Book Holiday Homes in Piney Point

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Piney Point

FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS

FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS

Ridge MD
With a stay at this vacation home in Ridge (Point Lookout), you'll be within a 10-minute drive of Chesapeake Bay and Cardinal Gibbons Park.
Opens in a new windowFAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Lusby MD
With a stay at this vacation home in Lusby, you'll be on a lake, within a 10-minute drive of Chesapeake Bay and Cove Point Park.
Opens in a new windowBay view from Calvert Cliffs, Solomons Island & State Park nearby
All Year Retreat - Indoor Heated Pool, Beach, Game & Movie Cottage, Sleeps 21

All Year Retreat - Indoor Heated Pool, Beach, Game & Movie Cottage, Sleeps 21

Hague VA
Located in Hague, this vacation home is on the waterfront, within a 15-minute drive of Coles Point Marina and Hague Winery.
Opens in a new windowAll Year Retreat - Indoor Heated Pool, Beach, Game & Movie Cottage, Sleeps 21
Save an average of 15% on thousands of hotels when you're signed in
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

Heathsville VA
Located in Heathsville, this vacation home is on the waterfront, within a 15-minute drive of Ginny Beach and Smith Point Marina.
Opens in a new windowMagical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10
Secluded Woodland Waterfront Retreat

Secluded Woodland Waterfront Retreat

Solomons MD
This vacation home is 6.3 mi (10.1 km) from Chesapeake Bay and 1.3 mi (2.2 km) from Annmarie Sculpture Garden and Arts Center.
Opens in a new windowSecluded Woodland Waterfront Retreat
Steps to serene semi-private beach - Spring Getaway at "Bliss on the Bay"

Steps to serene semi-private beach - Spring Getaway at "Bliss on the Bay"

Scotland MD
With a stay at this vacation home in Scotland (Point Lookout), you'll be steps from Chesapeake Bay and 15 minutes by foot from Confederate Memorial Park.
Opens in a new windowSteps to serene semi-private beach - Spring Getaway at "Bliss on the Bay"
Back Creek Villa Covered Deck

Back Creek Villa Covered Deck

Solomons MD
With a stay at this vacation home in Solomons Island, you'll be within a 15-minute drive of Chesapeake Bay and J.C. Lore Oyster House.
Opens in a new windowBack Creek Villa Covered Deck
Charming 2-bedroom Cap Cod style cottage

Charming 2-bedroom Cap Cod style cottage

California MD
Located in Great Mills, this vacation home is within a 5-minute drive of San Souci Shopping Center and Dunleigh Neighborhood Park.
Opens in a new windowCharming 2-bedroom Cap Cod style cottage
Driftwood Haven, Chesapeake Bay views throughout

Driftwood Haven, Chesapeake Bay views throughout

Lusby MD
With a stay at this vacation home in Lusby, you'll be a 1-minute drive from Chesapeake Bay and 7 minutes from Cove Point Park.
Opens in a new windowDriftwood Haven, Chesapeake Bay views throughout
Don't see what you're looking for?
See all available properties in Piney Point
View all properties
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.

Piney Point Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Piney Point vacation homes are the perfect way for you to wing it.

Holiday houses in Piney Point let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Piney Point in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Piney Point adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Piney Point with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Piney Point vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Piney Point Holiday Homes essential information

Accommodation
156 Holiday Homes
Lowest Price
AU$133
Highest Price
AU$133
Popular accommodation
FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS, Bay view from Calvert Cliffs, Solomons Island & State Park nearby, All Year Retreat - Indoor Heated Pool, Beach, Game & Movie Cottage, Sleeps 21, Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10, Secluded Woodland Waterfront Retreat, Steps to serene semi-private beach - Spring Getaway at "Bliss on the Bay", Back Creek Villa Covered Deck, Charming 2-bedroom Cap Cod style cottage, Driftwood Haven, Chesapeake Bay views throughout

Top trending hotels in Piney Point

Island Inn & Suites, an Ascend Collection Hotel

Island Inn & Suites, an Ascend Collection Hotel

3 out of 5
16810 Piney Point Road Piney Point MD
The price is AU$133 per night from 7 June to 8 June
AU$133
7 June - 8 June
includes taxes & fees
A stay at Island Inn & Suites, an Ascend Collection Hotel places you in the heart of Piney Point, within a 5-minute drive of Piney Point Landing and Saint George ...
Opens in a new windowIsland Inn & Suites, an Ascend Collection Hotel
Tiny, Funky, and Full of Love - Welcome to the Love Shack

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

Piney Point MD
Located in Piney Point, this apartment is within a 5-minute drive of Piney Point Beach and Piney Point Landing.
Opens in a new windowTiny, Funky, and Full of Love - Welcome to the Love Shack
Beach Club: your own private "Caribbean" resort

Beach Club: your own private "Caribbean" resort

Piney Point MD
With a stay at this vacation home in Piney Point, you'll be on the beach, just steps from Piney Point Beach and a 2-minute drive from Piney Point ...
Opens in a new windowBeach Club: your own private "Caribbean" resort
Save an average of 15% on thousands of hotels when you're signed in
Quaint fishing retreat on the lower Potomac Piney Pt

Quaint fishing retreat on the lower Potomac Piney Pt

Piney Point MD
When you stay at this vacation home in Piney Point, you'll be on the waterfront, within a 15-minute walk of Piney Point Landing and Potomac River.
Opens in a new windowQuaint fishing retreat on the lower Potomac Piney Pt
Don't see what you're looking for?
See all available properties in Piney Point
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.