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Beachfront holiday rental in Maryland

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Top-rated beachfront accommodation in Maryland

Guests agree: These beachfront homes are highly rated for location, cleanliness and more.

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Guest favourite
A serene waterfront scene is captured at dusk, featuring a dock illuminated by soft lighting. A swing sits beneath a large tree, providing a peaceful spot to relax while overlooking the calm water.
Home in Grasonville

Private Waterfront Home W/ Hot Tub, Dock & Kayaks

Soak in the waterfront hot tub or sit around the waterfront fire pit in this one story completely renovated house w/ 3 bedrooms and 2 full bath. One master bedroom with private bathroom and one bathroom for the rest of the house. Tv in each room and expansive views of the Chester River. There are tons of outdoor activities to do from fishing, kayaking, paddle boarding and biking. This is a gorgeous piece of property on Maryland’s eastern shore. Great crab houses and restaurants minutes away.

ViewWalkabilityCheckout

4.95 out of 5 average rating, 310 reviews
Top Guest favourite
Four black Adirondack chairs are arranged on a lush green lawn, facing the calm waters of Chesapeake Bay. Gentle waves reflect the bright blue sky, offering a serene view. Small bushes line the edge of the property, providing a natural border.
Home in Lusby

Waterfront with sweeping bay view & private beach

Year-round private beach oasis on Chesapeake Bay! Perfect Fall & Winter Escape. An hour from DC beltway & world away. Recharge & relax to the sound of waves & sailboats. Spacious & fully renovated, with modern features, ample outdoor terraces. Enjoy long walks, nature spotting (bald eagles, rays, dolphins), shark tooth collecting. Kayaks provided! Short drive to Solomons Island, and local amenities: restaurants, bars, store, national parks & vineyards. No parties or events. Only relaxing.

BeachWalkabilityAmenities

4.97 out of 5 average rating, 113 reviews
Top Guest favourite
A wooden dock extends into calm waters, showcasing a boat moored at the end. The serene surface reflects the pastel colors of the sky during dusk. Wooden posts line the edges of the dock, enhancing the tranquil setting.
Home in Newburg

The River House, a Wicomico Beach Retreat

Located right on the water of the Wicomico River with a private sandy beach, The River House will become your favorite retreat! This 5 bdrm, 3 bath fully stocked home has all the convenience of modern construction (including wifi) but maintains the vintage charm of the original property. The acre+ plot is very private with spectacular forest & water views. Fun can be found in every direction and for all ages! It has two bottom floor bed/bath combos, plus a fabulous sleeping loft for the kids!

BeachWalkabilityIndoor spaces

4.91 out of 5 average rating, 128 reviews
Top Guest favourite
The front porch of the cottage features two white rocking chairs positioned on a gray deck. A small table sits between them, and a potted flower adds a touch of color. An American flag is displayed, and large windows provide views of the surroundings.
Home in North Beach

Charming Historic 2 Bedrooms on the Chesapeake Bay

Come visit North Beach, Maryland! Enjoy year-round activities, crab houses, and great restaurants. Our quaint 100-year-old cottage sits directly on the Chesapeake Bay. Relax on the front porch and watch the sunrise. Take a short walk to the charming shops and eateries. The comfortable cottage has everything you need for a getaway. Just a stone’s throw away from the half-mile-long boardwalk and bike trails. Stroll to the Saturday morning Farmer’s Market, First Fridays, and movies on the beach!

WalkabilityViewParking

4.9 out of 5 average rating, 112 reviews
Top Guest favourite
Cottage in Leonardtown

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.

WalkabilityViewLocation

4.96 out of 5 average rating, 274 reviews
Top Guest favourite
A sunset view is revealed over the Chesapeake Bay, with warm colors reflecting on the water. Wooden deck furniture is positioned to enjoy the scenery, framed by tall trees along the shoreline. Gentle waves are visible in the foreground, enhancing the serene atmosphere.
Home in Lusby

Waterfront Home on the Chesapeake Bay-Pvt Beach

A commanding view of the Chesapeake Bay. Enjoy walking the beach to Calvert Cliffs, bike to parks, art and cultural events. Enjoy the private beach with plenty of fine sand and gentle waves, great for teaching little one's water skills, playing with your canine companion or fishing/crabbing off the beach. You’ll love this waterfront hideaway because of the location, views, and the ambiance. My place is suburb for couples, solo adventurers, business travelers, families, and canine friends.

