Discover Your Perfect Pleasure Beach Vacation Homes

Best Vacation Homes in Pleasure Beach

9.2 (103 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Why Choose Rent By Owner for your Pleasure Beach 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 Pleasure Beach

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit this destination ensures you enjoy ideal weather and local events, making your stay in Pleasure Beach, Waterford, Connecticut, USA, as memorable and relaxing as possible.

Peak Season Highlights

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Summer (June to August)

During the peak summer months, you can enjoy warm weather and longer days, making it ideal for outdoor activities along the coastline of this destination.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 60°F to 65°F
autumn
Early Fall (September to October)

The early fall offers pleasant temperatures and fewer crowds, providing a perfect time to explore and relax near the water as the season transitions.

Average Temperature Daytime: 70°F to 75°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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Late Fall to Early Winter (November to December)

As temperatures drop and the region prepares for winter, this is a quieter period with reduced visitor numbers—ideal for those seeking tranquility.

Average Temperature Daytime: 50°F to 55°F - Nighttime: 35°F to 40°F
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Winter (January to February)

During the coldest months, expect fewer visitors and a serene atmosphere, perfect for cozy getaways in nearby vacation rentals away from the crowds.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 25°F

Weekly Weather Forecast for Pleasure Beach

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 outdoor dining areas or picnic spaces perfect for meals with a view of the water.
  • Take advantage of private or shared outdoor patios to relax and unwind after exploring the area.
  • Make use of spacious yards or gardens ideal for outdoor activities or playing with family and friends.
  • Benefit from easy access to nearby beaches or waterfronts for swimming, sunbathing, or beachcombing.
  • Relax in outdoor lounge areas equipped with seating to enjoy the fresh air and scenic surroundings.
  • Utilize convenient parking spaces that accommodate your vehicle as you explore here.
  • Take advantage of outdoor grills or barbecue stations for enjoyable cookouts during your stay.
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Family Activities

  • Visit the Waterford Speedbowl: Enjoy family-friendly racing events and watch thrilling car races right in the area, perfect for a fun day out with kids.
  • Explore Harkness Memorial State Park: Discover scenic walking trails, picnic areas, and beautiful beaches where your family can relax and enjoy Connecticut's coastal beauty.
  • Discover the Waterford Country School Farm: Engage with farm animals and participate in hands-on activities that make for an educational and entertaining experience.
  • Spend time at the local beaches: Relax on sandy shores, build sandcastles, or take part in water sports along the shoreline, ideal for family outings in this region.
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Adult Activities

  • Exploring the Local Waterways: You can enjoy boat tours and kayaking along the scenic waters that define this coastal area.
  • Beachfront Relaxation: Spend your days lounging on the sandy shores, soaking up the sun and listening to the calming sounds of the ocean.
  • Fishing Excursions: Join guided fishing trips in nearby waters, perfect for anglers seeking a relaxing day of casting lines.
  • Dining with a View: Indulge in local seafood at waterfront restaurants that highlight the region’s fresh catches and culinary delights.

Pleasure Beach Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Beaches: Take advantage of the region’s beautiful shoreline by visiting nearby beaches to enjoy sunbathing, swimming, or relaxing strolls along the coast.
  • Discover Water Activities: Make the most of your stay by engaging in water-based adventures such as kayaking or paddleboarding, which showcase the area's scenic waterways.
  • Visit Popular Attractions: Plan visits to well-known local spots that highlight the region’s coastal charm and enrich your vacation experience.
  • Book Flexible Accommodation: Choose a vacation rental near Pleasure Beach for easy access to the area’s attractions while enjoying the comforts of a home-away-from-home environment.

Transportation Options

  • Personal Vehicles: You can easily drive your own car to explore the area, enjoying the flexibility to visit nearby attractions at your own pace.
  • Public Transit: Local bus services offer convenient transportation around this destination, making it simple to navigate without the need for a rental car.
  • Taxis and Rideshare Services: Taxis or ride-sharing apps provide quick and reliable rides within the region, especially useful for short trips or when arriving from nearby cities.
  • Biking: Bike rentals are available locally, providing an eco-friendly way to enjoy the scenic views and get around comfortably here.

Local Customs Options

  • Local Seafood Cuisine: Enjoy the region’s fresh seafood, which is often featured in traditional dishes that reflect the area's maritime heritage.
  • Seasonal Festivals: Participate in seasonal celebrations and festivals that showcase the community's rich cultural traditions throughout the year.
  • Harbor Etiquette: Observe respectful customs when visiting the waterfront, including proper boating manners and environmental stewardship.
  • Community Gatherings: Engage in neighborhood events that foster a sense of togetherness among residents and visitors alike.

Frequently Asked Questions About Pleasure Beach?

2. How many Rentbyowner vacation rentals are available in Pleasure Beach?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 163 in the Pleasure Beach 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 Pleasure Beach. 

3. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies by property. To find specific details, please review the individual listing or contact the owner directly before booking.

4. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning or service charges may apply and are listed in the property details. Always check the listing for a complete fee breakdown.

5. How do I secure my reservation at a vacation rental in Waterford?

Reservations are secured through the booking platform’s process. For detailed instructions or special requests, contact the property owner directly.

6. Can I modify or cancel my booking easily?

Modifications and cancellations depend on the property's policies. Review the specific cancellation terms on the listing or reach out to the owner for assistance.

7. What amenities are typically included in rentals around Waterford's coastal region?

Most properties offer amenities suited for a comfortable stay, but specific features vary. Check the listing details for included amenities and inquire with the owner if needed.

Best Vacation Homes in Pleasure Beach