Discover Your Perfect Pleasant Road Beach Vacation Homes

Best Vacation Homes in Pleasant Road Beach

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10.0 (2 Reviews)
House
37 Bassett
  • Air Conditioner
  • Parking
  • Balcony/Terrace
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9.4 (123 Reviews)
House
Winstead Inn
  • Air Conditioner
  • Parking
  • Pool
View Availability

Why Choose Rent By Owner for your Pleasant Road 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.

Popular Areas for Pleasant Road Beach Vacation Rentals

Where are the best neighborhoods to stay in Pleasant Road Beach?

When exploring your options for accommodations in Pleasant Road Beach, West Harwich, Massachusetts, you'll find a variety of neighborhoods that offer the perfect setting for a relaxing getaway. Staying near Pleasant Road Beach provides easy access to the serene shoreline and charming local spots, making it ideal for beach lovers. Alternatively, choosing a rental in West Harwich places you close to scenic areas and quaint streets that showcase the town’s welcoming atmosphere. Whatever neighborhood you select, you can enjoy a dependable and seamless booking process designed to make your stay in this picturesque part of Massachusetts truly memorable.

Bass River

This neighborhood offers a tranquil setting near the scenic Bass River, making it an ideal choice for those seeking relaxing waterfront views and easy access to the region's natural beauty.

View 173+ Rentals in Bass River

Great Island

Situated close to the water, Great Island provides a peaceful retreat perfect for enjoying the serene landscape and convenient access to nearby beaches and outdoor activities.

View 1212+ Rentals in Great Island

Sea Pines

Known for its charming coastal atmosphere, Sea Pines is a popular destination for travelers looking to experience the laid-back charm and inviting community of this region.

View 955+ Rentals in Sea Pines

West Brewster

Offering a blend of quiet residential streets and scenic surroundings, West Brewster is an excellent area for those wanting a peaceful stay close to local attractions and natural landscapes.

View 711+ Rentals in West Brewster

Best Times to Visit Pleasant Road Beach

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here ensures you enjoy pleasant weather and a relaxing experience, making your stay in this charming coastal area truly memorable.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination sees its highest influx of visitors seeking sunny days and warm ocean breezes, making it ideal for enjoying the beaches and outdoor activities.

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

The early fall offers pleasant weather with fewer crowds, allowing you to experience the region's serene beauty while still enjoying warm days and vibrant foliage.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F

Off-Season Highlights

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Late Fall to Winter (November to February)

During this period, the area experiences cooler temperatures and quieter shores, providing a peaceful retreat for those seeking solitude or a cozy getaway in nearby vacation rentals.

Average Temperature Daytime: 45-55°F - Nighttime: 30-40°F
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Early Spring (March to May)

As the region awakens from winter, fewer visitors arrive, making it an excellent time for exploring and enjoying more affordable vacation rentals before peak season begins.

Average Temperature Daytime: 50-65°F - Nighttime: 35-45°F

Weekly Weather Forecast for Pleasant Road Beach

How to Book Your Pleasant Road Beach Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Pleasant Road Beach

More Top-Rated Vacation Rentals in Pleasant Road Beach Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 for relaxing and dining al fresco amidst the charming surroundings.
  • Take advantage of spacious gardens or yards ideal for outdoor activities and family gatherings.
  • Make use of outdoor grilling amenities to prepare meals while enjoying the fresh air and scenic views.
  • Access nearby outdoor recreational facilities like beaches, parks, or walking trails that showcase the region's natural beauty.
  • Spend time on a furnished porch or veranda, perfect for soaking up the sun and observing the local scenery.
  • Utilize outdoor showers or rinse stations especially handy after beach days in this coastal destination.
  • Experience, when available, outdoor swimming pools that add to the leisure options during your stay here.

Top Attractions Around Pleasant Road Beach

What attractions are nearby?

Enjoy a variety of outdoor activities and serene coastal experiences just moments from your rental, allowing you to make the most of the beautiful beaches and scenic surroundings in this desirable New England destination.

