
Beachfront rentals near Chesapeake Bay
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness, and more.

Gettin to the point. ( Cove Point Beach)
Our beach house is for you to enjoy Cove Point Beach, which is only 500 ft away. The kitchen is fully stocked, or use the outdoor grill on the side of the house.PLEASE NON SMOKERS ONLY. One dog allowed on a cases by case bases with a one time pet fee of $65.00. No children under 8 years old. Walk to the beach, but only park your vehicle in our driveway, not on beach inlets. A gas fireplace in the living room. A beautiful sun porch area to enjoy. Enjoy walking on this private community beach.

Waterfront Guesthouse II on the Rappahannock
The “Beach House” is a guest cottage at Snug Harbor, a 2 acre private property overlooking the Rappahannock River and Chesapeake Bay. Perfect for a couple’s getaway, this well-appointed cottage has beautiful water views and includes access to our private beach & dock (with guest slip) with use of our paddle boards and kayaks. The cottage’s 1st floor features an open liv/din/kit area, full bath with large shower and a covered patio. The 2nd floor features a large loft bedroom with a queen bed.

"Bee-Z Haven" Waterfront Cottage on the Ware River
Curious about what makes Gloucester so wonderful? Live like a local at this Upscale Waterfront Retreat and find out for yourself why renters say "Enjoy the Breath Taking Views". Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our area is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

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.

The Bird's Nest at Holly Bluff-Riverfront. Beach.
This is a spacious apartment above detached garage, with a roomy balcony. The property sits on the Rappahannock River- guests are welcome to use the beach and dock! Property has a private entrance. The bathroom which is located on the first floor. Apartment is up a flight of stairs above the garage. Plenty of parking. EV charger available. We have self check in and the host is extremely flexible.. We welcome all tenants! The Birds Nest is a perfect getaway destination for relaxing and fun.

Living on Island Time
Relax with the whole family and spend life on Island Time. Full bar set up with ice maker and wine refrigerator. Private pier, paddle boards and firepit. Unwind on St Goerge Island or head out to one of the local eateries for some southern Maryland faire. Inside you have 2 spacious rooms, 2 bathrooms. A massive island for cooking, card playing or just great conversations with endless views. Crabbing, fishing. The Neighbors have 2 Great Danes and a cat that you may see occasionally

Waterfront Cottage w Hot Tub, Kayak, Fishing
Come relax in our delightful waterfront home decorated with classic cottage décor. Sit out on one of the two big screened-in porches, go for a swim in the shallow brackish (mostly fresh) water, take a dip in the hot tub, or throw one of our crab pots in the water and enjoy the spoils of the waters off the Potomac River. Our house is situated off the Potomac on Hull Creek, which means the water is nice and shallow for little ones to play, and there are plenty of crabs to be caught!

Rumbley Cottage on the Tangier Sound-Private Beach
LAST MINUTE OPENING-09-27 to 10-03-25 !!!! 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.

The Laughing King Retreat Honeymoon Island Cottage
Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Adorable Waterfront Apartment Weekend Getaway
Bright & cheery 1 bedroom waterfront apartment nestled on the banks of the St. Mary's River. Amazing, dreamy views. It's a sweet spot to relax and enjoy a quiet get-away or launch a kayak, take a walk, enjoy great food cuisine. We sit next to St. Mary's College of MD and Historic St. Mary's City. You may see college sailing races, crew teams rowing, or the historic Maryland Dove sailing down the river. It's lovely here fall, winter, spring, summer! SUNSETS!

The Little Gypsy BoHome
Welcome to our Little Gypsy BoHome on the bay! The house is situated in Southern Anne Arundel County, MD in the quaint waterfront town of Tracy's Landing. Our home sits directly on The Chesapeake Bay with breathtaking views from every window. We offer a saltwater swimming pool, two corn hole game sets, a basketball hoop, beach access, canoe, 2 Paddle Boards, a gas grill, and a steam shower, an outdoor redwood panoramic barrel sauna and a redwood cold plunge!

