Photo by Amanda Mae

Holiday Rentals in Piney Point

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Piney Point

Waterfront Cottage in Piney Point w/ Kayaks!
7.6 out of 10, Good, (4)
"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, (47)
"Cozy and comfortable! The house was clean and had everything we needed for a relaxing getaway. The host was very responsive and helpful. Beautiful views and the fishing was great! "
Quaint fishing retreat on the lower Potomac Piney Pt
Piney Point, private , Beach Front Cottage
10.0 out of 10, Exceptional, (86)
"This house is beautiful and has everything anyone could ask for. The scenery is spectacular too. We enjoyed sitting outside watching the sun set, just listening to the water and enjoying a fire on the beach. The kitchen is any cook's dream! The owners are wonderful and communicated with us wonderfully. We would give it a 10 rating if possible and will certainly be back. One of our best vacations!"
Piney Point, private , Beach Front Cottage
Beach Club: your own private "Caribbean" resort
9.8 out of 10, Exceptional, (9)
"Beautiful home with lots of room for all 11 of us to enjoy meals and hanging out. Great space to accommodate all ages from 4 to 80. Hosts were very responsive and made us feel welcome. The pavilion at the beach was awesome and we spent alot of time there. Great stay , great memories and all had a memorable time. "
Beach Club: your own private "Caribbean" resort
2 Bedroom Cozy Beach Cottage with Beach Access
10.0 out of 10, Exceptional, (10)
"This was the perfect cottage for our family's fall getaway to St. Mary's! The host was wonderfully communicative and the cottage was perfectly appointed for our little get away. We will definitely be back!"
2 Bedroom Cozy Beach Cottage with Beach Access
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
10.0 out of 10, Exceptional, (181)
"From the listing to the greeting. It was terrific. The view was amazing, the house was great. There were a few too many bugs, dead and alive, but some bug spray could take care of.. We're planning another visit.cisit.Ithat."
**FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS**
Waterfront Scotland Beach Retreat w/ Private Beach
10.0 out of 10, Exceptional, (41)
"The house is lovely and very comfortable for our group of 8 friends. We would highly recommend!"
Waterfront Scotland Beach Retreat w/ Private Beach
Waterfront Relaxing Getaway
9.8 out of 10, Exceptional, (18)
"Nice house, beautiful waterfront property, great host. No complaints whatsoever, highly recommend. "
Waterfront Relaxing Getaway
Waterfront Cottage in Beautiful Hoopers Island
10.0 out of 10, Exceptional, (62)
"Very comfortable get-a-way for 2. Spectacular view! Good restaurants nearby."
Waterfront Cottage in Beautiful Hoopers Island
Belle of the Chesapeake Bay
9.8 out of 10, Exceptional, (7)
"We enjoyed our stay at the Belle of the Chesapeake. The house was very spacious and had a cozy feel. We had a concern & was extremely pleased at how quickly Becky responded to our text and took care of the situation. We look for many things in homes but always appreciate when we get the personal touch. We loved the closeness to Solomon’s Island & Driftwood Beach. I would definitely recommend this house. Thanks , Wanda"
Belle of the Chesapeake Bay
Cozy Virginia Potomac Riverfront Cottage
9.8 out of 10, Exceptional, (34)
"This is a nice little cottage, tucked away from everything right on the river. I was looking for some peace and quiet, and that’s exactly what I got. Even though the weather wasn’t great, the sunroom still let me enjoy the views. "
Cozy Virginia Potomac Riverfront Cottage
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
10.0 out of 10, Exceptional, (49)
"We had a chance to spend the weekend with our kids (age 18 and 20), and we couldn't have asked for a better location. The view was spectacular and the home was perfect. It was so peaceful and relaxing, yet there was so much to do—fishing, kayaking, paddleboarding, ping-pong, darts, board games, the list goes on. Everyone had a fantastic time. The only problem is that were only there for three nights!"
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.
El Camino
10.0 out of 10, Exceptional, (31)
"Nice short getaway with the wife at this lovely cabin. Very relaxing and peaceful in a great setting. Only downside was not being able to enjoy the dock as there was another family with kids that occupied it most of the time that was staying at the other cabin on the property. Also, not a clear view of the water from the porch due to the trees but all in all it was a great stay. "
El Camino
Private Beach Front Getaway at The Sunshine Beach Cottage.
9.8 out of 10, Exceptional, (63)
"Beautifully appointed cottage. Literally right on the water. Quiet, serene and relaxing. Loved it and will be back!"
Private Beach Front Getaway at The Sunshine Beach Cottage.
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10
9.8 out of 10, Exceptional, (31)
"very quiet, peaceful, relaxing location. The house had everything we needed. We would definitely stay there again."
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (38)
"Our daughter and her family live in Lexington Park so we visit the area often. The hotels close by don’t offer great options for a family of four with a teenage boy and a 9 year old girl, so we started looking for VRBO houses. So glad we found this gem! Sure, it’s a bit further away from our daughter (20 min instead of 10 min), but the extra space is well worth it. We loved the electric fire place and the wrap around deck was very nice. The house has everything you need and Sara was extremely...
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat
9.8 out of 10, Exceptional, (18)
"The property is perfect for family gatherings "
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat
Historic Hoopersville Getaway on Chesapeake Bay!
9.6 out of 10, Exceptional, (10)
"Our vacation on Chesapeake Bay was wonderful. The house was clean and comfortable. It is an older home, but we loved the character and charm. There is a very large yard for playing, bikes and some board games/puzzles that we enjoyed. The island was very quiet so made for a relaxing vacation. The home came with kayaks, and we had a blast kayaking with our 2 and 4 year old on the ocean. I would highly recommend this home for a big gathering or small family like our trip. We felt so rested after...
Historic Hoopersville Getaway on Chesapeake Bay!
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
9.8 out of 10, Exceptional, (56)
"Our group of 6 guys who have been friends since elementary school (all 60+ years old now) enjoyed another great annual visit to Cove House. Fish and crabs were biting. Sunsets and rainbows lit up the sky. And good friends reconnected, laughed, and enjoyed being away from the world for a bit. We will be calling again!"
Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC
10.0 out of 10, Exceptional, (10)
"Great place to stay while in the area. Thank you!"
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC
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.
Don't see what you're looking for?
See all available properties in Piney Point
Save an average of 15% on thousands of hotels when you're signed in

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, (540)
"the water views are amazing and the staff was caring and attentive"
The price is €86
includes taxes & fees
27 Nov - 28 Nov
Island Inn & Suites, Ascend Hotel Collection
Waterfront Cottage in Piney Point w/ Kayaks!
7.6 out of 10, Good, (4)
"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, (47)
"Cozy and comfortable! The house was clean and had everything we needed for a relaxing getaway. The host was very responsive and helpful. Beautiful views and the fishing was great! "
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.

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.