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Resort holiday rentals in Maryland

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Top-rated resort stays in Maryland

Guests agree: These resort stays are highly rated for location, cleanliness and more.

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An aerial view captures the resort's waterfront location, featuring a pristine pool surrounded by lounge chairs. The marina is visible, lined with boats docked along wooden piers, while the resort building presents a modern architectural design.
Resort in St. Michaels
4.85 out of 5 average rating, 27 reviews

St. Michaels Harbour Inn - Waterfront King Room

Indulge in history by staying at St. Michaels Harbour Inn- a full-service resort in downtown St. Michaels, MD. Amenities include a restaurant & bar, day spa, car service, bicycles & unbeatable views. Our Waterfront Spa Tub Rooms provide comfort & relaxation amidst the historic backdrop of the St. Michaels harbor featuring a king bed, jacuzzi tub & floor-to-ceiling windows overlooking the harbor. *Please note that occupancy tax (4%) will be collected in addition to your nightly rate.

LocationValueCondition

Guest favourite
A vibrant sunset paints the sky in shades of pink, orange, and purple, with the sun descending towards the horizon over the bay. Silhouettes of nearby buildings and trees frame the scene, enhancing the serene waterfront view.
Resort in Ocean City
4.94 out of 5 average rating, 51 reviews

Amazing Bayside Views @Sunset309

Incredible Bayside sunset views in this 4 person, 1 bedroom, 1 bath beautifully decorated unit at the Coconut Malorie! NEWLY REMODELED FOR 2023! This fun and well-appointed condo features: - Private bedroom with queen bed, newly remodeled large kitchenette with everything you need to serve family and friends, 65-inch smart TV's, beach chairs, beach umbrella, large tile bathroom with shower and jetted spa tub, rainfall shower head, hair dryer, and large vanity mirror and outdoor pool!

LocationFamilyLong stay

Guest favourite
A sunny outdoor space features several Adirondack chairs arranged on a grassy area by the water's edge. The calm Choptank River is visible in the background, with sunlight reflecting off the surface. A clear blue sky with wispy clouds completes the tranquil scene.
Resort in Trappe
4.95 out of 5 average rating, 19 reviews

The Bounty

Located on the mighty Choptank River, The Bounty features a comfortable Queen Size bed with a water view, wi-fi and a private bathroom with a shower. We also offer a beachfront setting, kayaks, breakfast, a pool that is open seasonally, and plenty of space to relax. There are plenty of attractions, events, crabbing, fishing, golfing, and food and music festivals going on all year. We are happy to recommend things to do or see while you are here.

LocationFamilyAccess

The exterior of the Wyndham resort building is depicted, showcasing a multi-story structure with a modern design. The facade features a combination of brick and stucco materials, with multiple balconies visible. Surrounding trees and sidewalks create a welcoming environment.
Resort in National Harbor
4.75 out of 5 average rating, 4 reviews

Club Wyndham National Harbor Three-Bedroom Deluxe

Welcome to Club Wyndham National Harbor - located along the banks of the Potomac and just minutes from Washington, D.C. This resort offers a three-bedroom resort suite that features a full kitchen and separate living/dining areas. Select suites include a whirlpool tub and private balcony. Enjoy the amenities, including the indoor/outdoor pools, children's pool, hot tub, fitness center, game room and laundry facilities onsite.

FamilyWalkabilityCleanliness

Guest favourite
The image showcases a resort pool area surrounded by a contemporary building. Lounge chairs line the poolside, and a shaded pergola structure provides space for relaxation. Large windows reflect the sunlight, enhancing the inviting atmosphere of the outdoor space.
Resort in National Harbor
5.0 out of 5 average rating, 9 reviews

Wyndham National Harbor | 3BR/2BA King Bed Suite

Along the banks of the Potomac is the innovative National Harbor, a perfect springboard to experience the best of U.S. capital. This resort puts you right at the center of Maryland’s thriving waterfront district. Wyndham National Harbor | 3BR/2BA King Bed Suite • Size: 1296 - 1296 • Kitchen: Full • Baths: 2 • Accommodates: 10 Guests • Beds: Double Bed - 2 King Bed - 2 Queen Sleeper Sofa - 1

LocationValueParking

Superhost
A multi-story building is shown with a modern facade, featuring numerous windows and balconies. An outdoor pool area is visible in the foreground, surrounded by lounge chairs and umbrellas. The surrounding walkway is lined with trees, enhancing the resort's aesthetic.
Resort in National Harbor
4.86 out of 5 average rating, 50 reviews

