Apartment holiday rentals in Chesapeake

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Top-rated apartment rentals in Chesapeake

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Superhost

Flat in East Ocean View

4.89 out of 5 average rating, 107 reviews

Close 2 East Beach, EOV, King Bed, Top Floor

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

Guest favourite

Flat in Virginia Beach

4.91 out of 5 average rating, 529 reviews

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) 500 mbps Wifi, internet tv. Futon-like couch.

Top guest favourite

Flat in Portsmouth

4.97 out of 5 average rating, 119 reviews

"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.

Superhost

Flat in Cape Charles

5 out of 5 average rating, 4 reviews

Historic Charm & Modern Comfort : Downtown Escape

Surrounded by an array of restaurants, bakeries and a variety of unique boutiques and experiences, this apartment offers the perfect blend of charm and convenience. Juliette balconies invite fresh air and natural light, creating a Parisian-inspired ambiance. Inside, a fireplace creates a cozy setting. The state-of-the-art kitchen, designed in a striking 1950s vintage style, features Smeg appliances and bold crimson red accents, seamlessly blending retro elegance with modern functionality.

Top guest favourite

Flat in Olde Towne

4.96 out of 5 average rating, 272 reviews

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.

Guest favourite

Flat in Phoebus

4.84 out of 5 average rating, 107 reviews

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.

Superhost

Flat in Hampton

4.79 out of 5 average rating, 178 reviews

HISTORIC BUILDING, TOP FLOOR APT HOME PRIVATE*****

This stylish smart home apartment is nestled atop of Hampton's HISTORIC city hall building (built circa 1938) located downtown. My TOP FLOOR APT is equipped with modern high-end amenities and super-easy on-foot walking convenience to downtown Hampton's best attractions - unique shopping, excellent restaurants, local micro-breweries, informative museums, the marina, lively night time entertainment, Hampton University, Hampton VA Medical Center and lickety-split access to Interstate 64.

Guest favourite

Flat in Portsmouth

4.94 out of 5 average rating, 105 reviews

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!

Guest favourite

Flat in Chesapeake

4.96 out of 5 average rating, 73 reviews

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.

Guest favourite

Flat in Olde Towne

4.96 out of 5 average rating, 115 reviews

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.

Guest favourite

Flat in Virginia Beach

4.91 out of 5 average rating, 221 reviews

VB Oceanfront Studio Balcony,Beach,Boardwalk, Pool

Nestled on the desirable north end of the boardwalk, close to the area’s best attractions, the top restaurants and bars. Just steps to the boardwalk, beach and ocean. Enjoy a nice meal or a early morning cup of coffee while enjoying a beautiful view of the Atlantic Ocean. Our studio includes a reserved parking space, saltwater pool, large BBQ deck area and a lawn on the beach. This small oceanfront complex is a great place for couples or a small family

Guest favourite

Flat in Olde Towne

4.92 out of 5 average rating, 116 reviews

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 5 minute walk and every Saturday morning the Farmers Market is literally around the corner. If you are in town for a concert, the Amphitheater is a short walk away. Let us make your stay stress free and enjoyable.