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Resort holiday rentals in Maryland

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Top-rated resort stays in Maryland

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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 Saint 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.

ValueLocationCondition

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
4.96 out of 5 average rating, 49 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!

FamilyLocationHospitality

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 Oxon Hill
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.

FamilyAmenitiesComfort

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 Oxon Hill
5 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

ValueLocationView

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 Oxon Hill
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

ValueLocationKitchen

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 Oxon Hill
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

FamilyLocationParking

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 Oxon Hill
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

ValueLocationNearby

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 Oxon Hill
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

LocationHospitalityComfort

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 Oxon Hill
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

LocationValueCondition

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 Oxon Hill
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

LocationIndoor spacesAmenities

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

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.

FamilyLocationPool

Superhost
An expansive view of the resort features a multi-story building surrounding a pool area. Sun loungers line the poolside, and shaded seating areas are available. The surrounding streets are lined with trees, providing a green accent against the architecture.
Resort in Oxon Hill
5 out of 5 average rating, 3 reviews

Wyndham National Harbor|4BR/4BA King Pres 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|4BR/4BA King Pres Suite • Size: 2088 - 2100 • Kitchen: Full • Baths: Varies • Accommodates: 12 Guests • Beds: Double Bed - 4 King Bed - 2

LocationNearbyIndoor spaces

Popular amenities for Maryland resort stays

KitchenWifiPoolFree parking on premisesAir conditioning

Family-Friendly Resort Stays

Superhost
The guest room features a queen bed and two extra-long twin beds, all dressed in crisp linens. Natural light fills the space through a large window, complemented by soft green curtains. A cozy armchair and lamp are provided for relaxation, with framed artwork adorning the walls.
Resort in North East

Beautiful Bay View Room - 3 Beds

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 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

LocationValuePool

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
The room features a queen bed and two extra-long twin beds, all adorned with white bedding. A dresser and a small refrigerator are positioned alongside the beds. A round mirror is mounted above the dresser, reflecting the soft natural light of the space.
Resort in North East

Family Room - 4 Beds

Superhost
A well-lit guest room features a spacious queen bed with an extra-long twin bed beside it, along with a brown dresser and a mirror. A small refrigerator and a lounge chair are present, with a flower arrangement adding a touch of color. The door to the hallway is visible.
Resort in North East

Handicap Room

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

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

Resort rentals with a pool

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 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 spacious bedroom features a king bed with clean linens and light bedding. A side chair complements the room, and natural light enters through a large window dressed with green curtains. A lamp and framed artwork are visible, adding to the inviting space.
Resort in North East

Deluxe Suite Bay View

Superhost
A guest room is furnished with one queen bed and two extra-long twin beds, each adorned with simple linens. Natural light streams through a window dressed with green curtains. A wooden dresser and a mirror reflect the room's neutral tones, while a lamp and flowers add a touch of warmth.
Resort in North East

Beautiful Room on Chesapeake Bay - 3 Beds

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 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 spacious room features one queen bed and three extra-long twin beds, each topped with memory foam. A bedside lamp and a window with green curtains provide natural light. A wooden dresser is visible, along with a colorful wall art piece that frames a scenic view.
Resort in North East

Large Comfy Bay View Family Room - 4 Beds

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

Resort rentals with a gym

Superhost
Resort in Oxon Hill

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

Superhost
Resort in Oxon Hill
4 out of 5 average rating, 3 reviews

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

ValueLocationCleanliness

Superhost
Resort in Oxon Hill

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

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 Oxon Hill

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

Cleanliness

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 Oxon Hill
4.33 out of 5 average rating, 6 reviews

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

FamilyLocationIndoor spaces

Superhost
Resort in Oxon Hill

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

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 Oxon Hill

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

LocationHospitalityCondition

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 Oxon Hill

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

FamilyLocationCleanliness

Destinations to explore