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

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for St. Michaels apartments

Private kitchen

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 AED 569
AED 934 total
includes taxes & fees
21 Sep - 22 Sep
Sailwinds Loft at Cambridge Creek
Beach

2. 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, (30 reviews)
"Great property! Great accommodations! Wonderful host"
United States
lisa p.
The price is AED 455
AED 1,079 total
includes taxes & fees
20 Oct - 21 Oct
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Coffee/tea maker, fridge, microwave, oven

3. 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 AED 834
AED 1,935 total
includes taxes & fees
28 Sep - 29 Sep
Pool Loft Suite | Bay Access & Beach Passes
Interior

4. 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 747
AED 1,635 total
includes taxes & fees
21 Sep - 22 Sep
Dean Street's Lower Deck House!
Coffee/tea maker, fridge, microwave, oven

5. 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.
The price is AED 856
AED 1,550 total
includes taxes & fees
20 Sep - 21 Sep
18th Cent. Charm in Historic Downtown Annapolis
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.
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Top St. Michaels Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Property and room very clean and well maintained. Room and bed were comfortable. Area was quiet. Staff was excellent!"
Jamie 5-night trip
Posted 7 hours ago
Sonesta ES Suites Annapolis

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 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?
Harbor View Suite Talbot County License Number STRN-25-58: Neighborhood: Downtown St. Michaels. Includes free WiFi. Access to onsite laundry facilities is available on site. Downtown St. Michaels Studio – Walk to Waterfront, Dining & Shops: Amenities include private balconies. Neighborhood: Downtown St. Michaels. 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 6 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. 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 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.

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