Apartment holiday rentals in Chesapeake

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, 222 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, 295 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 private room features a spacious bed draped with a textured blanket, accompanied by a cozy armchair and an accent chair. A decorative fireplace is situated under a wall with circular art pieces. Natural light filters through the window, enhancing the room's warm tones.

4.96 out of 5 average rating, 120 reviews

English Basement Hide-Away

Private Suite in the heart of Olde Towne, Portsmouth! This historic English Basement style home has a private street entrance. Walking distance from the the waterfront, restaurants, local shopping, Coast Guard Base and Navy Hospital, Atlantic Union Bank Pavillion, ferry into Downtown Norfolk, The Norva, and the Tides Stadium. 9 minute drive to the Rivers Casino. Quick drive to Military Bases, and approx. a 20 minute drive to VA Beach and a 45 minute drive to Williamsburg/Busch Gardens.

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, 464 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.

4.95 out of 5 average rating, 110 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 saltwater pool is surrounded by lounge chairs and a dining table, offering views of the ocean beyond. A grassy area and cabana are visible in the background, with bicycles parked along the boardwalk. The ocean sparkles under a clear blue sky.

4.91 out of 5 average rating, 245 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

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, 343 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.

Popular amenities for Chesapeake apartment rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

Apartment in Chimney Hill

4.88 out of 5 average rating, 25 reviews

Virginia Beach, Getaway

Apartment in East Ocean View

A tranquil waterfront scene features a calm blue body of water surrounded by trees. In the distance, single-family homes are visible along the shoreline. A bare tree stands in the foreground, with utility poles framing the landscape against a clear blue sky.

4.53 out of 5 average rating, 15 reviews

2 Bedroom Duplex Getaway by the Beach

4.78 out of 5 average rating, 68 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

The exterior of a two-story brick house is surrounded by greenery, showcasing a well-maintained front yard. A walkway leads to the entrance, bordered by mulch and plants. Trees provide a natural backdrop, enhancing the peaceful character of the neighborhood.

5 out of 5 average rating, 15 reviews

Cozy duplex near Oceana Base: A

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

Apartment in Wards Corner

4.91 out of 5 average rating, 22 reviews

In the Heart of Norfolk

Newly constructed wooden steps lead to the second-floor entrance of the studio apartment. The surrounding area features green foliage and a concrete pathway, with a fenced yard visible in the foreground. A private porch is seen at the top of the stairs.

4.86 out of 5 average rating, 22 reviews

The Lighthouse-2 blocks to beach

Apartment in Buckroe Beach

A light-filled living area features soft blue walls and a plush gray sofa complemented by a cozy armchair. A small coffee table sits at the center, and a flat-screen television is positioned on a white media console. Natural light filters through large windows with blinds.

4.86 out of 5 average rating, 78 reviews

Cozy Beachside Condo | 5-Min Stroll to Buckroe Bch

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, 120 reviews

Private 1 Bed Apt - Historic Olde Towne Portsmouth

A modern living space features a comfortable sectional sofa with neutral-toned cushions. A light wood coffee table sits in front. The bedroom showcases a spacious bed with soft bedding. A well-equipped kitchen displays stainless steel appliances and ample cabinetry.

Apartment in East Ocean View

4.69 out of 5 average rating, 89 reviews

beautiful beachy apartment steps from the sand

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

A modern living space is shown, featuring a sectional sofa and an orange accent chair. A dining table with colorful chairs is visible alongside a fully equipped kitchen. Light walls complement artistic decor, while a small indoor tree adds a touch of greenery.

Apartment in East Ocean View

4.75 out of 5 average rating, 12 reviews

Sojourn's Harborage Coral Suite

Apartment in Bayview

4.73 out of 5 average rating, 437 reviews

The SEA-renity 11

Apartment in Ghent

4.54 out of 5 average rating, 26 reviews

Spiral Ceiling

The living area features comfortable seating with decorative cushions, paired with a coffee table. A dining table is set for meals, while the kitchen is equipped with stainless steel appliances, including a stove and refrigerator. Natural light brightens the open space.

Apartment in Norfolk

4.93 out of 5 average rating, 15 reviews

Hillside Cove - Plank Suite

4.88 out of 5 average rating, 59 reviews

Oceanfront Views! 2 BR, 2 BATH!

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

A row of charming cottages is framed by lush greenery and colorful flowering bushes. Paved walkways lead to the entrances of the homes, where distinctive architectural details, including gabled roofs and decorative railings, are visible. A white goose is seen walking along the well-maintained grass.

5 out of 5 average rating, 4 reviews

Historic Powhatan Resort 2 Bdrm! Sleeps 6

A comfortable sleeping area features a spacious bed with crisp white linens and several pillows. Natural light enters through a sliding glass door that leads to a private oceanfront balcony. A dresser and nightstand complement the room, while a piece of artwork adds a coastal touch.

4.83 out of 5 average rating, 6 reviews

FourSailsResort Double Balcony OceanfrontJettedTub

Historical reenactors are seen on a foggy morning, dressed in traditional colonial attire with three-cornered hats and red coats. Musicians play flutes, while a drummer leads the group, creating an atmosphere reminiscent of 18th-century ceremonies.

4.86 out of 5 average rating, 7 reviews

Sleep 24! 8BDR/8BA Package. Multi-unit discount.

A two-story building displays a row of similar units, featuring white siding and dark roofs. Large front windows enhance natural light, while outdoor landscaping includes well-maintained shrubs and trees. A parking area is visible in the foreground, providing convenient access to the units.

4.87 out of 5 average rating, 30 reviews

The Historic Powhatan Resort- 2 bdrm sleeps 6

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

A well-lit kitchen features a large island with seating for three, complemented by warm wooden beams overhead. White cabinetry and stainless steel appliances offer a modern touch, while natural light floods in through the windows, enhancing the spacious atmosphere.