Downtown St. Michaels | Porch + Pet-friendly
apartment, Easton
This St. Michaels apartment offers a prime location within a short walk to St. Michaels Marina, Higgins Yacht Yard and Marina, and the Chesapeake Bay Maritime Museum.
This 3-bedroom, 2-bathroom residence accommodates up to 6 guests and features a fully equipped kitchen, on-site parking, and in-unit laundry, with Wi-Fi and a television for entertainment.
This 3-bedroom, 2-bathroom residence accommodates up to 6 guests and features a fully equipped kitchen, on-site parking, and in-unit laundry, with Wi-Fi and a television for entertainment.
Saint Michaels Waterfront Home
apartment, Easton
This waterfront apartment in St. Michaels, just 7 minutes from Easton, offers stunning views and a convenient location near local shops, restaurants, and The Oaks Wedding Resort. With excellent user, location, and cleanliness ratings, this apartment is a top choice for travelers.
The apartment features a spacious layout with two bedrooms, two bathrooms, and two sofas, accommodating up to four guests. Amenities include a well-equipped kitchen, air conditioning, a private balcony or patio, and access to outdoor activities like fishing, kayaking, and biking.
The apartment features a spacious layout with two bedrooms, two bathrooms, and two sofas, accommodating up to four guests. Amenities include a well-equipped kitchen, air conditioning, a private balcony or patio, and access to outdoor activities like fishing, kayaking, and biking.
Charming Victorian Farmhouse On Historic Main St
apartment, Trappe
This farmhouse rental is located on Trappe's Historic Main Street, offering proximity to Bill Burton Fishing Pier State Park, Blackwater National Wildlife Refuge, Ruark Boatworks, Meredith House, Richardson Maritime Museum, and the Bay Country Shop.
This 2100 square foot property accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, providing a central base for exploring Trappe's natural and historical attractions.
This 2100 square foot property accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, providing a central base for exploring Trappe's natural and historical attractions.
Carpenter Alley Cottage
house, Easton
Carpenter Alley Cottage, located in Saint Michaels, Maryland, is a 10-mile drive from the Chesapeake Bay Maritime Museum and 61 miles from Baltimore/Washington International Thurgood Marshall Airport.
This Easton-area rental home offers 1,280 square feet of space, featuring three bedrooms, three bathrooms, and sleeps up to 11 guests, complete with a full kitchen, free Wi-Fi, and private parking.
This Easton-area rental home offers 1,280 square feet of space, featuring three bedrooms, three bathrooms, and sleeps up to 11 guests, complete with a full kitchen, free Wi-Fi, and private parking.
Spacious Trappe Getaway W/ Outdoor Pool & Gazebo!
apartment, Trappe
This Trappe vacation home, located six miles from Easton's UM Shore Medical Center and the Historical Society of Talbot County, offers easy access to the Third Haven Friends Meeting House and the Academy Art Museum.
This 2200-square-foot house features five bedrooms, three bathrooms, and accommodates eight guests with amenities including a private pool, fenced yard, and fully equipped kitchen; charcoal grills are available for outdoor cooking.
This 2200-square-foot house features five bedrooms, three bathrooms, and accommodates eight guests with amenities including a private pool, fenced yard, and fully equipped kitchen; charcoal grills are available for outdoor cooking.
A Willows Dream | An Esvr Property
apartment, Oxford
This Cape Cod-style vacation home in Oxford offers a tranquil retreat, conveniently located near Oxford's attractions (specific distances require further location details).
This two-bedroom, two-bathroom house sleeps six, features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a garden, and an outdoor deck with a picnic table—perfect for family gatherings.
This two-bedroom, two-bathroom house sleeps six, features a fully equipped kitchen with a fridge, microwave, and dishwasher, plus air conditioning, a garden, and an outdoor deck with a picnic table—perfect for family gatherings.
It's A Shore Thing Located In Beautiful Easton, Md. Close To Md & De Beaches.
apartment, Easton
This 1120 sq ft apartment in Easton offers 2 bedrooms and 2 bathrooms, accommodating up to 4 guests with Wi-Fi and air conditioning, located a 4-minute drive from Avalon Theater and Academy of the Arts, with proximity to bird watching, cycling, and fishing.
