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.
Saint Michaels, MD
27/06 – 28/06
881 €/nightfor 1 night
Chsapeake Bay Meets Nantucket, 5 Bedrooms,3.5 Bath
1 2
apartment , Stevensville
This Stevensville flat offers direct bay views from its front and wildlife-rich Carter Creek vistas from its rear, situated across from the bay. This waterside dwelling accommodates up to 13 guests across five bedrooms and 3.5 bathrooms, featuring air conditioning, internet, a kitchen, and abundant wildlife viewing opportunities on Carter Creek.
9.4 13 reviews
Saint Michaels, MD
01/07 – 05/07
355 €/nighttotal: 1420 € (4 )
Minutes To All Tilghman Island Wedding Venues
3 2
apartment , Tilghman Island
This three-bedroom holiday home on Tilghman Island, Talbot County, Maryland, is minutes from St. Michaels. The property boasts a well-equipped kitchen, outdoor space with a fire pit and cornhole, and sleeps six guests, offering proximity to waterfront dining and crab catching opportunities.
9.0 4 reviews
Saint Michaels, MD
25/06 – 01/07
990 €/nighttotal: 5940 € (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.
9.8 9 reviews
Saint Michaels, MD
24/08 – 28/08
513 €/nighttotal: 2052 € (4 )
Elegant 2-bedroom Retreat In Historic Saint Michaels Walk To Dining & Shops
2 2
apartment , Easton
This St. Michaels apartment, a short distance from Easton, is conveniently located within a 0.8km radius of Higgins Yacht Yard and Marina, St. Michaels Town Hall, and St. Michaels Marina, offering easy access to the Chesapeake Bay Maritime Museum and Muskrat Park. The two-bedroom, one-bathroom flat sleeps four, includes parking, internet access, a refrigerator, microwave, and is a smoke-free property.
10 11 reviews
Saint Michaels, MD
01/07 – 05/07
385 €/nighttotal: 1540 € (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.
10 1 review
Saint Michaels, MD
27/06 – 04/07
768 €/nighttotal: 5376 € (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.
Saint Michaels, MD
27/06 – 04/07
643 €/nighttotal: 4501 € (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.
10 2 reviews
Saint Michaels, MD
25/06 – 01/07
2998 €/nighttotal: 17988 € (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.
10 20 reviews
Saint Michaels, MD
25/06 – 01/07
327 €/nighttotal: 1962 € (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.
10 18 reviews
Saint Michaels, MD
01/07 – 05/07
407 €/nighttotal: 1628 € (4 )
3br/1ba Pondview Langsdale House
1 2
apartment , Easton
This 1300 sq ft (approximately 120 sq m) apartment is situated in Easton's historic district, offering pond views and proximity to the town centre. The three-bedroom, one-bathroom flat boasts a private balcony, air conditioning, parking, and internet access, sleeping up to six guests; it also supports Halo's Haven Rescue.
9.7 15 reviews
Saint Michaels, MD
28/06 – 01/07
1000 €/nighttotal: 3000 € (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.
Best family friendly Saint Michaels, MD Holiday Apartments and Self Catering Accommodations
Among the 28 accommodations in Saint Michaels, MD, here are the 4 best family friendly holiday apartments
10 13 reviews
Saint Michaels, MD
24/08 – 28/08
584 €/nighttotal: 2336 € (4 )
Cozy, Family-friendly Log Cabin-st. Michaels
1 2
apartment , Oxford
This four-bedroom log cabin, sleeping eight, is situated in Talbot County, Maryland, approximately 5 kilometres from the historic town of St. Michaels. The self-catering lodge boasts two bathrooms, a kitchen, air conditioning, internet access, parking, and pet-friendly accommodation; enjoy s'mores around a fire pit, subject to a three-night minimum stay and no-party policy.
10 17 reviews
Saint Michaels, MD
07/08 – 09/08
754 €/nighttotal: 1508 € (2 )
Woodland Retreat On Kent Island: 5 Beds, 5 Miles From Bay Bridge, On 5 Acres.
4 2
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.
10 41 reviews
Saint Michaels, MD
08/08 – 10/08
1090 €/nighttotal: 2180 € (2 )
Stay By Md's Chesapeake Bay This Father's Day! Walk To Marina & Restaurant.
5 6
apartment , Stevensville
This family-friendly house is situated near the sea in Stevensville, just a short drive from Matapeake State Park, Paul Reed Smith Guitars, and Love Point State Park. It has consistently received excellent ratings from previous guests, making it a popular choice for families and groups visiting the area. The property spans 203 square metres and comfortably accommodates up to 14 guests in its five bedrooms and two bathrooms. Guests can enjoy a range of amenities including a fitness centre, spa tub, garden, and tennis court, providing plenty of opportunities for relaxation and recreation.
10 31 reviews
Saint Michaels, MD
08/08 – 10/08
736 €/nighttotal: 1472 € (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.
Best Holiday Apartments and Self Catering Accommodations in Saint Michaels, MD with a pool
Among the 28 accommodations in Saint Michaels, MD, here are the 4 best apartments with a pool
8.6 21 reviews
Saint Michaels, MD
25/06 – 01/07
821 €/nighttotal: 4926 € (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 6 reviews
Saint Michaels, MD
08/08 – 10/08
654 €/nighttotal: 1308 € (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.
