
Waterfront holiday rentals in Delmarva Peninsula
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Delmarva Peninsula
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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

Cass-N-Reel Luxury Houseboat
Kent Narrows Rentals Welcomes you aboard Cass-N-Reel! A 432sqft luxury getaway in the Kent Narrows. With 1 bedroom, 1 bathroom, and a gorgeous covered rear facing deck; this is the ultimate couples retreat! 9 waterfront/waterview bars/restaurants within walking distance! Get a taste of what the eastern shore has to offer. Minutes from the Chesapeake Bay Bridge and a short drive to Annapolis, D.C., St. Michaels, and Ocean City. Come stay and live like a local! NO Fishing/Crabbing on property

Pretty Byrd Cottage, a Victorian Bayfront Getaway!
Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!

Private romantic pet friendly waterfront cottage
On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

Water's Edge Cottage | Luxury Retreat
We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”). And be sure to visit our sister property, White Point Cottage!

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Wander Cape Charles
A sanctuary, an oasis, a one of a kind experience communing with nature while lounging in civilized splendor—all are apt descriptions of this New York architect designed beach house on the shores of the Chesapeake Bay. Guests enjoy stunning waterfront views from a finished floor height of 36 feet. The Eastern Shore of Virginia is famous for its flat tidewaters, but this property is perched amongst unusual relic Sandhills, complete with pines, gum trees and vast sea and sunset vistas.

La Casita on Harris Creek, St. Michaels
Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

Ultimate Cabin Farm Stay Cape Charles
Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Hutch's Bluff - Waterfront near Williamsburg
Charming riverfront A-Frame home on 2 acres overlooking the Chickahominy River. Completely updated interior, including all furnishings and appliances. Wake in a King bed loft space with a majestic view of the river, or choose one of the two Queen bedrooms below. First floor all tile bathroom with a walk in shower. Stainless appliances and granite countertops. Bring your fishing gear, relax at the end of the pier, or enjoy the views from the large deck and fire pit.

Waterfront-View of Bay from your Bed- Steamy Sauna
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.

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.
Popular amenities for waterfront rentals in Delmarva Peninsula
Waterfront apartment rentals

The Fish House

Waterfront | Sunsets | 2Br | Peaceful | Firepit

Stunning Sunsets on Breton Bay, Seaside apartment

Historic St. Mary's City, MD

Serenity Suite on Chesapeake Bay

Anne’s River View, couples, Historic Occoquan,hike

A place unique on sue creek

Cozy Waterfront Apartment Chester, MD
Waterfront house rentals

Dragonfli Bay House on Chincoteague Island

Waterfront, Dog-friendly, Hot Tub, Peleton

Upper Chesapeake Getaway

Sunset Breezes - quiet waterfront retreat

The Little House on Back Creek

Spacious Gorgeous Waterfront Home with Sunset View

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.

Kent Island Waterfront Home with Amazing Sunsets
Waterfront apartment rentals

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck

Direct Oceanfront close to Northside Park!

The Hideaway By The Bay OCMD

Spacious Rental - Winterfest of Lights 11 mi.

Direct Oceanfront with a View and Amenities Galore

Luxury Oceanfront Escape!

Caramar Couples Retreat
Destinations to explore
- Rentals with outdoor seating Delmarva Peninsula
- Flat rentals Delmarva Peninsula
- Private suite rentals Delmarva Peninsula
- Rentals with a washing machine and dryer Delmarva Peninsula
- Townhouse rentals Delmarva Peninsula
- Tiny house rentals Delmarva Peninsula
- Loft rentals Delmarva Peninsula
- Serviced apartment rentals Delmarva Peninsula
- Apartment rentals Delmarva Peninsula
- Rentals with a cinema Delmarva Peninsula
- House rentals Delmarva Peninsula
- Ski-in/ski-out rentals Delmarva Peninsula
- Cottage rentals Delmarva Peninsula
- Pet-friendly rentals Delmarva Peninsula
- Villa rentals Delmarva Peninsula
- Rentals with a sauna Delmarva Peninsula
- Rentals with an accessible-height bed Delmarva Peninsula
- Beachfront rentals Delmarva Peninsula
- Rentals with breakfast Delmarva Peninsula
- Cabin rentals Delmarva Peninsula
- Farm stay rentals Delmarva Peninsula
- Boutique hotel rentals Delmarva Peninsula
- Rentals with an EV charger Delmarva Peninsula
- Rentals with beach access Delmarva Peninsula
- Bungalow rentals Delmarva Peninsula
- Rentals with lake access Delmarva Peninsula
- Rentals with a firepit Delmarva Peninsula
- Rentals with an accessible-height toilet Delmarva Peninsula
- Family-friendly rentals Delmarva Peninsula
- Hotel rentals Delmarva Peninsula
- Rentals with a hot tub Delmarva Peninsula
- Fitness-friendly rentals Delmarva Peninsula
- Rentals with a fireplace Delmarva Peninsula
- Guest house rentals Delmarva Peninsula
- Rentals with a patio Delmarva Peninsula
- Bed and breakfasts Delmarva Peninsula
- Rentals with pools Delmarva Peninsula
- Smoking-friendly rentals Delmarva Peninsula
- Rentals with a kayak Delmarva Peninsula
- Resort rentals Delmarva Peninsula
- Waterfront rentals United States