Pleasant Point holiday lettings

We found 67 holiday rentals — enter your dates for availability

Discover a selection of 10 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.
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Frequently asked questions

What is the most popular type of holiday rental in Pleasant Point?
In Pleasant Point, holiday houses are the predominant type of rental, with approximately 12 available in the area. These houses typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups seeking a comfortable stay. Many of these properties are situated close to local attractions, providing easy access to the scenic coastal areas and community parks. In addition to holiday houses, there are several charming cottages that offer a cosy retreat, often equipped with amenities such as outdoor seating areas and gardens, superb for enjoying the pleasant surroundings.
Are there any beach house rentals in Pleasant Point?
In Pleasant Point, Massachusetts, there are about 44 beach house rentals available, suiting various preferences for holidaymakers. These beach houses are typically situated in charming coastal neighbourhoods, providing easy access to the stunning beaches and scenic views of Cape Cod Bay. Most rentals feature essential amenities such as fully equipped kitchens, spacious living areas, and outdoor decks or patios, superb for enjoying summer evenings. Many properties also include additional features like private gardens, BBQ facilities, and multiple bedrooms, making them ideal for families or groups looking for a relaxing seaside getaway.
How much does it cost to rent a holiday home in Pleasant Point?
Prices for holiday rentals in Pleasant Point vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Pleasant Point to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Pleasant Point holiday house rentals?
You can find great discounts on house rentals in Pleasant Point on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Pleasant Point holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Pleasant Point with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Pleasant Point?
A long-stay holiday rental in Pleasant Point is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Pleasant Point for a holiday rental?
The best time to visit Pleasant Point for a holiday rental is during the peak season from July to September. This vibrant period attracts families and beachgoers eager to soak up the sun along the picturesque coastline of Massachusetts. Expect warm temperatures, typically reaching the mid-20s Celsius, superb for swimming, sunbathing, and enjoying outdoor activities.

July is particularly popular, as it's when Pleasant Point truly comes alive. The atmosphere buzzes with visitors participating in various summer festivities, from local fairs to beach events. The long days and pleasant evenings also create an inviting backdrop for leisurely strolls along the shore or enjoying a meal at one of the charming seaside restaurants.

For those seeking a more budget-friendly experience, consider visiting in November. While this month falls outside the main tourist season, it provides a unique opportunity to explore the area's natural beauty without the crowds. The coastal scenery in November offers a different charm, with stunning sunsets and peaceful walks along the beach.
Are there any remote work holiday rentals in Pleasant Point?
In Pleasant Point, Massachusetts, there are around 15 remote work holiday rentals available, making it a suitable location for those looking to combine work and leisure. Many of these properties are equipped with essential amenities such as Wi-Fi and dedicated workspaces, including desks, to ensure a productive environment while away from home. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Pleasant Point holiday rental?
Book your Pleasant Point holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Pleasant Point home rental booking on Vrbo?
To find Pleasant Point holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Pleasant Point holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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