Charming 3-bedroom In Village Of Claiborne \Nbook 3 Nights Get 4th Free Strn26-6
3 2
apartment , Tilghman Island
This three-bedroom house in Claiborne, a short drive from St. Michaels, offers easy access to the Chesapeake Bay Maritime Museum and St. Michaels Museum, both within a few kilometres. The property sleeps six, includes WiFi and air conditioning, and is close to the Phillips Wharf Environmental Center and Paul Reed Smith Guitars, providing a relaxing base for exploring Tilghman Island.
Saint Michaels, MD
25/06 – 01/07
A$5111/nighttotal: A$30666 (6 )
Fairview Estate | An Esvr Property
6 4
apartment , Easton
Fairview Estate is a historic property situated in Talbot County on the Eastern Shore, a short drive from Easton's town centre and the Chesapeake Bay. This peaceful location offers privacy and tranquillity, perfect for a relaxing getaway. Fairview is a spacious six-bedroom house with four bathrooms, comfortably accommodating up to 12 guests. The house boasts a fully equipped kitchen, a swimming pool, a garden, a fitness centre, and parking, as well as internet access.
8.6 21 reviews
Saint Michaels, MD
24/06 – 28/06
A$1483/nighttotal: A$5932 (4 )
Minutes From Downtown Easton And St. Michaels | Pool | Hot Tub | Private Dock |
3 3
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.
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.
9.8 324 reviews
Saint Michaels, MD
27/06 – 04/07
A$536/nighttotal: A$3752 (7 )
Relax On Kent Island In A 4 Bedroom Home W/waterview!
4 2
apartment , Stevensville
This Stevensville holiday home is conveniently located near Matapeake State Park (14.5km), Paul Reed Smith Guitars (14.5km), and Island Dog Park (14.5km), with Love Point State Park and the Chesapeake Bay Maritime Museum within 19km. The 149 square metre property offers three bedrooms, sleeping up to eleven guests, and boasts a fully equipped kitchen, free Wi-Fi, a terrace, garden, parking and a smoke-free environment.
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 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.
10 6 reviews
Saint Michaels, MD
08/08 – 10/08
A$1075/nighttotal: A$2150 (2 )
Relax- Eastern Shore Creek Home - 6 Guests
3 6
apartment , Grasonville
This Grasonville property, situated within the Prospect Bay Country Club, is located 24 kilometres east of the Chesapeake Bay Bridge, offering tranquil creek views. This three-bedroom, four-bathroom holiday home boasts over 300 square metres of space, sleeping up to eight guests and featuring a Jacuzzi, microwave, dishwasher, and parking; nearby attractions include the St. Michaels Museum and Avalon Theatre.
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.
9.6 20 reviews
Saint Michaels, MD
24/06 – 28/06
A$428/nighttotal: A$1712 (4 )
Spacious Trappe Getaway W/ Outdoor Pool & Gazebo!
4 3
apartment , Trappe
This four-bedroom holiday home is situated in a peaceful neighbourhood in Trappe, Maryland, just seven miles from Oxford Beach and a short drive from Cambridge and St. Michaels. The property offers easy access to the beautiful Chesapeake Bay and its surrounding historic towns. This spacious property can comfortably accommodate up to eight guests, offering a private outdoor pool, a large garden with a treehouse, a gazebo, a fire pit and a deck with umbrellas. The home also features a fully equipped kitchen, a private office with two workstations, a washer and dryer, and central air conditioning and heating.
Saint Michaels, MD
31/07 – 06/08
A$1137/nighttotal: A$6822 (6 )
Waterfront Family Retreat - Mins From St. Michaels
1 11
apartment , Oxford
This waterside property offers a tranquil escape in Oxford, located a 15-minute drive from the city centre's historic university colleges and museums. This six-bedroom, four-bathroom flat accommodates up to 12 guests and features a chef-ready kitchen, a private dock for crabbing and fishing, an outdoor entertainment area with a pool and spa, and a fenced yard with a play area.
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.
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
9.4 16 reviews
Saint Michaels, MD
24/06 – 28/06
A$462/nighttotal: A$1848 (4 )
Spacious Trappe Getaway W/ Outdoor Pool & Gazebo!
4 3
apartment , Trappe
This Trappe holiday home, situated within 9.6km of the Third Haven Friends Meeting House, Academy Art Museum, and Academy of the Arts, offers convenient access to local attractions and amenities. This five-bedroom, three-bathroom property boasts 204 square metres of living space, including a private pool, fully equipped kitchen, and can comfortably accommodate eight guests.
10 17 reviews
Saint Michaels, MD
08/08 – 10/08
A$1180/nighttotal: A$2360 (2 )
Woodland Retreat On Kent Island: 5 Beds, 5 Miles From Bay Bridge, On 5 Acres.
4 6
apartment , Stevensville
This Stevensville holiday home, less than 8 kilometres from the Chesapeake Bay Bridge, offers easy access to Annapolis and other Maryland attractions. The four-bedroom, three-bathroom property sleeps ten guests and boasts a private 2-hectare wooded lot, a spacious deck, patios, a propane gas grill, and proximity to water activities including crabbing and fishing.
9.4 15 reviews
Saint Michaels, MD
27/06 – 04/07
A$1285/nighttotal: A$8995 (7 )
Tilghman | Pool | Private Dock | Pet Friendly
3 4
apartment , Tilghman Island
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.
