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Prince Frederick Holiday Rentals

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Distance from
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50 rentals in Prince Frederick.
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Cottage Located on the Patuxent River!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Waterfront Wildlife Retreat on the Patuxent River

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Waterfront Log Cabin with Million Dollar View, Shark's Teeth, Beautiful Bath

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Spacious house with great deck close to boardwalk, shops, and restaurants.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Play & relax at the Bungalow! Easily walk to beautiful Herrington Harbour South!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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SPECIAL RATES, Breathtaking Views, 450 pier, kayaks, fossils, priv beach

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Waterfront Home w/ Pier and 2+ Acres!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
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Million Dollar View on the Chesapeake Bay

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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A Vacation Away From It All-Family And Pet Friendly

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Chesapeake Bay Harbor Cottage Vacation Rental

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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BeachWalk Cottage - Charm by the Chesapeake Bay.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated Secluded Luxury waterfront cottage with private deep water pier!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Our Always Dreaming Cottage - The Bay At Your Back Steps

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Cedar Beach Lodge is a beautiful, comfy, all-season home on the Chesapeake Bay

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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WATERFRONT - DRIFTWOOD LODGE

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Lovely 3 bedroom 2 bath fully renovated cottage Sleeps 6

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Professionally Cleaned -Waterfront Retreat with Pool Located on Taylors Island

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 14
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Stunning Cottage Newly Renovated 2 Bed 2 Bath Sleeps 6 with an AMAZING Yard

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bayfront Home with Amazing Rooftop Deck!

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Waterfront, Water All Around, Peaceful Family Getaway

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Unbelievable Home Newly Renovated Sleeps Up to 9

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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407 Southwinds - Renovated with Direct Chesapeake Bay View near DC and Annapolis

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Relax in our cottage within walking distance of Herrington on the Bay events.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Crystal Cove Retreat

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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NEW VACATION HOME !!!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Sweet Spot Cottage on the Bay

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Quiet Woodland cottage near St. Leonard's Creek

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Private Beachfront Home with Beautiful Bay View

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 15
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Waterfront Charleston Colonial

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 10
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Tidal Serenity- Remote Waterfront Home with dock

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 15
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Plantation Style Home on Patuxent River

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 14
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Indoor pool and spa in contemporary French home secluded in surrounding woods

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Modern Waterfront Home, Great views, Sauna, Jacuzzi, 1Hr to DC

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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AMAZING WATERFRONT DESTINATION FOR ROMANTIC AND FAMILY VACATIONS.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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NEW! Coastal Pet-Friendly Cottage <½ Mi to Beaches

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spring Is Here, Come Explore Fossils and One Mile of Beach

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beach Home Away from Home Near Beaches & Popular Hangouts

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Quiet cottage on wooded property

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Chesapeake Beach Apt. Walk to Bay, Beach & Marina!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Business or Leisure?

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Panoramic River Views , Jacuzzi, Sauna- Waterfront Modern Home 1 Hr to D.C.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Indoor pool and spa located in beautiful Southern Maryland woodlands

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Birdwatcher's Water Retreat

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Legends Getaway

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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BYOB Bring Your Own Bikes!!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Delightful Pet Friendly Family Home In Great Location

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Charming Herrington Harbor & Bay Cottage

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy cottage with expansive backyard and firepit!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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