Piney Point vacation rentals

We found 120 vacation rentals — enter your dates for availability

Welcome to Piney Point, where stunning sandy shores meet the tranquil beauty of nature and rich history awaits just beyond the horizon. This idyllic destination is perfect for families and groups, offering a blend of outdoor adventures, from picnicking in scenic parks to exploring the charming streets of historic St. Mary's City. Choose from cozy cottages or spacious homes that provide the comfort and convenience of a true getaway, ensuring a memorable retreat in this breathtaking locale.

Holiday rentals with weekly discounts - Piney Point

Showing deals for:Dec 11 - Dec 18

Exterior
White sand beach
Exterior
Dining
Exceptional
(60 reviews)

Beach & River Retreat. Spectacular house with private sand beach and hot tub!

Montross

8% off
$582
$4,075 for 7 nights
All fees included
Beach & River Retreat. Spectacular house with private sand beach and hot tub!
Exterior
Sunrise on your private beach
Exterior
Aerial view
Exceptional
(36 reviews)

Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!

Hague

7% off
$280
$1,957 for 7 nights
All fees included
Sea Glass Beach House! Large sand beach, dock and hot tub! Pets welcome!
Private waterfront setting with direct access to the shoreline
Wake up to serene water views from the primary suite
Interior
Enjoy morning coffee or evening drinks on the private waterfront deck
Exceptional
(21 reviews)

🏖Chesapeake Bay Retreat – Private Beach • Fire Pit • WiFi • 2 Homes in 1

Scotland

8% off
$718
$5,025 for 7 nights
All fees included
🏖Chesapeake Bay Retreat – Private Beach • Fire Pit • WiFi • 2 Homes in 1
Property grounds
Piney Point Light House and underwater park with German U-Boat is 5 miles away.
A dining room table expands to 12 seats with a view. Two extensions not show.
A quiet and relaxing road with an abundance of deer, birds, squirrels, and crab.
Exceptional
(66 reviews)

Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset

Tall Timbers

13% off
$269
$1,883 for 7 nights
All fees included
Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset
Interior
Private kitchen
Exterior detail
Dining
Exceptional
(24 reviews)

WATERFRONT 3000 SQFT HOME W/ PIER, WRAP PORCH, KAYAK, PADDLE BOARD, FIRE PIT

Piney Point

8% off
$517
$3,616 for 7 nights
All fees included
WATERFRONT 3000 SQFT HOME W/ PIER, WRAP PORCH, KAYAK, PADDLE BOARD, FIRE PIT
Exterior
Exterior
Exterior
Exterior
Exceptional
(11 reviews)

An amazing large group vacation home with elevator and breathtaking views.

Montross

8% off
$1,034
$7,235 for 7 nights
All fees included
An amazing large group vacation home with elevator and breathtaking views.
Beach
Exterior
Beach
Beach
Exceptional
(45 reviews)

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

Montross

8% off
$256
$1,789 for 7 nights
All fees included
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Interior
St George's Island
Marina
Property grounds
Exceptional
(64 reviews)

Quaint fishing retreat on the lower Potomac Piney Pt

Piney Point

10% off
$181
$1,268 for 7 nights
All fees included
Quaint fishing retreat on the lower Potomac Piney Pt

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Find out more about Piney Point

Why visit Piney Point

  • Scenic Beaches: Relax on the sandy shores of Piney Point Beach, perfect for sunbathing and swimming.
  • Outdoor Adventures: Enjoy various outdoor activities that showcase the area's natural beauty, ideal for families and solo travelers.
  • Charming Accommodations: Choose from cozy vacation homes, charming cottages, and comfortable apartments for a perfect stay.
  • Historic Exploration: Discover nearby cities and neighborhoods rich in history and charm, inviting exploration.
  • Family-Friendly Excursions: Engage in fun, family-oriented activities that enhance the vacation experience.

Popular types of accommodation in Piney Point

If you're considering a getaway to Piney Point, you're in for a treat with an array of fantastic accommodations. Our most popular options include houses, charming cottages, and cozy apartments, perfect for any traveler. Many rentals offer convenient amenities like laundry facilities, ensuring a stress-free stay. Don't forget to explore local gems like the Point Beach Club for a memorable experience. Dive into the comfort and relaxation that Piney Point vacation rentals have to offer.

