Charming 3-bedroom In Village Of Claiborne Book 3 Nights Get 4th Free Strn26-6
apartment, Claiborne
This three-bedroom house in Claiborne, St. Michaels, offers easy access to the Chesapeake Bay Maritime Museum and St. Michaels Museum, a short drive away.
The 3-bedroom, 2-bathroom home comfortably sleeps six guests and includes WiFi, air conditioning, and proximity to marinas and the Phillips Wharf Environmental Center.
The 3-bedroom, 2-bathroom home comfortably sleeps six guests and includes WiFi, air conditioning, and proximity to marinas and the Phillips Wharf Environmental Center.
Pool House Paradise
house, Grasonville
This secluded pool house apartment is located in the Prospect Bay waterfront and golf community on Maryland's Eastern Shore, offering bay views and convenient access to local recreation.
This 1-bedroom, 1-bathroom apartment accommodates 2 guests and features a private fenced backyard with a pool, hot tub, and fire pit, along with access to community amenities including golf and tennis courts.
This 1-bedroom, 1-bathroom apartment accommodates 2 guests and features a private fenced backyard with a pool, hot tub, and fire pit, along with access to community amenities including golf and tennis courts.
Two Oysters House 2025 Remodel
apartment, Tilghman Island
This charming waterfront home sits just 2.5 miles from the center of St. Michaels, a short bike ride from the Inn at Perry Cabin and Museum, offering a peaceful retreat in the heart of Maryland's countryside. Guest reviews consistently praise the home's excellent location, cleanliness, and overall experience.
This single-story cottage provides ample space for up to 8 adults and 2 children, with 2,500 square feet of living area and 4 bedrooms. Enjoy a private saltwater pool and dock with stunning bay views, a screened porch, deck, and kitchen overlooking the water, bikes and kayaks for exploring the area, and a fully equipped kitchen and formal dining room.
This single-story cottage provides ample space for up to 8 adults and 2 children, with 2,500 square feet of living area and 4 bedrooms. Enjoy a private saltwater pool and dock with stunning bay views, a screened porch, deck, and kitchen overlooking the water, bikes and kayaks for exploring the area, and a fully equipped kitchen and formal dining room.
Sm's Premier Rental Heated Pool (Opens 4/3)
apartment, Easton
Harbor Hideaway is a charming cottage located in the heart of Saint Michaels, just a short walk from the town's shops, restaurants, and waterfront. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage has two bedrooms and two bathrooms, offering enough space for four guests. The cottage is equipped with a kitchen, air conditioning, a private pool, a terrace, a garden, a spa, a tennis court, and parking.
The cottage has two bedrooms and two bathrooms, offering enough space for four guests. The cottage is equipped with a kitchen, air conditioning, a private pool, a terrace, a garden, a spa, a tennis court, and parking.
Historic Berkeley Hall In The Heart Of Town
apartment, Easton
This charming apartment is located in historic Saint Michaels, just a short walk from shops, restaurants, and the waterfront. It has received excellent ratings for location, cleanliness, and overall user experience. The apartment features two bedrooms, one with a loft, and can accommodate up to five guests. Amenities include a fully equipped kitchen, a private porch with a fire pit, two TVs, and fireplaces for ambiance.
Bayside Bungalow Kent Island
apartment, Stevensville
This Stevensville bayside cottage is steps from the Chesapeake Bay and a short walk from the Kentmorr Restaurant and Tiki Bar.
The three-bedroom, two-bathroom home sleeps six and features a fully equipped kitchen, air conditioning, parking, and access to a community beach; enjoy its peaceful back porch with bay views and high-end finishes.
The three-bedroom, two-bathroom home sleeps six and features a fully equipped kitchen, air conditioning, parking, and access to a community beach; enjoy its peaceful back porch with bay views and high-end finishes.
La Casita On Harris Creek, St. Michaels
apartment, Tilghman Island
This charming guesthouse sits on a secluded 40-acre farm on Harris Creek, just five minutes from the shops and restaurants of Tilghman Island. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This one-bedroom, one-bathroom cottage can comfortably accommodate three guests. Enjoy modern amenities like a full kitchen, washer/dryer, Wi-Fi, and a patio fire pit, along with unique on-site activities like kayaking, swimming in the mineral pool, and exploring the grounds.
This one-bedroom, one-bathroom cottage can comfortably accommodate three guests. Enjoy modern amenities like a full kitchen, washer/dryer, Wi-Fi, and a patio fire pit, along with unique on-site activities like kayaking, swimming in the mineral pool, and exploring the grounds.
Minutes From Downtown St. Michaels | Pool | Pickle Ball Court | Private Dock | K
apartment, Easton
This waterfront vacation home is located near Easton, within 9 miles of Pickering Creek Audubon Center, Easton Cycle and Sport, and the Historical Society of Talbot County. The home receives a "very good" user rating, making it a popular choice for travelers. This spacious 5-bedroom house can comfortably accommodate 10 guests with its 4980 square feet of living space. The property offers a private pool, a game room, a garden, a terrace, a spa, a tennis court, and parking, as well as a fully equipped kitchen and a fireplace.
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.
The Farm House At Hunting Creek - Pets $50 A Night
apartment, Easton
This gated estate carriage house is located just 10 minutes from Easton's shops, restaurants, and bars, and 15 minutes from Historic St. Michaels. It has excellent user, location, and cleanliness ratings.
The carriage house has 5 bedrooms and 2 bathrooms, and can accommodate up to 10 guests. It features a kitchen, dining room, and living room, as well as amenities such as air conditioning, Wi-Fi, and a designated waterfront pathway. Pets are also welcome at this pet-friendly accommodation.
The carriage house has 5 bedrooms and 2 bathrooms, and can accommodate up to 10 guests. It features a kitchen, dining room, and living room, as well as amenities such as air conditioning, Wi-Fi, and a designated waterfront pathway. Pets are also welcome at this pet-friendly accommodation.
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.
Cozy Getaway! Centrally Located Between St. Michaels And Tilghman Island
apartment, Tilghman Island
This three-bedroom house rental on Tilghman Island, Talbot County, Maryland, offers easy access to the Tilghman Watermen's Museum and Chesapeake Bay Maritime Museum, with other attractions like the Phillips Wharf Environmental Center and Easton Cycle and Sport nearby.
The 3-bedroom home sleeps six guests comfortably, featuring a queen bed, full bed, bunk beds, a sofa bed, Wi-Fi, a washer, heating, air conditioning, and a living room.
The 3-bedroom home sleeps six guests comfortably, featuring a queen bed, full bed, bunk beds, a sofa bed, Wi-Fi, a washer, heating, air conditioning, and a living room.
