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

Hideaway on the Bay: Waterfront Vintage A Frame
The Hideaway on the Bay is a waterfront A frame where you can disconnect from the things that can wait so you can connect with the people who matter most. A place where kids fall in love with nature, and where old friends make new memories. The house is a 2 bed 1 bath 1974 flat top A Frame that sits on two acres on the outskirts of Lusby, MD—and a low traffic hour(ish) drive from the DMV. Enjoy the indoor fireplace, outdoor fire pit, swinging chairs, kayaks, canoe, fish, and catch crabs --

Private Waterfront Home W/ Hot Tub, Dock & Kayaks
Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

Unique style, Waterfront Dock,Yard,Kayaks,SUP,King
Nestled on Little Oyster Creek in the charming small town of White Stone, is Beacon Bay Getaway. This lighthouse style home is situated on 3 private acres and has 3 water views: the Creek, the Chesapeake Bay and the Rappahannock River all which can be viewed from the wrap @ deck and top observation lookout. Enjoy the large yard with fire pit. Launch a kayak/SUP from our dock or bring your fishing rods to catch Croaker. Have fun catching blue crabs with our crab traps. Follow @beaconbaygetaway

Kent Island Waterfront Home with Amazing Sunsets
Relax with the whole family at this peaceful and beautiful home on Thompson Creek! Enjoy the gorgeous sunsets all year-long. Bring your boat, fishing gear or other watercraft and discover Kent Island! Thompson Creek is accessible to the Chesapeake Bay and a short ride to discover Annapolis, The Kent Narrows or St. Michaels. In the mornings, sip coffee on the screened-in porch and bring a book - you may be there for a while! Our home feels remote but is accessible to convenient shopping.

Beach Front and 'Perfectly Placed'
Escape to our charming Potomac River waterfront cottage, complete with 2 cozy bedrooms, 1 tastefully appointed bathroom, and stunning river views. Enjoy a comfortable living area with large windows, a fully equipped kitchen, and an outdoor picnic table. Perfect for small families or friends seeking a peaceful retreat, our cottage is conveniently located just a short drive from local restaurants and shopping. Come relax, unwind, and make unforgettable memories on the beautiful Potomac River.

Beach Please! River cottage w/private beach & dock
Come unwind at "Beach, Please!" Our renovated cottage on the river with a private beach and dock is waiting for you! What's there to do? There's boating, fishing, crabbing, bird watching, tanning, and hammock-napping. Need more? Ok, antique shops, breweries, wineries, live music, crab boils and oyster fests. Still need more? Cornhole, can jam, horseshoes, hiking, and swimming and tennis at the community pool. That's not all, so just trust us - you will LOVE your time in Montross, Virginia!

Long Beach Cottage, Hot Tub, Beachfront
The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Waterfront-View of Bay from your Bed
Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Waterfront Cottage on the Potomac River
Escape to our serene waterfront cottage on the Potomac River, just 2 hours from Washington D. C. and the Richmond area. This retreat comfortably sleeps 5 and features a private pier for fishing, a sandy beach for relaxing, cozy sun room for reading, and breathtaking water views. Enjoy a fully stocked kitchen, fast WiFi, and a spacious deck. The perfect spot for a romantic weekend, a special celebration or a simple peaceful retreat.

Rumbley Cottage on the Tangier Sound-Private Beach
Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

Historic Rousby Hall, Waterfront, Pool, Beach
Rousby Hall is a stunning waterfront estate on the Patuxent River, just outside Solomons Island, with sweeping views of where the river meets the Chesapeake Bay. The private 16-acre property is bordered by a conservation area and a 300-foot private beach. Year-round amenities include a pier and an in-ground pool with amazing river views. The estate also hosts weddings and events for up to 100 guests (event fee is additional).

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
Welcome to Sunset View Cottage. A spacious and bright two-level waterfront home with a private dock and beach access in Leonardtown, MD. Enjoy swimming off the dock and beach in the Potomac River. Full western views across the widest part of the river make for unbelievable sunsets. Your ideal family vacation, couples getaway, or work-from-home retreat just 90 minutes outside DC. Visit us on IG @sunsetviewcottage
Popular amenities for beach access rentals near Chesapeake Bay
Apartment rentals with beach access

Boutique Style 2 Bedroom Apartment w/pool

1BR Beachfront w/ water views near Cape May and WW

Historic St. Mary's City, MD

Serenity Suite on Chesapeake Bay

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

Eco-Friendly Waterfront Apt #3

Spacious Beach House Top Floors - Walk Everywhere!