The Crab House - a Private, Waterfront Guest House
Privacy abounds at this waterfront one bedroom guest house with breathtaking water views throughout. The Crab House is located in the boating community of Stoney Creek. It is 20 minutes from BWI airport, 30 minutes north of Annapolis, 20 minutes from Baltimore's Inner Harbor and an hour from DC. Feel free to bring your boat, jetski, kayak or paddleboard, or use the kayak or paddleboards we have onsite. AA County 144190
Popular amenities for beachfront rentals near Chesapeake Bay
Pet-friendly beachfront home rentals

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

Octopus Cottage: Hot Tub | Kayaks | Fire Pit

Historic St. Mary's City, MD

River Front house / dock/hot tub

Charming Waterfront Home with Expansive Views

Beach Please! River cottage w/private beach & dock

Four houses from the Sand! killer patio, dog ok!

Jewell on the Chesapeake
Beachfront home rentals with a pool

Positano Villa

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Ocean & Bay Views - Local Family Owned & Operated

Oceanfront Gem VaB Studio Exceptional Views

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

Chesapeake Bay View 3BR/2BA Duplex*Hot Tub*

🌊Carousel Oceanfront 2 Bedroom Amazing Amenities

Beachfront with a View and Amenities Galore
Private beachfront home rentals

Cove Point Lighthouse Keeper's House- Side B

Unique, luxurious creekside stay in Cape Charles

Beachfront Exclusive Bay front Suite

"The Little Red Cabin" aka The Galley

Waterfront with sweeping bay view & private beach

Coastal Farmhouse Getaway

Country House on the Bay

Waterfront Cottage ❤️ Private Beach, Dock & Kayaks
Luxury beachfront home rentals

Steps to Beach at Chics Beach! Sleeps 12 & Garage!

Sunrise Waterfront Potomac Beach Haus

New Beach Home on the Chesapeake Bay

Red Point Lighthouse

Private Beach Access at The OV Beach House

Waterfront, Private Pier, Sleeps 10, 4 bedrooms

Potomac Waterfront Home and Estate

A "True" Chesapeake Bay Waterfront Experience!
Quick stats about beachfront rentals near Chesapeake Bay
Total rentals
480 properties
Nightly prices starting at
G$6,268 GYD before taxes and fees
Total number of reviews
34K reviews
Family-friendly rentals
370 properties are a good fit for families
Pet-friendly rentals
220 properties allow pets
Rentals with a pool
70 properties have a pool
Destinations to explore
- Waterfront rentals Chesapeake Bay
- Tiny house rentals Chesapeake Bay
- Hotel rentals Chesapeake Bay
- House rentals Chesapeake Bay
- RV rentals Chesapeake Bay
- Rentals with lake access Chesapeake Bay
- Rentals with a home theater Chesapeake Bay
- Beach house rentals Chesapeake Bay
- Resort rentals Chesapeake Bay
- Rentals with outdoor seating Chesapeake Bay
- Rentals with an EV charger Chesapeake Bay
- Loft rentals Chesapeake Bay
- Villa rentals Chesapeake Bay
- Boutique hotel rentals Chesapeake Bay
- Rentals with breakfast Chesapeake Bay
- Farmstay rentals Chesapeake Bay
- Rentals with a kayak Chesapeake Bay
- Pet-friendly rentals Chesapeake Bay
- Rentals with a hot tub Chesapeake Bay
- Apartment rentals Chesapeake Bay
- Rentals with a patio Chesapeake Bay
- Rentals with a fire pit Chesapeake Bay
- Rentals with a washer and dryer Chesapeake Bay
- Condo rentals Chesapeake Bay
- Rentals with an accessible height toilet Chesapeake Bay
- Private suite rentals Chesapeake Bay
- Rentals with beach access Chesapeake Bay
- Rentals with pools Chesapeake Bay
- Rentals with a sauna Chesapeake Bay
- Rentals with a fireplace Chesapeake Bay
- Cabin rentals Chesapeake Bay
- Bungalow rentals Chesapeake Bay
- Guesthouse rentals Chesapeake Bay
- Rentals with an accessible height bed Chesapeake Bay
- Bed and breakfasts Chesapeake Bay
- Family-friendly rentals Chesapeake Bay
- Beach condo rentals Chesapeake Bay
- Cottage rentals Chesapeake Bay
- Fitness-friendly rentals Chesapeake Bay
- Smoking-friendly rentals Chesapeake Bay
- Townhouse rentals Chesapeake Bay
- Beachfront rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Assateague Beach
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Outlook Beach
- Kiptopeke Beach
- Ocean Breeze Waterpark
- Norfolk Botanical Garden
- Piney Point Beach
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- James River Country Club
- Wilkins Beach
- Little Creek Beach
- Wallops Beach
- Sarah Constant Beach Park