BeachViewBarbecue

4.95 out of 5 average rating, 186 reviews
Top Guest favourite
A charming cottage is nestled among lush trees, featuring a spacious yard of green grass. Ample sunlight filters through the leaves, casting playful shadows. The exterior showcases a combination of windows and porch areas, offering a welcoming appearance in a serene environment.
Cottage in Pasadena

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.

BeachWalkabilityLayout

4.96 out of 5 average rating, 195 reviews
Top Guest favourite
The lighthouse replica is shown from an elevated angle, surrounded by trees and located beside the water. A wrap-around deck is visible, along with the charming architectural details of the structure and the contrasting red roof.
Home in North East

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.

ViewWalkabilityAir conditioning

4.96 out of 5 average rating, 137 reviews
Top Guest favourite
An aerial view captures a sprawling, waterfront property surrounded by lush greenery. The modern home sits prominently on a well-manicured lawn, leading to a serene bay. The driveway winds through tall trees, with clear blue water visible in the background.
Home in Cambridge

Osprey's Retreat Waterfront w/ private beach/dock

Enjoy a weekend escape or extended vacation for up to 6 guests at this freshly renovated gem located on LeCompte Bay . Beautiful waterfront property with a private sandy beach, located just 5 minutes outside of town with plenty of outside activities including a dock and fire pit. Super clean & comfortable, modern home & furnishings featuring a first floor premier, well appointed kitchen. This home is provided with everything you need for a fun, relaxing get-a-way on the Bay.

WalkabilityBeachRiver

4.97 out of 5 average rating, 115 reviews
Top Guest favourite
A panoramic view showcases a cozy two-story house set against a serene waterfront backdrop. Colorful autumn foliage lines the shore, reflecting vibrant hues in the calm water. A grassy area with a small beach adds to the inviting outdoor space, perfect for relaxation.
Home in Perryville

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.

BeachWalkabilityHiking

4.92 out of 5 average rating, 248 reviews
Top Guest favourite
A charming single-story house is framed by vibrant pink flowering trees. The facade features yellow siding, blue shutters, and a turquoise front door. A white picket fence encloses the front yard, which is well-maintained with green grass and landscaping.
Home in North Beach

Huge 4 BR Beach House | Fire Pit | Fenced Yard

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.

BeachWalkabilityBathroom

4.97 out of 5 average rating, 195 reviews
Top Guest favourite
A wooden pier stretches into the water, flanked by lush greenery. A rainbow arcs above the serene landscape, with gentle waves lapping at the edge of the sandy shore. Trees and homes line the distant banks, completing the tranquil waterfront scene.
Place to stay in Glen Burnie

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

ViewWalkabilityCondition

4.94 out of 5 average rating, 408 reviews

Popular amenities for Maryland beachfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly beachfront home rentals

Top Guest favourite
A spacious living area features two comfortable sofas, one draped with a soft blanket. Natural light streams through large windows, highlighting the wooden flooring. A small wooden table is visible in the background, and a decorative piece hangs above the mantel.
Home in Tracys Landing

The Little Gypsy BoHome

ViewBeachLocation

4.99 out of 5 average rating, 251 reviews
Top Guest favourite
The image captures a serene waterfront scene, showcasing a long wooden dock extending into the calm river. Lush greenery lines the riverbank, while a clear blue sky with scattered clouds provides a picturesque backdrop. The tranquil water reflects the surrounding landscape.
Apartment in Lexington Park

