Discover Your Perfect Middletown Vacation Homes

Middletown Pet Friendly Vacation Rentals

Middletown Large Vacation Homes

Why Choose Rent By Owner for your Middletown Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Middletown

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can greatly enhance your experience here, allowing you to enjoy this destination’s natural beauty and local ambiance at its best.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, you can enjoy warm weather and bustling beaches, making this a popular time to visit for beach lovers and outdoor enthusiasts.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
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Fall (September to October)

The early fall offers pleasant weather and vibrant foliage, perfect for exploring the scenic landscapes and enjoying outdoor activities in this charming region.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Spring (April to May)

Spring brings mild temperatures and fewer crowds, providing a peaceful setting to explore the area's natural beauty and local attractions.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F
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Winter (December to February)

The quieter winter months offer a cozy atmosphere with fewer visitors, ideal for those seeking tranquility and off-season rates in this destination.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Middletown

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or deck perfect for relaxing or dining al fresco amidst the scenic surroundings of the region.
  • Take advantage of a spacious yard or lawn area ideal for outdoor activities and family gatherings during your stay.
  • Make the most of swimming pools available on some properties, offering a refreshing escape close to the area's beaches.
  • Benefit from outdoor grilling stations, allowing you to prepare meals while enjoying the pleasant climate here.
  • Relax in a hammock or lounge chairs provided on the grounds, perfect for soaking up the sun or reading outdoors.
  • Utilize outdoor fire pits or fireplaces to gather with loved ones and enjoy cozy evenings under the stars.
  • Explore nearby walking trails or access to outdoor sports facilities that enhance your experience here in the region.
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Family Activities

  • Cliff Walk at Sachuest Point National Wildlife Refuge: Enjoy a scenic family hike along the coastline, where you can observe local wildlife and take in breathtaking ocean views in this region's protected natural areas.
  • Fort Adams State Park: Explore historic fortifications and expansive outdoor spaces perfect for picnics and family outings in this destination’s coastal park.
  • International Tennis Hall of Fame Museum: Engage your family with interactive exhibits and learn about the sport’s history at this iconic museum located near the area’s vibrant community.
  • Second Beach: Relax on sandy shores with your loved ones, enjoy swimming, or build sandcastles in this popular family-friendly beach setting in this seaside town.
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Adult Activities

  • Visit the Norman Bird Sanctuary: Explore this peaceful sanctuary to enjoy guided nature walks and observe local wildlife in a serene setting.
  • Discover Sachuest Point National Wildlife Refuge: Spend time here to experience scenic coastal views and observe migratory birds in their natural habitat.
  • Relax on Second Beach: Unwind on the sandy shores of this popular beach, perfect for sunbathing, swimming, or simply soaking in the ocean views.
  • Explore Newport Harbor Cruises: Embark on a boat tour from the harbor to see stunning coastal scenery and learn about maritime history in the region.

Middletown Travel Tips

How Can You Make the Most of Your Stay?

  • Explore the local beaches: Take advantage of nearby sandy shores to enjoy relaxing days by the water during your stay here.
  • Discover regional cuisines: Sample fresh seafood and regional specialties at local eateries to experience the authentic flavors of this destination.
  • Visit scenic outdoor spots: Make time for outdoor adventures in parks or nature reserves to fully appreciate the natural beauty of the area.
  • Plan flexible activities: Incorporate a mix of sightseeing, leisure, and spontaneous plans to maximize your memorable experience here.

Transportation Options

  • Car Rentals: You can explore the area at your own pace by renting a vehicle, providing flexibility to visit nearby beaches and local attractions efficiently.
  • Public Transit: The regional bus services offer an affordable way to navigate here, connecting you to key spots across the region with ease.
  • Taxis and Rideshare Services: These options provide convenient, on-demand transportation around the destination, ideal for quick trips or late-night outings.
  • Ferry Services: Enjoy scenic travel between here and nearby islands or coastal destinations, adding an adventurous touch to your stay in the region.

Local Customs Options

  • Clam Chowder Tradition: Participating in the local clam chowder tradition offers a flavorful glimpse into regional culinary customs during your stay.
  • Maritime Heritage Celebrations: Engaging in maritime heritage celebrations allows you to appreciate the area's rich seafaring history and community spirit.
  • Historic Preservation Practices: Respect for historic preservation practices ensures you experience the region’s well-preserved architecture and cultural landmarks authentically.
  • Seasonal Festivals and Parades: Attending seasonal festivals and parades provides an immersive way to enjoy community customs unique to this seaside destination.

Frequently Asked Questions About Middletown?

2. How many vacation rentals have private pools in Middletown?

There are 14 vacation rentals with private pools near Middletown. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Middletown are best for families?

If you are looking for a family-friendly vacation home in Middletown, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Middletown:

4. How many Rentbyowner vacation rentals are available in Middletown?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 442 in the Middletown area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Middletown. 

Middletown Top Rated Vacation Rentals