-bath apartment moments from dining, shops, and entertainment. Your comfort is paramount, with a fully equipped kitchen, cozy living space, and a pull-out sofa. With proximity to Virginia Beach, Portsmouth Casino, Buckroe Beach, Busch Gardens, Boo Williams Sportsplex, Virginia Beach Sportsplex and Hampton WaterPlex, your dream vacation is at your doorstep. Count on us for personalized suggestions to elevate your stay. Welcome to the ultimate city retreat!

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.

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.

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.

Fully Renovated Beach Loft Block Off OceanFront
Come enjoy everything Virginia Beach has to offer. Our newly renovated beach condo has all of the comforts of home and accommodates 2-3 adults perfectly. Bedroom has a queen size bed and common area has a futon that pulls out into a bed. Smart TVs in both rooms. The Boardwalk, Shopping, Restaurants, Amusement parks, and many more activities are all within walking distance. You can walk to the beach in 3 minutes or less! Come have a relaxing and fun vacation at the beach.

Blissful Nook @ Washington
This is a beautiful modern, comfortable, and cozy one bedroom apartment located on the second floor 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.

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.

3 Blocks 2 Beach! A ViBe District Beach Retreat!
1 BLOCK 2 THE DOME AND SURF PARK. Private efficiency in the heart of the ViBe District! Perfect for 2! Only 3 blocks to beach, convention center & sport center. Walk to brewery, restaurants, shopping, arts district. Cozy space with comfortable queen bed. Kitchenette with coffee maker, refrigerator, microwave and water cooler. Coffee, linens & toiletries provided. Free off street parking. We also provide beach cruisers, beach towels, chairs, & cooler.
Popular amenities for Chesapeake apartment rentals
Weekly apartment rentals

North End Beach Cottage Apt - One Block from Beach

LiveEOV: Beachcomber Two

Shipside Suite~Modern~ Fast WI-FI~Cozy

Relax & Enjoy 2 blocks to beach w/ pool

Quaint Quarters Oceana

Cozy apartment close to a beach

In the Heart of Norfolk

Unique 1 Bedroom Apartment in Bridgeport
Private apartment rentals

Private 1 Bed Apt - Historic Olde Towne Portsmouth

The Liberty Flat

Cindy’s Haven - quiet private 1 bedroom studio apt

Golf Cart Included! Pet Friendly

Bayside condo on the beach in Sandbridge

The Balcony Room 1 BR - 1.5BA

Old world charm

Roomy 1 bed, a quick ride from the beach! (214)
Apartment rentals with a hot tub

Family Reunion? Sleep 24. Greensprings 8BR/8BA

Kingsgate 1 BedrooM

*No Resort Fees Powhatan 4 bdrm

Historic Powhatan Resort 2 Bdrm! Sleeps 6

Westgate Historic Williamsburg One Bedroom

Kingsgate 2BR w/ Kitchen

Kingsgate Resort 3 Bedroom Lockoff

Works 4 Me: New listing
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ353 | ﺩ.ﺇ349 | ﺩ.ﺇ356 | ﺩ.ﺇ364 | ﺩ.ﺇ389 | ﺩ.ﺇ404 | ﺩ.ﺇ437 | ﺩ.ﺇ452 | ﺩ.ﺇ371 | ﺩ.ﺇ367 | ﺩ.ﺇ367 | ﺩ.ﺇ367 |
| 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 6,080 verified reviews to help you choose

Family-friendly vacation rentals
60 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
80 properties have a dedicated workspace

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

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

4.7 Average rating
Chesapeake stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
Chesapeake's top spots, include Chrysler Museum of Art, Nauticus, and Cinemark Chesapeake Square
Destinations to explore
- New York Vacation rentals
- Washington Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Myrtle Beach Vacation rentals
- South Jersey Vacation rentals
- Charlotte Vacation rentals
- Outer Banks Vacation rentals
- Cape Fear River Vacation rentals
- Jersey City Vacation rentals
- Rappahannock River Vacation rentals
- James River Vacation rentals
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with pools Chesapeake
- Beach house rentals Chesapeake
- Condo rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- Rentals with lake access Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with a fire pit Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with breakfast Chesapeake
- Fitness-friendly rentals Chesapeake
- Family-friendly rentals Chesapeake
- House rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Cottage rentals Chesapeake
- Rentals with beach access Chesapeake
- Guesthouse rentals Chesapeake
- Townhouse rentals Chesapeake
- Beachfront rentals Chesapeake
- Waterfront rentals Chesapeake
- Rentals with a washer and dryer Chesapeake
- Apartment rentals Virginia
- Apartment rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Buckroe Beach
- Jamestown Settlement
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Currituck Beach
- The NorVa
- Currituck Beach Lighthouse
- Nauticus
- First Landing Beach
- Old Dominion University
- Colonial Williamsburg's Merchants Square
- The Mariners' Museum
- Virginia Living History Museum
- Sandy Bottom Nature Park
- Virginia Air & Space Sci. Center




