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Resort holiday rentals in Maryland

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Top-rated resort rentals in Maryland

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An overview of St. Michaels Harbour Inn showcases a modern resort set along the waterfront. A pool area is visible, surrounded by sun loungers. A floating dock accommodates boats, with clear access to the water and well-maintained landscaping around the property.
Resort in Saint Michaels
4.52 out of 5 average rating, 21 reviews

St. Michaels Harbour Inn - 2 Queen WF Suite

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 Queen Suites provide comfort & relaxation amidst the historic backdrop of the St. Michaels harbor, featuring two queen beds, a separate living space and patio along the waterfront. ***Please note that occupancy tax (4%) will be collected in addition to your nightly rate.

A bright sleeping area features a spacious bed covered with a white quilt. Natural light enters through a window dressed with sheer curtains. A compact refrigerator and microwave are positioned beside the bed, while a television is mounted on the wall across from a seating area.
Resort in Ocean City
4.77 out of 5 average rating, 31 reviews

02. Charming one-bedroom resort with pool

Ocean City`s oldest hotel/motel newly renovated and turned into a fun boutique style resort named Quiet Sun. We're less than a mile to the beach and close proximity to most of Ocean City's top restaurants and main attractions. Including but not limited to; the boardwalk, go carts, boating, Assateague Island, Jolly Roger Amusement Park and Ocean City`s favorite night life spot Seacrets. Quiet Sun is locally owned and operated with Shaka Pool Bar and Grill on premise.

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

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.

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

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

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, 4 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

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

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

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
4.79 out of 5 average rating, 28 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

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
4.79 out of 5 average rating, 24 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

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
4.75 out of 5 average rating, 8 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

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
4.75 out of 5 average rating, 4 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

Guest favourite
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
4.88 out of 5 average rating, 43 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

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
4.86 out of 5 average rating, 14 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

Popular amenities for resort rentals in Maryland

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly resort rentals

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

A neatly arranged bedroom features a spacious bed dressed in a blue quilt and adorned with a colorful 'HAPPY' pillow. A small nightstand with a lamp is placed beside the bed, while a potted plant adds a touch of greenery. A beach-themed artwork is displayed above the headboard.
Resort in Ocean City
4.53 out of 5 average rating, 19 reviews

Newly renovated loft at Quiet Sun resort with pool

The logo features the text 'Quiet Sun Resort + Cottages' with a warm colour palette. A circular sun icon is positioned above the 'U' in 'Quiet', symbolizing tranquility and relaxation.
Resort in Ocean City
4.61 out of 5 average rating, 18 reviews

Beautiful, renovated room at Quiet Sun resort

Resort in Forest Heights
4.61 out of 5 average rating, 23 reviews

National Harbor Resort - 2 Bedroom Deluxe

Guest favourite
An outdoor swimming pool is surrounded by a paved patio area, featuring blue lounge chairs and a shaded seating area. The building's brick facade rises in the background, with multiple large windows reflecting the sky.
Resort in Forest Heights
5 out of 5 average rating, 5 reviews

National Harbor Resort - 1 Bedroom Deluxe

A spacious bed is dressed in an orange quilt, adorned with a cheerful 'HAPPY' pillow. A small tray with a candle and a plant is placed on the bed. A bedside table with a lamp complements the decor, while a leafy plant adds a touch of greenery.
Resort in Ocean City
4.5 out of 5 average rating, 14 reviews

Charming, renovated room at Quiet Sun resort

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

A bright bedroom features a spacious bed dressed in white linens and a woven basket atop. A wall-mounted television is positioned opposite a window, flanked by light curtains. A mirrored wardrobe and a compact refrigerator are also present, contributing to a functional setup.
Resort in Ocean City
4.52 out of 5 average rating, 25 reviews

01. Charming one-bedroom resort with pool

Resort rentals with a pool

Resort in Oxon Hill
4.88 out of 5 average rating, 25 reviews

National Harbor Resort - 2 Bedroom Deluxe

A serene bedroom is furnished with a spacious bed topped with a textured blue blanket. Colorful decorative pillows rest against the headboard. A framed coastal artwork adorns the wall above, and a potted plant adds a touch of greenery. A bedside table with a lamp complements the decor.
Resort in Ocean City
4.63 out of 5 average rating, 8 reviews

Charming one bedroom at Quiet Sun resort with pool

An aerial view showcases St. Michaels Harbour Inn, situated alongside a serene marina. A pool is surrounded by lounge chairs, and various boats are visible along the dock. Lush greenery provides a backdrop, emphasizing the resort's tranquil setting near the waterfront.
Resort in Saint Michaels
4.68 out of 5 average rating, 34 reviews

St. Michaels Harbour Inn - 2 Queen WF Suite

Guest favourite
An outdoor swimming pool is framed by lounge chairs and equipped with a pool lift for accessibility. Surrounding the pool, a patio area features paved tiles, and a multi-story building stands in the background. Guided lighting and shaded seating areas are visible.
Resort in Oxon Hill
5 out of 5 average rating, 8 reviews

National Harbor Resort - 2Bedroom Hearing Impaired

Top guest favourite
An outdoor swimming pool is framed by a light-colored tile deck. Poolside lounge chairs are arranged around the water, and a pool lift is visible for accessibility. Multi-story buildings form a backdrop, with balconies overlooking the pool area.
Resort in Oxon Hill
5 out of 5 average rating, 16 reviews

National Harbor Resort - 1 Bedroom Deluxe

An outdoor swimming pool is surrounded by lounge chairs and decorative light fixtures. The pool area features a gentle slope leading to the water and access for individuals with mobility challenges. The backdrop includes a multi-story building with balconies and windows, reflecting a welcoming atmosphere.
Resort in Oxon Hill
4.92 out of 5 average rating, 12 reviews

National Harbor Resort - 1 Bedroom Deluxe

An outdoor swimming pool is surrounded by a patio area with lounge chairs and light fixtures. The pool is complemented by a gentle gradient from shallow to deep, with accessible features visible. Nearby, a multi-story building stands, showcasing a mix of balconies and large windows.
Resort in Oxon Hill
5 out of 5 average rating, 4 reviews

National Harbor Resort - 2 Bedroom Deluxe

An outdoor swimming pool is surrounded by lounge chairs and a paved area. The pool features a gradual entrance. Nearby, light fixtures and a shaded seating area enhance the setting, while a multi-story building serves as the backdrop, showcasing its multiple balconies.
Resort in Oxon Hill
4.75 out of 5 average rating, 4 reviews

National Harbor Resort - 1 Bedroom Deluxe

Resort rentals with a gym

Resort in Oxon Hill

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

Resort in Oxon Hill

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

Resort in Oxon Hill

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

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

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

Resort in Oxon Hill

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

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

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

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

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 Oxon Hill
4.33 out of 5 average rating, 3 reviews

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

Destinations to explore