Wyndham National Harbor | 2BR/2BA King Bed Suite

Along the banks of the Potomac is the innovative National Harbor, a perfect springboard to experience the best of U.S. capital. This resort puts you right at the center of Maryland’s thriving waterfront district. Wyndham National Harbor | 2BR/2BA King Bed Suite • Size: 1052 - 1108 • Kitchen: Full • Baths: 2 • Accommodates: 8 Guests • Beds: Double Bed - 2 King Bed - 1 Queen Sleeper Sofa - 1

LocationValueSleep quality

Guest favourite
The exterior of the resort showcases a modern multi-story building with a blend of brick and light-colored façades. An outdoor pool area is visible, featuring lounge chairs and shaded cabanas. Landscaping elements include trees and decorative pathways, creating an inviting atmosphere.
Resort in National Harbor
4.82 out of 5 average rating, 33 reviews

Wyndham National Harbor | 2BR/2BA King Bed Suite

Along the banks of the Potomac is the innovative National Harbor, a perfect springboard to experience the best of U.S. capital. This resort puts you right at the center of Maryland’s thriving waterfront district. Wyndham National Harbor | 2BR/2BA King Bed Suite • Size: 1052 - 1108 • Kitchen: Full • Baths: 2 • Accommodates: 8 Guests • Beds: Double Bed - 2 King Bed - 1 Queen Sleeper Sofa - 1

LocationFamilyIndoor spaces

Superhost
The expansive resort complex features multiple stories with a modern architectural design. An outdoor pool is situated in the foreground, surrounded by lounge chairs and shaded cabanas. Landscaped gardens enhance the welcoming appearance, while the bright sky adds a vibrant backdrop.
Resort in National Harbor
4.83 out of 5 average rating, 30 reviews

Wyndham National Harbor | 2BR/2BA King Bed Suite

Along the banks of the Potomac is the innovative National Harbor, a perfect springboard to experience the best of U.S. capital. This resort puts you right at the center of Maryland’s thriving waterfront district. Wyndham National Harbor | 2BR/2BA King Bed Suite • Size: 1052 - 1108 • Kitchen: Full • Baths: 2 • Accommodates: 8 Guests • Beds: Double Bed - 2 King Bed - 1 Queen Sleeper Sofa - 1

LocationFamilyParking

Superhost
A modern resort building rises against a clear blue sky, featuring multiple floors with balconies. An outdoor pool is visible in the center courtyard, surrounded by lounge chairs and shaded seating areas. The landscaped grounds include pathways and decorative elements, enhancing the communal atmosphere.
Resort in National Harbor
4.8 out of 5 average rating, 10 reviews

Wyndham National Harbor | 2BR/2BA King Bed Suite

Along the banks of the Potomac is the innovative National Harbor, a perfect springboard to experience the best of U.S. capital. This resort puts you right at the center of Maryland’s thriving waterfront district. Wyndham National Harbor | 2BR/2BA King Bed Suite • Size: 1052 - 1108 • Kitchen: Full • Baths: 2 • Accommodates: 8 Guests • Beds: Double Bed - 2 King Bed - 1 Queen Sleeper Sofa - 1

LocationFamilyView

Superhost
The exterior of the resort showcases modern architectural design with a blend of brick and glass. A landscaped courtyard features a swimming pool surrounded by lounge chairs, with umbrellas providing shade. The vibrant surroundings include trees and walkways leading to the street.
Resort in National Harbor
4.88 out of 5 average rating, 16 reviews

Wyndham National Harbor | 2BR/2BA King Bed Suite

Along the banks of the Potomac is the innovative National Harbor, a perfect springboard to experience the best of U.S. capital. This resort puts you right at the center of Maryland’s thriving waterfront district. Wyndham National Harbor | 2BR/2BA King Bed Suite • Size: 1052 - 1108 • Kitchen: Full • Baths: 2 • Accommodates: 8 Guests • Beds: Double Bed - 2 King Bed - 1 Queen Sleeper Sofa - 1

LocationCleanlinessCheck-in

Superhost
The resort is depicted from an elevated angle, showcasing a spacious outdoor pool area surrounded by lounge chairs. The modern building features multiple stories with balconies, while pathways and decorative elements define the landscaped grounds. Clear skies and well-maintained surroundings create a welcoming atmosphere.
Resort in National Harbor
4.8 out of 5 average rating, 5 reviews

