
Beachfront holiday rentals in White Crystal Beach
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Top-rated beachfront rentals in White Crystal Beach
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Long Beach Wellness Retreat Hot tub/Sauna/Plunge
Long Beach Wellness Retreat | A Romantic Chesapeake Bay Escape 🌊Waterfront w/ beach 🛶Kayaks- paddleboard ☕️Espresso machine 🌹Romantic 🧖♀️Sauna,hot tub and cold plunge Welcome to Long Beach Wellness Retreat, our cozy coastal cottage designed for couples seeking a peaceful place to unwind, reconnect, and reset. Nestled along a sandy stretch of the upper Chesapeake Bay, this newly renovated waterfront retreat blends wellness, relaxation, and coastal charm into one unforgettable getaway.
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Best kept secret beach-condo on the Chesapeake Bay
Beach. Pool. Sunrise and Sunset. Condo with fantastic view of calm water Betterton Beach. Beach less than 100 steps from front door, with public boat ramp, pier, & bath house. Historic Chestertown (culinary hub w/cute shops) is 15 minutes away. Thoughtfully equipped condo is a great place for families or couples to relax and unwind. Kitchen outfitted for those who like to cook. Public slips (permit required) & pier where you can fish & crab. Beach gear provided. Playground close by.
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Ft. Smallwood Overlook. Waterfront with Kayaks!
Delightful cottage at the confluence of Rock Creek, Patapsco River (Baltimore Inner Harbor) and the Chesapeake Bay. Adjoins Ft. Smallwood Park with its private coves and beaches. Secluded setting features water on 3 sides with beautiful relaxing views. Teeming with wildlife: ducks, geese, egrets, osprey, eagles, deer, foxes and other. Convenient to Annapolis, BWI Airport, Baltimore & Washington, D.C. Walk to the park. Cast a line, catch what you may! Total renovation 2018-2019.
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Flohom 14 | Chesapeake Bay • Pool & Beach Access
FLOHOM 14 | Soteria is a coastal-designed luxury houseboat for two on the Chesapeake Bay at Patapsco Marina in Pasadena, MD. Queen Helix Luxe bed with Parachute linens, sunlit living area, fully equipped kitchen, and Starlink WiFi with a dedicated workspace. Rooftop fire pit, dining table, sectional, and panoramic bay views. Marina includes seasonal pool, beach access, grills, and fishing charter access. Baltimore and Annapolis are a short drive. The quiet you didn't know you needed. ✨
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Country House on the Bay
My home (owner occupied/shared) sports a spectacular view of the Chesapeake Bay with access to the beach. The home is spacious with a family, dining, breakfast and living room. Significant kitchen space is available with all of the cookware and place settings you would need for a meal. The master bath is handicapped accessible. My deck can be used for cookouts and relaxation. Hosting a gathering - lets talk- my home is perfect for celebrations. Close to Annapolis & Naval Academy.
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Waterfront 5 Bedroom Near BWI/Annapolis/Baltimore
Welcome to your private waterfront escape—a 5-bedroom, 2.5-bath oasis nestled on the serene shores of Stoney Creek. Located just 20 minutes from BWI Airport, downtown Annapolis (US Naval Academy), and Baltimore, this stunning home offers the perfect blend of comfort, convenience, and coastal charm. Weather you are preparing for your wedding, planning a family getaway, a friends’ weekend, or a peaceful retreat, you’ll find the space, amenities, and setting here to make it unforgettable.
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Red Point Lighthouse
Recently updated unique lighthouse replica on the northern tip of the Chesapeake Bay. 4 bedrooms & 2 sleeping nooks, the house can sleep up to 14 in 6 beds (3 kings, 1 queen, 2 doubles) and one queen sofa bed. 4 bathrooms - 2 ensuite. Two living rooms, fully equipped kitchen, family style dining area. Wrap around decks on multiple floors. Firepit, Adirondack seating, lawn games for enjoying 1.5 acres with water views. Community sandy beach across the street for strolling & relaxing.
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Waterfront Wellness - *With Pool and Hot Tub!*
Welcome To Paradise! 🌊 Private Beach | 🏊 Heated Pool | 🔥 Sauna | 💦 Hot Tub| 🌅 Sunset Views This Chesapeake Bay retreat features a private beach, heated pool, sauna, hot tub, and guest house in a peaceful waterfront neighborhood. Enjoy coffee on the deck, afternoons swimming or kayaking, and evenings watching sailboats pass as the sun sets over the bay. Just minutes from historic downtown Chestertown, shops, restaurants, and marinas for the perfect Eastern Shore getaway.
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Goose Haven, new waterfront house on Fairlee Creek
Goose Haven is nestled on 2 wooded acres on freshwater, Fairlee Creek - about 1.5 hours from Baltimore, Philadelphia, and Washington D.C. It is a very secluded, brand new, 4 BR, 3 BA, waterfront house with direct water access, a dock, and plenty of room to enjoy the outdoors. There is also a public boat ramp/launch right down the road. If you don’t have a boat, don’t worry, we have a kayak & canoe for you to use. Chestertown and Rock Hall are only 20 minutes away.
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3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
At 3 minutes walk to the beach, this Bayfront condo perched on a bluff in beautiful Betterton is a gem the whole year through. Two level loft condo with three bedrooms (2 BR downstairs, 1 BR upstairs) as well as an ADDITIONAL sleeping loft with two single beds. Two big decks supply scenery for outdoor meals and gatherings. Come for a stay, your cares melt away. The word “peaceful” does not quite do it justice. See for yourself how calm and relaxing life can be.
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Top of the Chesapeake - Private Waterfront Home
Our house is nestled between the shore of the NE River and the creek and marsh directly behind. The home is warm, unassuming and inviting; you'll feel right at home. Perfect for familes or groups, or a romantic weekend. Bird watchers will love the bald eagles, ospreys, kingfishers, mallards and cormorants, to name a few. The upstairs living room is a perfect place for the kids while the adults enjoy the lower area. You find our place warm, cozy and quiet.
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Beachfront Sunsets on the Water at Oakwood Beach
You’ll instantly relax when you arrive at this private beachfront home on the beautiful Delaware River (2020 River of the year!). This hidden gem is off the beaten path, making it perfect for you to escape the hustle and bustle of your busy day-to-day. You’ll love the amazing sunsets and water fun — walk out the back door directly onto the large deck and sandy beach. Message us for information about the local wineries and distilleries or for kayaking!
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Popular amenities for beachfront rentals in White Crystal Beach
Pet-friendly beachfront home rentals

