Apartment holiday rentals in Chesapeake

Apartment in East Ocean View

The living area features a modern sofa and an armchair, creating a comfortable seating arrangement. A patterned area rug lies beneath a coffee table, while wall art complements the decor. Large windows allow natural light to fill the space, emphasizing the warm tones of the wood flooring.

4.88 out of 5 average rating, 127 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

A wooden deck is showcased, surrounded by lush greenery. The railing is made of wood with black metal accents. The space offers an inviting outdoor area, nestled in a tranquil environment with a view of trees and a fenced yard.

4.91 out of 5 average rating, 569 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) 1 gig mbps Wifi, internet tv. Futon-like couch.

Apartment in Newport News

A spacious studio apartment features a queen-size bed adorned with a colorful coral-themed quilt. Nearby, a small seating area is visible, alongside a well-equipped kitchen. Warm wood flooring enhances the inviting atmosphere, complemented by a modern ceiling fan and natural light entering through the window.

4.98 out of 5 average rating, 223 reviews

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.

4.96 out of 5 average rating, 141 reviews

A cozy living area is furnished with a beige sofa and a blue armchair. A coffee table with a decorative runner sits in front, surrounded by wooden paneling. Natural light enters from a nearby window, complemented by patterned curtains. Wall art adds subtle character to the space.

Apartment in Portsmouth

"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.

4.99 out of 5 average rating, 171 reviews

A dining area features a wooden table set for six, accompanied by cross-back chairs. A standing lamp casts soft light. Large windows above allow natural light to illuminate the space, while a few pieces of artwork add a splash of color to the walls.

Apartment in Chesapeake

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.

A fully stocked kitchen is presented, featuring a gas stove, a refrigerator, and a microwave. A dark wooden hutch displays dishes and glassware, while a Keurig coffee maker is located on the countertop. Natural light filters in through a nearby window, illuminating the tiled floor.

4.96 out of 5 average rating, 297 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.

The exterior of a cozy apartment is depicted, featuring a white facade with green shutters. A small porch is visible, accompanied by a sign indicating the apartment's name. Lush greenery and floral plants frame the entrance, while a gravel pathway leads to the door.

4.84 out of 5 average rating, 466 reviews

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.

A cozy common area features a green sofa adorned with patterned cushions, and a neon sign on a palm-patterned wall. Natural light enters through large windows beside a rattan chair and a decorative mirror, enhancing the cheerful ambiance.

4.96 out of 5 average rating, 112 reviews

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.

4.99 out of 5 average rating, 196 reviews

A wrought iron gate is framed by ornate, terracotta planters filled with lush greenery. The entrance leads to a well-maintained garden with a white house and gabled roof visible in the background, surrounded by vibrant hydrangeas and manicured landscaping.

Apartment in Portsmouth

Elegant Cozy Colonial/Private/Self Check-in

This beautiful 3800 Sq ft Colonial home was built in 1880..previously known as Sycamore Farm, and was featured in Elle Magazines 2000 Christmas edition. The Guest portion of the home is an attached carriage house. The first floor features a large 1134 Sq ft living space that is dedicated entirely to guests. Above it is a locked unoccupied attic. The house is very private and secluded, and is surrounded by bamboo. Private driveway, with space for one vehicle.

The exterior of a historic home features classic architectural details, including a covered porch with white columns. An American flag is prominently displayed, and mixed flower pots are arranged on the brick pathway. Large windows allow for natural light, showcasing the home’s inviting presence.

4.96 out of 5 average rating, 123 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.

A cozy bedroom is featured, showcasing a spacious bed with crisp white linens and a golden throw blanket. Natural light enters through a glass door, illuminating the room. A mirror and bedside lamps provide additional warmth, complemented by a decorative wall art piece of boats.

4.95 out of 5 average rating, 344 reviews

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.

A light-filled living area features a sectional sofa adorned with decorative pillows. An area rug with blue floral patterns anchors the space. A flat-screen television is mounted on the wall next to a fireplace, while two doors lead to other areas of the home.

4.89 out of 5 average rating, 146 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.

Popular amenities for Chesapeake apartment rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

Apartment in Chimney Hill

4.89 out of 5 average rating, 27 reviews

Virginia Beach, Getaway

4.94 out of 5 average rating, 69 reviews

A light-filled living area features a comfortable gray sofa adorned with decorative pillows. A round coffee table sits on a patterned rug, and a ceiling fan adds to the ambiance. Large windows dressed in soft gray curtains allow natural light to fill the space.

Apartment in Phoebus

City Bliss: Stylish 1BR Escape

4.94 out of 5 average rating, 18 reviews

A modern living area features a stylish teal sofa paired with decorative pillows. A round coffee table sits atop a patterned rug. Two large windows allow natural light to fill the space, complemented by soft brown curtains. A potted plant adds a touch of greenery.

Apartment in Bayview

LiveEOV: Beachcomber Two

Apartment in Elizabeth City

5 out of 5 average rating, 7 reviews

Cluff Pool Collection: Pool's Porch

4.88 out of 5 average rating, 60 reviews

Oceanfront Views! 2 BR, 2 BATH!

An expansive view of the beach is captured from the balcony, featuring golden sands and gently rolling waves. The ocean reflects the sunlight, creating a serene ambiance, while the boardwalk is lined with lights and greenery, offering a clear pathway along the shoreline.

