
Holiday rentals with beach access in Chesapeake
Find and book unique accommodation with beach access on Airbnb
Top-rated Accommodation with Beach Access in Chesapeake
Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.

Just Steps Away to the Beach
Enjoy Jan. thru Mar. at Va. Bch--average day temp. mid 50s to 60s. Just steps or bike through a nice area to the beach, restaurants, culture, The Dome, Convention Ctr & other activities. Take a 10-min. walk or bike to the beach (7 short blocks). No traffic or parking hassles! We are close to I264, several military bases & Hilltop Shopping area. This is a quiet neighborhood & convenient location. Perfect for couples & solo travelers. NO animals or pets allowed! NO children under 13 yrs. of age!

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.

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!

Condo living just steps from the sand
Come see what Virginia Beach has to offer. Our newly renovated condo has all of the comforts of home and accommodates 4 adults or perfect for families of 5. Bedroom 1 has a queen size bed, bedroom 2 has 2 twin beds, and Living room has a sofa that folds out into a twin size bed. Cable TVs and WiFi, and a beautiful lake view. We are located on the second floor so you will have steps to walk up. There is plenty to do for the whole family. Come have a relaxing and fun vacation at the beach.

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.

Beach Hideaway 2 bdr/2bth- Pet friendly!
Great home for days at the beach and a fire pit at night! Beach access 1 1/2 blocks from the home. Heat/AC, dishwasher, w/d, and deck. Linens, bath towels, beach chairs, and beach towels are provided. Quiet family beach, bay water is calm- perfect for children. Large back yard for kids to run around, deck, and enclosed front porch. Close to Virginia Beach, Norfolk military bases and ODU, EVMS, NSU, Virginia Wesleyan, Hampton Univ. Approx 25 min from downtown Virginia Beach and W-burg.

Stay Downtown On Historic Main St.
Come stay in our 1 bedroom apartment downtown in the historic district on Main St. You'll be one block from our beautiful waterfront, our downtown restaurants, entertainment, and breweries. You'll have your own reserved parking spot directly across the street from the entrance. You can also enjoy 24hr access to the gym downstairs. Over 15 classes per week are offered that you may join in as well for free. We even have 2 beach cruisers you can use to explore our beautiful city.

VB Condo,Boardwalk/Oceanfront,Beach, Pool,Kitchen
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

Private Guest Suite Cozy Stay w/ Separate Entrance
Welcome to your own brand-new guest suite in Virginia Beach—just a quick drive to the beaches, Town Center, and all the best spots. Built in 2023 with full city permits, this sleek space is totally private, with its own exterior entrance and a peaceful vibe. Nestled on a quiet street in the popular Thalia neighborhood, it’s the perfect home base for beach days, nights out, or just unplugging in comfort. Relax, recharge, and enjoy VB like a local.

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.

10 min to Ocean View Beach: 20% Off Jan & Feb
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.

Cozy Private Studio
Cozy, fully equipped, inviting studio located in the heart of Virginia Beach! Minutes from highway 64. Which gives easy access to anywhere in the Hampton Roads area. 15-20 minute drive to Virginia Beach Ocean front and convention center. 2 minutes from Regent University, CBN and founders in. Soccer complex, Stumpy lake golf course close by. Restaurants and shopping 5 minutes away.
Popular amenities for Chesapeake Accommodation with Beach Access
Apartment rentals with beach access

Paradise in Williamsburg next to Busch Gardens

Three blocks from the Beach 2

The Cottage at Sojourn: Buckroe - one bedroom

LiveEOV: Beachcomber Two

2BDRM Beach Escape! Relaxation, Sun and Fun!

The Hotel at The Surry Seafood Co Room 1

TreeTopBeach Bungalow 4 blocks 6 min walk to beach

Luxury By the Bay!
Holiday House Rentals with beach access

Water Oaks at Chic's Beach

The Chesapeake St Retreat - Pet and Kid Friendly!

Paradise On Pacific

PETS Welcome! 4Bed Beach View Privately Managed

Quiet Stay near Bay. Walk to Oceanview access

Walk to the boardwalk, VB Wave Garden & The Dome

Spanish Style Casita • 2BR/2BA • Dogs Welcome

☼ Coastal Cottage- 5 min walk to beach | parking ☼
Holiday condos with beach access

Tropical 2BR Condo Getaway 1 Block from the Beach!

Comfy 1BR w pond view Kingsmill

Cozy 1 Bd condo, 1 block from the beach!

Walk to beach lovely 2/2 in "Kingsmill on James"

Spacious Captain’s Beach Suite Near Rudee Inlet

Ocean & Bay Views - Local Family Owned & Operated

Oceanfront Gem VaB Studio Exceptional Views

Paradise at the Beach
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $72 AUD | $81 AUD | $69 AUD | $100 AUD | $133 AUD | $130 AUD | $130 AUD | $130 AUD | $130 AUD | $84 AUD | $100 AUD | $68 AUD |
| Avg. temp | 6°C | 7°C | 10°C | 16°C | 20°C | 25°C | 27°C | 26°C | 23°C | 18°C | 12°C | 8°C |
Quick stats about holiday rentals with beach access in Chesapeake

Total holiday rentals
Explore 40 holiday rentals in Chesapeake

Nightly prices starting at
Chesapeake holiday rentals start at $43 AUD per night before taxes and fees

Verified guest reviews
Over 2,020 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Chesapeake holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Chesapeake rentals

4.8 Average rating
Chesapeake stays are highly rated by guests—averaging 4.8 out of 5!

Nearby attractions
Chesapeake's top spots, include Chrysler Museum of Art, Nauticus, and Cinemark Chesapeake Square
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- Rentals with beach access Virginia
- Rentals with beach access United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Corolla Beach
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Buckroe Beach
- Outlook Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Currituck Beach
- Currituck Beach Lighthouse
- Nauticus
- First Landing Beach
- The NorVa
- Chrysler Hall
- Virginia Living History Museum
- Old Dominion University
- Colonial Williamsburg's Merchants Square
- Hampton University
- Harbor Park




