This waterfront property on Tilghman Island is just 0.3 miles from the Tilghman Watermen’s Museum and within easy reach of other attractions like the Chesapeake Bay Maritime Museum and St. Michaels Museum. The house has consistently received excellent ratings for location, cleanliness, and overall experience. The property offers 191 square metres of space, accommodating up to 6 guests in its 3 bedrooms and 3 bathrooms. Guests can enjoy a private pool, a spa tub, a garden, a terrace, a barbecue, and modern amenities like free Wi-Fi and a fully equipped kitchen.
9.9 285 reviews
Saint Michaels, MD
24/08 – 28/08
A$447/nighttotal: A$1788 (4 )
The Little Anchor Cottage, St. Michaels, Md
2 2
apartment , Easton
The Little Anchor cottage is located in the Historic District of St. Michaels, Maryland, just one block from downtown shops and restaurants and a 5 to 15 minute walk from waterfront dining, the Chesapeake Bay Maritime Museum, Muskrat Park, and Hollis Park. It has consistently received excellent ratings for its cleanliness, location, and overall experience. The charming two-bedroom property can accommodate up to four guests and features a fully equipped kitchen, a spacious screened porch, a garden, and high-speed Wi-Fi. Guests can enjoy dedicated workspaces, air conditioning, and the convenience of being pet-friendly and family-friendly.
10 11 reviews
Saint Michaels, MD
01/07 – 05/07
A$633/nighttotal: A$2532 (4 )
Charming Cottage In Tilghman Islandwalk To Marinas, Dining & Wedding Venues
3 2
apartment , Tilghman Island
This three-bedroom house on Tilghman Island, Talbot County, Maryland, is conveniently located a short distance from St. Michaels and offers easy access to restaurants, shops, and waterfront dining. The property features a well-equipped kitchen, three bathrooms, sleeps six guests, and boasts outdoor amenities including a deck, patio, fire pit, and cornhole; nearby attractions include Goat Island and the Chesapeake Bay Maritime Museum.
Saint Michaels, MD
28/06 – 01/07
A$843/nighttotal: A$2529 (3 )
Minutes From Downtown St. Michaels | Character Filled
2 2
apartment , Tilghman Island
This two-bedroom holiday home in Bozman, a five-minute (8 km) drive from St. Michaels, offers easy access to the town's waterfront restaurants and shops. The property features a spacious open-plan layout, sleeps four guests, includes a fully equipped kitchen with dishwasher, patio, yard games, and bikes, plus air conditioning and Wi-Fi.
10 1 review
Saint Michaels, MD
07/08 – 09/08
A$999/nighttotal: A$1998 (2 )
Downtown Flat Walk To Dining & Shops Sleeps 4
1 2
apartment , Easton
This St. Michaels flat is located in the downtown district, a short walk from the waterfront, dining, and shopping areas. This 76 square meter flat accommodates up to 4 guests, featuring 1 bedroom, 2 bathrooms, a fully stocked kitchen with a coffee bar, a gas fireplace, a king-sized bedroom with a Smart TV, a spa-like ensuite bathroom, high-speed WiFi, an in-unit washer and dryer, and designated parking for two vehicles.
Saint Michaels, MD
25/06 – 01/07
A$971/nighttotal: A$5826 (6 )
Minutes From Downtown St. Michaels | Private Boat Ramp | Dock
3 4
apartment , Tilghman Island
This waterfront property on Tilghman Island is located within 15km of Neavitt Park, Perry Cabin Park, and CL Open Field, and also within 15km of St Michaels Town Hall and Higgins Yacht Yard and Marina. This three-bedroom, three-bathroom holiday home boasts 207 square metres of floor space, sleeps six guests, and includes a fully equipped kitchen, spa, free Wi-Fi, laundry facilities, and barbecue grills.
9.9 205 reviews
Saint Michaels, MD
28/06 – 01/07
A$569/nighttotal: A$1707 (3 )
Historic Berkeley Hall In The Heart Of Town
2 2
apartment , Easton
This charming apartment is situated in historic Saint Michaels, just three blocks from the waterfront, making it ideal for exploring the town's shops, restaurants, and attractions. The apartment has received excellent ratings for its cleanliness, location, and overall experience. The property offers two bedrooms, one with a king bed and the other with a queen bed and a loft with a twin futon sofa bed, providing comfortable accommodation for up to five guests. The apartment includes a well-equipped kitchen, a large TV, a private side porch with a fire pit, and shared parking, ensuring a comfortable and enjoyable stay.
