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Resort vacation rentals in Middletown

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Top-rated resort rentals in Middletown

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Guest favorite
The view captures the resort's outdoor swimming pool surrounded by lounge chairs, with a spacious lawn leading to the harbor. Boats are docked in the water, and the evening sky is lit with soft hues, creating a tranquil scene.
Resort in Newport
4.97 out of 5 average rating, 33 reviews

Wyndham Newport Onshore|2BR/2BA Balcony King Suite

Situated between Newport Harbor and Thames Street, this resort sits at the center of all the action. Watch boats sail into the harbor, or pop by one of many nearby shops, restaurants, and boutiques. Wyndham Newport Onshore|2BR/2BA Balcony King Suite • Size: 1300 - 1300 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1 Twin Bed - 2

Guest favorite
An aerial view of the resort showcases an outdoor swimming pool surrounded by lounge chairs, with lush greenery surrounding the area. Boats are visible in the harbor, and the evening sky reflects a soft twilight glow over the scene.
Resort in Newport
5 out of 5 average rating, 14 reviews

Wyndham Newport Onshore|2BR/2BA Balcony King Suite

Situated between Newport Harbor and Thames Street, this resort sits at the center of all the action. Watch boats sail into the harbor, or pop by one of many nearby shops, restaurants, and boutiques. Wyndham Newport Onshore|2BR/2BA Balcony King Suite • Size: 1300 - 1300 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1 Twin Bed - 2

An expansive view of the resort reveals a well-maintained lawn leading to a heated indoor swimming pool. The harbor is visible in the background, dotted with boats. A charming sunset casts soft light over the scene, enhancing the outdoor space's tranquility.
Resort in Newport

Wyndham Newport Onshore|2BR/2BA Balcony King Suite

Situated between Newport Harbor and Thames Street, this resort sits at the center of all the action. Watch boats sail into the harbor, or pop by one of many nearby shops, restaurants, and boutiques. Wyndham Newport Onshore|2BR/2BA Balcony King Suite • Size: 1300 - 1300 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1 Twin Bed - 2

An aerial view of a resort property overlooks a serene harbor filled with boats. A well-maintained outdoor swimming pool is situated in a landscaped area, surrounded by lounge chairs. The sky transitions to dusk, reflecting soft colors over the water.
Resort in Newport

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

Situated between Newport Harbor and Thames Street, this resort sits at the center of all the action. Watch boats sail into the harbor, or pop by one of many nearby shops, restaurants, and boutiques. Wyndham Newport Onshore|1BR/1BA Balcony King Suite • Size: 900 - 900 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

The image captures a resort's outdoor area at dusk, featuring a heated pool surrounded by sun loungers. Boats dot the harbor in the background, while softly lit pathways create an inviting ambiance. The scene highlights lush landscaping and expansive views of the water.
Resort in Newport
5 out of 5 average rating, 3 reviews

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

Situated between Newport Harbor and Thames Street, this resort sits at the center of all the action. Watch boats sail into the harbor, or pop by one of many nearby shops, restaurants, and boutiques. Wyndham Newport Onshore|1BR/1BA Balcony King Suite • Size: 900 - 900 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

The image captures a panoramic view of the resort at dusk, highlighting the pool area surrounded by well-maintained lawns and lounge chairs. Boats are visible in the harbor, with buildings reflecting warm lights under a soft blue sky.
Resort in Newport

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

Situated between Newport Harbor and Thames Street, this resort sits at the center of all the action. Watch boats sail into the harbor, or pop by one of many nearby shops, restaurants, and boutiques. Wyndham Newport Onshore|1BR/1BA Balcony King Suite • Size: 900 - 900 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

An outdoor view showcases the resort's manicured grounds and a heated swimming pool, surrounded by lounge chairs. The harbor is visible in the background, dotted with boats, while the evening sky displays a blend of blue and orange hues.
Resort in Newport

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

Situated between Newport Harbor and Thames Street, this resort sits at the center of all the action. Watch boats sail into the harbor, or pop by one of many nearby shops, restaurants, and boutiques. Wyndham Newport Onshore|1BR/1BA Balcony King Suite • Size: 900 - 900 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

A panoramic view captures the resort's landscaped grounds, featuring a swimming pool bordered by lounge chairs. Beyond the pool, boats are seen docked in the harbor under a twilight sky, with nearby buildings reflecting warm outdoor lighting.
Resort in Newport

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

Situated between Newport Harbor and Thames Street, this resort sits at the center of all the action. Watch boats sail into the harbor, or pop by one of many nearby shops, restaurants, and boutiques. Wyndham Newport Onshore|1BR/1BA Balcony King Suite • Size: 900 - 900 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

An aerial view captures the resort's grounds as twilight sets in. A heated outdoor swimming pool is surrounded by lounge chairs, with boats docked in the harbor beyond. The surrounding buildings display architectural charm and are illuminated by soft lighting.
Resort in Newport
5 out of 5 average rating, 4 reviews

