
Vacation rentals with beach access in Chesapeake
Find and book unique beach access rentals on Airbnb
Top-rated beach access rentals in Chesapeake
Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

Guesthouse at Vessel Farm & Winery, Waterfront
Just 5 miles from Cape Charles and 30 minutes from Virginia Beach, our contemporary Guesthouse gives you the peace and solitude characteristic of the Eastern Shore along with the convenience of being close to town. Our twenty acre waterfront farm, home to both a Vineyard and an Oyster Farm, has plenty of nearby walking or biking and a dock on a secluded arm of the Chesapeake Bay. Our farm is perfect for solo travelers, couples or small families looking for a memorable trip to the Eastern Shore.

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!

Spacious Captain’s Beach Suite Near Rudee Inlet
Take advantage of the seasonal rates plan a winter escape to the beach! Don’t miss all the wonderful holiday activities to include the holiday lights, holiday parade & more! This spacious beautifully decorated 2-bedroom (each with ensuite baths) condo is near Rudee Inlet and all oceanfront activities. Walk across the street & relax on the beach, dine at great restaurants, walk under the bridge next to the city parking lot to enjoy all the water activities that originate from Rudee Inlet.

Beach Livin' by the Chesapeake Bay - VA Beach
Beach livin' just a few short blocks to the Chesapeake Bay, Beach & great restaurants. New EVERYTHING! Tastefully decorated - all the amenities. 6 person farmhouse table. New deck-6 person table & chairs, grill. New privacy fenced backyard. Beachcart, chairs, towels, umbrella & sand toys. 2 queen beds & 2 bunk beds. Cozy livingrm w/loveseat, wicker chair, wicker swivel rocker, barstools, smart tv with basic cable. Apps avail. Base Rate includes 9% VA Beach occupancy tax and Lodging room tax

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.

The Cozy Beach House/ Golf Cart Available for rent
We keep it simple here in this small, cute, and charming, home. House is great for 1 or 2 people. A 10 minute walk, to a public access, that takes you straight to the beach. 2 minute drive in a golf cart that is NOW AVAILABLE TO RENT on the property. There are a few public parking spaces. 10 minutes to Norfolk International Airport. The Oceanview Pier is a great place to fish and have dinner and is only 3 miles away. Come and enjoy! There is also a NEW CASINO only 20 minutes away.

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.

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!

3 bedroom private home a block from the beach!
Relax with the whole family at this peaceful home. A block to the beach! 3 bedrooms and 2 bathrooms, with an outdoor shower and finished basement with extra living space. Outdoor patio with gas grill and patio furniture. All amenities included sheets, towels, cooking utensils, etc. Fast Wi-Fi throughout the home. Can sleep up to 8! Pets always welcome. All bedrooms are on main level no stairs required. Weekly and monthly discounted rates upon inquiry.

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.

Beach condo. 1.5blocks 2 beach.Packed w/ Amenities
This private 3 story condo is nestled in the heart of Virginia Beach’s oceanfront resort area. Located less than 2 blocks from the Virginia Beach boardwalk and beach! The fully outfitted kitchen, each bedroom, and the great room have their own balconies! Enjoy the convenience of living so close to everything the resort area has to offer. Beach cruisers, grill, beach cart, and essential beach gear included. You’ll love it!
Popular amenities for Chesapeake beach access rentals
Apartment rentals with beach access

Paradise in Williamsburg next to Busch Gardens

Three blocks from the Beach 2

VB. Oceanfront/ Boardwalk,Beach, Pool, Balcony

The Cottage at Sojourn: Buckroe - one bedroom

The Coastal Studio

The Hotel at The Surry Seafood Co Room 1

Fully Renovated Beach Loft Block Off OceanFront

TreeTopBeach Bungalow 4 blocks 6 min walk to beach
House rentals with beach access

Cozy beach cottage! One block to the beach!

New Beach Home on the Chesapeake Bay

PETS Welcome! 4Bed Beach View Privately Managed

One block from the Beach

Walk to the boardwalk, VB Wave Garden & The Dome

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

Private Pool at the Oceanfront in a Spacious Home

Quaint and Comfortable Buckroe Beach Getaway.
Condo rentals 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"

Oceanfront Studio: Boardwalk, Beach, & Pool Views

Paradise at the Beach

Ocean Escape

2 bedroom condo with oceanfront one block away!
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ184 | ﺩ.ﺇ206 | ﺩ.ﺇ176 | ﺩ.ﺇ253 | ﺩ.ﺇ338 | ﺩ.ﺇ331 | ﺩ.ﺇ331 | ﺩ.ﺇ331 | ﺩ.ﺇ331 | ﺩ.ﺇ253 | ﺩ.ﺇ331 | ﺩ.ﺇ331 |
| 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 vacation rentals with beach access in Chesapeake

Total vacation rentals
Explore 40 vacation rentals in Chesapeake

Nightly prices starting at
Chesapeake vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Chesapeake vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, 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 Cinema Cafe-Greenbrier Mall
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- Rentals with beach access Virginia
- Rentals with beach access United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Corolla Beach
- Carova Beach
- Water Country USA
- First Landing State Park
- Buckroe Beach
- Jamestown Settlement
- Cape Charles Beachfront
- Outlook Beach
- Norfolk Botanical Garden
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Virginia Zoological Park
- Colonial Williamsburg's Merchants Square
- Nauticus
- Town Point Park
- Old Dominion University
- First Landing Beach
- Virginia Living History Museum
- Chrysler Hall
- Currituck Beach Lighthouse
- Currituck Club
- Currituck Beach