Saint Michaels, MD
07/08 – 09/08
A$1335/nighttotal: A$2670 (2 )
5-bedroom Waterfront Home On 1.5 Acres In Stevensville With Tons Of Parking
5 2
apartment , Stevensville
This five-bedroom country house in Stevensville offers convenient access to the Chesapeake Bay and Matapeake State Park, with attractions such as Paul Reed Smith Guitars and the Annapolis Maritime Museum within easy reach. This spacious property accommodates up to 10 guests and features four bathrooms, air conditioning, and is located 4.9 kilometers from Tose Family Tennis Center and 8.7 kilometers from Alumni Hall.
10 1 review
Saint Michaels, MD
27/06 – 04/07
A$1263/nighttotal: A$8841 (7 )
Chesapeake Bay Overlook Home
1 4
apartment , Shady Side
This Shady Side holiday home is located near the Chesapeake Bay and marina, within walking distance of the beach. Sleeping up to 12 guests, this six-bedroom, three-bathroom property boasts a fully equipped kitchen, laundry facilities, a large entertainment room with a pool table and bar, and stunning Chesapeake Bay views from three expansive decks; nearby attractions include fresh seafood at the marina.
9.7 12 reviews
Saint Michaels, MD
24/08 – 28/08
A$795/nighttotal: A$3180 (4 )
Apartment In St. Michaels – Walk To Everything!
1 2
apartment , Easton
This two-bedroom apartment is situated in the historic district of St. Michaels, within walking distance of galleries, museums, boutiques, and restaurants. The apartment features a cafe-style dining area with a coffee bar, toaster oven, mini fridge, and sink, as well as a private balcony and a luxurious bathroom with a walk-in shower.
10 31 reviews
Saint Michaels, MD
08/08 – 10/08
A$1210/nighttotal: A$2420 (2 )
Off The Chart Stays
1 6
apartment , Stevensville
This charming cottage is situated on Kent Island, Maryland, just a short drive from Annapolis, Washington D.C., and Baltimore, offering a peaceful retreat near the Chesapeake Bay. The two-bedroom cottage comfortably sleeps six guests, making it ideal for families or groups of friends. The cottage features a well-equipped kitchen, a private sauna, a large screened-in porch, and a fire pit, allowing guests to relax and enjoy the beautiful surroundings.
Saint Michaels, MD
25/06 – 01/07
A$776/nighttotal: A$4656 (6 )
The Farm At Cedar Cove | An Esvr Property
3 4
apartment , Oxford
This waterfront holiday house is located on the Eastern Shore of Maryland, offering nearly 29 kilometres of private farmland and over 300 metres of shoreline, a 20-minute drive from Easton. This 3-bedroom, 2-bathroom flat accommodates up to 6 guests and features air conditioning, a kitchen with a fridge and dishwasher, and garden access, with linens and towels provided.
Best family friendly Saint Michaels, MD Holiday Apartments
Among the 28 accommodations in Saint Michaels, MD, here are the 4 best family friendly holiday apartments
Saint Michaels, MD
08/08 – 10/08
A$729/nighttotal: A$1458 (2 )
Bay Escape
3 6
apartment , Stevensville
This family-friendly flat in Stevensville offers a peaceful retreat in a quiet district, providing convenient access to local attractions without the noise of central areas. This spacious accommodation for up to 8 guests features air conditioning, a garden, and a kitchen equipped with a fridge, making it ideal for a comfortable and tranquil family stay.
10 31 reviews
Saint Michaels, MD
25/06 – 01/07
A$1517/nighttotal: A$9102 (6 )
25-50% Off~private Beach~hot Tub~fire Table~
3 4
apartment , Stevensville
This Stevensville beachfront property, situated next to a golf course and steps from Romancoke Wharf County Park, offers easy access to Matapeake State Park (14.5 km) and Love Point State Park (19.3 km). This 121 square metre house sleeps seven guests and boasts three bedrooms, two bathrooms, a fully equipped kitchen including a dishwasher, a jacuzzi, a terrace, a garden, free Wi-Fi, and on-site parking.
10 3 reviews
Saint Michaels, MD
27/06 – 04/07
A$1303/nighttotal: A$9121 (7 )
Three Decks Overlook Marina Basin And Views Of The Chesapeake And Eastern Bays
6 4
apartment , Stevensville
This six-bedroom apartment is situated in Stevensville, a short walk from the beach and within walking distance of the marina, offering easy access to the Chesapeake Bay's attractions. The property boasts multiple decks with picturesque views, a spacious entertainment area with a pool table, bar, and poker table, and comfortably accommodates up to 12 guests.
