Vacation rentals in Saint Michaels, MD

This family-friendly cottage in St. Michaels is an excellent choice for travelers seeking a charming escape. It's just a short walk from the Chesapeake Bay Maritime Museum and other local attractions, and it has received excellent ratings for its location, cleanliness, and user experience.
The cottage has two bedrooms and can accommodate up to 5 guests. It features a fully equipped kitchen, a cozy fireplace, and a DVD player. Guests can also enjoy the outdoor space, which includes a terrace, a garden, and a swimming pool. The cottage also offers amenities such as air conditioning, Wi-Fi, and parking.

Book this vacation rental for up to 2 guests with an excellent rating of 100% based on 539 reviews. You will stay in Easton.
Facilities and services: air conditioning, a fridge and an iron. Take advantage of the garden in this house in Easton.

Cottage rental for 3 people with an excellent rating of 100% based on 133 reviews. You will be based in Tilghman Island.
Facilities and services: free parking, air conditioning and a barbecue. Take advantage of the garden in this accommodation in Tilghman Island.

Cottage for 6 people with an excellent rating of 100% based on 16 reviews. Your accommodation will be located in Easton.
Services and facilities: a washing machine, a dish washer and a kitchen.

Accommodation from 296 dollars per night with an excellent rating of 98% based on 24 reviews. You will be in Easton.
Services and facilities: a kitchen, a child space and a washing machine. Pets are welcome in this apartment.

Apartment listing for up to 5 people with an excellent rating of 99% based on 128 reviews. This accommodation is based in Easton.
Facilities and services include a fridge, a dish washer and air conditioning. Take advantage of the Free Parking with this accommodation.

Cottage with an excellent rating of 96% based on 206 reviews. This accommodation is located in Easton.
Services and facilities include a terrace, a barbecue and a swimming pool. Take advantage of the air conditioning in this accommodation!

This house is situated in the charming town of St. Michaels, within a short walk of the Chesapeake Bay Maritime Museum. It has excellent user, location, and cleanliness ratings.
With 2 bedrooms and a guest capacity of 4, this house features a spa tub, garden, and barbecue grills. It has a fully equipped kitchen, multiple bathrooms, a Smart TV, and a washing machine.

Yacht listing for 6 people with an excellent rating of 99% based on 238 reviews. You will be based in Easton.
Services and facilities include a washing machine, free parking and a kitchen. This accommodation also has air conditioning!

Cottage for up to 4 people with an excellent rating of 95% based on 74 reviews. You will be based in Tilghman Island.
Facilities and services include a barbecue, a kitchen and a freeze. This accommodation is very convenient for families.

Located on the picturesque Tilghman Island, this waterfront cottage offers stunning views, easy access to local attractions, and excellent user, location, and cleanliness ratings.
The single-room cottage features a queen-size bed, a futon that converts into a bed, a fully equipped kitchen, and a dining table. It accommodates up to 4 guests and provides access to a pier for fishing and crabbing. Additional amenities include cornhole, horseshoes, a child's swing, a fire pit, a community pool, and boat rentals.

Book this vacation rental for 5 people with an excellent rating of 95% based on 78 reviews. This accommodation is located in Easton.
Services and facilities include a dish washer, a garden and a washing machine.

Apartment for up to 4 guests with an excellent rating of 100% based on 196 reviews. You will be in Easton.
Facilities and services: a washing machine, a coffee place and free parking. Take advantage of the air conditioning in this apartment in Easton.

Book this vacation rental from $398 per night for up to 8 people. You will be based in Tilghman Island.
Services and facilities: free parking, a washing machine and air conditioning. This apartment also has a Spa!

Apartment for 6 guests with an excellent rating of 100% based on 3 reviews. You will be based in Tilghman Island.
Services and facilities include a kitchen, a dish washer and a swimming pool.

Apartment for 8 people. You will stay in Tilghman Island.
Services and facilities: a washing machine, a barbecue and a fridge. Take advantage of the pool in this apartment.

Apartment rental from $365 for up to 4 people. You will stay in Tilghman Island.
Services and facilities include a swimming pool, air conditioning and a dish washer.

Lucky Ducks Studio is located in the heart of St. Michael's Historic District, steps away from Talbot Street and the scenic Miles River. This charming studio offers a unique British-inspired ambiance, with a queen-size bed and a sofa that converts to a queen sleeper. It has received excellent ratings for its location, cleanliness, and amenities. The studio is perfect for couples and families, accommodating up to four guests. It features a fully equipped kitchen, a claw-foot tub, and free Wi-Fi and YouTube TV.

Book this vacation rental at 792 dollars for up to 6 people with an excellent rating of 95% based on 16 reviews. You will be located in Tilghman Island.
Facilities and services: a fridge, a dish washer and a barbecue. Take advantage of the garden in this apartment in Tilghman Island.

Step 1: Located in the historic McMillian House in the heart of St. Michael's Historic District, Lucky Duck II is a charming studio apartment that provides a cozy and authentic British-style experience for up to 4 guests.
Step 2: The studio features a private bedroom upstairs, a half bath downstairs, and a kitchenette with a refrigerator, microwave, Keurig coffee maker, and tea kettle.
Step 3: Guests can enjoy free WiFi, YouTube TV, and private access to the apartment, as well as a shared front porch and a dedicated parking space for 2 cars.

Apartment to rent for up to 2 people with an excellent rating of 98% based on 18 reviews. You will be in Easton.
Services and facilities include a kitchen, an iron and free parking. Take advantage of the air conditioning in this apartment in Easton.

This charming apartment in St. Michaels is just steps from the Auto Museum, Maritime Museum, YMCA, and a variety of restaurants. With excellent user, location, and cleanliness ratings, this one-bedroom, one-bathroom apartment is ideal for two guests.
The 480-square-foot apartment features a kitchen with a fridge, freezer, and microwave, as well as air conditioning, a Jacuzzi, a terrace or balcony, a garden, and parking. Laundry facilities are available upon request for longer-term renters.