
Beachfront vacation rentals in Chesapeake Beach
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Chesapeake Beach
Guests agree: these beachfront homes 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.

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.

Historic St. Mary's City, MD
1,000 square foot two-bedroom, one bath waterfront apartment features separate entrance and a screened-in porch overlooking the St. Mary’s River. Property has a large dock and a small private beach. Jellyfish, crabs, and oysters make swimming challenging, although many swim off the dock in the deeper water. No Diving! Dogs are welcome. We just ask that they be on a leash. The apartment is attached to part of the house where we reside, although it is sealed off and nothing is shared.

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

Colonial Beach Retreat • Private Beach Access
Escape to your own private slice of Colonial Beach. This entire 3-bedroom, 2-bath home comfortably sleeps up to 6 and offers rare private beach access just steps away. Enjoy mornings with coffee on the deck, evenings around the firepit, and peaceful sunsets with ducks and swans drifting by. Just a short drive (under 6 miles) to the boardwalk, shops, and dining. Relax, recharge, and stay awhile. Please read the "Other details to note section" prior to booking your stay. Thank 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!

Tiny House Treasure on the Rappahannock River
The Riverbunk is located on the Rappahannock River in Colonial Beach, Virginia. The scenic River is home to Eagles, ospreys and great blue herons. The river offers the perfect kayaking experience and for boaters, a boat launch is within walking distance. Fishing, hunting, hiking and sightseeing are popular in this area. We are 420-friendly where smoking is allowed outside. The rural area is perfect for quiet downtime and fun activities.

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.

Beach Home | King Bds | Firepit | Backyard Dining
Welcome to A Haven Away! Our home has 4 bedrooms (2 king beds + 2 queen beds). 2 mins to the beach, restaurants, and wetlands. We have a private, landscaped backyard perfect for dining and lounging. We provide beach passes, beach gear, games, a Pack & Play, and tips for jet ski rentals and day trips. The shed has a huge Smart TV. Fully-equipped kitchen. Single-story living with 2 bedrooms, accessible shower on the ground floor.

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

Nice Guest Suite at Chesapeake Bay
Take it easy at this unique and tranquil getaway. Come and relax in our modern & comfortable guest suite to enjoy a small-town quiet setting with amazing Chesapeake Bay views. A short drive from Washington DC (45 min), Annapolis (30 Min), or Baltimore (1 hr). Groceries, boardwalks, restaurants are all within walking distance. Enjoy cable TV, high-speed Internet, and strong wifi through Xfinity.
Popular amenities for Chesapeake Beach beachfront rentals
Pet-friendly beachfront home rentals

Hickory House on the Chesapeake Bay!

Private point on the Bay🌤hammock, hot tub, kayaks❤️

The Crab House - a Private, Waterfront Guest House

Potomac Waterfront Home and Estate

Ft. Smallwood Overlook. Waterfront with Kayaks!

Charming Waterfront Home with Expansive Views

The River House, a Wicomico Beach Retreat

Perfect spot for a Vacay!
Beachfront home rentals with a pool

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

Chesapeake Bay View 3BR/2BA Duplex*HOT TUB*

Waterfront home-225' pier kayak firepit pool beach

Private Waterfront Cottage with Pool and Poolhouse

Beach Please! River cottage w/private beach & dock

Bell House

Waterfront Suite w Scenic Annapolis Views

Chester Riverfront At Kent Narrows
Private beachfront home rentals

Beautiful waterfront apartment in Broomes Island

Chesapeake Houseboat Getaway

Wonderful Cottage Nestled On Chesapeake Bay

The Haven at King Copsico Comfortable, Clean, Cozy

The River House: A private waterfront oasis…

Charming Waterfront Cottage on Historic Property

Waterfront Paradise with own Beach, Kayak, & Grill

Summer Breeze waterfront new home-Private Beach
Destinations to explore
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- Walter E Washington Convention Center
- Georgetown University
- National Mall
- M&T Bank Stadium
- Nationals Park
- The White House
- District Wharf
- Capital One Arena
- National Museum of Natural History
- Baltimore Convention Center
- Oriole Park at Camden Yards
- Hampden
- National Museum of African American History and Culture
- Howard University
- Arlington National Cemetery
- Sandy Point State Park
- Georgetown Waterfront Park
- Washington Monument
- Patterson Park
- National Harbor
- Great Falls Park
- Smithsonian American Art Museum
- The Pentagon
- Six Flags America