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

Situated between Newport Harbor and Thames Street, this resort sits at the center of all the action. Watch boats sail into the harbor, or pop by one of many nearby shops, restaurants, and boutiques. Wyndham Newport Onshore|1BR/1BA Balcony King Suite • Size: 900 - 900 • Kitchen: Full • Baths: 1 • Accommodates: 4 Guests • Beds: King Bed - 1 Queen Sleeper Sofa - 1

An indoor hot tub is featured within a spacious area, surrounded by large windows that allow natural light to fill the space. Comfortable seating is arranged nearby, providing a relaxing view of the outdoor pool area.
Resort in Newport
4.67 out of 5 average rating, 3 reviews

Wyndham Long Wharf Resort |2BR King Suite

Shingle-style architecture makes this beautiful resort a perfect fit among Newport's historic Colonial homes and 19th-century mansions. A convenient location and top-notch amenities only add to the appeal. Wyndham Long Wharf | 2BR/2BA King Bed Suite • Size: 643 - 1205 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: Queen Sleeper Sofa - 1 Varies

An indoor hot tub is surrounded by a circular seating area featuring wicker chairs. Large windows allow natural light to fill the space, with outdoor lounge chairs visible beyond. The area is designed for relaxation, promoting comfort and easy access to the adjacent pools.
Resort in Newport

Wyndham Long Wharf Resort |2BR King Suite

Shingle-style architecture makes this beautiful resort a perfect fit among Newport's historic Colonial homes and 19th-century mansions. A convenient location and top-notch amenities only add to the appeal. Wyndham Long Wharf | 2BR/2BA King Bed Suite • Size: 643 - 1205 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: Queen Sleeper Sofa - 1 Varies

An indoor hot tub is centrally located within a spacious, modern area featuring large windows that allow natural light to enter. Surrounding seating areas include wicker chairs and padded loungers, creating a relaxed atmosphere. The setting is enhanced by contemporary decor and an open layout.
Resort in Newport
4.77 out of 5 average rating, 22 reviews

Wyndham Long Wharf Resort |2BR King Suite

Shingle-style architecture makes this beautiful resort a perfect fit among Newport's historic Colonial homes and 19th-century mansions. A convenient location and top-notch amenities only add to the appeal. Wyndham Long Wharf | 2BR/2BA King Bed Suite • Size: 643 - 1205 • Kitchen: Full • Baths: 2 • Accommodates: 6 Guests • Beds: Queen Sleeper Sofa - 1 Varies

Popular amenities for Middletown resort rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly resort rentals

An indoor hot tub is featured within a spacious area, surrounded by large windows that allow natural light to fill the space. Comfortable seating is arranged nearby, providing a relaxing view of the outdoor pool area.
Resort in Newport
4.67 out of 5 average rating, 3 reviews

Wyndham Long Wharf Resort |2BR King Suite

A cozy living area features a gray sofa and a chair, offering views of the harbor through large windows draped with blue and white curtains. A round dining table with four chairs and a wooden side cabinet complete the space, which is softly illuminated by a nearby lamp.
Resort in Newport
4.81 out of 5 average rating, 21 reviews

Wyndham Inn on the Harbor | 1BR/1BA Queen Suite

Guest favorite
The view captures the resort's outdoor swimming pool surrounded by lounge chairs, with a spacious lawn leading to the harbor. Boats are docked in the water, and the evening sky is lit with soft hues, creating a tranquil scene.
Resort in Newport
4.97 out of 5 average rating, 33 reviews

Wyndham Newport Onshore|2BR/2BA Balcony King Suite

An indoor hot tub is surrounded by a circular seating area featuring wicker chairs. Large windows allow natural light to fill the space, with outdoor lounge chairs visible beyond. The area is designed for relaxation, promoting comfort and easy access to the adjacent pools.
Resort in Newport

Wyndham Long Wharf Resort |2BR King Suite

An indoor hot tub is centrally located within a spacious, modern area featuring large windows that allow natural light to enter. Surrounding seating areas include wicker chairs and padded loungers, creating a relaxed atmosphere. The setting is enhanced by contemporary decor and an open layout.
Resort in Newport
4.77 out of 5 average rating, 22 reviews

Wyndham Long Wharf Resort |2BR King Suite

The image captures a resort's outdoor area at dusk, featuring a heated pool surrounded by sun loungers. Boats dot the harbor in the background, while softly lit pathways create an inviting ambiance. The scene highlights lush landscaping and expansive views of the water.
Resort in Newport
5 out of 5 average rating, 3 reviews

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

An indoor hot tub is surrounded by large windows, allowing natural light to enhance the space. Sleek lounge chairs are positioned nearby, with a view of an outdoor swimming pool visible through the glass. The area is designed for relaxation and comfort.
Resort in Newport
4.67 out of 5 average rating, 3 reviews

