
Kent Island Beach House - "Pink" House In Kentmorr
This 1800 square foot vacation rental comfortably sleeps 14 guests in its four bedrooms. The house features a fully equipped kitchen, a fireplace, a jetted tub, a private terrace, a garden, a spa, a tennis court, and a playground, perfect for relaxing and entertaining.

Downtown St. Michaels | Porch + Pet-friendly
This pet-friendly studio features a queen bed, kitchenette, sitting area with French doors, modern bathroom, and WiFi, accommodating up to two guests.

Kent Island Waterfront | Pool | Outdoor Dining | Stunning View | Private Dock
This 3,520-square-foot vacation rental boasts five bedrooms, three bathrooms, sleeps ten guests, and includes a private pool, spa, tennis court, and on-site amenities such as an arcade/game room and barbecue grills.

Crabber's Cove | An Esvr Property

Minutes From Downtown Easton And St. Michaels | Pool | Private Dock | Luxury
This 6800-square-foot luxury rental boasts a private pool, fitness center, tennis court, and spa, accommodating up to 10 guests with six bathrooms and all the modern amenities.

Minutes From Downtown St. Michaels | Guest House | Pool | Private Dock
This 2,410-square-foot vacation rental boasts six bedrooms, four bathrooms, a private pool, hot tub, and can comfortably accommodate up to twelve guests, featuring a fully equipped kitchen and free WiFi.

The Farm At Cedar Cove | An Esvr Property
This 3-bedroom, 2-bathroom house accommodates up to 6 guests and features air conditioning, a full kitchen with a dishwasher and fridge, a screened-in porch, and an entertainment room with a 75-inch TV.

Downtown St. Michaels | Porch + Pet-friendly
The 3-bedroom rental features a spacious open layout, keyless entry, a private porch, and accommodates up to six guests with amenities including a fully equipped kitchen, dishwasher, and air conditioning.

Grandview - Cottage 1b, Queen Bed, Pool, Bay, Wifi
The cottage comfortably accommodates two guests and features a fully equipped kitchen, a screened porch, and access to waterfront amenities like a pool and boat house. You can enjoy the convenience of a fireplace, modern amenities, and the option of renting linens for a small fee.

In Town St. Michaels Waterview Cottage
The home features a spacious living area, dining room, den, family room, and a screened porch overlooking a large backyard, accommodating up to 5 guests. Amenities include a fully equipped kitchen, central air conditioning, cable, WiFi, a garden, parking, and pet-friendly accommodations.

St. Michaels Estate Offers Waterfront Pool, Pier, Dock And 15 Acs Pet Friendly
This 4,500 square foot vacation rental comfortably accommodates up to 10 guests with multiple living areas, a private pool and spa, and child-friendly amenities like a basketball hoop, play area, and game consoles. Enjoy stunning water views from the screened-in porch, relax on the private dock, and explore the nearby Chesapeake Bay.

Waterfront Family Home W/ Pier, Pool, & Privacy
The 6-bedroom, 5-bathroom house and pool house comfortably sleep 16 guests, offering a private pool, pier for fishing and kayaking, and amenities including a dishwasher, fridge, freezer, microwave, and air conditioning.



























