Piney Point holiday lettings

We found 125 holiday rentals — enter your dates for availability

Discover a selection of 11 homes and other holiday rentals in Piney Point that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a hot tub. What you'll find is a property to rent for everyone's needs, including places that are non-smoking or accessible.

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Why people love visiting friendly Piney Point

The riverfront and island views provide a pleasant backdrop to your holiday home in Piney Point. This welcoming city is known for its boating, seafood restaurants and bird watching. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Piney Point

Are you hoping to discover attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Piney Point a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Michael P. O'Brien Athletics and Recreation Center (5.5 mi / 8.9 km)
  • Hague Winery (9.3 mi / 15 km)
  • General's Ridge Vineyard and Winery (11.4 mi / 18.4 km)
  • Breton Bay Golf Course (12.3 mi / 19.9 km)
  • Port of Leonardtown Winery (13.8 mi / 22.1 km)

Exploring the natural features in Piney Point

Travellers enjoy Piney Point for its riverfront and island views. Whether you're an outdoor enthusiast or just want to take in the scenery, Piney Point is a great place to get out in nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Piney Point Beach (0.8 mi / 1.3 km)
  • Saint George Island Beach (2.3 mi / 3.7 km)
  • Sandy Point Beach (4.9 mi / 7.9 km)
  • St. Mary's River State Park (8.5 mi / 13.7 km)
  • Elms Beach Park (8.6 mi / 13.8 km)
  • Drum Point Lake (13.4 mi / 21.5 km)

Frequently asked questions

What is the best area to stay in Piney Point when booking a holiday rental?
When considering a holiday rental in Piney Point, Maryland, the area around the waterfront offers a delightful experience. This picturesque neighbourhood is known for its serene views of the Patuxent River, making it an ideal spot for those looking to unwind and enjoy nature. The local charm is complemented by attractions such as the historic Piney Point Lighthouse, which provides a fascinating glimpse into the region's maritime history, and the nearby St. George Island, superb for leisurely walks and birdwatching.

In this area, you can find a variety of properties, including charming waterfront cottages and spacious family homes, suiting different tastes and budgets. Staying here not only allows for easy access to the scenic beauty of the surrounding landscape but also places you in proximity to local dining options that showcase the region's seafood delicacies.
How much does it cost to rent a holiday home in Piney Point?
Prices for holiday rentals in Piney 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 Piney 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 Piney Point holiday house rentals?
You can find great discounts on house rentals in Piney 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.
Where are the best areas for renting a beach house in Piney Point?
For renting a beach house in Piney Point, the area along the Potomac River offers a picturesque setting ideal for a relaxing getaway. Properties located near the waterfront not only provide stunning views but also easy access to sandy shores and calm waters, great for swimming and kayaking. Many of these beach houses come with amenities such as private docks, outdoor decks for sunbathing, and fully equipped kitchens that cater to families or groups looking to enjoy home-cooked meals after a day by the water.

Additionally, the nearby St. George Island presents further options for those seeking a tranquil beach experience. Here, visitors can find charming cottages that often feature amenities like barbeque grills, fire pits, and spacious living areas, making them great for evening gatherings under the stars. This area also offers convenient access to local shops and dining options, enhancing the overall experience for travellers.

For those interested in outdoor activities, the proximity to the scenic views along the Potomac River makes it easy to explore hiking trails and nature reserves.
What is the most popular type of holiday rental accomodation in Piney Point?
In Piney Point, holiday houses are the most popular type of holiday rental, with about 36 available throughout the area. These properties typically offer spacious living arrangements, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many holiday houses also feature outdoor spaces, such as decks or gardens, superb for relaxing and enjoying the serene surroundings. Additionally, there are around 20 cottages, which provide a charming, rustic atmosphere, often set in more tranquil spots close to nature. For those seeking a more compact option, several apartments are also available, featuring essential amenities for a comfortable stay.
Are there any family house rentals in Piney Point?
In Piney Point, Maryland, there are some family-friendly house rentals available, making it an excellent choice for those travelling with children. This serene locale is known for its beautiful waterfront views and proximity to the Potomac River, offering plenty of opportunities for outdoor activities. Many of the homes feature spacious living areas, fully equipped kitchens, and outdoor spaces superb for family gatherings.