This vacation rental features a full kitchen with a microwave oven, a fireplace, on-site parking, and an in-unit washer and dryer, providing convenient access to outdoor activities and natural attractions like Caroline County Shooting Preserve and Wye Oak State Park.
This vacation rental features a full kitchen with a microwave oven, a fireplace, on-site parking, and an in-unit washer and dryer, providing convenient access to outdoor activities and natural attractions like Caroline County Shooting Preserve and Wye Oak State Park.
St. Michaels Waterfront Home
apartment, Easton
This waterfront apartment is conveniently located just over the bridge entering St. Michaels, a minute from the town itself, 7 minutes from Easton, and 30 seconds from The Oaks Wedding Resort. Rated as excellent by previous guests, it has two large bedrooms and two full bathrooms, with a guest capacity of 4.
The apartment offers a deck for entertaining, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a garden, and parking. Local shops and restaurants are within minutes of the house, and outdoor activities such as fishing, kayaking, paddle boarding, biking, and hiking are also available nearby.
The apartment offers a deck for entertaining, a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, a garden, and parking. Local shops and restaurants are within minutes of the house, and outdoor activities such as fishing, kayaking, paddle boarding, biking, and hiking are also available nearby.
Grace Cottage, St Michaels Walk To Everything!
apartment, Easton
This two-bedroom, two-and-a-half-bathroom house is located in the historic district of St. Michaels, offering a walkable experience to shops, restaurants, and the waterfront.
This private rental features an oversized backyard with a fire pit, three fireplaces, a newly renovated kitchen, multiple living spaces, and a private driveway that accommodates two vehicles.
This private rental features an oversized backyard with a fire pit, three fireplaces, a newly renovated kitchen, multiple living spaces, and a private driveway that accommodates two vehicles.
Luxurious Waterfront Home - Cèilidh
apartment, Oxford
This luxurious waterfront home is located in historic downtown Oxford, just a short walk from all the town's attractions. The property boasts excellent ratings for location, cleanliness, and user experience.
This spacious 4-bedroom home can comfortably accommodate up to 7 guests and offers a large screened-in porch, a family room, and a master bedroom with stunning water views. Enjoy modern amenities like a high-end kitchen, plush bedding, multiple UHD TVs, high-speed WiFi, and a private outdoor space with a lawn leading to the water.
This spacious 4-bedroom home can comfortably accommodate up to 7 guests and offers a large screened-in porch, a family room, and a master bedroom with stunning water views. Enjoy modern amenities like a high-end kitchen, plush bedding, multiple UHD TVs, high-speed WiFi, and a private outdoor space with a lawn leading to the water.
Bay Breeze Retreat
apartment, Grasonville
This luxurious waterfront retreat is located just 10 minutes from the Queenstown Outlets and 30 minutes from Annapolis, offering a peaceful escape while being close to attractions. The property consistently receives excellent ratings for its location, cleanliness, and overall experience.
This spacious vacation home features 5 bedrooms and 3 bathrooms, comfortably accommodating up to 12 guests. Enjoy a saltwater pool, fire pit, multiple Smart TVs, premium memory foam mattresses, fast Wi-Fi, and a large front yard with stunning views of the Chesapeake Bay.
This spacious vacation home features 5 bedrooms and 3 bathrooms, comfortably accommodating up to 12 guests. Enjoy a saltwater pool, fire pit, multiple Smart TVs, premium memory foam mattresses, fast Wi-Fi, and a large front yard with stunning views of the Chesapeake Bay.
Spacious Trappe Getaway W/ Outdoor Pool & Gazebo!
house, Trappe
This Trappe rental is located within the district, 5.6 miles from the Academy of the Arts and 48 miles from Salisbury-Ocean City Wicomico Regional Airport.
This four-bedroom house offers 2200 square feet of living space, accommodating up to 15 guests with amenities including a swimming pool, terrace, garden, and private parking.
This four-bedroom house offers 2200 square feet of living space, accommodating up to 15 guests with amenities including a swimming pool, terrace, garden, and private parking.