10 129 reviews
Saint Michaels, MD
31/07 – 03/08
A$1542/nighttotal: A$4626 (3 )
Waterview Retreat With Beach Volleyball Near Marina And Local Wedding Venues
1 10
apartment , Stevensville
This Stevensville beach house is located just 14.5 kilometres from Matapeake State Park, Paul Reed Smith Guitars, and Love Point State Park, offering easy access to the area's attractions. It has consistently received excellent ratings for user experience, location, and cleanliness. This four-bedroom property spans 167 square metres and comfortably accommodates up to 14 guests. The house provides a range of amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a terrace, a garden, a spa, a tennis court, and parking.
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
Saint Michaels, MD
27/06 – 04/07
A$1058/nighttotal: A$7406 (7 )
Skipjack House | An Esvr Property
3 4
apartment , Tilghman Island
This 3-bedroom, 2-bathroom holiday home in McDaniel, 1.8 kilometres from St. Michaels Museum and Avalon Theatre, offers a family-friendly stay on Tilghman Island with convenient access to local shops and galleries. This property accommodates up to six guests and features a private deck with a propane grill, a fenced swimming pool open from May 15 to October 15, complimentary Wi-Fi, air conditioning, and bikes for exploring the area.
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.
10 5 reviews
Saint Michaels, MD
24/06 – 28/06
A$1228/nighttotal: A$4912 (4 )
Saved By The Bay | An Esvr Property
3 3
apartment , Stevensville
This waterfront flat in Stevensville offers direct views of the Chesapeake Bay and Kent Island's waterways, placing you within 100 meters of the water's edge. This 3-bedroom, 2-bathroom property accommodates up to 7 guests and features a renovated kitchen, air conditioning, and a communal swimming pool, with concierge services available for booking local activities.
9.8 7 reviews
Saint Michaels, MD
24/06 – 28/06
A$1326/nighttotal: A$5304 (4 )
Kent Island Waterfront | Pool | Stunning View
3 3
apartment , Stevensville
This Stevensville waterfront holiday home, in Queen Anne's County, Maryland, is a 3-5 minute drive from the Cross Island Trail, Blue Heron Golf Course, and Mowbray Park, offering easy access to local amenities. The 127-square-metre (approximately 1367 square feet) property boasts three bedrooms sleeping seven, a renovated kitchen with granite countertops and stainless steel appliances, a private pool (open May 15th to October 15th), four kayaks, crabbing gear, and a charcoal grill; guests can also enjoy mesmerizing views of Kent Island's waterways.
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
10 48 reviews
Saint Michaels, MD
25/06 – 29/06
A$599/nighttotal: A$2396 (4 )
Chic 3 Br / 2 Ba Cottage Near Chesapeake Bay
1 2
apartment , Stevensville
This charming three-bedroom cottage is situated on Kent Island, Maryland, just 10 kilometres from the Bay Bridge and within easy reach of Annapolis, Washington D.C. and Baltimore. It has received excellent ratings for location, cleanliness and user experience. The property offers a comfortable and stylish space for up to six guests with a spacious kitchen, two bathrooms and a dedicated workspace in the main bedroom. It is perfect for families, with a full bed in the second bedroom and twin bunk beds in the third, and features a peaceful location, stylish décor, relaxation amenities, and a well-equipped kitchen.
10 13 reviews
Saint Michaels, MD
27/06 – 28/06
A$3842/nightfor 1 night
*Waterfront* 5br W/ Pool + Firepit On Kent Island!
1 2
apartment , Stevensville
This private waterfront estate on Kent Island, Stevensville, offers 1.5 acres of land with direct access to a private community beach and panoramic water views, situated conveniently near marinas, wineries, seafood restaurants, golf courses, and hiking trails. This five-bedroom holiday home accommodates up to 12 guests with a gated private pool, lounge areas, a firepit, two coffee bars, a gourmet kitchen, and a dedicated play area, alongside indoor and outdoor games, making it ideal for family stays and entertaining.
9.9 88 reviews
Saint Michaels, MD
31/07 – 06/08
A$1542/nighttotal: A$9252 (6 )
Kent Island Beach House Ii By Kentmorr Marina
1 11
apartment , Stevensville
KI Beach House II, a Stevensville holiday home on Kent Island, Maryland, is located minutes from the Kent Narrows and a kilometre from the Blue Heron Golf Course. This 209-square-metre property sleeps up to 14 guests in four bedrooms, offering a modern fisherman's village aesthetic, Chesapeake Bay views, and amenities including a fully equipped kitchen, BBQ grills, and access to the South Island Trail; bikes are available for stays of three nights or more during peak season.
Saint Michaels, MD
24/06 – 28/06
A$1116/nighttotal: A$4464 (4 )
Minutes From Downtown St. Michaels | Private Boat Ramp | Dock
3 3
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.
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
Saint Michaels, MD
08/08 – 10/08
A$1335/nighttotal: A$2670 (2 )
5-bedroom Waterfront Home On 1.5 Acres In Stevensville With Tons Of Parking
5 6
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.
Saint Michaels, MD
07/08 – 09/08
A$1034/nighttotal: A$2068 (2 )
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.
9.9 81 reviews
Saint Michaels, MD
31/07 – 06/08
A$846/nighttotal: A$5076 (6 )
Modern Island Escape By The Bay
5 11
apartment , Stevensville
This Stevensville island property, conveniently located near the Bay Bridge for easy access to Annapolis and Washington D.C., offers a central location to various wedding venues and restaurants. Sleeping up to eight guests, this three-bedroom, two-bathroom holiday home boasts a 2023 renovation with an island-themed design, a large kitchen island, spacious back deck with a fire pit, and includes air conditioning, Wi-Fi, parking and pet-friendly options.
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.