
Holiday rentals with beach access in Chesapeake
Find and book unique accommodation with beach access on Airbnb
Quick stats about holiday rentals with beach access in Chesapeake

Total holiday rentals
Explore 30 holiday rentals in Chesapeake

Nightly prices starting at
Chesapeake holiday rentals start at $52 NZD per night before taxes and fees

Verified guest reviews
Over 1,420 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesapeake rentals

4.9 Average rating
Chesapeake stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Chesapeake's top spots, include Chrysler Museum of Art, Nauticus, and Aerotheater
Top-rated Accommodation with Beach Access in Chesapeake
Guests agree: These holiday homes with beach access are highly rated for location, cleanliness and more.

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.

Beach Resort Area Efficiency
Brand-New constructed 1bd/1ba Efficiency Apt sleeps 2 comfortably. Private Entrance, completely separate non-shared bathroom, kitchenette and living space. Excellent location. Walk/Bike to everything in 5 mins including the beach, boardwalk, bike and walking path, waterfront restaurants, pubs & bars. 0.6 miles to the oceanfront 0.8 miles to the VB Convention Center & Sports Plex LINENS & TOWELS PROVIDED 65" Flatscreen TV! King Sized Pillow-Top Bed Refrigerator Coffee Microwave Keypad Entrance

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!

Dog-Friendly Norfolk Cottage Near Ocean View Beach
🏡 Cozy 3BR cottage sleeping up to 6 guests 🐶 Dog-friendly with pre-approval and fully fenced backyard 🌊 Only minutes from Ocean View beaches 🚗 Ample driveway parking for multiple vehicles 🍽️ Fully stocked kitchen for easy meals at home 📺 Smart TV & high-speed Wi-Fi included 🧺 In-home washer and dryer for added convenience 🌳 Quiet residential neighborhood near local attractions ⚓ Close to Naval Station Norfolk and Little Creek Base 🎨 Easy access to downtown Norfolk, Ghent, and Waterside

*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.

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.

902 B Historical Beachfront Duplex Sauna & Hot Tub
902.B Historical Beachfront Duplex Sauna, Fireplace Hot Tub, Beachfront Grilling & with rental beach chairs, kayaks and Standup paddle boards on-site. Step back in time at the Historic Carriage House, a beautifully restored 120-year-old gem just 20 feet from the Chesapeake Bay. Once home to horses and rowboats in the early 1900s, this 2-bedroom, 1-bath carriage house now blends timeless charm with modern comfort — offering guests a truly unique and peaceful bayfront getaway.

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!

Cozy 3BD Beachfront | Foosball & Yard Games w/ BBQ
Escape to our charming Airbnb, just steps from the beach! Perfect for groups up to 8, our home offers ultra-fast 1Gbps fiber internet, a dedicated workspace, and delightful amenities including a SCA-approved coffee maker, a grinder, and fun games like a giant Connect 4 and Foosball. Enjoy the outdoors with our two patios and a BBQ grill. With numerous local restaurants nearby, it’s the ideal getaway for both relaxation and adventure.

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!
Welcome to The Purple Room, where every guest is made to feel like royalty. More than an Airbnb, it’s a one-of-a-kind boutique retreat intentionally designed to create unforgettable memories. From the peaceful atmosphere and thoughtful touches to your private entrance and relaxing escape, every detail has been curated to help you unwind, recharge, and experience something truly special. Come discover The Purple Room experience. 💜

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!

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.
Popular amenities for Chesapeake Accommodation with Beach Access
Apartment rentals with beach access

Close 2 East Beach, EOV, King Bed, Top Floor C

Three blocks from the Beach 2

The Cottage at Sojourn: Buckroe - one bedroom

Historic 1910 Getaway Steps to Beach

LiveEOV: Beachcomber Two

Oceanfront Building Boardwalk Pool Beach 3 Beds

Fully Renovated Beach Loft Block Off OceanFront

Cozy apartment close to a beach
Holiday House Rentals with beach access

Stylish Beach House, Hot Tub, Pet Friendly

*Escape to the Tangerine Dream*

Cozy beach cottage! One block to the beach!

Cozy North End Cottage 1 block to sand! *NEW HVAC

Country Comfort Close to the Beaches

Norfolk Beach Bungalow | Pet-Friendly + Deck

Walk to Beach! Fully Updated + Hot tub!

Coastal Family Retreat • Fire Pit • Walk To Beach
Holiday condos with beach access

Cher's Place @ The Beach

Tropical 2BR Condo Getaway 1 Block from the Beach!

Cozy 1 Bd condo, 1 block from the beach!

Beachfront Getaway, Pet Friendly, Mermaid Suite

Vibe District • Walk to Beach • Parking • Sleeps 6

Oceanfront Penthouse

Ocean & Bay Views - Newly Renovated! Local Family!

Chic's Beach Rental and Fishing
When is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $172 NZD | $155 NZD | $171 NZD | $119 NZD | $159 NZD | $155 NZD | $155 NZD | $155 NZD | $155 NZD | $119 NZD | $155 NZD | $155 NZD |
| 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 |
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- Rentals with beach access Virginia
- Rentals with beach access United States
- Virginia Beach Oceanfront
- Corolla Beach
- Carova Beach
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Neptune's Park
- Chrysler Museum of Art
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- The Military Aviation Museum
- The Mariners' Museum
- Back Bay National Wildlife Refuge-N
- Nauticus
- Town Point Park
- Virginia Living History Museum
- Currituck Beach
- Mount Trashmore Park





