Piney Point Vacation Rentals

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Our top choices for Piney Point vacation rentals

Charming Waterfront 3-bedroom house in Piney Point

Charming Waterfront 3-bedroom house in Piney Point
Piney Point
10.0 out of 10, Exceptional, (1 review)
"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 CA $410
CA $791 total
includes taxes & fees
Feb 9 - Feb 10
Charming Waterfront 3-bedroom house in Piney Point

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

Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland
Point Lookout
9.4 out of 10, Exceptional, (10 reviews)
"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 CA $176
CA $436 total
includes taxes & fees
Feb 9 - Feb 10
Cozy Sunrise Waterfront 2-bedroom Cottage & Dock. Serene Point Lookout/Scotland

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay
Lusby
10.0 out of 10, Exceptional, (41 reviews)
"The cozy cabin had everything needed for a comfortable stay. It was in a very private setting with the beach access a few houses away. You can hear the Chesapeake bay lapping at the shore and catch a glimpse of sail boats going by. We enjoyed our time at the home."
United States
Mary G.
The price is CA $169
CA $385 total
includes taxes & fees
Feb 9 - Feb 10
Soul Oasis - home on the Chesapeake Bay

Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville
Reedville
7.8 out of 10, Good, (8 reviews)
"Nice place "
United States
Luis A.
The price is CA $89
CA $235 total
includes taxes & fees
Feb 15 - Feb 16
Charming 3-bedroom house with WiFi, AC& heat in peaceful Reedville

Luxury Modern Waterfront Retreat

Luxury Modern Waterfront Retreat
Montross
9.6 out of 10, Exceptional, (14 reviews)
"Very nice inside, love all the windows"
United States
Elizabeth S.
The price is CA $163
CA $583 total
includes taxes & fees
Feb 10 - Feb 11
Luxury Modern Waterfront Retreat

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks
Lexington Park
10.0 out of 10, Exceptional, (5 reviews)
"Everything was very clean and well put together. Loved the view!"
United States
Minji S.
The price is CA $219
CA $501 total
includes taxes & fees
Feb 9 - Feb 10
Waterfront Escape | Family-Friendly | Remodeled Home | Epic Sunset Views | Decks

Coles Point Marina

Coles Point Marina
2.0 star property
Hague
The price is CA $364
CA $512 total
includes taxes & fees
Feb 9 - Feb 10
Coles Point Marina

Waterfront Retreat | Sunset Views + Outdoor Lounge

Waterfront Retreat | Sunset Views + Outdoor Lounge
Leonardtown
The price is CA $150
CA $488 total
includes taxes & fees
Feb 9 - Feb 10
Waterfront Retreat | Sunset Views + Outdoor Lounge

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!
3.0 star property
Lusby
The price is CA $283
CA $718 total
includes taxes & fees
Feb 9 - Feb 10
Lakefront Log Cabin Retreat w/ Hot tub + Kayaks!

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK
Montross
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed this house fully for our Thanksgiving stay! We even took the canoes out for a spin. Nice walks around the development and the beach area is lovely. "
United States
Julie I.
The price is CA $228
CA $646 total
includes taxes & fees
Feb 9 - Feb 10
Modern Waterfront Home with Kayak, Firepit, Gameroom, Pool+Beaches, Dog & EV OK

Easthaven: Game-Theme Waterfront Retreat+Bring Pup

Easthaven: Game-Theme Waterfront Retreat+Bring Pup
Montross
10.0 out of 10, Exceptional, (30 reviews)
"Great spot"
United States
SHAWN W.
The price is CA $266
CA $643 total
includes taxes & fees
Feb 10 - Feb 11
Easthaven: Game-Theme Waterfront Retreat+Bring Pup

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

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.4 out of 10, Exceptional, (6 reviews)
"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 CA $308
CA $753 total
includes taxes & fees
Mar 10 - Mar 11
Anne & Fred`s Leonardtown Home W/ Arcade room!

Riverside Lodge Bed & Breakfast on the Honga River UNIT C

Riverside Lodge Bed & Breakfast on the Honga River UNIT C
Fishing Creek
10.0 out of 10, Exceptional, (11 reviews)
"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 CA $369
CA $445 total
includes taxes & fees
Feb 9 - Feb 10
Riverside Lodge Bed & Breakfast on the Honga River UNIT C

2 Bedroom Cottage at Coles Point Marina

2 Bedroom Cottage at Coles Point Marina
Hague
The price is CA $328
CA $406 total
includes taxes & fees
Feb 9 - Feb 10
2 Bedroom Cottage at Coles Point Marina

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

Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock
Lusby
10.0 out of 10, Exceptional, (1 review)
"We loved our stay! Lovely home, beautiful view"
United States
Sarah R.
The price is CA $451
CA $1,212 total
includes taxes & fees
Feb 10 - Feb 11
Waterfront home on Mill Creek-5BR-3bath-Hot tub, Kayaks & private dock

4-BR Waterfront Turret Home

4-BR Waterfront Turret Home
Solomons
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful house. Beautiful scenery. Everything was perfect. "
United States
Thomas S.
The price is CA $479
CA $1,035 total
includes taxes & fees
Feb 9 - Feb 10
4-BR Waterfront Turret Home

Riverside Lodge Bed & Breakfast on the Honga River UNIT E

Riverside Lodge Bed & Breakfast on the Honga River UNIT E
Fishing Creek
10.0 out of 10, Exceptional, (1 review)
"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 CA $369
CA $445 total
includes taxes & fees
Feb 9 - Feb 10
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Piney Point. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Beach & River Retreat. Spectacular house with private sand beach and hot tub!: This vacation home rental near Piney Point is located on the waterfront and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

How many vacation rentals are there in Piney Point?

Choose from 10 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.