Book Holiday Homes in Mechanicsville

June 2025

MondayTuesdayWednesdayThursdayFridaySaturdaySunday

July 2025

MondayTuesdayWednesdayThursdayFridaySaturdaySunday

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 Mechanicsville

The Blue Crab Beach House - Free beach passes

The Blue Crab Beach House - Free beach passes

North Beach
Located in North Beach, this vacation home is by the sea, within a 5-minute drive of Bayside History Museum and Chesapeake Beach Water Park.
The Blue Crab Beach House - Free beach passes
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants

North Beach
A stay at this vacation home places you in the heart of North Beach, within a 5-minute drive of Bayside History Museum and Chesapeake Beach Water Park.
Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants
Waterfront - renovated 3 bedrooms 2 full baths cottage

Waterfront - renovated 3 bedrooms 2 full baths cottage

Cobb Island
When you stay at this vacation home in Cobb Island, you'll be on the waterfront and 12 minutes by foot from Potomac River.
Waterfront - renovated 3 bedrooms 2 full baths cottage
Save an average of 15% on thousands of hotels when you're signed in
Inviting and Serene Home on Monroe Bay Creek

Inviting and Serene Home on Monroe Bay Creek

Colonial Beach
When you stay at this vacation home in Colonial Beach, you'll be on the waterfront, within a 5-minute drive of James Monroe Birthplace and Monrovia.
Inviting and Serene Home on Monroe Bay Creek
Belle of the Chesapeake Bay

Belle of the Chesapeake Bay

Lusby
When you stay at this vacation home in Lusby, you'll be within a 10-minute drive of Cove Point Park and Calvert Cliffs State Park.
Belle of the Chesapeake Bay
Waterfront with spectacular view, close to restaurants and bars

Waterfront with spectacular view, close to restaurants and bars

Colonial Beach
When you stay at this vacation home in Colonial Beach, you'll be on the waterfront, within a 15-minute walk of Bayside Marina and Colonial Beach.
Waterfront with spectacular view, close to restaurants and bars
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Tall Timbers
Located in Tall Timbers, this vacation home is on a river, a 3-minute drive from Potomac River and 7 minutes from Piney Point Beach.
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
High River Bank with $1M Sunset View, 3 min to College

High River Bank with $1M Sunset View, 3 min to College

Lexington Park
When you stay at this vacation home in Lexington Park, you'll be on the waterfront, within a 5-minute drive of Historic St. Mary's City and St. Mary's College ...
High River Bank with $1M Sunset View, 3 min to College
Sweet Gumball Cottage North Beach MD Free Beach Pass!

Sweet Gumball Cottage North Beach MD Free Beach Pass!

2 out of 5
North Beach
With a stay at this vacation home in North Beach, you'll be a 4-minute walk from Bayside History Museum and within a 5-minute drive of Chesapeake Beach Water ...
Sweet Gumball Cottage North Beach MD Free Beach Pass!
Don't see what you're looking for?
See all available properties in Mechanicsville
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.

Mechanicsville 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 Mechanicsville vacation homes are the perfect way for you to wing it.

Holiday houses in Mechanicsville 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 Mechanicsville 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 Mechanicsville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Mechanicsville 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 Mechanicsville 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.

Mechanicsville Holiday Homes essential information

Accommodation
285 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
The Blue Crab Beach House - Free beach passes , Huge Beach Bungalow w/Yard, Beach Passes, 2 King Bds near Boardwalk, Restaurants, Waterfront - renovated 3 bedrooms 2 full baths cottage, Inviting and Serene Home on Monroe Bay Creek, Belle of the Chesapeake Bay, Waterfront with spectacular view, close to restaurants and bars, Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset, High River Bank with $1M Sunset View, 3 min to College, Sweet Gumball Cottage North Beach MD Free Beach Pass!

Top trending hotels in Mechanicsville

La Quinta Inn by Wyndham Waldorf

La Quinta Inn by Wyndham Waldorf

3 out of 5
11770 Business Park Dr, Waldorf, MD
Fully refundableReserve now, pay when you stay
When you stay at La Quinta Inn by Wyndham Waldorf in Waldorf, you'll be in the suburbs, within a 5-minute drive of AMF Waldorf Lanes and Wexford Village ...
La Quinta Inn by Wyndham Waldorf
Quality Suites

Quality Suites

2.5 out of 5
11765 Business Park Dr, Waldorf, MD
Fully refundableReserve now, pay when you stay
A stay at Quality Suites places you in the heart of Waldorf, a 4-minute drive from St. Charles Towne Center and 8 minutes from White Plains Golf Course.
Quality Suites
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Fully refundableReserve now, pay when you stay
With a stay at Solomons Inn Resort & Marina in Solomons, you'll be within a 15-minute drive of Patuxent River Naval Air Station and Southern Branch Library.
Solomons Inn Resort & Marina
Save an average of 15% on thousands of hotels when you're signed in
Wingate by Wyndham Waldorf/Washington DC Area

Wingate by Wyndham Waldorf/Washington DC Area

2.5 out of 5
2555 Business Park Court, Waldorf, MD
Fully refundableReserve now, pay when you stay
When you stay at Wingate by Wyndham Waldorf/Washington DC Area in Waldorf, you'll be in the business district, within a 5-minute drive of AMF Waldorf Lanes and ...
Wingate by Wyndham Waldorf/Washington DC Area
Don't see what you're looking for?
See all available properties in Mechanicsville
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.