  • Houses: The most sought-after lodging option in Piney Point, ideal for families, couples, or groups seeking comfort and privacy.
  • Cottages: Charming and cozy, these rentals offer a quaint getaway experience, perfect for those wanting a little retreat.
  • Apartments: A convenient choice for travelers, providing the comforts of home with easy access to local attractions.
  • Cabins: Rustic and inviting, cabins provide a unique experience for nature lovers looking to unwind.
  • Caravan Parks: An affordable and social option for those who enjoy a laid-back camping atmosphere with essential amenities.**

Top attractions in and around Piney Point

Piney Point, Maryland, is perfect for outdoor enthusiasts and families seeking a scenic adventure. Popular attractions include urban parks, beautiful beaches, and historic colleges or universities. Visitors can enjoy the relaxing Piney Point Beach, along with various outdoor activities that highlight the area's natural beauty. Whether you're traveling solo or with loved ones, Piney Point offers a delightful blend of leisure and exploration.

  • St. Mary's College of Maryland: A historic institution offering a rich cultural atmosphere, this college is known for its beautiful campus and engaging arts programs, located 6 miles from Piney Point.
  • Piney Point Beach: A charming beach, just 0.8 miles from Piney Point, perfect for relaxation and sunbathing, with soft sand and gentle waves that create a serene beach vibe.
  • Piney Point Lighthouse: A historic lighthouse situated within Piney Point, providing cultural insights and stunning views of the surrounding waters, making it a must-see for history and nature enthusiasts.

Things to do recommended for couples

For a romantic getaway in Piney Point, visit Hague Winery for delightful tastings, explore the scenic Solomons Island Boardwalk for a lovely stroll by the beach, and enjoy the charm of General's Ridge Vineyard and Winery for an unforgettable evening of wine and laughter.

Things to do recommended for families

Families can enjoy a day at Elms Beach Park, a recreation area located 9 miles from Piney Point. This park offers a serene environment perfect for relaxation and wellness, making it an ideal spot for a family outing.

Things to do recommended for groups

Groups visiting Piney Point can enjoy shopping at Cecil's Old Mill, just 7 miles away, or explore the Wildewood Shopping Center, 12 miles away, for a vibrant local shopping experience. Don't miss the Heathsville Farmers' Market, located 16 miles away, for fresh local produce and a community vibe.

*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 in Piney Point

If you're traveling with a group, your family, or pets, or if you're planning an extended stay, be sure to use filters that align with your priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Piney Point with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor space for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Piney Point with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with having access to suitable amenities like a private pool. Additionally, thinking about how close you are to family-friendly attractions is a wise choice.
  • Taking your pets with you to Piney Point: For many families, a trip isn’t truly fulfilling unless their furry companion is by their side. If this resonates with you, consider exploring Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Piney Point: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Piney Point

Piney Point, Maryland, is a hidden gem perfect for outdoor enthusiasts and those seeking relaxation. Visitors can enjoy sandy beaches, stunning waterfront views, and family-friendly excursions. The friendly atmosphere invites travelers to explore nearby cities and neighborhoods, rich in history and charm. Whether you’re looking for a cozy vacation home or an adventurous day by the shore, Piney Point offers a delightful blend of adventure and tranquility.

  • California: California, located 11 miles from Piney Point, is a vibrant city that draws visitors with its stunning outdoor adventures and scenic beauty. The area is renowned for its recreational offerings, including a local racetrack that hosts thrilling motor racing events. Nature enthusiasts can enjoy picturesque views from the nearby cliffs and explore the historic college university that adds a cultural touch to your visit. Whether you're looking to engage in outdoor sports or enjoy a leisurely day in nature, California is a fantastic destination for adventure seekers.
  • Lexington Park: Just 9 miles from Piney Point, Lexington Park is a dynamic city offering a rich blend of culture and outdoor activities. Visitors can immerse themselves in educational experiences at the historic college university while also enjoying the excitement of local motor racing events. The nearby beach provides a perfect spot for relaxation and water activities. With its diverse range of attractions and the beautiful waterfront, Lexington Park is ideal for those wanting to experience both culture and adventure.
  • Leonardtown: Situated 12 miles from Piney Point, Leonardtown is a charming city known for its outdoor scenery and adventurous spirit. The area boasts numerous recreational opportunities, including access to beautiful beaches and a serene lake, perfect for fishing or picnicking. Leonardtown is also close to a national state park, offering hiking trails and wildlife viewing. With its picturesque landscapes and engaging activities, Leonardtown promises a delightful experience for nature lovers and adventurers alike.

