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Holiday Rentals in Piney Point

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Our top choices for Piney Point holiday rentals

10.0 out of 10, Exceptional, (1)
"Beautiful newly renovated space with all new appliances, furniture and kitchenware. Comfortable beds, and super clean rooms. Large outside area with new Weber grill, fire pit, and three kayaks. Nice easy to access dock. "
United States
Kit C.
The price is €491
includes taxes & fees
22 Jan - 23 Jan 2026
Charming Waterfront 3-bedroom house in Piney Point
8.0 out of 10, Very good, (7)
"Nice place "
United States
Luis A.
The price is €160
includes taxes & fees
4 Jan - 5 Jan 2026
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville
9.4 out of 10, Exceptional, (8)
"The cottage was clean and welcoming. The location can't be beat. It is right on the water, quiet and nearby point lookout. Great place to visit and walk our dogs. The property owners were responsive and gave us a nice list of things to do around the area. Would definitely stay again!"
United States
Adam P.
The price is €277
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
9.8 out of 10, Exceptional, (39)
"Great stay. Teresa was very helpful, the house is fun, and the location is great - nice place to visit."
United States
Samuel W.
The price is €249
includes taxes & fees
4 Jan - 5 Jan 2026
Soul Oasis - home on the Chesapeake Bay
10.0 out of 10, Exceptional, (11)
"Property was very nice! Very clean and I especially loved the dual coffee maker!"
United States
Tamara G.
The price is €241
includes taxes & fees
1 Jan - 2 Jan 2026
Waterfront home where you can relax or enjoy the things the Northern Neck.
3.0 star property
The price is €773
includes taxes & fees
30 Dec - 31 Dec
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
10.0 out of 10, Exceptional, (125)
"My family loved the fishing and crabbing. There were so many tools and toys available. Would love to make this a birthday and family tradition! "
United States
Hannah A.
The price is €490
includes taxes & fees
23 Dec - 24 Dec
Call to reserve last minute stay! Hideaway in Hays Beach: 1 Minute Walk to Sand

Holiday Home in Leonardtown

Potomac Vista Cottage
2.0 star property
The price is €337
includes taxes & fees
23 Dec - 24 Dec
Potomac Vista Cottage
10.0 out of 10, Exceptional, (11)
"Peggy and Gary are the perfect hosts: welcoming, friendly, attentive and respectful of your preferences. Wonderful views of the Bay and River via the lodge -- including the cupola -- and walking around the majestic property."
United States
Thomas S.
The price is €285
includes taxes & fees
23 Dec - 24 Dec
Riverside Lodge Bed & Breakfast on the Honga River UNIT C
10.0 out of 10, Exceptional, (30)
"Great spot"
United States
SHAWN W.
The price is €403
includes taxes & fees
6 Jan - 7 Jan 2026
Xmas Sale! Game Theme+Boats+King Bd+EV Chrgr+Solar
2.0 star property
The price is €158
includes taxes & fees
23 Dec - 24 Dec
Peaceful tiny home Saltara where you can realx and unwind
10.0 out of 10, Exceptional, (5)
"This was our second time staying at this beautiful home, and it was just as wonderful as we remembered. The house is impeccably maintained, tastefully decorated, and incredibly comfortable. The beds are cozy, and every detail has been thoughtfully considered—from the clear labels throughout the home to the fully stocked kitchen and amenities. It truly feels like a home away from home. We had a fantastic stay and are already looking forward to our next visit!"
United States
Lisa M.
The price is €434
includes taxes & fees
3 Jan - 4 Jan 2026
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Holiday Home in Solomons

4-BR Waterfront Turret Home
2.0 star property
10.0 out of 10, Exceptional, (7)
"Absolutely wonderful home with the best view of the water from nearly every window. It was clean and it had many comfortable bedrooms. Highly recommend this property!!"
United States
Rudy L.
The price is €654
includes taxes & fees
21 Jan - 22 Jan 2026
4-BR Waterfront Turret Home
10.0 out of 10, Exceptional, (1)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is €766
includes taxes & fees
22 Jan - 23 Jan 2026
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
9.2 out of 10, Wonderful, (5)
"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."
United States
Lauren A.
The price is €510
includes taxes & fees
7 Jan - 8 Jan 2026
Anne & Fred`s Leonardtown Home W/ Arcade room!

Holiday Home in Montross

Luxury Modern Waterfront Retreat
9.6 out of 10, Exceptional, (14)
"Very nice inside, love all the windows"
United States
Elizabeth S.
The price is €599
includes taxes & fees
26 Dec - 27 Dec
Luxury Modern Waterfront Retreat
10.0 out of 10, Exceptional, (1)
"We stayed Sunday - Wednesday at Riverside Lodge. The Lodge was beautiful. Breakfast was absolutely fantastic and Hooper Island was breath taking. We were able to take a boat ride to tour around the island and grad a little history and enjoy the stories. If you looking for a place to relax and renew... this is the place. "
United States
Robin E.
The price is €285
includes taxes & fees
23 Dec - 24 Dec
Riverside Lodge Bed & Breakfast on the Honga River UNIT E
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.
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Top Piney Point Hotel Reviews

Find out more about Piney Point

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, apart-hotels, 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 favorite 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 depends 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 €249 per night. Entering your travel dates in the search wizard you might find 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?

Large waterfront cabin, kayaks & paddle boards, fire pit. Crabbing and fishing!: This holiday home rental outside of Piney Point is located on the waterfront, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Piney Point?

Choose from 9 Expedia holiday rentals in Piney Point for a memorable holiday.

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. Saint George Island Beach and Historic St. Mary's City 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.