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Maryland Holiday Rentals

Featured Destinations in Maryland

Family Friendly Holiday Rentals in Maryland

Waterfront Family Retreat with Pool on 7+ acres!

2 Acre Oasis with Private Beach! Family and dog friendly!

Potomac Vista Cottage on Little Pond

Renovated Waterfront Beach House; Private Beach

7acre Island Estate with 600 foot Private Beach & Pier. Ranked #1 by VRBO!

Little Creek Hideaway - Privacy and Perfect Family Getaway.

waterfront beach retreat with boat dock

Chesapeake Charm - Away from it all - yet close to plenty!

Play & relax at the Bungalow! Easily walk to beautiful Herrington Harbour South!

The Top 10 Rated Holiday Rentals in Maryland

Cozy cabin-style home w/ private hot tub and entertainment - dogs welcome!

Modern Beach House with Amazing panoramic VIEWS, multi level decks and firepit!!

Large Family Home Island Retreat with new Pool - 1.5 Hours to DC - No Bay bridge

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Spacious Luxury 6 BR Home, Sleeps 20, Private Pool, In Nature, Convenient to DC

Life is better at the RIVER!--Cozy waterfront cottage

Potomac River Retreat | Shepherdstown, WV | Stunning views | 5 acres | 4 BR

Private Waterfront Home w/ Pier and 2+ Acres!

All Maryland Holiday Rentals

Montgomery County

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Friendship Heights

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Talbot County

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Calvert County

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Chesapeake Beach

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Garrett County

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