Holiday rentals with beach access in Chesapeake

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.

4.82 out of 5 average rating, 375 reviews

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.

4.97 out of 5 average rating, 380 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!

4.94 out of 5 average rating, 131 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 Norfolk

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!

4.98 out of 5 average rating, 107 reviews

A serene view of a calm waterway is presented, featuring a long pier extending into the horizon. Gentle ripples reflect the blue sky dotted with fluffy white clouds. The landscape around the water includes patches of grass, enhancing the tranquil atmosphere of the setting.

Townhouse in Hampton

*Beautiful Water Views* King Bed*Fast WIFI

Do you desire Peace, Quiet & Tranquility? This townhome is the PERFECT getaway! It's RIGHT on the water and features the following: *Newer Furnishings! *Blazing Fast Panoramic WIFI & Dedicated Workspace *Bedroom 1: KING size bed overlooking the water. Not a bad way to wake up?!? *Gourmet Kit w/Granite Countertops, Stainless Steel Appliances, complete w/a Convection Oven & Coffee Maker & Creamers * Smart TVs w/Adjustable Wall Mounts for your view preference, in Each Bedroom & Living Room.

4.99 out of 5 average rating, 226 reviews

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.

Home in Virginia Beach

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.

4.96 out of 5 average rating, 118 reviews

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.

Home in Virginia Beach

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!

4.93 out of 5 average rating, 152 reviews

Cottage in Norfolk

Cozy Cottage w/ Hot Tub, Pool Table, Fenced Yard

Welcome to Wayland Beach Cottage, a relaxed beach retreat with your own private hot tub and separate game room. Unwind under the pergola, soak year-round in the 6-person hot tub, or enjoy movie nights and friendly competition around the full-size 8-foot pool table in your own entertainment space. With a fully fenced yard, smart TVs throughout, fast Wi-Fi, a long private driveway, and easy access to beaches and dining, it’s the perfect getaway for families and friends.

4.93 out of 5 average rating, 655 reviews

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.

Guest suite in Norfolk

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.

4.99 out of 5 average rating, 171 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

Beachfront stay with kayaks & paddleboards

Private beach access, Chesapeake Bay views, and kayaks and paddle boards included. This waterfront home is made for slow mornings, beach days, sunset evenings, and time on the water. My husband and I renovated the interior ourselves with comfort and simplicity in mind. The kitchen is stocked with the essentials, and towels, soap, shampoo, and conditioner are provided so you can settle in easily and enjoy the bay.

Townhouse in Chic's Beach

4.86 out of 5 average rating, 105 reviews

Chic’s Beach Oceanfront 3BR Home With Deck Views

🌊 Direct beachfront location at Chic’s Beach 🌅 Ocean views from all 3 levels 🏡 Spacious 3BR home sleeps up to 8 🛏️ King, 2 Queen beds + twin-over-full bunk 🌴 Multiple private decks for relaxing outdoors 🍳 Fully stocked kitchen for easy meals 🛋️ Open living area perfect for gathering 📶 Fast Wi-Fi + Smart TVs throughout 🧺 In-home washer and dryer 🚶 Walk to local dining and beach favorites

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.

4.89 out of 5 average rating, 112 reviews

*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.

The living room features a cozy seating arrangement, including an orange couch and a blue armchair. A round coffee table sits in the center, adorned with books. A mounted TV can be seen on a light-colored wall, contributing to a welcoming atmosphere.

4.89 out of 5 average rating, 127 reviews

10 min to Ocean View Beach: 20% Off July

Welcome to our charming 3-bedroom retreat nestled near the lake and Ocean View beach, just a short 10-minute drive away. Our property has an outdoor patio with firepit and balcony deck for alfresco dining area. Our Volleyball net in the large backyard is also available for use. This cozy haven is designed for comfort and entertainment, with thoughtful touches to make your stay truly memorable.

Popular amenities for Chesapeake Accommodation with Beach Access

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

Apartment in Buckroe Beach

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.

4.92 out of 5 average rating, 109 reviews

Three blocks from the Beach 2

Apartment in Buckroe Beach

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.

4.89 out of 5 average rating, 144 reviews

The Cottage at Sojourn: Buckroe - one bedroom

4.94 out of 5 average rating, 34 reviews

Relax & Enjoy 2 blocks to beach w/ pool

4.97 out of 5 average rating, 178 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.

Apartment 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, 185 reviews

Oceanfront Building Boardwalk Pool Beach 3 Beds

4.83 out of 5 average rating, 114 reviews

A spacious living area features large windows providing views of Gray's Creek. A comfortable sofa and a cozy chair are positioned alongside a coffee table on a decorative rug. A private balcony is accessible through sliding glass doors, enhancing the connection to the scenic surroundings.

Apartment in Surry

The Hotel at The Surry Seafood Co Room 1

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.

4.93 out of 5 average rating, 137 reviews

Fully Renovated Beach Loft Block Off 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.

4.88 out of 5 average rating, 42 reviews

Cozy apartment close to a beach

Holiday House Rentals with beach access

4.96 out of 5 average rating, 109 reviews

Home in Hampton

Grandview Island Beach Cottage Private Fenced Yard

A cozy living area features a striped sofa and two light armchairs, arranged around a soft, plush area rug. Natural light enters through two windows, and a mounted television is placed on the wall. A dining area is visible in the background, adorned with a simple floral centerpiece.

4.93 out of 5 average rating, 256 reviews

Cozy beach cottage! One block to the beach!

4.84 out of 5 average rating, 159 reviews

2 Min Walk to Beach • Fenced Yard • Parking

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.

4.83 out of 5 average rating, 145 reviews

The Chesapeake St Retreat - Pet and Kid Friendly!

4.96 out of 5 average rating, 104 reviews

A grand deck is viewed, featuring two white rocking chairs overlooking a vibrant sunset over the water. The sky is filled with shades of pink and orange, reflecting on the calm ocean surface. A dark wicker seating area is visible to the right.

Home in Buckroe Beach

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

A modern living space is highlighted by a large sectional sofa, adorned with decorative pillows and a cozy throw. A glass coffee table is centered, showcasing various items. In the background, a kitchen with white cabinetry and a granite countertop can be seen, along with two bar stools.

4.87 out of 5 average rating, 102 reviews

Cheerful 3 BR Bungalow 1 Block to the Bay! 30+days

4.82 out of 5 average rating, 131 reviews

Walk to Beach! Fully Updated + Hot tub!

The exterior of the three-story vacation home features a light-colored facade with pink door accents. A welcoming porch with multiple white railings is visible, alongside neatly arranged landscaping. The surrounding area includes multiple parked vehicles and trees, creating a pleasant setting.

4.92 out of 5 average rating, 205 reviews

Coastal Family Retreat • Fire Pit • Walk To Beach

Holiday condos 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, 158 reviews

Tropical 2BR Condo Getaway 1 Block from the Beach!

4.95 out of 5 average rating, 149 reviews

A bright guestroom is furnished with two double beds, each featuring a light-colored quilt. Nightstands with lamps are positioned beside the beds. A large window offers views of greenery, with soft curtains complementing the decor.

Condo in Williamsburg

Comfy 1BR w pond view Kingsmill

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.

4.88 out of 5 average rating, 109 reviews

Cozy 1 Bd condo, 1 block from the beach!

4.99 out of 5 average rating, 103 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.

Condo in Norfolk

Beachfront Getaway, Pet Friendly, Mermaid Suite

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.

4.88 out of 5 average rating, 113 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, 151 reviews

Oceanfront Penthouse

4.92 out of 5 average rating, 144 reviews

Vibe District • Walk to Beach • Parking • Sleeps 6

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.