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Piney Point Holiday Rentals

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Holiday Rentals in Piney Point

Quaint fishing retreat on the lower Potomac Piney Pt
9.8 out of 10, Exceptional, 42 reviews
"I and my 10 year old son stayed at this cottage. It is wonderful, very clean and well-equipped. It did not seem small to us, in fact, it is rather spacious, with 2 bedrooms and a large and very functional kitchen. There is a great patio. We used it to watch sunsets and to view the sky through our telescope, but one can also do some grilling there. For my son, the highlight of the trip was swimming, we spent hours in the water, at his insistence. There were no jellies; I guess it depends on...
Quaint fishing retreat on the lower Potomac Piney Pt
Piney Point, private , Beach Front Cottage
10.0 out of 10, Exceptional, 78 reviews
"We’ve been staying at this property for many years. The house is great, the area is beautiful, and you can’t beat being right on the water. Highly recommended!"
Piney Point, private , Beach Front Cottage
2 Bedroom Cozy Beach Cottage with Beach Access
10.0 out of 10, Exceptional, 8 reviews
"This is what going to a cottage used to be like. You have beds. You have a kitchen. You have porches. You have kayaks. You have access to a beach. Keep it simple."
2 Bedroom Cozy Beach Cottage with Beach Access
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Waterfront Cottage in Piney Point w/ Kayaks!
7.6 out of 10, Good, 4 reviews
"First, this was a last minute booking, due to our inability to stay at our original rental. Becky was responsive to our needs so we could vacate our previous rental without delay. Next, what I loved about this property, and something you do not get very often is the amount of living, relaxing space there is in this rental. Several areas for groups of people to spread out, watch TV, look at the water, play games, often times while there are several bedrooms, there are precious few places for...
Waterfront Cottage in Piney Point w/ Kayaks!
Beach Club: your own private "Caribbean" resort
10.0 out of 10, Exceptional, 4 reviews
"From the moment we booked until the moment we checked out, Beach Club far exceeded our expectations! The home itself had more than enough space for 14 people of varying ages, and the outbuildings provided a plethora of activities for diverse interests. The second-storey gazebo was a particular favorite, as was the 12-seat movie theater (with reclining and massage chairs!), and the very well-equipped clubhouse. Beach Club's amenities delivered in every category - design, comfort, and function....
Beach Club: your own private "Caribbean" resort
Cozy Virginia Potomac Riverfront Cottage
9.8 out of 10, Exceptional, 26 reviews
"We had a wonderful stay. The house was just as described, a cozy cottage perfect for relaxing with beautiful riverfront views. The kitchen was stocked with everything we needed, the living room and main bedroom we used were comfortable, and the sun porch had great views where you could relax in the AC. The patio had a great dining table/umbrella, and the dock was perfect for fishing. Thank you for a lovely getaway cottage!"
Cozy Virginia Potomac Riverfront Cottage
Private Beach Front Getaway at The Sunshine Beach Cottage.
9.8 out of 10, Exceptional, 51 reviews
"We stated with our dog and elderly father and a great time was had by all. Location , location , location. ! Would definitely like to go back ."
Private Beach Front Getaway at The Sunshine Beach Cottage.
Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, 8 reviews
"we really, really like the retro look and really enjoyed the space. It was quiet and we were able to relax."
The price is AU$434
includes taxes & fees
23 July - 24 July
Soul Oasis - home on the Chesapeake Bay
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, 56 reviews
"This is a unique property with expansive water views. Quiet neighborhood with wonderful and helpful caretakers. We spent 3 nights with our 5 month old puppy and thoroughly enjoyed it. Had dinner in 2 nights and went to Old Salty’s one night for crabcakes. Very good service and great food. Brought our boat and had a great time. The cottage was immaculate and extremely well equipped."
Waterfront Cottage in Beautiful Hoopers Island
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
10.0 out of 10, Exceptional, 53 reviews
"We enjoyed this vacation home. It offer a wonderful location and lots of quality family time."
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Waterfront Relaxing Getaway
9.8 out of 10, Exceptional, 13 reviews
"Very nice place. Plenty of room. Only problem we had was when we (4 adults and 4 kids) arrived at 9 pm there was only about 1/4 roll of toilet paper in one bathroom and none in the other bathroom. Thank goodness we knew someone local who could help us otherwise it would have been 40 minute drive to a store to buy some. Next time I’ll be sure to bring some."
The price is AU$630
includes taxes & fees
25 July - 26 July
Waterfront Relaxing Getaway
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
10.0 out of 10, Exceptional, 26 reviews
"Quick weekend getaway from Annapolis and wanted to bring the pups. Very dog friendly with great access to the water."
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, 32 reviews
"Enough diversity and space to keep the kids entertained. Enjoyed the quiet neighborhood and lots of wildlife around."
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Lakefront Maryland Cabin w/ Fire Pit, Grill & Deck
9.2 out of 10, Wonderful, 11 reviews
"It was honestly a perfect trip. The house was the perfect size and the back yard that went right to the edge of Lake Charming was amazing. The house was clean and many essentials were provided for us. Water pressure for showers was amazing, location was close enough to shops to have all our needs, short drive to Calvert Cliffs and Solomon’s Island. It’s a perfect location to relax and enjoy the scenery, good food, and go out to experience nature whether it’s right in the back yard or a short...
Lakefront Maryland Cabin w/ Fire Pit, Grill & Deck
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
10.0 out of 10, Exceptional, 172 reviews
"We stayed here for a wedding for our son. Our first interaction was with Ray, who is simply a delight to speak with. If you ever book this property, make sure to bring up baseball with Ray. The home is awesome. The pictures do not do this property justice. The backyard by thr creek is just wonderful. We took advantage of the kayaks. Overall a great stay. Would recommend this property to anyone."
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10
10.0 out of 10, Exceptional, 26 reviews
"It was great except tv did not work in one house. We were disappointed. The add said paddle boats and they were not there. It was a lovely home and the view was breathtaking"
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10
Virginia Retreat on Wicomico River w/ Dock!
10.0 out of 10, Exceptional, 9 reviews
"Guest check in was very easy. Property owner was very responsive and offer information. The house was very beautiful and extremely comfortable. Had everything you need linen and kitchen wise. Enjoyed fishing and water activities with provided kayak, canoe and paddle boards. Cell service, internet and on demand TV were great. Private dock is a very short walk from the house. Will mention the path going down to the dock is a little bit of a down grade hill but very easy to walk. The dock is great...
Virginia Retreat on Wicomico River w/ Dock!
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
10.0 out of 10, Exceptional, 39 reviews
"Loved this house. Beautiful view and relaxing. My mom and I enjoyed our stay."
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
Waterfront home with private dock
10.0 out of 10, Exceptional, 2 reviews
"Terrific facility. Only problem, the TV wouldn’t connect to the internet. Very pleased. Looking forward to going back."
Waterfront home with private dock
Belle of the Chesapeake Bay
9.6 out of 10, Exceptional, 5 reviews
"This home was perfect for our stay! The in law apartment was much bigger than it looked online. The open layout was great for gathering, but the bedrooms were separated well so we all had privacy at night. The owner was very responsive when I couldn’t find the Wi-Fi password. I got a text back within minutes. Everything about the stay went very smoothly from reservation to check in. We would definitely stay here again if we came back to the area."
Belle of the Chesapeake Bay
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See all available properties in Piney Point
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Piney Point you may be interested in

