Book Holiday Homes in Prince Frederick

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Featured Holiday Homes in Prince Frederick

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Tracys Landing
This vacation home is 3.1 mi (5 km) from Upper Yough River and 4.8 mi (7.7 km) from Bayside History Museum.
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Calloway Drive Retreat | House in Shady Side

Calloway Drive Retreat | House in Shady Side

Shady Side
When you stay at this vacation home in Shady Side, you'll be near the beach and 5 minutes by car from Franklin Point State Park.
Calloway Drive Retreat | House in Shady Side
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

St Leonard
With a stay at this vacation home in St. Leonard, you'll be near the beach, just steps from Jefferson Patterson Park and Museum and a 3-minute drive from Perigeaux ...
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
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RANCH AT ROYAL OAK- Exclusive waterfront pool pier

RANCH AT ROYAL OAK- Exclusive waterfront pool pier

Royal Oak
With a stay at this vacation home in Royal Oak, you'll be on the waterfront, and 8.3 mi (13.3 km) from St. Michaels Winery and 8.4 mi (13.6 km) from St. Michaels ...
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
Private Waterfront Retreat with Pool, Hot Tub and Game Room

Private Waterfront Retreat with Pool, Hot Tub and Game Room

Tracys Landing
Located in Tracys Landing, this vacation home is on the waterfront, within a 15-minute drive of Upper Yough River and Bayside History Museum.
Private Waterfront Retreat with Pool, Hot Tub and Game Room
Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!

Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!

North Beach
Located in North Beach, this vacation home is within a 10-minute drive of Bayside History Museum and Upper Yough River.
Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!
Charming 3-bedroom retreat in White Plains

Charming 3-bedroom retreat in White Plains

White Plains
The price is AU$247 per night from 24 Dec to 25 Dec
AU$247
includes taxes & fees
24 Dec - 25 Dec
Located in White Plains, this vacation home is a 3-minute drive from Fun Haven Golf and 6 minutes from St. Charles Towne Center.
Charming 3-bedroom retreat in White Plains
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
Waterfront Relaxing Getaway

Waterfront Relaxing Getaway

Coltons Point
When you stay at this vacation home in Coltons Point, you'll be on the waterfront and 6 minutes by foot from St. Clement's Island State Park.
Waterfront Relaxing Getaway
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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.

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

Holiday houses in Prince Frederick 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 Prince Frederick 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 Prince Frederick adventures, obvs.

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

Prince Frederick Holiday Homes essential information

Accommodation
196 Holiday Homes
Lowest Price
AU$136
Highest Price
AU$247
Popular accommodation
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub, Calloway Drive Retreat | House in Shady Side, Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!, RANCH AT ROYAL OAK- Exclusive waterfront pool pier, Private Waterfront Retreat with Pool, Hot Tub and Game Room, Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits! , Charming 3-bedroom retreat in White Plains, The Blue Crab Beach House - Free beach passes , Waterfront Relaxing Getaway

Top trending hotels in Prince Frederick

Springhill Suites by Marriott Prince Frederick

Springhill Suites by Marriott Prince Frederick

3 out of 5
75 Sherry Lane, Prince Frederick, MD
Fully refundableReserve now, pay when you stay
The price is AU$180 per night from 26 Dec to 27 Dec
AU$180
includes taxes & fees
26 Dec - 27 Dec
Located in Prince Frederick, Springhill Suites by Marriott Prince Frederick is within a 10-minute drive of Running Hare Vineyard and Patuxent River.
Springhill Suites by Marriott Prince Frederick
Holiday Inn Express Prince Frederick, an IHG Hotel

Holiday Inn Express Prince Frederick, an IHG Hotel

2.5 out of 5
355 Merrimac Ct, Prince Frederick, MD
Fully refundable
The price is AU$192 per night from 27 Dec to 28 Dec
AU$192
includes taxes & fees
27 Dec - 28 Dec
Located in Prince Frederick, Holiday Inn Express Prince Frederick, an IHG Hotel is within a 10-minute drive of Running Hare Vineyard and Battle Creek Cypress ...
Holiday Inn Express Prince Frederick, an IHG Hotel
SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick

2.5 out of 5
75 Main St, Prince Frederick, MD
Fully refundableReserve now, pay when you stay
The price is AU$140 per night from 29 Dec to 30 Dec
AU$140
includes taxes & fees
29 Dec - 30 Dec
When you stay at SureStay by Best Western Prince Frederick in Prince Frederick, you'll be 8 minutes by car from Patuxent River.
SureStay by Best Western Prince Frederick
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La Quinta Inn by Wyndham Waldorf

La Quinta Inn by Wyndham Waldorf

2.5 out of 5
11770 Business Park Dr, Waldorf, MD
Fully refundableReserve now, pay when you stay
The price is AU$136 per night from 26 Dec to 27 Dec
AU$136
includes taxes & fees
26 Dec - 27 Dec
Located in Waldorf, La Quinta Inn by Wyndham Waldorf is in the suburbs, a 4-minute drive from St. Charles Towne Center and 6 minutes from Gemeny Winery and ...
La Quinta Inn by Wyndham Waldorf
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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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^Subject to availability and chosen travel dates.