Best time to go to Piney Point

If you're planning a trip to Piney Point, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January37.4°F (3.0°C)Light RainMostly SunnyAverageSlightly Low
February39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low
March45.9°F (7.7°C)Light RainMostly SunnyAverageSlightly Low
April55.9°F (13.3°C)Light RainMostly SunnyAverageAverage
May64.9°F (18.3°C)Light RainMostly SunnyAverageAverage
June73.6°F (23.1°C)Light RainMostly SunnyModerately HighSlightly High
July78.6°F (25.9°C)Light RainMostly SunnyModerately HighSlightly High
August77.2°F (25.1°C)Light RainMostly SunnyModerately HighSlightly High
September71.6°F (22.0°C)Light RainMostly SunnyAverageAverage
October61.5°F (16.4°C)Light RainMostly SunnyModerately LowAverage
November50.2°F (10.1°C)Light RainMostly SunnyModerately LowAverage
December43.2°F (6.2°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is a breeze

Are you aiming to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We’re here to help you find the perfect getaway.

Vrbo Trips: Planning as easy as it gets

Vrbo's user-friendly Trip Board offers you a convenient way to plan your next getaway, pick up right where you left off, or easily manage your travel arrangements. You can access the properties you've saved or booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Why people love visiting friendly Piney Point

The riverfront and island views provide a pleasant backdrop to your vacation 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 vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Piney Point

Are you looking for attractions to see while you're in town? Venture out of your cozy vacation rental and experience everything that Piney Point has to offer. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

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

Exploring the natural features in Piney Point

Travelers enjoy Piney Point for its riverfront and island views. Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Piney Point is a great place to spend some time outside. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Piney Point Beach (0.8 mi / 1.3 km)
  • Saint George Island Beach (2.3 mi / 3.7 km)
  • Jimmy Island (3.3 mi / 5.3 km)
  • St. Mary's River State Park (8.5 mi / 13.7 km)
  • Elms Beach Park (8.6 mi / 13.8 km)
  • St. Clement's Island State Park (13.8 mi / 22.3 km)