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Family Activities

  • Beachcombing and Sandcastle Building: Enjoy hours of fun with your family as you explore the shores of Pleasant Road Beach, collecting shells and crafting sandcastles in this scenic coastal area.
  • Swimming and Wading: Cool off together in the gentle waves of the beach, making it an ideal spot for families to swim and wade safely during their vacation in West Harwich.
  • Picnic by the Shore: Take advantage of the area's relaxed atmosphere by packing a picnic and dining al fresco with a view of the ocean, perfect for family bonding moments.
  • Nature Walks and Bird Watching: Discover the natural beauty surrounding the region through peaceful walks along trails or the shoreline, where you might spot local bird species and other wildlife.
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Adult Activities

  • Beachcombing along Pleasant Road Beach: Enjoy a leisurely stroll while discovering unique shells and seaside treasures along the picturesque shoreline.
  • Sunset viewing from local vantage points: Capture breathtaking sunsets over the ocean, perfect for relaxing evening experiences here in the region.
  • Kayaking in nearby waters: Explore the calm coastal waters with a kayaking adventure that offers a peaceful way to see the area's natural beauty.
  • Relaxing on the sandy shores: Unwind on the soft sands of this popular destination, ideal for soaking up the sun during your stay in the region.

Pleasant Road Beach Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Beach Days Early: Arrive at Pleasant Road Beach during off-peak hours to enjoy a more peaceful experience and easier access to amenities.
  • Explore Local Dining Options: Take advantage of nearby eateries to savor regional flavors and support community businesses during your stay here.
  • Utilize Water Activities: Make the most of the area’s coastal location by engaging in water sports or beachside leisure activities offered nearby.
  • Discover Nearby Attractions: Allocate time for exploring charming neighboring towns and scenic spots to enrich your visit to this part of Massachusetts.

Transportation Options

  • Car Rentals: Renting a car here offers the flexibility to explore the surrounding region and visit nearby beaches and attractions at your own pace.
  • Local Taxi Services: Taxis provide convenient transportation directly from your vacation rental, making short trips around the area quick and effortless.
  • Shuttle Services: Shuttle options are available for easy access to key destinations and transport hubs in this coastal destination.
  • Public Transportation: Bus services connect you to other parts of the region, offering an affordable way to explore without the need for a personal vehicle.

Local Customs Options

  • Respect for Coastal Conservation: Locals value the preservation of the pristine beaches and natural coastlines, so you’ll find that environmental mindfulness is a common practice here.
  • Beach Etiquette: Maintaining a friendly atmosphere at Pleasant Road Beach involves keeping noise levels low and cleaning up after yourself to ensure everyone can enjoy the area.
  • Community Gatherings: Participating in local events or seaside gatherings fosters a sense of community that is deeply rooted in the region’s coastal traditions.
  • Seasonal Respect: Visitors are encouraged to adapt to seasonal customs, such as quiet mornings during early spring and lively summer beach activities, respecting locals' preferences throughout the year.

Frequently Asked Questions About Pleasant Road Beach?

1. What are the top vacation rentals in Pleasant Road Beach?

There are a lot of options in Pleasant Road Beach. If you plan on staying in the Pleasant Road Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pleasant Road Beach:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1423 in the Pleasant Road 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 Pleasant Road Beach. 

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

Cancellation policies vary depending on the property owner. You should review the specific listing details or contact the host directly to understand the terms related to cancellations and refunds.

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

Additional fees such as cleaning, service charges, or taxes can apply. Please check the detailed listing information or reach out to the property owner for precise fee details before completing your reservation.

5. What amenities are typically included in vacation rentals in this destination?

Most properties offer essential amenities like Wi-Fi, kitchen facilities, and outdoor spaces. For a comprehensive list of what’s included, review the property description or contact the owner directly.

6. How do I secure my booking for a vacation rental in the region?

Booking is usually secured through the platform's payment process. To ensure a smooth reservation, follow the instructions provided during checkout or communicate with the host if you have special requests.

7. Is there a minimum stay requirement for renting here?

Minimum stay requirements depend on the individual property and the time of year. Be sure to check the specific listing for the duration needed and reach out to the owner if you have flexible dates.

Best Vacation Homes in Pleasant Road Beach