Piney Point Vacation Rentals from $278: Search Short-Term Rentals

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Our top choices for Piney Point vacation rentals

A two-story house with a balcony, surrounded by trees and a wooden fence.

1. Charming Waterfront 3-bedroom house in Piney Point

Piney Point

Meira

$645 nightly

Oct 19 - Oct 20

Total with taxes and fees

A covered patio with a view of a lake, furnished with chairs and a table.

2. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Lexington Park

Andrea B.

$357 nightly

Oct 1 - Oct 2

Total with taxes and fees

A single-story house with a front porch, a small deck, and a number '4' on the side.

3. Coles Point Marina

Hague

$255 nightly

Oct 5 - Oct 6

Total with taxes and fees

A coastal area with a sandy beach, a small settlement, and a clear view of the sea.

4. Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK

Montross

Julie P.

$415 nightly

Sep 29 - Sep 30

Total with taxes and fees

5. 2 Bedroom Cottage at Coles Point Marina

Hague

$367 nightly

Sep 28 - Sep 29

Total with taxes and fees

A modern kitchen with granite countertops, stainless steel appliances, and large windows offering views of the outdoors.

6. 2 Acre Oasis with Private Beach! Family and dog friendly!

Leonardtown

Jonathan M.

$719 nightly

Oct 26 - Oct 27

Total with taxes and fees

A triangular cabin with a wooden staircase leading to a door, surrounded by trees.

7. Soul Oasis - home on the Chesapeake Bay

Lusby

Dusty S.

$265 nightly

Oct 27 - Oct 28

Total with taxes and fees

An outdoor patio with a glass table and chairs, a blue umbrella, and a view of a lake.

8. Waterfront Game-Themed Getaway · Dock & Kayaks

Montross

Amanda B.

$426 nightly

Oct 28 - Oct 29

Total with taxes and fees

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Top Piney Point Hotel Reviews

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

8/10 Good

"The environment was welcoming. The facility was well-kept. The breakfast buffet delicious and warm. The staff was professional and responsive to our requests. The 1 noteworthy drawback was the 150.00 deposit required at registration."

The Inn at Leonardtown, an Ascend Collection Hotel

8/10 Good

"Welcoming staff, excellently situated in Downtown Leonardtown, decent offering of complimentary breakfast, including pre-made filled croissants. Only issue was my initial room suffered from external noise issues, suspected to be from the hotels air conditioning system (not the room), however the staff were more than happy to move me to another room which was much quieter."

Quality Inn Solomons - Beacon Marina

8/10 Good

"Everything was good, standard hotel/motel stuff: little coffee pot, mini-fridge, microwave, tv,a/c - everything worked as expected, furniture, carpeting, lights, bathroom all looked newish and everything was very clean. Desk folk were pleasant, didn’t have much interaction. The big plus is the location, right by a huge marina (if you like looking at boats) and the Calvert Marine Museum- combines natural history and the commercial history of the area, has the Drum Point lighthouse (you can tour) and a boat tour of Patuxent Harbor, plus fossils, river otters, fish. Calvert Cliffs / Flag Pond parks are a 10 minute drive if you want to dig for fossils yourself. So: comfortable place, very reasonably priced, close to all sorts of stuff; definitely worth it."

Charming Waterfront 3-bedroom house in Piney Point

10/10 Excellent

"The house was amazing and exceeded expectations. We travel often and seldom if ever find a place that ticks ALL boxes. This one did. Water views, multiple decks, very clean and fitted to a very high standard. Esco was very responsive and flexible. We will definitely be going back. Highly recommend. Thanks, Esco!!"

Belle of the Chesapeake Bay

10/10 Excellent

"This house was perfect for a short summer getaway with our family, including our 2 grandkids! The beds were super comfortable and the layout of the house worked perfectly for two couples and a family of 4. The boardwalk in Solomons was lovely with beautiful sunsets. We loved the outdoor sculpture garden, the Calvert State Park cliffs by the beach and the awesome mariners museum. The food at the Pier was outstanding, as was the ice cream shop next to the bait and tackle place down the street. All in all, this was a great visit! Glad we found this house to accommodate us so well!"

Find out more about Piney Point

Everything you need to know about Piney Point vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Piney Point vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Piney Point vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Piney Point vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Piney Point. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Piney Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $278 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Piney Point rentals

At Expedia, we put the best Piney Point vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Piney Point rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Piney Point vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Piney Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find vacation rentals in Piney Point?

Yes, we offer vacation rentals close to the most popular attractions in Piney Point, or you can select a more remote option if you're looking for relaxation. Nature enthusiasts will enjoy the riverfront in Piney Point. Make sure you have time to check out the seafood restaurants while you're in the area.

What are some of the best vacation home rentals in Piney Point?

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views: This vacation home near Piney Point is located on a lake and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Piney Point?

Choose from 12 Expedia vacation rentals in Piney Point for a memorable vacation.

What can I see and do in Piney Point?

Piney Point Beach and Jimmy Island are a couple of scenic spots to enjoy the outdoors, whereas Piney Point Lighthouse is one of the cultural attractions. Piney Point Landing and Saint George Island Beach are a couple of places you'll find in the larger area.

What are vacation rentals like in Piney Point?

Vacation rentals are private properties you can stay in for several days or longer in Piney Point. Vacation rentals feature amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a small group gathering.

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Our top choices for Piney Point vacation rentals

1. Charming Waterfront 3-bedroom house in Piney Point

2. Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

3. Coles Point Marina

4. Waterfront, Kayak, Beach, Game room, Potomac 2hr DC, Dogs+EV OK

5. 2 Bedroom Cottage at Coles Point Marina

6. 2 Acre Oasis with Private Beach! Family and dog friendly!

7. Soul Oasis - home on the Chesapeake Bay

8. Waterfront Game-Themed Getaway · Dock & Kayaks

9. Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

10. Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit! AMAZING Sweeping VIEWS!

11. Anne & Fred`s Leonardtown Home W/ Arcade room!

12. 4-BR Waterfront Turret Home

13. Riverside Lodge Bed & Breakfast on the Honga River UNIT C

14. Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

15. Lakefront A-Frame: Private Dock, Kayaks & Sauna – Sleeps 12, Chesapeake Bay

16. Riverside Lodge Bed & Breakfast on the Honga River UNIT E

17. Lakefront Cabin Near Solomons Island w/ Hot Tub

18. Lakefront Cabin Near Solomons Island w/ Hot Tub

Find vacation rentals that suit your style

Top Piney Point Hotel Reviews

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

Sleep Inn & Suites California MD

Comfort Inn & Suites Lexington Park near Pax River

The Inn at Leonardtown, an Ascend Collection Hotel

Tiny, Funky, and Full of Love - Welcome to the Love Shack

Hilton Garden Inn Solomons

Quality Inn Solomons - Beacon Marina

Charming Waterfront 3-bedroom house in Piney Point

Belle of the Chesapeake Bay

Find out more about Piney Point

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