Historic St. Mary's City, MD

BeachViewParks

4.97 out of 5 average rating, 623 reviews
Top Guest favourite
The charming beach house features a white picket fence and a welcoming front porch. A large anchor motif is displayed prominently above the door. Surrounding greenery provides a natural backdrop, enhancing the cozy exterior aesthetics in a tranquil setting.
Cottage in Lusby

Gettin to the point. ( Cove Point Beach)

ViewBeachIndoor spaces

4.98 out of 5 average rating, 301 reviews
Top Guest favourite
A stone pathway leads to a two-story house with white siding and turquoise accents. A fenced yard features a well-maintained lawn. The entrance is adorned with a porch that includes two chairs, providing a welcoming space for relaxation. Overhead, the sky presents a mix of clouds.
Home in Solomons

Perfect spot for a Vacay!

ViewWalkabilityAccuracy

4.9 out of 5 average rating, 163 reviews
Guest favourite
Condo in Ocean City

One Bedroom Beachfront Apartment Mid-Town

BeachViewTV

4.89 out of 5 average rating, 132 reviews
Top Guest favourite
A wooden dock extends over calm waters, reflecting clouds and trees. A green kayak is positioned on the sandy shore, while a small boat is moored at the dock, surrounded by serene views of the shoreline and distant trees.
Home in Cambridge

Jewell on the Chesapeake

BeachWalkabilityAmenities

4.91 out of 5 average rating, 190 reviews
Guest favourite
The exterior of the multi-story townhouse is presented along a serene waterway. Balconies are visible on the front, while a clear blue sky reflects onto the calm waters. Boat docks are positioned nearby, enhancing the waterfront atmosphere.
Townhouse in Ocean City

IslandCoveParadise:LuxNewlyBuilt-Brdwk pool/2CarGg

WalkabilityViewParking

4.91 out of 5 average rating, 211 reviews
Guest favourite
Condo in Ocean City

Great Fall Dates*Sleeps 8*Deck*Pets welcome*Arcade

WalkabilityBeachBathroom

4.89 out of 5 average rating, 118 reviews

Beachfront home rentals with a pool

Top Guest favourite
The outdoor area features a circular pool surrounded by colorful lounge chairs in yellow, blue, and white. Umbrellas in red and blue provide shade over a dining table with red chairs. Towering trees frame the view of the expansive waterfront beyond.
Home in Kent Narrows

Chester Riverfront At Kent Narrows

ViewWalkabilityAmenities

5.0 out of 5 average rating, 326 reviews
Guest favourite
A modern kitchen is complemented by a spacious dining area and cozy living room with ocean views. White cabinetry and stainless steel appliances enhance the kitchen, while large windows allow natural light to fill the space, highlighting the wood-paneled ceiling.
Condo in Ocean City

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool

WalkabilityViewGetting around

4.95 out of 5 average rating, 187 reviews
Guest favourite
The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.
Condo in Ocean City

Direct Oceanfront with a View and Amenities Galore

BeachViewAmenities

4.94 out of 5 average rating, 336 reviews
Top Guest favourite
The living area features comfortable electric reclining sofas facing a coffee table. Large windows provide views of the ocean, while a dining area and modern kitchen are visible in the background, creating a spacious and inviting atmosphere.
Condo in Ocean City

2BRCapri: Indoor Pool, Game Room, Massage Chair

ViewBeachAir conditioning

4.99 out of 5 average rating, 143 reviews
Guest favourite
A serene ocean view is presented from a private balcony, featuring two teal chairs. The sandy beach stretches into the distance, with gentle waves lapping at the shore. A clear sky completes the tranquil coastal scene, creating a peaceful atmosphere.
Condo in Ocean City

Oceanfront Paradise | Pool | Hot Tub | Beach

ViewWalkabilityHospitality

4.92 out of 5 average rating, 290 reviews
Top Guest favourite
An open kitchen-living area features modern black cabinetry and stainless steel appliances. A dining table is positioned near a large window, offering views of the ocean. Soft furnishings create a relaxed atmosphere, while natural light floods the space through the glass slider leading to the balcony.
Condo in Ocean City

Nice 2 BR Oceanfront, Year Round Fun & Amenities!

