A waterfront street lined with trees and a white building with a balcony.

Search Apartments in St. Michaels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for St. Michaels apartments

A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

1. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful place to stay."
United States
Sharon D.
The price is €218
includes taxes & fees
15 Sept - 16 Sept
Sailwinds Loft at Cambridge Creek
A house with a yellow door and a window with a lamp outside.

2. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is €292
includes taxes & fees
2 Sept - 3 Sept
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

3. Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Rock Hall
10.0 out of 10, Exceptional, (28 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is €253
includes taxes & fees
2 Sept - 3 Sept
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
A swimming pool with a waterfall feature surrounded by lush greenery.

4. Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star
Annapolis
10.0 out of 10, Exceptional, (88 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is €377
includes taxes & fees
2 Sept - 3 Sept
Waterfront Oasis of Annapolis Star

5. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (6 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is €427
includes taxes & fees
2 Sept - 3 Sept
Pool Loft Suite | Bay Access & Beach Passes
A kitchen counter with a marble top, a striped basket, a tissue box, and a potted plant.

6. Dean Street's Lower Deck House!

Dean Street's Lower Deck House!
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time—the location is fantastic and our dog loved the backyard! A great base to rest and recover between adventures in Annapolis. "
United States
Nathaniel R.
The price is €393
includes taxes & fees
2 Sept - 3 Sept
Dean Street's Lower Deck House!
A kitchen with a wooden countertop, a stove, and a refrigerator.

7. 18th Cent. Charm in Historic Downtown Annapolis

18th Cent. Charm in Historic Downtown Annapolis
Historic District
9.0 out of 10, Wonderful, (14 reviews)
"Jen was an amazing host. The property was meticulously maintained. She made sure we had everything we needed! Shen created an environment where we could socialize with other guests or keep to ourselves. She made plenty of recommendations for local eateries and entertainment. We would definitely stay again!"
United States
Maureens B.
18th Cent. Charm in Historic Downtown Annapolis
A two-story house with a covered patio, a garage, and a well-maintained lawn.

8. Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Admiral Heights
10.0 out of 10, Exceptional, (54 reviews)
"Great stay in Annapolis. The property is gorgeous. Everything you need for a great weekend in Annapolis. "
United States
Jennifer G.
The price is €421
includes taxes & fees
2 Sept - 3 Sept
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top St. Michaels Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Clean room, great location."
Jeffrey 1-night trip
Posted 1 hour ago
Hilton Garden Inn Annapolis Downtown

Find out more about St. Michaels

St. Michaels Apartments information

Number of reviews
246
Accommodation
71 Apartments
Lowest Price
€218
Highest Price
€427

Frequently asked questions

What's it like to stay at an apartment in St. Michaels?
You can search through 6 apartments in St. Michaels for your trip. During your trip, you can explore this romantic area's waterfront and shops.
Why choose an apartment versus a traditional hotel?
An apartment features a kitchen for convenient meals, and is often more spacious than a traditional hotel room. Apartments are a good option for solo travellers who want to live like locals, and also for families who want the conveniences of home.
What's the best apartment for a stay in St. Michaels?
Downtown St. Michaels | Porch + Pet-Friendly: Neighbourhood: Downtown St. Michaels . Includes a balcony . Downtown St. Michaels Studio – Walk to Waterfront, Dining & Shops: Amenities include a balcony . Neighbourhood: Downtown St. Michaels . Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops: Neighbourhood: Downtown St. Michaels . Downtown St. Michaels | Porch + Pet-Friendly: Amenities include a balcony . Neighbourhood: Downtown St. Michaels . Harbor View Suite Talbot County License Number STRN-25-58: Neighbourhood: Downtown St. Michaels . Includes free WiFi . Access to on-site laundry facilities is available on site .
How many apartments are there in St. Michaels?
Expedia has 6 apartments to book in St. Michaels.
What can I expect from the weather when I travel to St. Michaels?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in St. Michaels. The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for St. Michaels is 1341 mm.
What should I see in St. Michaels?
St. Michaels is known for its waterfront and shops. Cultural attractions include Chesapeake Bay Maritime Museum and St. Michaels Museum, whereas Church Cove Park and CL Open Field are a couple of picturesque spots to enjoy the outdoors. St. Michaels Marina and St. Michaels Winery are other places to visit while you're in town.
What's the best way to get to and around St. Michaels?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Easton, MD (ESN-Easton - Newnam), which is located 8.8 mi (14.1 km) from the city centre. You can also search for flights into Fort Meade, MD (FME-Tipton), which is 35.5 mi (57.2 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.