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Holiday rentals in Chesapeake Bay

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Top-rated holiday rentals in Chesapeake Bay

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

The Moore Cottage
SUPERHOST
Entire cottage · 2 guests · 1 bed · 1 bathroom

The Moore CottageThe Moore Cottage is a rustic-chic, fisherman's cottage.The cottage is less than a mile from Windmill Point Marina, and five miles from the town of White Stone. You will enjoy the views of amazing wildlife, boaters, the beach, and breath-taking sunsets all while sitting on the back porch. The Cottage is nestled on a cove overlooking Little Bay and the mouth of Antipoison Creek. Come check out one of the Northern Neck's best kept secrets!

Cottonwood Estate - Farmhouse w/ mini goats & pony
SUPERHOST
Entire cottage · 3 guests · 1 bed · 1 bathroom

Cottonwood Estate - Farmhouse w/ mini goats & ponyCharming farmhouse cottage located in Hayes, VA, only 5 miles from the beach. Conveniently located 10 minutes to Gloucester Courthouse and 5 minutes to Gloucester point, this charming farmhouse is a great escape! Petting of the adorable farm animals is available during the day and guests have full access to the chicken coop for fresh eggs at anytime. Cottage is also close to Yorktown, Colonial Williamsburg (Busch Gardens), Jamestown and many other beautiful locations!

Gettin to the point. ( Cove Point Beach)
SUPERHOST
Entire cottage · 4 guests · 2 beds · 2 bathrooms

Gettin to the point. ( Cove Point Beach)Our beach house is for you to enjoy Cove Point Beach, which is only 500 ft away. The kitchen is fully stocked, or use the outdoor grill on the deck. PLEASE NON SMOKERS ONLY. NO PETS ALLOWED. No large parties registered guests only, no children under 8 years old. We provide a binder with all local restaurants and things to do and enjoy. Walk the beach look for shark's teeth, sea glass. Relax on our large deck, or enjoy the firepit. Parking allowed only in the driveway.

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Popular amenities for Chesapeake Bay holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Chesapeake Bay

  1. Farm stay
  2. Chestertown
Outrange at Blue Heron Farm
SUPERHOST
  1. Entire cottage
  2. Norfolk
Coastal Get Away Condo At Ocean View Beach
SUPERHOST
  1. Entire guest house
  2. White Stone
Waterfront Guesthouse II on the Rappahannock
SUPERHOST
  1. Entire cottage
  2. Reedville
Bay cottage 🏖on the beach. Stunning views🏝
  1. Entire residential home
  2. Cape Charles
Steps away from the park, Beach and Restaurants
  1. Entire guest house
  2. Lusby
Lakeside Studio Retreat
SUPERHOST
  1. Entire cottage
  2. Westover
Experience complete relaxation on the water.
SUPERHOST
  1. Entire guest house
  2. Onancock
NEWLY Renovated -- Waterfront Getaway
  1. Entire cottage
  2. Virginia Beach
Cozy Oceanfront Beach Cottage
  1. Entire bungalow
  2. North Beach
Stylish & Cozy North Beach Bungalow
SUPERHOST
  1. Entire cottage
  2. Onancock
Waterfront Boutique Cottage getaway Eastern Shore
SUPERHOST
  1. Entire rental unit
  2. Lexington Park
Adorable Waterfront Apartment Weekend Getaway