Pleasant Point holiday homes

We found 89 holiday rentals — enter your dates for availability

Discover a selection of 14 homes and other holiday rentals in Pleasant Point that are perfect for your trip. Whether you’re staying in a holiday home with a group or just with your pet, you'll find the amenities that you need and want, which might include Wi-Fi and a washer and dryer. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.
  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Pleasant Point

  • Stunning beaches: Enjoy the pristine shores of Pleasant Point, perfect for swimming, sunbathing, and beachcombing.
  • Scenic national parks: Explore nearby national parks offering breathtaking views and opportunities for hiking and wildlife spotting.
  • Family-friendly activities: Engage in budget-friendly excursions and outdoor adventures suitable for all ages.
  • Local culture: Immerse yourself in the charming local culture with friendly locals and unique attractions.
  • Peaceful getaway: Experience a serene environment ideal for relaxation and creating lasting memories with loved ones.

Top attractions near Pleasant Point

Pleasant Point in Wellfleet, Massachusetts, is perfect for families and outdoor enthusiasts seeking cultural experiences. Explore beautiful beaches, scenic national parks, and nearby islands that offer a mix of relaxation and adventure. Don't miss out on local attractions, ideal photography spots, and comfortable accommodation options to enhance your stay. This charming destination promises unforgettable experiences for all travellers looking to enjoy the great outdoors and immerse themselves in the local culture.

  • Cape Cod Beaches: A stunning stretch of sandy shoreline 8.0km from Pleasant Point, perfect for soaking up the sun and enjoying the relaxed beach vibes.
  • Great Pond Beach: Located 3.2km away, this picturesque lake offers serene scenery, outdoor activities, and a romantic atmosphere ideal for relaxation and picnics.
  • Nauset Beach: Situated 11.3km from Pleasant Point, this expansive beach features beautiful waves and is perfect for swimming and beachcombing.

Things to do recommended for couples

For a romantic getaway near Pleasant Point, visit Truro Vineyards for a delightful wine tasting, enjoy a fun round at Poit's Lighthouse Mini Golf, or indulge in relaxation at The E Spa. Each offers a unique experience perfect for couples seeking connection and enjoyment.

Things to do recommended for families

Families visiting Pleasant Point can have a blast at Orleans Bowling Center, an arcade and adventure zone located 14.5km away. For a thrilling experience, head to Bud's Go Karts, situated 27.4km away, where everyone can enjoy an adrenaline-pumping karting adventure.

Things to do recommended for groups

Explore the scenic Rail Trail on a bike ride from Pleasant Point, catch a show at the Wellfleet Harbor Actors Theater for a dose of culture, or enjoy a film at Wellfleet Cinemas for a fun night out with your mates.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Pleasant Point

If you're planning a trip with friends, family, pets, or looking for extended stays, it's important to set your priorities when filtering your options. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to Pleasant Point with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Pleasant Point with young kids: Taking a trip with young ones can be quite the challenge. It's important to prioritise their comfort and safety, as well as look for amenities that are suitable for their age, like a private swimming pool. Additionally, it’s wise to keep in mind how close you are to family-friendly activities.
  • Taking your pets with you to Pleasant Point: For many families, a holiday isn't truly a holiday without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and comfy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Pleasant Point: If you're in search of holiday rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and take advantage of great savings on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay near Pleasant Point

Pleasant Point offers a peaceful getaway perfect for families seeking adventure and culture. Nestled in Wellfleet, Massachusetts, it boasts stunning scenery and friendly locals, making it an ideal location for relaxation and exploration. Nearby, you'll find tent sites and budget-friendly excursions that cater to all ages. Discover the charm of this top location while creating unforgettable memories with your loved ones in a serene outdoor setting.

  • Wellfleet: Nestled on Cape Cod, Wellfleet is renowned for its stunning natural beauty and outdoor experiences. This charming town, where Pleasant Point is located, offers an array of activities, from golfing at picturesque courses to hiking scenic trails that showcase the area's unique landscapes. Visitors can enjoy family-friendly beaches, soak up the sun, and explore local landmarks like the iconic Cape Cod National Seashore. The vibrant arts scene and local eateries offer a taste of the region's culture and fresh seafood.
  • Eastham: Just a short drive from Pleasant Point, Eastham is another gem on Cape Cod known for its breathtaking beaches and outdoor adventures. With scenic trails and golf courses, it's a haven for nature enthusiasts. The town is home to beautiful family beaches perfect for swimming and relaxing, as well as historic sites that tell the story of the area's rich heritage. Eastham's easy access to the Cape Cod National Seashore makes it an ideal spot for a day of exploration and enjoyment.
  • Truro: Located a mere 9.7km from Pleasant Point, Truro offers a serene escape into nature with its stunning coastal landscapes and outdoor activities. Visitors can revel in the scenic views while enjoying golf and hiking trails that wind through the picturesque surroundings. Truro's beautiful beaches, including family-friendly options, provide a perfect setting for a day by the sea. The town's quaint charm and proximity to Cape Cod's attractions make it an enticing destination for those seeking relaxation and adventure.

