St. Michaels Waterfront Home With Pool
apartment, Tilghman Island
This newly built waterfront home on Tilghman Island offers direct Chesapeake Bay views and is located in St. Michaels, Maryland, providing convenient access to downtown St. Michaels.
This pet-friendly accommodation features 4 bedrooms and 4 bathrooms to sleep 8 guests, with amenities including a private swimming pool, a fully equipped kitchen, air conditioning, and outdoor dining areas for a comfortable stay.
This pet-friendly accommodation features 4 bedrooms and 4 bathrooms to sleep 8 guests, with amenities including a private swimming pool, a fully equipped kitchen, air conditioning, and outdoor dining areas for a comfortable stay.
Private&cozy/3br+2ba/1mi To Town
apartment, Tilghman Island
This charming vacation rental is located just outside of Saint Michaels, offering a peaceful escape while still being within easy walking distance of the town's attractions. The property enjoys excellent ratings for user experience, location, and cleanliness.
The home features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a spacious living area, a private patio, and a garden, providing everything you need for a relaxing and enjoyable stay.
The home features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Amenities include a fully equipped kitchen, a spacious living area, a private patio, and a garden, providing everything you need for a relaxing and enjoyable stay.
Downtown St. Michaels | Walk To Shops, Restaurants And Nightlife
apartment, Easton
This charming cottage is located in the heart of St. Michaels, just a short walk from restaurants, shops, and other attractions. It has received excellent user ratings, making it a popular choice for travelers. This 3-bedroom, 3-bathroom home offers 1280 square feet of living space. Enjoy the fully equipped kitchen, outdoor garden, spa, and parking, perfect for relaxing after a day of exploring the area.
"Imagine Acre" On Maryland's Eastern Shore
apartment, Tilghman Island
This Tilghman Island cottage, 7 miles from St. Michaels and a 5-minute walk from the Chesapeake Bay, offers easy access to exploring the Eastern Shore's towns of St. Michaels, Tilghman Island, Oxford, and Easton.
This two-bedroom, one-bathroom vacation home sleeps three guests and features a full kitchen, high-speed internet with Firestick, outdoor grills, a firepit, picnic tables, and convenient boat/bike parking; concierge services are available upon request.
This two-bedroom, one-bathroom vacation home sleeps three guests and features a full kitchen, high-speed internet with Firestick, outdoor grills, a firepit, picnic tables, and convenient boat/bike parking; concierge services are available upon request.
In Town St. Michaels Waterview Cottage
apartment, Easton
The John Bruff house is a beautifully restored 2-bedroom historic home situated directly on the St. Michaels harbor and Town park, a short walk from the town's shops, restaurants, and museums. This rental has received excellent ratings for its location, cleanliness, and overall experience.
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.
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.
Fairview Estate | An Esvr Property
apartment, Easton
Fairview Estate is a historic property located in Talbot County, a short drive from the charming town of Easton on Maryland's Eastern Shore. The estate offers a peaceful setting, perfect for a relaxing getaway.
This 6-bedroom, 4-bathroom home can comfortably accommodate up to 12 guests. Fairview Estate provides a fully equipped kitchen, a swimming pool, a fitness center, and a garden, offering a variety of amenities for a comfortable and enjoyable stay.
This 6-bedroom, 4-bathroom home can comfortably accommodate up to 12 guests. Fairview Estate provides a fully equipped kitchen, a swimming pool, a fitness center, and a garden, offering a variety of amenities for a comfortable and enjoyable stay.
Downtown Flat Walk To Dining & Shops Sleeps 4
apartment, Easton
This 820 sq ft, 1-bedroom, 2-bathroom condo in downtown St. Michaels offers immediate access to the harbor, shops, and restaurants, providing prime waterfront proximity.
This accommodation sleeps 4 guests and features a fully stocked kitchen, gas fireplace, king bedroom with ensuite marble shower, two parking spaces, and high-speed WiFi, with family-friendly amenities available.
This accommodation sleeps 4 guests and features a fully stocked kitchen, gas fireplace, king bedroom with ensuite marble shower, two parking spaces, and high-speed WiFi, with family-friendly amenities available.
Skipjack House | An Esvr Property
apartment, Tilghman Island
Skipjack House, a single-level vacation rental, is located in St. Michaels, Maryland, offering a retreat for up to six guests.
This rental features three bedrooms, two bathrooms, a full kitchen with a fridge, microwave, and dishwasher, air conditioning, and access to a swimming pool.
This rental features three bedrooms, two bathrooms, a full kitchen with a fridge, microwave, and dishwasher, air conditioning, and access to a swimming pool.
St Michaels In Town Cottage With Location Location
apartment, Easton
The Washington Melson House is a historic cottage located on a quiet street in St. Michaels, just a half block from the harbor and within easy walking distance of parks, museums, shops, restaurants, the town pool, and library. This charming accommodation has excellent user, location, and cleanliness ratings, making it a popular choice for travelers.
The cottage has two bedrooms and two full and two half baths, accommodating up to five guests. It features a fully equipped kitchen, a comfortable living room, a private garden, and modern amenities like air conditioning, internet, and parking.
The cottage has two bedrooms and two full and two half baths, accommodating up to five guests. It features a fully equipped kitchen, a comfortable living room, a private garden, and modern amenities like air conditioning, internet, and parking.
Sunrise Cove | An Esvr Property
apartment, Oxford
This waterfront vacation home in St. Michaels is located just 3 miles from St. Michaels Winery and within 6 miles of both the Chesapeake Bay Maritime Museum and St. Michaels Museum, offering easy access to local attractions and a peaceful waterfront setting. Guests consistently rate the property highly for its cleanliness, location, and overall experience.
The 2,520 square foot home comfortably accommodates up to 6 guests in 3 bedrooms and 2 bathrooms. This spacious vacation rental boasts a private pool, a game room, a spa tub, a fireplace, outdoor barbecue grills, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay for all.
The 2,520 square foot home comfortably accommodates up to 6 guests in 3 bedrooms and 2 bathrooms. This spacious vacation rental boasts a private pool, a game room, a spa tub, a fireplace, outdoor barbecue grills, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay for all.
Miles Aweigh
apartment, Easton
This yacht is located on Long Haul Creek, less than a mile from St. Michaels town center, offering easy access to restaurants, shops, and the Chesapeake Maritime Museum. The property has consistently received excellent ratings for its location, cleanliness, and user experience.
The boat has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy amenities like a swimming pool, garden, and parking, as well as a fully equipped kitchen with a fridge, microwave, and dishwasher.
The boat has three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy amenities like a swimming pool, garden, and parking, as well as a fully equipped kitchen with a fridge, microwave, and dishwasher.
Stay By Md's Chesapeake Bay This Father's Day! Walk To Marina, Bar & Restaurant!
apartment, Stevensville
This family-friendly vacation home is conveniently located near the sea in Stevensville, within a 15-kilometer radius of Matapeake State Park, Paul Reed Smith Guitars, and Love Point State Park. It has received excellent user ratings, suggesting a comfortable and enjoyable stay.
This 5-bedroom, 2-bathroom house spans 2,190 square feet and can accommodate up to 14 guests. It comes equipped with a range of amenities, including a fitness center, spa, tennis court, and a fully equipped kitchen, ensuring a relaxing and enjoyable vacation experience.
This 5-bedroom, 2-bathroom house spans 2,190 square feet and can accommodate up to 14 guests. It comes equipped with a range of amenities, including a fitness center, spa, tennis court, and a fully equipped kitchen, ensuring a relaxing and enjoyable vacation experience.