The Cooper House in Charlestown, MD
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Boho River Cottage
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Bring A Boat! Waterfront home-w/basement apt+dock!
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Pearl of the Magothy - Private Room 3*
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Beachfront home rentals with a pool

Chestertown Watson Family Farm
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3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
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Waterfront Wellness - *With Pool and Hot Tub!*
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Flohom 14 | Chesapeake Bay • Pool & Beach Access
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Best kept secret beach-condo on the Chesapeake Bay
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Chesapeake Bay Estate; 2 Houses, Beach&Heated Pool
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Private beachfront home rentals

Charming Waterfront Cottage on Historic Property
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Luxe Private Beachfront Retreat on Delaware River!
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Adorable 1 BR guest house with water views, deck
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Bay View Cottage: Perfect for long or short stays
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Eastern Shore beachfront cottage, sunset views!
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2 Bedroom on the Water Close to Baltimore and DC
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Vintage Waterfront Cottage with Stunning Sunsets
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Peaceful Waterfront Oasis
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Destinations to explore
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- M&T Bank Stadium
- Longwood Gardens
- Baltimore Convention Center
- Johns Hopkins University
- Oriole Park at Camden Yards
- Federal Hill Park
- Dutch Wonderland
- CFG Bank Arena
- Betterton Beach
- University of Delaware
- Amish Village
- Dover Motor Speedway
- Marsh Creek State Park
- Patterson Park
- National Aquarium
- Sight & Sound Theatres
- Arundel Mills
- Harbor East
- Ridley Creek State Park
- Shady Maple Smorgasbord
- Elk Neck State Park
- United States Naval Academy
- Baltimore Museum of Art
- Downtown Annapolis Partnership





