View All Properties

Feel free to browse our great selection of cottages, waterfront homes and estates. We would be happy to help you find just the right spot for your vacation! Please note prices below per night, based on the summer weekly price for seven nights and are given as a range to assist you with choosing a property. Nightly prices vary per season and per number of nights booked. For an exact quote, please input your dates on the property page.

Sort by:
Starting at (USD)

$620.00

Mallard`s Landing
Easton, MD
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Mallards Landing
  • Pets Allowed
View Rental
Starting at (USD)

$305.00

Memory Lane
Oxford, MD
  • 8 Guests
  • 4 Bedrooms
  • 2.5 Bathrooms
  • Code: Memory Lane
  • Pets Allowed
View Rental
Starting at (USD)

$915.00

Off the Grid
Oxford, MD
  • 12 Guests
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Code: Off the Grid
View Rental
Starting at (USD)

$590.00

Osprey Point
Saint Michaels, MD
  • 8 Guests
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Code: Osprey Point
  • Pets Allowed
View Rental
Starting at (USD)

$360.00

Oxford Beach Cottage
Oxford, MD
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Oxford Beach Cottage
View Rental
Starting at (USD)

$540.00

PennyWhistle
McDaniel, MD
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: PennyWhistle
View Rental
Starting at (USD)

$740.00

Pines at Barrett Cove
Saint Michaels, MD
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Pines at Barrett Cove
  • Pets Allowed
View Rental
Starting at (USD)

$530.00

Pines At Irish Creek
Royal Oak, MD
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Pines at Irish Creek
  • Pets Allowed
View Rental
Starting at (USD)

$335.00

Pride and Joy
Oxford, MD
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Pride and Joy Cottage
  • Pets Allowed
View Rental
Starting at (USD)

$350.00

Queen Anne
Easton, MD
  • 8 Guests
  • 4 Bedrooms
  • 4 Bathrooms
  • Code: Queen Anne
View Rental
Starting at (USD)

$350.00

Red Shake Cottage
Oxford, MD
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • Code: Red Shake Cottage
  • Pets Allowed
View Rental
Starting at (USD)

$395.00

Red White and View
easton, MD
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Red White and View
  • Pets Allowed
View Rental
Neavitt, MD
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Secret Garden
  • Pets Allowed
View Rental
Starting at (USD)

$700.00

Shore Thing
Royal Oak, MD
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Shore Thing
View Rental
Starting at (USD)

$335.00

Simplicity Cottage
Tilghman Island, MD
  • 4 Guests
  • 2 Bedrooms
  • 1.5 Bathrooms
  • Code: Simplicity Cottage
  • Pets Allowed
View Rental
Starting at (USD)

$585.00

Sunrise Cove
Saint Michaels, MD
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Sunrise Cove
  • Pets Allowed
View Rental
Starting at (USD)

$590.00

Sunset Beach Cottage
Madison, MD
  • 14 Guests
  • 7 Bedrooms
  • 4.5 Bathrooms
  • Code: Sunset Beach Cottage
  • Pets Allowed
View Rental
Starting at (USD)

$595.00

Swan`s Rest
Easton, MD
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Swans Rest
  • Pets Allowed
View Rental
Starting at (USD)

$1,185.00

The Cove House
Royal Oak, MD
  • 10 Guests
  • 5 Bedrooms
  • 5 Bathrooms
  • Code: The Cove House
View Rental
Starting at (USD)

$645.00

Thistle Dew
Easton, MD
  • 8 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Thistle Dew
  • Pets Allowed
View Rental
Starting at (USD)

$1,045.00

Thornton Farm - Grace and Elegance
Chestertown, MD
  • 11 Guests
  • 6 Bedrooms
  • 4.5 Bathrooms
  • Code: Thornton
  • Pets Allowed
View Rental
Starting at (USD)

$885.00

Tides Out
Saint Michaels, MD
  • 12 Guests
  • 6 Bedrooms
  • 3 Bathrooms
  • Code: Tides Out
  • Pets Allowed
View Rental
Starting at (USD)

$880.00

Town & Country
Saint Michaels, MD
  • 10 Guests
  • 4 Bedrooms
  • 3 Bathrooms
  • Code: Town & Country
  • Pets Allowed
View Rental
Starting at (USD)

$550.00

Town Creek Haven
Oxford, MD
  • 8 Guests
  • 3 Bedrooms
  • 3.5 Bathrooms
  • Code: Town Creek Haven
View Rental
Easton, MD
  • 10 Guests
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Code: Waverly
View Rental