10 20 reviews
Saint Michaels, MD
25/06 – 01/07
A$537/nighttotal: A$3222 (6 )
The Getaway
1 4
apartment , Tilghman Island
This Tilghman Island flat is located a short walk from the award-winning Two if by Sea restaurant and the General Store, offering excellent access to local amenities and attractions. This well-equipped holiday let accommodates up to six guests with two bathrooms, a full kitchen, air conditioning, and a spacious garden, perfect for outdoor gatherings and enjoying nature, with biking opportunities nearby.
Best Holiday Apartments in Saint Michaels, MD with a pool
Among the 28 accommodations in Saint Michaels, MD, here are the 4 best apartments with a pool
10 2 reviews
Saint Michaels, MD
25/06 – 01/07
A$4930/nighttotal: A$29580 (6 )
Minutes From Downtown Easton And St. Michaels | Pool | Private Dock | Golf Cours
6 4
apartment , Easton
This Easton waterfront property, near Bruffs Island, Pickering Creek Audubon Center, and the Talbot County Historical Society (all within 14.5km), offers stunning water views and direct water access. This six-bedroom, six-bathroom holiday home boasts 557 square metres of space, a private pool, fitness centre, tennis court, and accommodates up to twelve guests, providing convenient self-catering with a fully equipped kitchen and laundry facilities.
Saint Michaels, MD
27/06 – 04/07
A$776/nighttotal: A$5432 (7 )
Skipjack House | An Esvr Property
3 4
apartment , Tilghman Island
Skipjack House, a single-level holiday home on Tilghman Island, is located in St. Michaels, offering a comfortable base for exploring the Eastern Shore. This property sleeps six guests with three bedrooms, two bathrooms, and includes a fully equipped kitchen, air conditioning, and access to a swimming pool, with linens and towels provided.
9.7 15 reviews
Saint Michaels, MD
28/06 – 01/07
A$1644/nighttotal: A$4932 (3 )
Waterfront - 3 Luxury Bdrms W/ Outside Pool & Spa
1 2
apartment , Tilghman Island
This charming apartment is located on Tilghman Island in Talbot County, offering stunning water views and easy access to various water activities. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. The apartment has three bedrooms and three bathrooms, comfortably accommodating up to six guests. The property offers a range of amenities including a swimming pool, Jacuzzi, garden, fitness centre, and parking, as well as a fully equipped kitchen and air conditioning.
9.0 4 reviews
Saint Michaels, MD
25/06 – 01/07
A$1627/nighttotal: A$9762 (6 )
Minutes From Downtown Easton And St. Michaels | Pool | 1st Floor Bedroom | Pet F
5 4
apartment , Easton
Quailsar Farm is a vacation home situated in a sought-after area of Easton, Maryland, close to Avalon Theatre and The Third Haven Friends Meeting House. This property has earned an excellent user rating, making it a popular choice for travellers. The spacious 5-bedroom home spans 471 square metres and can comfortably accommodate up to 10 guests. This pet-friendly property offers a range of amenities, including a swimming pool, air conditioning, a fully-equipped kitchen, and a large garden.
Frequently asked questions about apartment rentals in Saint Michaels, MD
What is Saint Michaels, MD best known for?
Saint Michaels is best known for its beautiful waterfront, its rich maritime history, and its charming shops and restaurants. It's also a popular destination for sailing and boating enthusiasts.
What are the best apartments in Saint Michaels, MD?
What are the closest cities to visit near Saint Michaels, MD?
The closest city to Saint Michaels is Easton, which is about 15 kilometres away. You can also visit Annapolis, which is about 70 kilometres away, or Baltimore, which is about 100 kilometres away.
What are the best apartments with a pool in Saint Michaels, MD?
What are the best ways to relax in Saint Michaels, MD?
There are plenty of ways to relax in Saint Michaels. You can enjoy a leisurely lunch at one of the waterfront restaurants, take a walk along the harbour, or simply sit on a bench and watch the boats go by.
What are the best apartments with a jacuzzi in Saint Michaels, MD?
What are the advantages of choosing an apartment for your stay in Saint Michaels, MD?
Apartments offer more space and privacy than a hotel room, and they often come with amenities like a kitchen and laundry facilities. This can be especially convenient if you're travelling with a family or a group of friends.
What are the best apartments for families and kids in Saint Michaels, MD?
Best Saint Michaels, MD holiday apartments with air conditioning
9.8 228 reviews
Saint Michaels, MD
24/08 – 28/08
A$347/nighttotal: A$1388 (4 )
Small Historic House Downtown St Michaels
1 2
apartment , Tilghman Island
This charming apartment is located just a short walk from Talbot Street in St. Michaels, offering easy access to the town's restaurants, shops, and the Maritime Museum. The apartment has received excellent ratings for its cleanliness, location, and overall experience. The apartment is on the first floor of a historic house and can accommodate up to two guests. It comes equipped with a kitchen, air conditioning, parking, and access to a yard and porch.
