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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for St. Michaels apartments

Living area

1. EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
Easton
10.0 out of 10, Exceptional, (1 review)
"Fabulous location in town location! It was much larger than we expected - 2 levels. Nice open layout on the main level with 2 BR/BA and a 3rd BR/BA on 2nd floor. Owners are very responsive before and during the trip. We could not connect to the TV, but owner quickly offered assistance. Bathrooms can use some towel racks and shelves. Beds/pillows were comfy! We were very happy with our stay."
United States
Lynn G.
The price is AED 826
AED 1,476 total
includes taxes & fees
9 Nov - 10 Nov
EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places
A living room with two grey sofas, a coffee table, and a ceiling fan.

2. Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
3.0 star property
Cambridge
10.0 out of 10, Exceptional, (1 review)
"This apt was built in the 50’s, or back when fewer outlets were needed, and it has window air conditioners. It was just what we were looking for as we visited the ste for family reunions"
United States
LOIS
The price is AED 349
AED 1,185 total
includes taxes & fees
4 Nov - 5 Nov
Cambridge Apt in Walkable Neighborhood
A living room with two grey sofas, a coffee table, and a ceiling fan.

3. Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
Cambridge
8.0 out of 10, Very good, (4 reviews)
"great location."
United States
Anonymous traveler
The price is AED 242
AED 1,146 total
includes taxes & fees
4 Nov - 5 Nov
Cambridge Apt in Walkable Neighborhood
A house with a yellow door and a window with a lamp outside.

4. 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.
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
A lakeside view from a deck with a wooden railing, a sandy area with a boat, and a dock extending into the water.

5. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
Cambridge
The price is AED 826
AED 954 total
includes taxes & fees
4 Nov - 5 Nov
2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

6. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful place to stay."
United States
Sharon D.
The price is AED 569
AED 888 total
includes taxes & fees
5 Nov - 6 Nov
Sailwinds Loft at Cambridge Creek
A waterfront town with historic buildings, a dock with boats, and a prominent white dome structure in the background.

7. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
9.0 out of 10, Wonderful, (4 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is AED 826
AED 1,935 total
includes taxes & fees
4 Nov - 5 Nov
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
A gazebo on a sandy beach with a clear view of the ocean and rocky shoreline.

8. 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, (33 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is AED 476
AED 1,059 total
includes taxes & fees
17 Nov - 18 Nov
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Stylish kitchen with open layout and island seating

9. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (9 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 AED 707
AED 1,690 total
includes taxes & fees
4 Nov - 5 Nov
Pool Loft Suite | Bay Access & Beach Passes
A kitchen with a wooden countertop, a stove, and a refrigerator.

10. 18th Cent. Charm in Historic Downtown Annapolis

18th Cent. Charm in Historic Downtown Annapolis
Historic District
9.2 out of 10, Wonderful, (15 reviews)
"Property description is accurate, host is quickly responsive."
United States
Bradford R.
The price is AED 951
AED 1,612 total
includes taxes & fees
17 Nov - 18 Nov
18th Cent. Charm in Historic Downtown Annapolis
A kitchen counter with a marble top, a striped basket, a tissue box, and a potted plant.

11. 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 AED 887
AED 1,826 total
includes taxes & fees
17 Nov - 18 Nov
Dean Street's Lower Deck House!
A two-story house with a covered patio, a garage, and a well-maintained lawn.

12. 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, (56 reviews)
"Yes! Enjoyed our stay. Perfect setting and location to enjoy are time in Annapolis."
United States
Maureen D.
The price is AED 1,405
AED 1,727 total
includes taxes & fees
4 Nov - 5 Nov
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Great hotel. Feels like home"
Scott 1-night trip
Posted 15 hours ago
DoubleTree by Hilton Hotel Annapolis

Frequently asked questions

What's it like to stay at an apartment in St. Michaels?
You can search through 5 apartments in St. Michaels for your vacation. During your trip, you can check out this romantic area's waterfront and shops.
Why would you choose an apartment versus a traditional hotel?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, but also for families who want the conveniences of home.
What's a favorite apartment for a stay in St. Michaels?
Downtown St. Michaels Studio – Walk to Waterfront, Dining & Shops: Neighborhood: Downtown St. Michaels. Includes private balconies. Harbor View Suite Talbot County License Number STRN-25-58: Neighborhood: Downtown St. Michaels. Amenities include free WiFi. Access to onsite laundry facilities is available on site. Downtown St. Michaels | Porch + Pet-Friendly: Neighborhood: Downtown St. Michaels. Includes private balconies.
How many apartments can I expect to find in St. Michaels?
Expedia has 5 apartments to book in St. Michaels.
What can I expect from the weather during my trip to St. Michaels?
Weather is only one factor, but it can really affect your travel plans, especially when you are planning a longer stay in St. Michaels. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for St. Michaels is 53 inches.
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. Saint Michaels Town Hall and St. Michaels Marina 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 make your trip smoother 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 center. 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 to rent a car for your trip.

Explore a world of travel with Expedia