Holiday rentals with beach access in Chesapeake

4.82 out of 5 average rating, 357 reviews

A bright kitchen is highlighted by light-colored cabinetry and natural wood flooring. The countertop displays a cutting board, and the sink is complemented by a stylish faucet. Large windows allow natural light to fill the space, enhancing the tile backsplash's subtle patterns.

Home in East Ocean View

Charming Home by the Sea, a block from the beach!

Single family home steps from the beach. Parking for vehicles including garage. Outdoor/indoor dining areas. Gas grill & fully equipped kitchen with cooking essentials for stay at home meals. 3 bedrooms sleeps 8. Can accommodate additional guests for an up charge with air mattress and sheets provided. Pets welcome! Hardwood flooring and central AC/heat throughout. Walking distance to restaurants in the local area. 15 minutes to Norfolk Naval Station, 10 mins to Airport, 20 mins to VB boardwalk.

Guest suite in Chesapeake

The Purple Room features a spacious bed with white linens and purple accents. A cozy seating area is visible beside large windows with light filtering through sheer curtains. Decorative elements, including wall art and a soft purple rug, enhance the vibrant atmosphere.

4.96 out of 5 average rating, 369 reviews

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!

Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

4.93 out of 5 average rating, 119 reviews

A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.

Boat in Willoughby

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

4.99 out of 5 average rating, 161 reviews

A bright sunroom features large windows that frame views of the Chesapeake Bay and surrounding natural landscape. Light-colored furnishings complemented by a wooden coffee table and a small plant enhance the airy feel. The serene atmosphere is accentuated by sunlight streaming through the glass.

Cottage in Norfolk

Beach Front with Paddle Boards and Kayaks

You have your own private access to the beach AND water views of the Chesapeake Bay that no other home in the area has. The sunrises and sunsets are breathtaking! Paddle boards and kayaks are provided. My husband and I renovated the interior of the house this past year. We poured all of our love (and sweat) designing and crafting a home away from home with you in mind!! You'll find the kitchen stocked with all of the essentials. Towels, soap, shampoo, and conditioner are all provided.

Guest suite in Virginia Beach

4.94 out of 5 average rating, 173 reviews

The Beach Borough Suite • Private Jr. Guest Suite

Welcome to the Beach Borough Suite, a peaceful, tucked-away first-floor efficiency just a mile from the beach, ViBe District, The Dome, Atlantic Park, Convention and Sports Center, and much more. Enjoy full privacy with your own backyard, garage game room, and paved walkway to your private entrance. 2 free onsite parking spots make arrival easy. All the beach essentials are provided, including 2 beach cruisers to explore the Oceanfront. Complimentary snacks and drinks welcome your arrival.

4.91 out of 5 average rating, 138 reviews

A bright living area features a spacious gray sectional sofa with throw pillows, complemented by a circular coffee table. Natural light enters through a nearby window, illuminating the room's light blue walls and warm wooden flooring. An accent chair in mustard yellow adds a cheerful touch.

Home in Ocean View

Pet Friendly Beach King Bed

Welcome to Your Vibrant Beach Hideaway! Escape to your own slice of paradise in this vibrant 900 sq. ft. beach bungalow, just 1 mile from Ocean View Beach. Enjoy a peaceful fenced backyard, fire pit, and grill—perfect after a day in the sun. Skip the crowds of VA Beach Oceanfront and unwind in style. With bold design, modern comforts, and beachy charm, this cozy retreat offers the perfect mix of privacy and convenience. Norfolk is a military town you may experience the sound of aircraft.

Cottage in East Ocean View

A tranquil beach scene is captured, featuring smooth sandy stretches bordered by green grass and gentle dunes. The horizon reveals a calm ocean meeting a partly cloudy sky, creating a serene atmosphere that invites relaxation and reflection.

4.99 out of 5 average rating, 294 reviews

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

There is no congestion, crowds, or large commercial beach resorts here. Experience the exact opposite at Courtyard Cottage, steps away from a quiet, peaceful beach surrounded by sand dunes for a special getaway. A park across the street offers playgrounds and pet-friendly walks, and a local farmers' market opens from 9 a.m. to noon. Saturdays, May 4 - Nov 23. A past guest wrote, "This place brings beach home nostalgia, peace, and a time to relax". No parties, quiet hours after 10 pm.

5 out of 5 average rating, 148 reviews

A modern kitchen features white cabinetry and a granite countertop, equipped with stainless steel appliances including a stove and a refrigerator. Under-cabinet lighting enhances the space, and ample storage is provided by multiple upper and lower cabinets. A sink is positioned near a window, allowing natural light.

Home in East Ocean View

Quiet East Beach Bungalow, 1 block to beach!

Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

A sandy beach stretches into the distance, bordered by gentle dunes and green grasses. A wooden walkway leads to the shore, where several figures can be seen walking. The calm ocean reflects the blue sky, dotted with fluffy white clouds.