Wyndham National Harbor | 2BR/2BA King Bed Suite

Along the banks of the Potomac is the innovative National Harbor, a perfect springboard to experience the best of U.S. capital. This resort puts you right at the center of Maryland’s thriving waterfront district. Wyndham National Harbor | 2BR/2BA King Bed Suite • Size: 1052 - 1108 • Kitchen: Full • Baths: 2 • Accommodates: 8 Guests • Beds: Double Bed - 2 King Bed - 1 Queen Sleeper Sofa - 1

LocationComfortLaundry

Superhost
An aerial view showcases the serene waterfront property at dusk, with a picturesque sky reflecting purples and oranges over calm waters. The building layout is outlined against lush greenery, while a pier extends into the bay, adding to the tranquil ambiance.
Resort in North East
5.0 out of 5 average rating, 3 reviews

Comfy 1-Room Suite @ Sandy Cove

Guests refer to Sandy Cove's 220 acres as the most peaceful, relaxing, breathtaking place on the headwaters of the Chesapeake Bay. Leave your cares behind as each night includes deluxe lodging & fun activities. Recipient of TripAdvisor's Certificate of Excellence, we offer a unique blend of Christian hospitality & amazing lodging with endless opportunity to meet your vacation needs.

TVHospitality

Popular amenities for Maryland resort stays

KitchenWifiPoolFree parking on premisesAir conditioning

Family-Friendly Resort Stays

Superhost
A serene aerial view captures the retreat center situated along the bay at sunset, with soft hues of purple and pink reflected on the calm water. A wooden pier extends into the bay, complementing the lush greenery and manicured lawns surrounding the buildings.
Resort in North East
4.85 out of 5 average rating, 13 reviews

Stunning Bayview, 2-Room Deluxe Suite @ Sandy Cove

FamilyLocationWi-Fi

Superhost
An aerial view captures the retreat center's distinct layout along the bay, showcasing the tranquil water and serene landscape under a colorful sunset. The inviting hues of the sky reflect on the calm surface of the water, creating a peaceful atmosphere.
Resort in North East
4.6 out of 5 average rating, 5 reviews

Beautiful Bayview 2-Room Master Suite @ Sandy Cove

ValueLocationCleanliness

Superhost
A private bedroom is furnished with three beds featuring memory foam toppers. A small chair sits near a window that showcases a sunset view over the water. Soft natural light fills the room, complemented by bedside lamps providing warm illumination.
Resort in North East
4.87 out of 5 average rating, 23 reviews

Breathtaking Beauty | Deluxe Room @ Sandy Cove

LocationValueQuiet

Superhost
A room features two extra-long twin beds with textured white bedding and a nightstand positioned between them. A cozy armchair resides in the corner, accompanied by a small table holding a lamp and a bouquet of flowers. Natural light filters through sheer curtains.
Resort in North East

Beautiful King Bayside Room

Location

Superhost
A spacious room features a queen bed and an extra-long twin bed, complemented by a stylish dresser and two bedside lamps. A wall mirror reflects the room's light. A small refrigerator is located beside the entrance, and wood flooring enhances the overall warmth of the space.
Resort in North East

Handicap Bay View

Hospitality

Superhost
A bright bedroom features a queen bed with a textured white coverlet and a decorative pillow. A lamp and a decorative mirror are placed above a dresser. A small refrigerator is visible beside the window, which is dressed with patterned curtains.
Resort in North East

Two Room Suite

Superhost
A spacious family room features a queen bed and three extra-long twin beds with foam toppers. Natural light filters in through a large window, illuminating the neutral walls and carpet. A wooden dresser sits against one wall, complemented by a bedside lamp.
Resort in North East

Large Family Room - 4 Beds

Superhost
An aerial view captures the serene landscape at sunrise, where a peaceful waterfront property meets gentle waves. The sky glows with soft hues of purple and pink, reflecting on the water's surface, while a long dock extends into the bay.
Resort in North East

Comfy Bayview 1-Room Suite @ Sandy Cove

Resort rentals with a pool

Superhost
A spacious bedroom is featured with a king bed adorned with patterned pillows. A comfortable chair is positioned next to a lamp, and large windows offer natural light, framed by green curtains. A dresser and a telephone complete the cozy setting.
Resort in North East