Island Inn & Suites, Ascend Hotel Collection
3.0 star property
8.4 out of 10, Very good, 509 reviews
"Exactamente lo que busco todos los años vamos a vacaciones es hermoso la vista el otro y ante todo los el servicio "
The price is AU$223
includes taxes & fees
21 July - 22 July
Island Inn & Suites, Ascend Hotel Collection
Waterfront Cottage in Piney Point w/ Kayaks!
7.6 out of 10, Good, 4 reviews
"First, this was a last minute booking, due to our inability to stay at our original rental. Becky was responsive to our needs so we could vacate our previous rental without delay. Next, what I loved about this property, and something you do not get very often is the amount of living, relaxing space there is in this rental. Several areas for groups of people to spread out, watch TV, look at the water, play games, often times while there are several bedrooms, there are precious few places for...
Waterfront Cottage in Piney Point w/ Kayaks!
Quaint fishing retreat on the lower Potomac Piney Pt
9.8 out of 10, Exceptional, 42 reviews
"I and my 10 year old son stayed at this cottage. It is wonderful, very clean and well-equipped. It did not seem small to us, in fact, it is rather spacious, with 2 bedrooms and a large and very functional kitchen. There is a great patio. We used it to watch sunsets and to view the sky through our telescope, but one can also do some grilling there. For my son, the highlight of the trip was swimming, we spent hours in the water, at his insistence. There were no jellies; I guess it depends on...
Quaint fishing retreat on the lower Potomac Piney Pt
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Piney Point holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Piney Point holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Piney Point holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Piney Point holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Piney Point holiday rentals we have selected for you start as low as AU$434 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Piney Point rentals

At Expedia, we put the best Piney Point holiday 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 holiday.

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. 

Frequently asked questions

Can I find holiday rentals in Piney Point?

Yes, there are holiday rentals close to the most popular sights in Piney Point, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Piney Point has to offer?

1.5 hours from D.C. - No Bay Bridge - Indoor Pool - Private Beach - Sunsets: This highly rated holiday home rental in Piney Point is located on the beach, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Piney Point?

Choose from 7 Expedia holiday rentals in Piney Point for a memorable holiday.

What can I see and do in Piney Point?

Cultural attractions include Piney Point Lighthouse, whereas Piney Point Beach is a spot to enjoy nature. St. Mary's College of Maryland and Elms Beach Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Piney Point?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Piney Point. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for family gatherings.

Recent reviews of Piney Point properties
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