Saint Michaels, MD
25/06 – 01/07
1033 €/nighttotal: 6198 € (6 )
Quailsar Farm | An Esvr Property
5 4
apartment , Easton
Quailsar Farm is a 5-bedroom holiday home located in Talbot County, on Maryland's Eastern Shore, just a short drive from the charming town of Easton. The surrounding area is peaceful and rural, offering a tranquil escape from the hustle and bustle of city life. The spacious property features a free-flowing layout, comfortably accommodating up to 10 guests. Amenities include a well-equipped kitchen, a swimming pool, and parking, making it ideal for families or groups of friends seeking a relaxing getaway.
8.0 2 reviews
Saint Michaels, MD
24/08 – 28/08
983 €/nighttotal: 3932 € (4 )
Minutes From Downtown St. Michaels | Pool | Hot Tub | Private Dock
4 2
apartment , Tilghman Island
This waterfront flat is located in St. Michaels, Talbot County, just a short distance from the Chesapeake Bay Environmental Center and Matapeake State Park, offering a peaceful escape from the hustle and bustle. The flat is situated in a tranquil rural setting, close to local attractions such as the St. Michaels Museum and the Chesapeake Bay Maritime Museum. The spacious four-bedroom flat, covering 184 square metres, comfortably accommodates up to eight guests. This property offers a range of amenities including a private pool and hot tub, a well-equipped kitchen, and a large outdoor deck, perfect for relaxing and enjoying the beautiful surroundings.
Frequently asked questions about apartment rentals in Saint Michaels, MD
What is Saint Michaels, MD best known for?
Saint Michaels is known for its beautiful waterfront setting and its historic charm. It's also a great place to enjoy fresh seafood. The town has a lovely historic district with lots of old buildings and shops. You can find lots of restaurants, cafes and bars along the waterfront.
What are the best apartments in Saint Michaels, MD?
What are the top cultural spots to visit in and around Saint Michaels, MD?
The Chesapeake Bay Maritime Museum is a great place to learn about the history of the Chesapeake Bay. The Saint Michaels Museum of Art is a small but impressive museum with a focus on contemporary art. And if you're interested in history, the Saint Michaels Historic District is worth a stroll.
What are the best apartments with a pool in Saint Michaels, MD?
What are the closest cities to visit near Saint Michaels, MD?
The closest city is Easton, which is about 15 minutes away. It's a nice town with some good restaurants and shops. Annapolis is about an hour's drive away and is the state capital of Maryland. It's a historic city with lots of things to see and do.
What are the best apartments with a jacuzzi in Saint Michaels, MD?
What are the best ways to relax in Saint Michaels, MD?
You can relax on the beach at the Saint Michaels Harbour Inn or take a walk along the waterfront. There are also plenty of places to sit and enjoy a cup of coffee or a glass of wine. A sunset cruise on the Chesapeake Bay is a great way to unwind.
What are the best apartments for families and kids 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. You can often find apartments with kitchens so you can cook your own meals, which can save you money. Some apartments also have laundry facilities, which can be very convenient.
What are the best pet friendly apartments in Saint Michaels, MD?
Best Saint Michaels, MD holiday apartments with air conditioning
10 6 reviews
Saint Michaels, MD
28/06 – 01/07
471 €/nighttotal: 1413 € (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.
9.8 228 reviews
Saint Michaels, MD
24/08 – 28/08
211 €/nighttotal: 844 € (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.
Saint Michaels, MD
28/06 – 01/07
620 €/nighttotal: 1860 € (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.
Saint Michaels, MD
27/06 – 04/07
836 €/nighttotal: 5852 € (7 )
Private Pier At Multi-suite Waterfront Home On The
4 4
apartment , Stevensville
This waterfront property on Kent Island offers direct access to the Chesapeake Bay with a private pier and a furnished deck, located 30 kilometres (25 minutes) from Downtown Annapolis and the U.S. Naval Academy. This four-bedroom, four-bathroom holiday home accommodates up to eight guests, boasting a hot tub, a fully furnished sunroom with Bay views, a gas grill, and high-speed internet, with nearby access to The Blue Heron Golf Course (1.6 kilometres) and extensive biking and running trails.
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
9.6 103 reviews
Saint Michaels, MD
24/08 – 28/08
353 €/nighttotal: 1412 € (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.
10 23 reviews
Saint Michaels, MD
28/06 – 01/07
505 €/nighttotal: 1515 € (3 )
Downtown Retreat With Bikes, Fire Pit & Kayaks
2 2
apartment , Easton
This two-bedroom flat in St. Michaels is located a few minutes' drive from the town centre, offering convenient access to shops, restaurants, breweries, and wineries. This pet-friendly apartment accommodates four guests and features a modern open-plan living space, two en-suite bedrooms, a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, garden, parking, complimentary bikes, two kayaks, a fire pit, and a BBQ grill.
9.8 13 reviews
Saint Michaels, MD
28/06 – 01/07
688 €/nighttotal: 2064 € (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.
10 5 reviews
Saint Michaels, MD
28/06 – 01/07
526 €/nighttotal: 1578 € (3 )
Grace Cottage, Saint Michaels Walk To Everything!
2 2
apartment , Easton
This newly renovated two-bedroom, two-bathroom flat in Saint Michaels offers a central location, providing easy walking access to shops and restaurants on Talbot Street, and is ideally situated for exploring the Eastern Shore. This accommodation for four guests features a modern kitchen with a fridge, freezer, microwave, and dishwasher, alongside an outdoor fire pit and grilling facilities, perfect for a comfortable getaway with essential amenities.