Best time to go to Pleasant Point

If you're planning a trip to Pleasant Point, it's a good idea to check both the weather and property rates. The warmest months are August and August.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.4°F (1.9°C)Light RainMostly Cloudy
January35.4°F (1.9°C)Light RainMostly Cloudy
February35.4°F (1.9°C)Light RainMostly Cloudy
February35.4°F (1.9°C)Light RainMostly Cloudy
March38.3°F (3.5°C)Light RainMostly Cloudy
March38.3°F (3.5°C)Light RainMostly Cloudy
April44.8°F (7.1°C)Light RainMostly Sunny
April44.8°F (7.1°C)Light RainMostly Sunny
May52.5°F (11.4°C)Light RainMostly Sunny
May52.5°F (11.4°C)Light RainMostly Sunny
June61.0°F (16.1°C)Light RainMostly Sunny
June61.0°F (16.1°C)Light RainMostly Sunny
July68.9°F (20.5°C)Light RainMostly Sunny
July68.9°F (20.5°C)Light RainMostly Sunny
August69.8°F (21.0°C)Light RainMostly Sunny
August69.8°F (21.0°C)Light RainMostly Sunny
September65.1°F (18.4°C)Light RainMostly Sunny
September65.1°F (18.4°C)Light RainMostly Sunny
October57.6°F (14.2°C)Light RainMostly Sunny
October57.6°F (14.2°C)Light RainMostly Sunny
November48.4°F (9.1°C)Light RainMostly Sunny
November48.4°F (9.1°C)Light RainMostly Sunny
December41.4°F (5.2°C)Light RainMostly Cloudy
December41.4°F (5.2°C)Light RainMostly Cloudy

Booking with Vrbo is simple

Planning your next getaway and want to keep costs down? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Consider booking a longer stay, too, as this can lead to substantial savings. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of holiday rental. We're here to help you find the perfect spot for your adventures.

Vrbo Trips: Effortless planning

Vrbo's clever Trip Board offers you a convenient way to plan your adventures, pick up right where you left off, or manage your travel arrangements effortlessly. You can easily find the properties you've saved or booked under Potential, Upcoming, or Current Trips. To make the most of your Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Pleasant Point?
The most sought-after types of holiday homes in Pleasant Point are houses. Ready for more choices? Bookabach has many options to match our guests' unique requirements, so you'll see holiday properties in all sizes, and for all budgets. The perfect home away from home is waiting for you — get yours today.
How much does it cost to rent a holiday home in Pleasant Point?
The average price for a holiday home in Pleasant Point is based on a number of factors, such as season, length of stay and property type. Whether you're looking for a sprawling villa with a pool or a comfy cabin that's perfect for two, just add your travel dates to see stays with unbeatable value.
How much does it cost to rent a beach house in Pleasant Point?
When you travel and the style and size of the property will determine the cost of your beachside holiday home. Enter your Pleasant Point travel dates to view your options on Bookabach. Did someone just say "private pool"? Use our filters to choose the features and amenities you need.
Are there pet-friendly holiday homes in Pleasant Point?
With 11 properties that host four-legged guests, your happy hound can also come along on your Pleasant Point getaway. Use the filter tool to search our pet-friendly holiday homes and find your pawfect holiday home on Bookabach.
What are popular home amenities in Pleasant Point?
A garden, a nearby river and a water view are rated the most popular home amenities in Pleasant Point. Whether you're planning to travel by yourself, with your other half or a group of family members, Bookabach will help you find a holiday home that matches your tastes with all the features you'll enjoy.
Are there large group holiday homes in Pleasant Point?
With 10 Pleasant Point holiday properties that can accommodate a group of five or more people, you can bring a few extra family members or friends along. Whether you're planning a casual get-together or a special event, Bookabach will help you book a comfy space for the occasion.
Are there holiday homes in Pleasant Point that welcome kids?
Bring the whole family together for fun-filled adventures in Pleasant Point at one of our 11 family-friendly properties. Many of these stays provide conveniences that are suitable for trips with the kids, including kitchens, extra bedrooms and entertainment units. Simply check the "Properties good for families" filter and choose your favourite.
What are the top attractions for families in Pleasant Point?
Keeping the kids happy during your holiday in Pleasant Point is a breeze with these exciting family-friendly attractions:

  • Indian Neck Beach
  • Mayo Beach
  • Ryder Beach

Can I find two-bedroom holiday homes in Pleasant Point?
Gather your nearest and dearest and experience complete comfort and privacy in one of the two two-bedroom holiday properties Pleasant Point has to offer.
Are there holiday homes with WiFi in Pleasant Point?
Whether you'd like to keep up with the latest headlines, look over emails or surf your social networks, there are two holiday homes with WiFi in Pleasant Point. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How can I find holiday homes with air conditioning in Pleasant Point?
You can choose from six Bookabach holiday homes with air conditioning in Pleasant Point providing that cooling breeze and extra comfort level. Enter your chosen travel dates and then make use of our filters to locate properties with air conditioning.
How old do you have to be to rent a holiday home in Pleasant Point?
Age restrictions can vary across properties on Bookabach, so be sure to check the rules of the holiday home in Pleasant Point you want to book. But typically, it's 16, 18 or 21.
How long can I rent a holiday home in Pleasant Point for?
The length of time you can book a holiday home in Pleasant Point is down to the property. Just enter your chosen dates to look at a list of options offering extended stays. With a range of features like washing machines and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere perfect to call your home away from home in Pleasant Point.

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