Frequently asked questions

What are the best areas to stay in a vacation rental in Piney Point?
Vacation rentals in Piney Point offer a comfortable base for your trip, providing space, privacy, and room to settle in. You'll find a selection of around 17 properties across the area, with houses being the most common choice. These properties are well-suited for various trip types, including around 9 options for large groups and 6 for luxury stays, ensuring a whole-home experience for every guest.
What are the most popular vacation rentals in Piney Point?
Houses are the most popular choice for guests in Piney Point, making up the majority of available rentals. These properties are favored for their ample space and privacy, making them ideal for families and groups seeking a comfortable and independent stay. Cottages and apartments also provide appealing options for different travel needs.
What amenities do vacation rentals in Piney Point usually offer?
Vacation rentals in Piney Point typically come equipped with a range of amenities designed for a comfortable stay. You can expect features such as air conditioning, fully equipped kitchens for preparing meals, and free parking. Many properties also include high-speed internet, laundry facilities, and outdoor areas like balconies or terraces, perfect for enjoying the local atmosphere.
Are there family-friendly vacation rentals in Piney Point?
Yes, Piney Point offers several family-friendly vacation rentals, with houses and cottages being popular choices. These properties provide the space and amenities families need to relax and enjoy their trip. Look for rentals that include fully equipped kitchens, laundry facilities, and outdoor play areas to make your family's stay even more convenient and fun.
Are there pet-friendly vacation rentals in Piney Point?
Yes, you'll find several pet-friendly vacation rentals in Piney Point, primarily houses. These properties welcome your furry companions, often featuring outdoor spaces or yards where pets can play. Vrbo helps you find a comfortable home away from home for your entire family, including your pets.
What are the best areas for group vacation rentals in Piney Point?
Piney Point offers a few vacation rentals well-suited for groups, with houses being the most common property type. These larger homes provide ample space for everyone to gather and relax. Look for properties that feature multiple bathrooms, fully equipped kitchens for shared meals, and ample parking for several vehicles, ensuring a comfortable stay for your entire group.
What are the best luxury vacation rentals in Piney Point?
Piney Point features a selection of several luxury vacation rentals, predominantly houses, offering an elevated stay experience. These upscale properties often come with premium amenities designed for comfort and indulgence. You can find options with private pools, relaxing hot tubs, and balconies that provide scenic views, perfect for a special getaway.
Are there any budget-friendly vacation rentals in Piney Point?
Yes, Piney Point provides several budget-friendly vacation rentals, offering great value for your trip. Cottages and some houses are excellent choices for guests looking to maximize their budget without compromising on comfort. These properties often include full kitchens for saving on dining out, laundry facilities, and free parking, adding to the overall value of your stay.
Are there any vacation rentals in Piney Point with a pool?
Yes, a selection of vacation rentals in Piney Point offer pools, primarily houses. These properties provide a refreshing amenity for relaxation and fun during your stay. You can find options with private pools, heated pools, and outdoor pools, perfect for enjoying the sunshine.
Are there any remote work vacation rentals in Piney Point?
In Piney Point, Maryland, there are several remote work-friendly vacation rentals available—around 15 in total. This charming area offers a peaceful retreat along the Potomac River, with properties that typically feature essential amenities for remote work, such as high-speed Wi-Fi, dedicated workspaces with desks and chairs, and comfortable living areas.Many rentals are situated near the waterfront, providing stunning views and tranquil surroundings that can enhance productivity. Additionally, some properties may come equipped with outdoor spaces, allowing for breaks in nature after a day of work. Piney Point is also close to local attractions such as the historic Piney Point Lighthouse and the serene beaches along the river, offering opportunities for relaxation during downtime. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Piney Point vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Piney Point with parking available—perfect for families or travelers 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 vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many rentals feature decks or patios, providing outdoor spaces to relax and enjoy the scenic surroundings. Onsite parking is commonly available, making it convenient for travelers with vehicles. Additionally, you'll find properties equipped with coffee and tea makers for a comforting start to each day, as well as fireplaces that add warmth and ambiance, great for cozy evenings after exploring the area.
When is the best time to visit Piney Point for a vacation rental?
The peak season for visiting Piney Point is during the summer months of June through August, with July standing out as the most popular time for travelers. This sunny period attracts travelers, as warm temperatures (averaging in the mid-70s to low 90s Fahrenheit) create a friendly space for outdoor activities, including beach outings and water sports on the Patuxent River.While July is bustling with tourists enjoying the local attractions, you can also experience the charm of Piney Point's coastal environment—superb for swimming, kayaking, and exploring the scenic waterfront. The summer months are filled with community events and festivals, enhancing the vibrant setting of this lovely destination.For those looking for a more budget-friendly option, consider planning your visit in November. This month offers a peaceful retreat with fewer crowds, allowing you to enjoy a more tranquil experience as you explore the natural beauty of the region. The fall colors add a unique charm to the surroundings, superb for leisurely walks and cozy evenings by the water.Ultimately, the best time to book a vacation rental in Piney Point will depend on your preference for lively summer activities or a quieter escape in the fall.
How early should I book a Piney Point vacation rental?
Book your Piney Point vacation 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 vacation 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, Maryland, United States of America?
In Piney Point, Maryland, visitors can enjoy a range of attractions that highlight the area's natural beauty and historical significance. One of the main draws is the Piney Point Lighthouse, which dates back to the 19th century and offers a glimpse into the region's maritime history. The surrounding Piney Point Park features scenic views of the Potomac River, making it a lovely spot for picnics and leisurely walks.Nearby, the St. George Island offers beautiful beaches and opportunities for fishing, kayaking, and birdwatching, appealing to nature enthusiasts. Additionally, the historic town of Leonardtown, just a short drive away, is known for its charming shops, local restaurants, and the annual Leonardtown Arts and Crafts Festival, providing a taste of local culture.For those interested in outdoor activities, the Patuxent River Naval Air Station is also within reach, although it's primarily a military facility, it occasionally hosts events that may be of interest.
Can I change or cancel my Piney Point home rental booking on Vrbo?
To find Piney Point vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively. Vrbo also offers support via live chat through our Help Center, 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 organizing 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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