4.99 out of 5 average rating, 217 reviews

Play by the Bay 1 MIN TO WATER

LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic beach home with 3 bdrms, 3 baths, Living room-dining rm combo with vaulted ceilings, kitchen, TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill, Washer-dryer. Great water views while you are relaxing on the deck. Many amenities! Just bring your bathing suit. Our guests have all said they love this place! Very close to many wedding venues, restaurants, state park, oceanfront boardwalk is closeby, military bases, etc.

A private pool area features comfortable lounge chairs with floral cushions, surrounded by a clean concrete patio. A screened-in porch is visible in the background, with two inviting chairs for relaxing. The fenced yard offers additional privacy and space for outdoor enjoyment.

4.95 out of 5 average rating, 109 reviews

Artful Retreat with a Private Pool

Take a break and unwind at your private pool! Stylish, updated interior and a spacious backyard with pool and lounge area. Rinse off at the outdoor shower after a day at the beach and enjoy your private retreat! The Rudee Inlet is less than a block away with great restaurants, fishing, and water activities. A path along the Rudee Inlet leads to the beach and shops - a quick 4 block trip with the included bikes! Outdoor seating and gas fire pit added for the cooler months!

Guest suite in East Ocean View

Two comfortable white Adirondack chairs are positioned on a wooden deck, facing the peaceful expanse of the Chesapeake Bay. The scene includes soft grass in the foreground and a clear sky above, creating a serene viewing spot for enjoying the beach.

4.93 out of 5 average rating, 646 reviews

Beachfront Exclusive Bay front Suite

This comfortable private beachfront suite with kitchenette has magnificent views of the sunrise and sunset that you can enjoy from your own private deck, with a 180 degree views of the beach front with easy access to the water's edge, just steps away. If you want to experience life on the beach this is as close as you can get. This suite represents our personalities and everything we love about living at the beach on the Chesapeake Bay.

4.9 out of 5 average rating, 98 reviews

The exterior of the home is presented with a multi-level structure, featuring a balcony above a covered parking area illuminated by warm lights. A decorative planter stands near a pathway lined with pebbles, leading to the entrance of the home.

Home in Willoughby

*Escape to the Tangerine Dream*

**ESCAPE TO THE TANGERINE DREAM** in this stunning beachfront oasis, located just steps away from the sandy shores of Captain's Quarters Park, this 3 bedroom/2 bath home offers the perfect blend of luxury and relaxation. Step inside to the open concept living area which boasts breathtaking views from two balconies, perfect for enjoying your morning coffee or watching the sunset over the ocean.

Popular amenities for rentals with beach access in Chesapeake

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.92 out of 5 average rating, 107 reviews

An open living area features a red couch and a round mirror on the wall. A kitchen with stainless steel appliances is visible, alongside a stone-topped dining table. Natural light enters through the windows, and a ceiling fan offers airflow.

Flat in Buckroe Beach

Three blocks from the Beach 2

A row of lounge chairs sits on a grassy area, facing a sandy beach and the ocean. The chairs are in various styles, positioned for optimal views of the calm water and overcast sky, with a potted plant adding a touch of greenery.

4.91 out of 5 average rating, 310 reviews

VB. Oceanfront/ Boardwalk,Beach, Pool, Balcony

4.88 out of 5 average rating, 138 reviews

A spacious bedroom is depicted, featuring a large bed with a light-colored blanket. A ceiling fan is installed above, and large windows are dressed with dark curtains. A couch and a small table with a chair are positioned to the side, contributing to the room's layout.

Flat in Buckroe Beach

The Cottage at Sojourn: Buckroe - one bedroom

4.95 out of 5 average rating, 21 reviews

Relax & Enjoy 2 blocks to beach w/ pool

4.97 out of 5 average rating, 165 reviews

A bright bedroom is bathed in natural light from multiple windows, featuring a spacious bed with crisp linens. Two wicker chairs flank a small side table, and wall art depicting serene landscapes adds to the calming decor. Soft lighting from bedside lamps complements the warm ambiance.

Flat in Corolla

The Coastal Studio

A serene view of the pool area at sunset showcases warm hues filling the sky. White lounge chairs are arranged around the pool, which is enclosed by a safety fence. In the background, the beach and ocean can be seen, enhancing the tranquil atmosphere.

4.77 out of 5 average rating, 179 reviews

Oceanfront Building Boardwalk Pool Beach 3 Beds

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.

4.94 out of 5 average rating, 125 reviews

Fully Renovated Beach Loft Block Off OceanFront

The cozy living area features a comfortable seating arrangement with a brown leather loveseat and armchair, complemented by decorative cushions. A wooden coffee table holds magazines and a glass, while a TV is positioned nearby. Natural light filters through the window adorned with white blinds.