Beach Front Apartment on the Chesapeake
House rentals with beach access

Osprey's roost: Spring and summer 2026

Red Point Lighthouse

Waterfront 4-BR home w/ hot tub & charging station

Waterfront with sweeping bay view & private beach

Private Country Beach Retreat

Iconic Chesapeake. Unparalleled Luxury.

Spacious Gorgeous Waterfront Home with Sunset View

Living on Island Time
Condo rentals with beach access

One Bedroom Beachfront Apartment Mid-Town

Lovely Ocean Block 1 BR near Convention Center!

Beachfront Getaway, Pet Friendly, Mermaid Suite

Ocean block condo

Beach Baby Ocean Block Studio-Mid Town-All U Need

1 Bedroom 1 Bath Condo on Silver Lake

Gorgeous Beachfront! King Bed, Direct Ocean View!

Direct Oceanfront close to Northside Park!
Other vacation rentals with beach access

The Crab House - a Private, Waterfront Guest House

“Cabana by the Bay”-tiny home on a pier!

The Laughing King Retreat Honeymoon Island Cottage

Waterfront Guesthouse II on the Rappahannock

Cove Point Lighthouse Keeper's House- Side A

Lakeside Cabin - Hot Tub, Firepit, Kayak, Arcade

Hot Tub | Mini Golf | Arcade | Gym — Coastal Quad

Pretty Byrd Cottage, a Victorian Bayfront Getaway!
Quick stats about vacation rentals with beach access near Chesapeake Bay

Total vacation rentals
Explore 2,150 vacation rentals in Chesapeake Bay

Nightly prices starting at
Chesapeake Bay vacation rentals start at $14 CAD per night before taxes and fees

Verified guest reviews
Over 115,130 verified reviews to help you choose

Family-friendly vacation rentals
1,650 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 990 rentals that welcome pets

Vacation rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
1,360 properties have a dedicated workspace

Wifi availability
2,110 of Chesapeake Bay vacation rentals include wifi access

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

4.8 Average rating
Chesapeake Bay stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Bed and breakfasts Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- House rentals Chesapeake Bay
- RV rentals Chesapeake Bay
- Condo rentals Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Rentals with a home theater Chesapeake Bay
- Private suite rentals Chesapeake Bay
- Villa rentals Chesapeake Bay
- Boat rentals Chesapeake Bay
- Loft rentals Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Apartment rentals Chesapeake Bay
- Rentals with an accessible height toilet Chesapeake Bay
- Vacation home rentals Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farmstay rentals Chesapeake Bay
- Bungalow rentals Chesapeake Bay
- Guesthouse rentals Chesapeake Bay
- Resort rentals Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- Beach condo rentals Chesapeake Bay
- Rentals with a firepit Chesapeake Bay
- Rentals with a washer and dryer Chesapeake Bay
- Beach house rentals Chesapeake Bay
- Campsite rentals Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Rentals with an accessible height bed Chesapeake Bay
- Tiny house rentals Chesapeake Bay
- Hotel rooms Chesapeake Bay
- Boutique hotels Chesapeake Bay
- Cabin rentals Chesapeake Bay
- Cottage rentals Chesapeake Bay
- Fitness-friendly rentals Chesapeake Bay
- Smoking-friendly rentals Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Rentals with a sauna Chesapeake Bay
- Beachfront rentals Chesapeake Bay
- Rentals with lake access Chesapeake Bay
- Waterfront rentals Chesapeake Bay
- Rentals with beach access United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chincoteague Island
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Grommet Island Park
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Old Dominion University
- Neptune's Park
- Kiptopeke Beach
- Colonial Williamsburg's Merchants Square
- First Landing Beach
- Nauticus
- Town Point Park
- Virginia Zoological Park
- Virginia Living History Museum
- The Mariners' Museum
- Cape Henry Light House