Visitors can enjoy amenities such as private decks for relaxing evenings, barbecue grills for family cookouts, and sometimes even access to nearby beaches for a fun day in the sun. The area is also close to attractions like the historic Piney Point Lighthouse and the scenic views along the river, providing a lovely backdrop for family adventures.
Can I rent a holiday home with a pool or hot tub in Piney Point?
In Piney Point, there are several holiday homes available for rent that feature pools and hot tubs, making it an appealing choice for travellers seeking relaxation. This serene area, located along the Potomac River, offers a picturesque setting for those looking to unwind.

Many of the available rentals boast amenities such as private swimming pools, hot tubs, and spacious outdoor areas, superb for enjoying the pleasant Maryland weather. Some properties may also include fully equipped kitchens, allowing guests to prepare meals at their leisure, along with comfortable living spaces to gather and relax.
Can I find long-stay holiday rentals in Piney Point?
A long-stay holiday rental in Piney 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.
Are there pet-friendly house rentals in Piney Point?
In Piney Point, there are several pet-friendly house rentals available, offering a superb retreat for those looking to enjoy the serene location near the Potomac River. Many of these holiday homes come equipped with modern amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where pets can roam freely.

The area itself is quite tranquil, providing opportunities for leisurely walks along the waterfront, making it ideal for pet owners. Nearby, you can explore the scenic surroundings, including the St. George Island State Park, which offers hiking trails and beautiful views, superb for enjoying the outdoors with your furry friends.
Are there any remote work holiday rentals in Piney Point?
In Piney Point, Maryland, there are numerous remote work holiday rentals available—around 60 options to choose from. This charming waterfront community offers a peaceful environment, ideal for those looking to blend work and leisure. Many of the properties come equipped with essential amenities such as free Wi-Fi, dedicated workspaces with desks and desk chairs, ensuring a comfortable setting for productivity.

Being located near the Potomac River, travellers can enjoy serene views and outdoor activities during breaks, including fishing, kayaking, and leisurely walks along the shoreline. Additionally, the nearby historical sites and natural parks offer opportunities for exploration and relaxation after a day of remote work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Piney Point holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Piney 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.
What are popular rental amenities in Piney Point?
In Piney Point, popular holiday rental amenities include well-equipped kitchens, allowing guests to prepare their own meals, and inviting decks or patios that provide lovely spaces for outdoor relaxation. Many rentals also offer onsite parking, which is convenient for those travelling with vehicles. A coffee and tea maker is commonly found in these properties, ensuring guests can enjoy a warm beverage at their leisure. Additionally, some rentals feature fireplaces, adding a cosy touch for those cooler evenings.
When is the best time to visit Piney Point for a holiday rental?
The peak season to visit Piney Point falls between June and August, with July being the most popular month for holiday rentals. This vibrant time of year draws families and beachgoers eager to enjoy the warm weather and the beauty of the Chesapeake Bay. Expect delightful temperatures, often reaching the mid to high 20s Celsius, making it superb for sunbathing, swimming, and water sports.

During the summer months, the area buzzes with activity. Visitors can partake in a variety of outdoor adventures, including kayaking, fishing, and exploring the local wildlife. The stunning sunsets over the bay create a superb backdrop for evening strolls along the waterfront.

For those seeking a more budget-friendly option, consider visiting in November. While this month is quieter, it offers a unique charm with serene landscapes and a chance to enjoy the area's natural beauty without the crowds. You can take peaceful walks along the shore and appreciate the stunning autumn views.

Ultimately, your ideal time to visit Piney Point will depend on whether you prefer the lively option of the summer months or the tranquil beauty of the off-peak season.
How early should I book a Piney Point holiday rental?
Book your Piney 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.
What are the top attractions in Piney Point?
In Piney Point, Maryland, visitors can explore the picturesque waterfront along the Potomac River, great for enjoying scenic views and leisurely walks. The Piney Point Lighthouse, a historic site, is a top attraction that offers insights into the area's maritime history and provides a charming backdrop for photographs. Nearby, the St. George Island is accessible by a short drive and boasts beautiful beaches and opportunities for birdwatching and fishing. Additionally, the area is close to the Chesapeake Bay, where outdoor enthusiasts can partake in boating and kayaking.
Can I change or cancel my Piney Point home rental booking on Vrbo?
To find Piney 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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Piney 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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