WalkabilityBeachSleep quality

4.91 out of 5 average rating, 328 reviews
Superhost
An open-concept living and dining area features a wooden dining table set for six, complemented by modern chairs. A comfortable seating arrangement with light-colored couches is situated near large windows, offering views of the surrounding area. A mounted TV and decorative elements enhance the space.
Condo in Ocean City

OCEAN FRONT Gem w/Pools, Movie Theater, Gameroom

BeachViewOutdoor spaces

4.93 out of 5 average rating, 138 reviews
Top Guest favourite
A spacious balcony offers unobstructed ocean views, featuring two comfortable wooden chairs and a small circular table. The bright blue waters and clear sky create a serene backdrop, enhancing the feeling of open outdoor space.
Condo in Ocean City

Beautiful 2BR 2BA oceanfront condo at the Atlantis

WalkabilityViewQuiet

4.98 out of 5 average rating, 111 reviews

Private beachfront home rentals

Top Guest favourite
A single-story house is shown with blue siding and white trim, featuring a prominent brick chimney and a welcoming pink door. Large windows provide ample natural light. A grassy area surrounds the home, with trees adding greenery in the background.
Home in Piney Point

Living on Island Time

BeachViewLong stay

5.0 out of 5 average rating, 168 reviews
Top Guest favourite
A wooden pier extends over calm water, leading to a two-story home with large windows and a welcoming deck. Brightly colored chairs sit in the yard, alongside a grassy area and trees. Two kayaks are visible on the pier, ready for use.
Home in Lexington Park

Private beach retreat in historic St. Mary's City

ViewBeachCheckout

4.96 out of 5 average rating, 189 reviews
Guest favourite
A tranquil view of the Chesapeake Bay is captured, showcasing a grassy expanse leading to the water. Two stone boundary walls are visible, framing the lush landscape. A solitary beach umbrella and chair rest on the shore, inviting relaxation by the calm water.
Home in Cape St. Claire

Country House on the Bay

WalkabilityBeachCheckout

4.9 out of 5 average rating, 228 reviews
Top Guest favourite
A sandy beachfront scene features a log cabin surrounded by lush greenery. A well-maintained lawn leads to a gently sloping beach, where the calm waters meet the shore. Multiple seating areas, including lounge chairs, are visible along the edge of the water.
Cabin in Lusby

Bayfront Walk-Out Beach Home | Sunrise & Fire Pit

ViewBeachSleep quality

4.99 out of 5 average rating, 113 reviews
Top Guest favourite
Cottage in North Beach

Waterfront Cottage Near Herrington and North Beach

ViewWalkabilityAir conditioning

4.97 out of 5 average rating, 381 reviews
Guest favourite
The image features the historic Cove Point Lighthouse, a tall white structure beside a spacious two-story keeper's house with a red roof. A small building is visible nearby. The well-maintained lawn and pathways lead towards the water's edge under a clear blue sky.
Lighthouse in Lusby

Cove Point Lighthouse Keeper's House- Side A

BeachWalkabilityPool

4.9 out of 5 average rating, 119 reviews
Top Guest favourite
The exterior of the house showcases multiple large windows that invite natural light, with a spacious porch area featuring white outdoor chairs. Colorful flower planters enhance the surroundings, providing a serene setting among greenery.
Home in St. Leonard

Cozy Cottage on the Chesapeake Bay

WalkabilityViewCheckout

4.92 out of 5 average rating, 199 reviews
Top Guest favourite
A vibrant neon sign reading 'Sea Glass Sunrise' is framed by lush green foliage, set against a backdrop of a serene beach at dawn. The soft pastel colors of the sky create a peaceful atmosphere, enhancing the welcoming ambiance of the space.
Condo in Ocean City

Gorgeous Beachfront! King Bed, Direct Ocean View!

BeachWalkabilityTV

4.99 out of 5 average rating, 149 reviews

Destinations to explore