
Apartment vacation rentals in Chesapeake
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Top-rated apartment rentals in Chesapeake
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Close 2 East Beach, EOV, King Bed, Top Floor C
Come relax and unwind at Max’s at 14th bay Apartment! Located only TWO blocks from the beach in the quiet East Oceanview neighborhood of Norfolk! It is the ideal getaway for families and the modern traveler. The apartment is on the third (TOP) floor and each bedroom is outfitted with a comfy memory foam mattress (1 king and 1 queen), work desk, and smart TV. In addition, there is high speed internet, washer and dryer. It is conveniently located minutes from restaurants, grocery stores, and brew

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.

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.

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.

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 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

Spacious apartment

North End Beach Cottage Apt - One Block from Beach

The Rosalie Suite 4, Steps from Norfolks Hospitals

Luxury By the Bay!

Old world charm

In the Heart of Norfolk

A Wave From It All

Ocean Getaway
Private apartment rentals

beautiful beachy apartment steps from the sand

LiveEOV: Beachcomber Two

Newly Built 1-BR in Chesapeake!

Relax & Enjoy 2 blocks to beach w/ pool

Cindy’s Haven - quiet private 1 bedroom studio apt

Elegant Cozy Colonial/Private/Self Check-in

The SEA-clusion lV

Spiral Ceiling
Apartment rentals with a hot tub

Virginia Beach 3 Bedroom Suite!

Virginia Beach 1 Bedroom Villa

Ocean Key 2BD/2BA Ocean Across the Street

FourSailsResort Double Balcony OceanfrontJettedTub

Works 4 Me: New listing

Sunset Retreat

2 Bedroom Ocean front, Ocean Beach Club Resort

OBC - 1BR/1BA - City View - Great Pools and Beach!
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,071 GYD | G$19,862 GYD | G$20,280 GYD | G$20,698 GYD | G$22,161 GYD | G$22,998 GYD | G$24,879 GYD | G$25,716 GYD | G$21,116 GYD | G$20,907 GYD | G$20,907 GYD | G$20,907 GYD |
| 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 G$4,181 GYD 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
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- Apartment rentals Virginia
- Apartment rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Buckroe Beach
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Currituck Beach
- Currituck Beach Lighthouse
- Nauticus
- First Landing Beach
- The NorVa
- Chrysler Hall
- Virginia Living History Museum
- Old Dominion University
- Colonial Williamsburg's Merchants Square
- Hampton University
- Harbor Park