4.95 out of 5 average rating, 254 reviews

TreeTopBeach Bungalow 4 blocks 6 min walk to beach

House rentals with beach access

4.84 out of 5 average rating, 154 reviews

Home in Willoughby

2 Min Walk to Beach • Fenced Yard • Parking

4.86 out of 5 average rating, 139 reviews

A bright and spacious living area features comfortable seating on a large sofa and armchairs. A flat-screen TV is mounted on the wall across from the seating. Natural light enters through multiple windows, and a decorative plant adds a touch of greenery to the room.

Home in Norfolk

The Chesapeake St Retreat - Pet and Kid Friendly!

The entryway features a white door with decorative glass elements. A small wooden bench is positioned against the wall, adjacent to a coastal-themed sign. Light wood flooring extends towards a cozy seating area visible in the background.

4.87 out of 5 average rating, 105 reviews

Walk to the boardwalk, VB Wave Garden & The Dome

A beach scene at sunset features individuals playing volleyball in the sand. The calm water reflects shades of pink and orange from the setting sun. Silhouettes of a pier and distant structures are visible along the horizon, framed by beach grass in the foreground.

4.93 out of 5 average rating, 294 reviews

Quilted Quarters by the Bay with Private Entrance

A private pool is surrounded by a spacious patio, featuring lounge chairs and a shaded gazebo. Lush greenery encircles the pool area, providing a sense of privacy. The clear blue water reflects the sky, inviting relaxation and enjoyment.

4.86 out of 5 average rating, 120 reviews

Private Pool at the Oceanfront in a Spacious Home

4.86 out of 5 average rating, 184 reviews

The living room displays two spacious couches adorned with blue decorative pillows. A white coffee table is centered on a light carpet. Natural light enters through two large windows, highlighting a wall-mounted artwork and a small workspace equipped with a desk and lamp.

Home in East Ocean View

☼ Coastal Cottage- 5 min walk to beach | parking ☼

4.85 out of 5 average rating, 398 reviews

A spacious home is depicted with a welcoming front porch featuring a gentle ramp for accessibility. Lush greenery surrounds the exterior, and the peaceful atmosphere is enhanced by the colorful sunset sky. The house showcases a combination of brick and siding with large windows.

Home in Coliseum Central

Family Holiday House. Events and Beaches Nearby

4.99 out of 5 average rating, 118 reviews

A beachfront home with a two-story structure is positioned on stilts, overlooking the waves of the Chesapeake Bay. Large windows reflect the vibrant blue of the sky and the inviting design of the house. Nearby houses and green grass complement the coastal setting.

Home in Buckroe Beach

Beachfront 2 Dwellings EV charger

Apartment rentals with beach access

A modern living room features a gray sofa adorned with decorative pillows, paired with a light blue coffee table. Two lamps provide ambient lighting. Artwork of coastal scenes decorates the walls, while a patterned area rug enhances the room's coastal theme.

4.99 out of 5 average rating, 144 reviews

Tropical 2BR Condo Getaway 1 Block from the Beach!

A comfortable living area is highlighted by a spacious sofa and a table with two high-backed chairs. Natural light enters through a window adorned with blinds. Wall art and a sign reading 'BEACH HOUSE' add a coastal touch to the space.

4.87 out of 5 average rating, 103 reviews

Cozy 1 Bd condo, 1 block from the beach!

4.99 out of 5 average rating, 100 reviews

A workspace with a wooden desk and a comfortable chair is situated by large windows, offering expansive views of the ocean. Natural light streams in, highlighting the tranquility of the beach outside. The windows are framed by light-colored blinds, with a small plant placed on the desk.

Apartment in Willoughby

Beachfront Getaway, Pet Friendly, Mermaid Suite

The living room showcases two spacious leather sofas facing a flat-screen television. Natural light floods the room through two large windows, adorned with light-colored blinds. A coffee table centers the space, complemented by decorative plants and artwork on the wall.

4.95 out of 5 average rating, 132 reviews

Spacious Captain’s Beach Suite Near Rudee Inlet

A clear view of a rectangular pool surrounded by a patio area. Lounge chairs are positioned near the pool, and a hot tub is visible adjacent to the water. Greenery and potted plants line the space, and a building with large windows is in the background.

4.87 out of 5 average rating, 109 reviews

Good Vibes at the Beach

A serene ocean view is captured at sunset, displaying a gradient of warm colors across the sky. The horizon blends with gentle waves, while a railing frames the scene, hinting at outdoor space. Soft clouds add texture to the twilight sky.

4.86 out of 5 average rating, 144 reviews

Oceanfront Penthouse

A charming private balcony offers a dining setup for two with white Adirondack chairs and a table, overlooking the beach. A stunning sunset illuminates the horizon, while the seaside view provides a serene backdrop for the table adorned with floral centerpiece and tableware.

4.88 out of 5 average rating, 253 reviews

Oceanfront Gem VaB Studio Exceptional Views