8.6 21 reviews
Saint Michaels, MD
25/06 – 01/07
A$1350/nighttotal: A$8100 (6 )
Minutes From Downtown Easton And St. Michaels | Pool | Hot Tub | Private Dock |
3 4
apartment , Oxford
This waterfront property is located just 3km from St. Michaels Winery and within 6km of the Chesapeake Bay Maritime Museum and St. Michaels Museum, offering easy access to local attractions and a peaceful setting by the water. The house has received very good user ratings for cleanliness and an excellent location rating. This 3-bedroom, 2-bathroom house is ideal for families or groups of up to 6 people, offering 234 square metres of space. The property is equipped with a private pool, a spa tub, a fireplace, a fully equipped kitchen, a washing machine, a tennis court, and a garden, providing a comfortable and enjoyable stay.
10 4 reviews
Saint Michaels, MD
01/07 – 05/07
A$461/nighttotal: A$1844 (4 )
It's A Shore Thing Located In Beautiful Easton, Md. Close To Md & De Beaches.
2 2
apartment , Easton
This two-bedroom apartment in Easton is situated a mere 4-minute drive from the Avalon Theatre and Academy of the Arts, offering excellent access to local attractions and outdoor pursuits such as birdwatching and cycling. This 104 square meter property accommodates up to four guests, featuring a fully equipped kitchen with a microwave oven, air conditioning, Wi-Fi, and on-site parking, with the added convenience of an in-unit washer and dryer.
9.8 13 reviews
Saint Michaels, MD
28/06 – 01/07
A$1132/nighttotal: A$3396 (3 )
Downtown St. Michaels | Porch + Pet-friendly
3 2
apartment , Easton
This three-bedroom St. Michaels apartment, situated in the town centre, offers easy access to waterfront restaurants and boutique shops. The 3-bedroom, 2-bathroom dwelling boasts a spacious open-plan layout, keyless entry, a private porch, and includes amenities such as a dishwasher, microwave, fridge, air conditioning, parking, and internet access; accommodating up to six guests.
Best pet-friendly Saint Michaels, MD holiday apartments
Among the 28 accommodations in Saint Michaels, MD, here are the 4 best pet friendly holiday apartments
9.5 11 reviews
Saint Michaels, MD
24/08 – 28/08
A$1499/nighttotal: A$5996 (4 )
Bankors Aweigh | An Esvr Property
1 2
apartment , Tilghman Island
This waterfront property in Talbot County, Tilghman Island, offers stunning views and convenient access to local attractions, though precise distances aren't specified. Sleeping up to eight guests, this four-bedroom holiday home boasts a well-equipped kitchen, swimming pool, jacuzzi, and garden, plus internet access (note: may be limited).
9.6 103 reviews
Saint Michaels, MD
24/08 – 28/08
A$580/nighttotal: A$2320 (4 )
In Town St. Michaels Waterview Cottage
2 2
apartment , Easton
The John Bruff house is a beautifully restored historic cottage situated directly on the St. Michaels harbour and Town park, just a short walk from the town's main attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience. The charming house offers two bedrooms and two bathrooms, comfortably accommodating up to five guests. Guests can enjoy a range of modern amenities including air conditioning, Wi-Fi, a fully equipped kitchen, and a private garden with a screened porch, perfect for relaxing and enjoying the peaceful waterfront setting.
Saint Michaels, MD
28/06 – 01/07
A$1019/nighttotal: A$3057 (3 )
Downtown St. Michaels | Porch + Pet-friendly
1 2
apartment , Easton
This studio flat is located in the central district of St. Michaels, a mere 100 metres from its boutiques, seafood restaurants, and harbour, offering authentic historic charm with exposed wood beams and coastal décor. This pet-friendly accommodation for two guests features a kitchenette with a fridge and microwave, air conditioning, a private terrace, and dedicated parking, with keyless entry for convenience.
10 6 reviews
Saint Michaels, MD
28/06 – 01/07
A$774/nighttotal: A$2322 (3 )
Grace Cottage, St Michaels Walk To Everything!
2 2
apartment , Easton
This St. Michaels apartment is located in the historic district, offering easy walking access to local shops, restaurants, and the waterfront, with a private driveway accommodating two vehicles. This two-bedroom, two-bathroom flat for four guests features a newly renovated kitchen with a microwave and dishwasher, air conditioning, Wi-Fi, and a large private garden with a fire pit and grill.