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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sep - 14 Sep

Apartments in St. Michaels

Waterfront Oasis of Annapolis Star
Outdoor pool, a heated pool

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (75)
"Very nice place to say for a getaway weekend. Great homeowners as well, 10/10."
The price is AED 909
AED 1,710 total
includes taxes & fees
20 Jul - 21 Jul
Waterfront Oasis of Annapolis Star
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
Fridge, microwave, oven, stovetop

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

9.8 out of 10, Exceptional, (74)
"Great location, comfortable stay!!"
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
Cozy 1st Floor King George one bedroom apartment right across from USNA
Fridge, microwave, oven, stovetop

Cozy 1st Floor King George one bedroom apartment right across from USNA

10.0 out of 10, Exceptional, (31)
"We were thrilled to be able to return to this great apartment.It is very close to Gate 1 and the sofa bed has a great mattress on it!We hope to continue to return to this rental."
Cozy 1st Floor King George one bedroom apartment right across from USNA
Pristine Downtown 1-Bedroom Steps from State House
Fridge, microwave, oven, stovetop

Pristine Downtown 1-Bedroom Steps from State House

10.0 out of 10, Exceptional, (28)
"Loved the property."
Pristine Downtown 1-Bedroom Steps from State House
Guest Quarters at the Inn - 101
Iron/ironing board, free WiFi, bed sheets

Guest Quarters at the Inn - 101

9.8 out of 10, Exceptional, (13)
"Very nice place. Will stay there again. "
Guest Quarters at the Inn - 101
Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!
Marina

Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!

10.0 out of 10, Exceptional, (50)
"Everything about our stay was outstanding. Beautiful, just like the pictures show. We highly recommend this property."
Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Beach

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

10.0 out of 10, Exceptional, (10)
"Perfection"
The price is AED 433
AED 1,053 total
includes taxes & fees
20 Jul - 21 Jul
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Charming apt in the heart of Eastport & Annapolis
Dining

Charming apt in the heart of Eastport & Annapolis

Charming apt in the heart of Eastport & Annapolis
Studio in Downtown – Walk to Everything!
Iron/ironing board, WiFi, bed sheets

Studio in Downtown – Walk to Everything!

10.0 out of 10, Exceptional, (20)
"Great central location. Spotless and comfortable-a great home base for being out and about in St. Michael's."
Studio in Downtown – Walk to Everything!
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Terrace/patio

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

10.0 out of 10, Exceptional, (35)
"We stayed for the Annapolis 10-miler and it was a great location for runners and spectators! "
The price is AED 1,451
AED 1,880 total
includes taxes & fees
11 Aug - 12 Aug
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Downtown furnished apartment - walking distance to restaurants
Interior

Downtown furnished apartment - walking distance to restaurants

10.0 out of 10, Exceptional, (5)
"The home is beautiful and exceptionally maintained! The management of the property is fantastic and they are lovely to work with. They thoughtfully had fresh fruit and some light & healthy munchies in the kitchen when I checked in. The history of the home is also quite interesting! I look forward to a return stay."
Downtown furnished apartment - walking distance to restaurants
Tranquility Awaits
Property grounds

Tranquility Awaits

10.0 out of 10, Exceptional, (19)
"It was an awesome short weekend stay for Army Navy game. Will consider staying here again for sure."
Tranquility Awaits
Guest Quarters at the Inn - 103
Iron/ironing board, free WiFi, bed sheets

Guest Quarters at the Inn - 103

9.6 out of 10, Exceptional, (24)
"Very nice room with good accessibility for someone with limited mobility. The room description in Expedia was completely accurate, and we loved the accessibility features. The location is very close to good restaurants that also have good accessibility."
Guest Quarters at the Inn - 103
Guest Quarters at the Inn - 102
1 bedroom, iron/ironing board, free WiFi, bed sheets

Guest Quarters at the Inn - 102

9.8 out of 10, Exceptional, (18)
"Close to many restaurants and activities "
Guest Quarters at the Inn - 102
Guest quarters at the inn - 205
TV

Guest quarters at the inn - 205

9.2 out of 10, Wonderful, (15)
"Great stay"
Guest quarters at the inn - 205
Sailwinds Loft at Cambridge Creek
Private kitchen

Sailwinds Loft at Cambridge Creek

9.8 out of 10, Exceptional, (10)
"Enjoyed our stay while visiting family in the area. Easy access "
The price is AED 569
AED 934 total
includes taxes & fees
23 Jul - 24 Jul
Sailwinds Loft at Cambridge Creek
Modern Cambridge Cottage: Walk to Town, Waterfront
Fridge, microwave, stovetop, dishwasher

Modern Cambridge Cottage: Walk to Town, Waterfront

10.0 out of 10, Exceptional, (10)
"Was a great stay"
Modern Cambridge Cottage: Walk to Town, Waterfront
Guest quarters at the inn - 204
1 bedroom, iron/ironing board, free WiFi, bed sheets

Guest quarters at the inn - 204

9.8 out of 10, Exceptional, (14)
"Loved the place! Plenty of room. Hubby and I snuggled in the comfy robes most of the time! Only thing I’d recommend is WiFi for tvs so visitors can log on to their personal streaming apps. "
Guest quarters at the inn - 204
Spectacular Location: State Circle Apartment
Dining

Spectacular Location: State Circle Apartment

10.0 out of 10, Exceptional, (12)
"Great location around the corner from our Thanksgiving celebration. "
Spectacular Location: State Circle Apartment
Walk everywhere from 1st floor dog-friendly apartment with parking and backyard
Terrace/patio

Walk everywhere from 1st floor dog-friendly apartment with parking and backyard

2.5 star property
10.0 out of 10, Exceptional, (2)
"This tastefully decorated apartment is in a perfect location to enjoy all that is Annapolis. "
Walk everywhere from 1st floor dog-friendly apartment with parking and backyard
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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Stayed at the Historic Inns of Annapolis - Governor Calvert House. The front desk receptionist was friendly and helpful. Check in was easy and efficient. Valet parked the car and due to being centrally located, we didn't use the car for the two days we were in Annapolis. The room was clean and the bed was comfortable. Very quiet. We would definitely stay here again! "
Mary 2-night trip
Posted 1 day ago
Historic Inns of 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?
Below are some of the more popular apartments in the area to choose from: Apartment in Downtown – Walk to Everything!: Situated in St. Michaels, 0.1 mi/0.1 km from the heart of St. Michaels. The heart of St Michaels awaits.: Located 0.1 mi/0.1 km away in St. Michaels. Private balconies and fireplaces are included. Access to onsite laundry facilities is available on site. Waterfront Oasis of Annapolis Star: Located in Annapolis, 20.4 mi/32.8 km away. Includes a private pool, free WiFi, and fireplaces. An outdoor pool and a water park are on site. Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!: It's located in Annapolis, 21.9 mi/35.2 km from St. Michaels. Includes free WiFi, private balconies, and Smart TVs.
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. 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.