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Holiday rentals in Long Beach

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Top-rated holiday rentals in Long Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

  1. Entire guest house
  2. Saint Leonard
Studio on the Bay.

This studio apartment is in walking distance to three private beaches in our community. There is 1 bedroom with a queen size bed, spacious bathroom and closet. The living room has a pull out full size bed and a kitchenette. Coffee, teas, beach chairs, cooler, fishing poles and tackle are provided. Being on the western shore provides amazing sunrises and lots of hiking nearby. Fifteen minutes from Solomons Island (home of the Tiki Bar). An hour or so from DC, Annapolis and Waldorf.

  1. Entire home
  2. Saint Leonard
Hickory House on the Chesapeake Bay!

Welcome to Hickory House on the Bay! Charming 2 bedroom, 1 bath cottage overlooking the Bay within walking distance of two community beaches. Relax, enjoy the water view, sounds and breezes. Explore this charming and tranquil community, Long Beach by the Bay. Enjoy all that Southern Maryland offers from this centrally located home - Hiking in Calvert Cliffs, kayaking, fishing,boating from Flag Harbor, exploring local vineyards - Running Hare, dinner in Solomon’s, visiting Historic St Mary’s.

  1. Entire home
  2. Saint Leonard
Sunny, bayfront cottage with spectacular bay views

A relaxing sanctuary for your ultimate beach retreat. Meticulously maintained 1940s waterfront cottage in the quaint, historic town of Saint Leonard. Watch bald eagles and the sunset from the backyard or sunroom with expansive bay views. Two downstairs bedrooms w/ queen beds, upstairs bedroom w/ six twin beds (two bunk beds). Hunt for shark teeth on one of three private beaches -- two are just steps away. Enjoy waterfront dining and vineyards in nearby Solomons and Prince Frederick.

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Other great holiday rentals in Long Beach

  1. Entire home
  2. Saint Leonard
Block to beach! Relax, enjoy views & game room.
SUPERHOST
  1. Entire home
  2. Saint Leonard
Escape to the Bay
  1. Private room
  2. Saint Leonard
Private Bedroom 1.5 blocks from the Bay
SUPERHOST
  1. Entire home
  2. St. Leonard
Cozy Cottage on the Chesapeake Bay
  1. Entire home
  2. Saint Leonard
Cozy Cedar Cottage & Beach Getaway
SUPERHOST
  1. Entire home
  2. Saint Leonard
Shewell’s Light House at Long Beach
SUPERHOST
  1. Entire home
  2. Saint Leonard
Perfect Bay and Beach Getaway one hour from DC!
  1. Private room
  2. Saint Leonard
Mermaids Paradise
SUPERHOST
  1. Entire home
  2. Saint Leonard
Beach Front House - 3 bd/ 2 ba
SUPERHOST
  1. Entire home
  2. Saint Leonard
OLD BAY beach-front classic on the Chesapeake Bay
  1. Entire rental unit
  2. Saint Leonard
Sunrise, waves and relaxing views 1 hour from DC!
  1. Entire guest suite
  2. Saint Leonard
Cozy 2 bedroom/1 full bath overlooking the bay