Wyndham Long Wharf Resort |2BR King Suite

A well-furnished living area features a light grey sofa and a matching armchair, paired with a wooden coffee table. A round dining table with red chairs is positioned near a large window, offering views of the waterfront. Light-colored curtains frame the window, enhancing natural light.
Resort in Newport

Wyndham Inn on the Harbor | 1BR/1BA Queen Suite

Resort rentals with a pool

An indoor hot tub is positioned within a spacious area, surrounded by natural light from large windows. Comfortable seating options are visible nearby, creating a relaxing atmosphere. The flooring is finished in neutral tones, complementing the overall design and functionality of the space.
Resort in Newport

Wyndham Long Wharf Resort |2BR King Suite

An indoor hot tub is surrounded by a circular stone deck and modern lounge chairs. Large windows provide natural light, revealing an outdoor pool area. The space is brightly lit, with a smooth ceiling and stone-tile walls contributing to a contemporary aesthetic.
Resort in Newport

Wyndham Long Wharf Resort |2BR King Suite

The image captures a scenic view of the resort's pool area, framed by lush green landscaping and the harbor filled with boats. The sunset sky casts a soft hue over the scene, highlighting the inviting atmosphere of the outdoor space.
Resort in Newport

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

An indoor hot tub is positioned within a well-lit area featuring large windows, allowing natural light to fill the space. Comfortable lounge chairs are arranged nearby, creating a relaxing environment next to the pool area visible through the glass.
Resort in Newport
4.25 out of 5 average rating, 4 reviews

Wyndham Long Wharf Resort |2BR King Suite

An expansive view of the resort showcases a well-maintained swimming pool surrounded by lounge chairs. Boats are visible in the harbor, with distant buildings and greenery framing the scene. The sky is a mix of blue and orange hues, indicating dusk.
Resort in Newport

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

A scenic view of the resort features a serene pool with lounge chairs, surrounded by well-maintained greenery. Boats can be seen docked in the harbor, with a backdrop of twilight skies. The architecture of the resort blends harmoniously with its waterfront location.
Resort in Newport
3.33 out of 5 average rating, 3 reviews

Wyndham Newport Onshore|2BR/2BA Balcony King Suite

Resort rentals with a gym

An indoor hot tub is featured within a spacious area, surrounded by large windows that allow natural light to fill the space. Comfortable seating is arranged nearby, providing a relaxing view of the outdoor pool area.
Resort in Newport
4.67 out of 5 average rating, 3 reviews

Wyndham Long Wharf Resort |2BR King Suite

Guest favorite
The view captures the resort's outdoor swimming pool surrounded by lounge chairs, with a spacious lawn leading to the harbor. Boats are docked in the water, and the evening sky is lit with soft hues, creating a tranquil scene.
Resort in Newport
4.97 out of 5 average rating, 33 reviews

Wyndham Newport Onshore|2BR/2BA Balcony King Suite

An indoor hot tub is surrounded by a circular seating area featuring wicker chairs. Large windows allow natural light to fill the space, with outdoor lounge chairs visible beyond. The area is designed for relaxation, promoting comfort and easy access to the adjacent pools.
Resort in Newport

Wyndham Long Wharf Resort |2BR King Suite

An indoor hot tub is centrally located within a spacious, modern area featuring large windows that allow natural light to enter. Surrounding seating areas include wicker chairs and padded loungers, creating a relaxed atmosphere. The setting is enhanced by contemporary decor and an open layout.
Resort in Newport
4.77 out of 5 average rating, 22 reviews

Wyndham Long Wharf Resort |2BR King Suite

The image captures a resort's outdoor area at dusk, featuring a heated pool surrounded by sun loungers. Boats dot the harbor in the background, while softly lit pathways create an inviting ambiance. The scene highlights lush landscaping and expansive views of the water.
Resort in Newport
5 out of 5 average rating, 3 reviews

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

An indoor hot tub is surrounded by large windows, allowing natural light to enhance the space. Sleek lounge chairs are positioned nearby, with a view of an outdoor swimming pool visible through the glass. The area is designed for relaxation and comfort.
Resort in Newport
4.67 out of 5 average rating, 3 reviews

Wyndham Long Wharf Resort |2BR King Suite

An outdoor view showcases the resort's manicured grounds and a heated swimming pool, surrounded by lounge chairs. The harbor is visible in the background, dotted with boats, while the evening sky displays a blend of blue and orange hues.
Resort in Newport

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

A panoramic view captures the resort's landscaped grounds, featuring a swimming pool bordered by lounge chairs. Beyond the pool, boats are seen docked in the harbor under a twilight sky, with nearby buildings reflecting warm outdoor lighting.
Resort in Newport

Wyndham Newport Onshore|1BR/1BA Balcony King Suite

Quick stats about resort rentals in Middletown

  • Total vacation rentals

    Explore 30 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at G$20,921 GYD per night before taxes and fees

  • Verified guest reviews

    Over 320 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Middletown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Middletown rentals

  • 4.7 Average rating

    Middletown stays receive an average rating of 4.7 out of 5 from guests

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