4.98 out of 5 average rating, 58 reviews

Beach Luxury Oceanfront

A dining area features a rustic wooden table surrounded by six upholstered chairs. The space is illuminated by soft natural light, highlighting the stylish wood-style flooring. A small vase with flowers is placed at the center of the table, adding a touch of elegance.

5 out of 5 average rating, 13 reviews

Cozy apartment close to a beach

A comfortable living area features two reclining armchairs and a spacious leather sofa, all arranged around a circular coffee table. A large television displays a scenic view, while sliding glass doors provide ample natural light and reveal the ocean beyond.

4.95 out of 5 average rating, 60 reviews

A Wave From It All

Private apartment rentals

A well-lit bedroom features a spacious bed with decorative pillows and a cozy throw blanket. Natural light enters through a window, while a standing lamp and a woven basket add functional elements. A ceiling fan and light fixture enhance the room's comfort.

4.83 out of 5 average rating, 121 reviews

Private 1 Bed Apt - Historic Olde Towne Portsmouth

A welcoming living space is revealed through an open door, featuring a stylish kitchenette with modern appliances and a white shelf displaying various items. Comfortable seating is provided by a patterned armchair and wooden dining chairs, while a small table offers a pop of color.

4.97 out of 5 average rating, 87 reviews

North End Beach Cottage Apt - One Block from Beach

Apartment in Bayview

4.73 out of 5 average rating, 437 reviews

The SEA-renity 11

4.77 out of 5 average rating, 70 reviews

A bright living area features a light-colored sofa, a woven coffee table, and a dining set with transparent chairs. Natural light filters in through the large windows with white curtains, while a ceiling fan provides air circulation. The kitchen is subtly visible in the background.

Apartment in Portsmouth

Shipside Suite~Modern~ Fast WI-FI~Cozy

Apartment in Ghent

4.57 out of 5 average rating, 28 reviews

Spiral Ceiling

A comfortable living area is presented with a light-colored sofa and two armchairs arranged around a central coffee table. A television is positioned on a dark entertainment unit, with a lamp providing soft illumination beside it. Natural light enters through a window, enhancing the inviting ambiance.

Apartment in Chesapeake

4.71 out of 5 average rating, 14 reviews

Roomy 1 bed, a quick ride from the beach! (214)

Apartment in Elizabeth City

A charming white house is surrounded by a well-maintained yard, featuring a porch with hanging flower planters. The driveway leads up to a double garage, while vibrant landscaping enhances the outdoor space, creating a welcoming entrance.

4.97 out of 5 average rating, 29 reviews

Efficiency in Historic Elizabeth City

5 out of 5 average rating, 59 reviews

A fully equipped kitchen features elegant cabinetry and granite countertops. Stainless steel appliances, including a refrigerator and microwave, are present. The space is complemented by sleek tile flooring and decorative accents on the shelves, providing an inviting area for meal preparation.

Apartment in Yorktown

Granny-Chic Suite | Cozy-Luxe King Bed Retreat

Apartment rentals with a hot tub

The Beach Quarters Resort is displayed from an elevated perspective, showcasing its contemporary architecture. The rooftop pool is visible atop the building, with the expansive Atlantic Ocean and sandy beach in the background, illustrating the direct beachfront location.

5 out of 5 average rating, 3 reviews

Direct Beachfront on Boardwalk facing Ocean

An aerial view showcases a recreational area featuring a large swimming pool surrounded by lounge chairs. Adjacent, a miniature golf course is outlined by vibrant greenery, complemented by tennis courts and playground structures. The overall setting is designed for leisure and enjoyment.

4.93 out of 5 average rating, 40 reviews

Kingsgate 1 BedrooM

A resort pool area is depicted, featuring a vibrant blue swimming pool surrounded by lounge chairs. The brick building in the background is characterized by rows of windows and a variety of green umbrellas, set against a clear blue sky.

4.85 out of 5 average rating, 169 reviews

Westgate Historic Williamsburg One Bedroom

The resort features expansive outdoor spaces, including a large pool and a scenic pond with a water fountain. Spacious greenery surrounds the area, providing a serene environment. Multiple buildings, designed with modern architecture, are visible, complementing the landscape.

4.89 out of 5 average rating, 28 reviews

Lovely 1 bedroom suite, GG Williamsburg, VA

4.9 out of 5 average rating, 176 reviews

The living area features a cozy seating arrangement with a yellow sofa, a woven coffee table, and a decorative rug. Large glass doors allow natural light to enter, illuminating the space. A television is mounted on the wall opposite a wooden workspace, enhancing functional design.

Apartment in Corolla

Corolla Oceanside Hideaway, 5 min walk to beach

4.9 out of 5 average rating, 20 reviews

A two-story beach house is shown, featuring a wide front porch with outdoor seating and umbrellas. The driveway provides ample space for parking, and flags adorn the house, adding a coastal touch. Surrounding landscaping includes greenery, enhancing the inviting exterior.

Apartment in Sandbridge

Works 4 Me: New listing

5 out of 5 average rating, 44 reviews

A wide sandy beach stretches alongside gentle ocean waves under a clear blue sky. Colorful resort buildings line the beach, creating a welcoming coastal atmosphere. Footprints in the sand suggest leisurely strolls along the shore, inviting relaxation in this serene setting.

Apartment in Sandbridge

Bayside condo on the beach in Sandbridge

The hotel building features multiple balconies overlooking the beach. A striped awning provides shade for the entrance. Guests can be seen enjoying the sandy beach, with colorful umbrellas positioned nearby and gentle waves lapping at the shore.