
Vacation rentals with beach access in Chesapeake
Find and book unique beach access rentals on Airbnb
Quick stats about vacation rentals with beach access in Chesapeake

Total vacation rentals
Explore 30 vacation rentals in Chesapeake

Nightly prices starting at
Chesapeake vacation rentals start at €26 per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Chesapeake vacation 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 beach access rentals in Chesapeake
Guests agree: these beach access rentals are highly rated for location, cleanliness, and more.

Peaceful beach @Courtyard Cottage Pets Allowed
Escape the crowds and commercial beach resorts. At Courtyard Cottage, you'll enjoy the exact opposite—a peaceful beachfront retreat where a short walk over the sand dunes leads to a quiet, uncrowded beach, perfect for relaxing and unwinding. Proud Superhosts for over four years, we're dedicated to making your stay comfortable, relaxing, and memorable. The host, Richard, lives in a detached garage apartment on the property, allowing guests to enjoy complete privacy in their own accommodations.
4.98 out of 5 average rating, 316 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.
4.82 out of 5 average rating, 395 reviews
Beach Ranch House Sleeps 9 and Pet Friendly
Welcome to your vacation getaway! The Blue Crab is a remodeled 3-bedroom, 2.5-bath ranch house is just a mile away from the ocean front. It's an ideal destination for families, friends & pets. All bedrooms have queen beds and smart tvs. The spacious backyard and deck are perfect for playtime and relaxation. Great location close to shopping and restaurants. You’ll feel right at home in this safe neighborhood. Please note: No parties. Only 9 people are allowed at the house at any time
4.91 out of 5 average rating, 523 reviews
Convenient Beach Home, Beach Access Across Street
Convenient beach house near peaceful East Beach. Beach access across the street. This wonderful home offers 3000 SF, 5 bedrooms, 3.5 bathrooms, 5 off-street parking spaces, tiles, hardwood and laminate floor throughout. Centrally located minutes to Norfolk Outlets Mall, Greenbrier Mall, Town Center, Botanical Garden, Norfolk Airport, and 15 miles from VA Beach ocean front. FOR ADDITIONAL INFORMATION, PLEASE CONTACT THE CO-HOST (Quan-616.340.3328) STR Zoning Permit Number: ZP24-00677
4.85 out of 5 average rating, 132 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.
4.99 out of 5 average rating, 238 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!
4.96 out of 5 average rating, 134 reviews
Beachfront Exclusive Bay front Suite
This comfortable private beachfront suite with a kitchenette offers breathtaking 180-degree views of the Chesapeake Bay. Enjoy magnificent sunrises and stunning sunsets from your private deck, with the water’s edge just steps away. If you’ve ever wanted to experience life on the beach, this is as close as it gets. This suite reflects our love for the Chesapeake Bay and the relaxed coastal lifestyle, and we’re conveniently located just 10 minutes from ORF Airport
4.93 out of 5 average rating, 677 reviews
Villa Positano
This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.
4.96 out of 5 average rating, 303 reviews
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.
4.91 out of 5 average rating, 115 reviews
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. 💜
4.96 out of 5 average rating, 396 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.
4.91 out of 5 average rating, 132 reviews
Norfolk 3BR Cottage • Dog Friendly + Fenced Yard
🏡 Cozy 3-bedroom Norfolk cottage 🐶 Dog-friendly with pre-approval 🌳 Large fully fenced backyard 🌊 Minutes from Ocean View beaches 🛏️ 3 queen bedrooms + sleeps up to 6 🍳 Fully equipped kitchen 📺 Smart TV for streaming 📶 High-speed WiFi 🧺 In-home washer and dryer 🚗 Ample driveway parking ⚓ Convenient to Norfolk-area military bases 📍 Easy access to downtown Norfolk and Ghent
4.83 out of 5 average rating, 118 reviewsPopular amenities for Chesapeake beach access rentals
Apartment rentals with beach access

Ocean Getaway
4.83 out of 5 average rating, 112 reviews
Fully Renovated Beach Loft Block Off OceanFront
4.92 out of 5 average rating, 155 reviews
Vibe District, Atlantic Surf Park, VB Sports Ctr
4.89 out of 5 average rating, 108 reviews
Historic 1910 Getaway Steps to Beach
4.77 out of 5 average rating, 172 reviews
Close 2 East Beach, EOV, King Bed, Top Floor C
4.88 out of 5 average rating, 142 reviews
VB. Oceanfront/ Boardwalk,Beach, Pool, Balcony
4.91 out of 5 average rating, 329 reviews
Oceanfront Building Boardwalk Pool Beach 3 Beds
4.77 out of 5 average rating, 201 reviews
Three blocks from the beach
4.88 out of 5 average rating, 106 reviewsHouse rentals with beach access

10 min to Ocean View Beach: 20% Off Aug
4.87 out of 5 average rating, 145 reviews
Quiet East Beach Bungalow, 1 block to beach!
4.99 out of 5 average rating, 160 reviews
Water Oaks at Chic's Beach
4.97 out of 5 average rating, 172 reviews
Oceanview Oasis- Close Beach, Game Rm & Volleyball
4.96 out of 5 average rating, 107 reviews
Bay and Sea
4.97 out of 5 average rating, 117 reviews
Pet Friendly Beach King Bed
4.92 out of 5 average rating, 163 reviews
One block from the Beach
4.97 out of 5 average rating, 141 reviews
Norfolk Beach Bungalow | Pet-Friendly + Deck
4.87 out of 5 average rating, 109 reviewsCondo rentals with beach access

Beachfront Getaway, Pet Friendly, Mermaid Suite
4.99 out of 5 average rating, 112 reviews
Oceanfront Loft: Free Parking & 1 Block from Beach
4.9 out of 5 average rating, 131 reviews
2 bedroom condo with oceanfront one block away!
4.92 out of 5 average rating, 399 reviews
Cher's Place @ The Beach
4.93 out of 5 average rating, 106 reviews
Tropical 2BR Condo Getaway 1 Block from the Beach!
4.99 out of 5 average rating, 179 reviews
Chic's Beach Rental and Fishing
4.98 out of 5 average rating, 258 reviews
Ocean Escape
4.86 out of 5 average rating, 279 reviews
VB Boardwalk Getaway (2b2ba) - Long or short term!
4.79 out of 5 average rating, 107 reviewsWhen is the best time to visit Chesapeake?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €87 | €78 | €86 | €106 | €105 | €84 | €78 | €78 | €78 | €60 | €78 | €78 |
| 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
- Busch Gardens Williamsburg
- Corolla Beach
- Buckroe Beach
- Carova Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Old Dominion University
- Norfolk Botanical Garden
- Regent University
- First Landing Beach
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- The Mariners' Museum
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Town Point Park
- Nauticus
- Chrysler Museum of Art
- Hampton University





