
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

Luxe Modern Chesapeake Waterfront Oasis - 5 Star
The Cottage at Silver Water is a serene 5-star retreat for those who value tranquility over spectacle. Nestled along the Chesapeake, it offers front-row seats to mesmerizing sunsets, where golden light shimmers across the water. Inside, Nordic-inspired design pairs with quiet luxury, featuring award-winning mattresses and sumptuous bedding for deeply restorative sleep. Here, time slows, and luxury isn’t just seen—it’s felt. Discover why so many guests long to return by reading our reviews.

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.

Sunset Breezes - quiet waterfront retreat
Enjoy our waterfront home styled after historic bay lighthouses. Relax by the water in a hammock under the tall pines. Gather with family and friends around the fire pit. Take in the beautiful water sights while paddling in a kayak, canoe, or paddleboard. Laugh with family and friends while playing corn hole, croquet, or bocce ball waterside. Photograph abundant wildlife - bald eagles, blue herons, osprey, deer, turkey and numerous waterfowl. Dine on the deck while enjoying beautiful sunsets.

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 :)

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.

Peace Point - Waterfront, Secluded, Home w/hot tub
Take a break and unwind at this peaceful oasis. Very quiet, and secluded waterfront getaway is the perfect spot to relax with nature. House is located approximately 150 feet from the creeks edge providing amazing views. Located on a very quiet and unpopulated creek (no other houses) off the Chesapeake Bay, our home offers a scenic deck with hot tub, waterfront fire pit with seating for up to six people, private floating dock with kayaks to explore the scenic creek.

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.
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

Serenity Suite on Chesapeake Bay

Historic St. Mary's City, MD

A unique place on sue creek

Cozy Waterfront Apartment Chester, MD

Harry’s River View couples relax, historic town
Waterfront house rentals

Dragonfli Bay House on Chincoteague Island

River House on the Choptank

Waterfront FamilyFriendly Home Improved for 2023

Upper Chesapeake Getaway

Spacious Gorgeous Waterfront Home with Sunset View

THE SORA with Disco, Hot Tub & Pool

Kent Island Waterfront Home with Amazing Sunsets

"The Townsend" - Hot Tub!
Waterfront apartment rentals

Condo 2 Bedroom Waterfront Lewes/Rehoboth DE

Oceanfront Family Oasis: Pool, Beach & Parking!

A bit of Paradise

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

Spacious Rental - Winterfest of Lights 11 mi.

Direct Oceanfront with a View and Amenities Galore

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