Master Suite Bay View

Superhost
The bathroom features a clean and modern design with a toilet and a sleek sink counter. Neutral-colored walls create a calming effect. Bath linens are neatly arranged on a shelf, and a generous mirror reflects the space.
Resort in North East

Top Floor Standard Room - 3 Beds

Superhost
A spacious family room contains one queen bed and three extra-long twin beds, all topped with 3-inch memory foam for comfort. Natural light enters through a large window adorned with green curtains, while a lamp and a wooden dresser provide functional accents.
Resort in North East

Large Family Style Room - 4 Beds

Superhost
A private bedroom features a spacious queen bed topped with a memory foam mattress. Two side lamps provide soft lighting, and a small nightstand holds a phone. A coastal photograph is displayed on the wall, complementing the neutral tones of the room.
Resort in North East

Standard Suite Bay View

Superhost
A bright guest room features two extra-long twin beds with textured white bedding. A small refrigerator sits against one wall, while a nightstand with a lamp is positioned between the beds. Light filters through sheer curtains, and a comfortable chair is placed nearby.
Resort in North East

Standard Room

Superhost
A well-appointed bedroom features a spacious bed covered with white linens, flanked by bedside lamps on wooden side tables. A dark wooden dresser and mirror complement the room, while a small television and refrigerator are visible along the wall.
Resort in North East

2 Room Queen Suite - 3 Beds

Superhost
A spacious bedroom is highlighted by a queen bed with plush bedding and a decorative throw. A dresser and a mirror complement the room, with two bedside lamps providing soft illumination. A small refrigerator is positioned near the dresser, enhancing convenience.
Resort in North East

Two Room Suite Bay View

Superhost
A room featuring two beds, one queen and one extra-long twin, positioned near a window with green curtains. A lounge chair recliner is placed in the corner, complemented by a dresser and mirror. Natural light enhances the wood-like flooring throughout the space.
Resort in North East

Handicap Bay View

Resort rentals with a gym

Superhost
The outdoor pool area features a spacious design with lounge chairs lined along the water's edge. A wooden pergola provides shaded seating options. The hotel building rises in the background with multiple large windows reflecting sunlight.
Resort in National Harbor

Wyndham National Harbor | 3BR/2BA King Bed Suite

LocationComfortHospitality

Superhost
A spacious outdoor area features a sparkling swimming pool alongside a hot tub, surrounded by lounge chairs positioned beneath shaded pergolas. Tall buildings are visible in the background, creating a relaxed atmosphere for outdoor leisure.
Resort in National Harbor
4.0 out of 5 average rating, 5 reviews

Wyndham National Harbor|4BR/4BA King Pres Suite

LocationCleanlinessAmenities

Superhost
An outdoor pool area is highlighted, with a clear blue water surface reflecting sunlight. Surrounding lounge areas are included, along with a modern building structure featuring multiple large windows. A shaded pergola offers seating options beside the pool.
Resort in National Harbor

Wyndham National Harbor | 3BR/2BA King Bed Suite

LocationFamilyCleanliness

Superhost
The resort features a modern multi-story building with a mixture of light and brick-colored facades. An outdoor pool is visible, surrounded by loungers and canopies. The surrounding area is landscaped with trees and seating arrangements, creating a welcoming communal space.
Resort in National Harbor
4.33 out of 5 average rating, 6 reviews

Wyndham National Harbor | 2BR/2BA King Bed Suite

LocationFamilyComfort

Superhost
The exterior of a modern hotel is depicted, showcasing a multi-story building with a light brick facade. An outdoor swimming pool is visible, surrounded by lounge chairs. The layout includes a covered seating area and landscaped gardens, with clear blue skies above.
Resort in National Harbor
4.33 out of 5 average rating, 3 reviews

Wyndham National Harbor | 2BR/2BA King Bed Suite

LocationParkingHospitality

Superhost
The outdoor pool area features a rectangular swimming pool surrounded by a spacious deck adorned with lounge chairs. Adjacent buildings showcase large windows and brick facades, while sun protection structures provide shade along the pool side.
Resort in National Harbor

Wyndham National Harbor | 3BR/2BA King Bed Suite

Cleanliness

Superhost
Resort in National Harbor
4.33 out of 5 average rating, 3 reviews

Wyndham National Harbor | 2BR/2BA King Bed Suite

ValueLocationHospitality

Superhost
Resort in National Harbor
4.0 out of 5 average rating, 3 reviews

Wyndham National Harbor | 2BR/2BA King Bed Suite

ValueLocationAccuracy

Destinations to explore