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Compare 78 Apartments in St. Michaels with updated reviews, rates, and availability.

Cozy place close to the city dock

9.8 out of 10, Exceptional, (68)
"Meet my son in Annapolis to attend the Military Bowl. Location was great, near the stadium and also close to downtown. Great place to stay when in Annapolis."
Cozy place close to the city dock

Bay View Studio Apartment

10.0 out of 10, Exceptional, (42)
"Lovely property, larger than I expected, hot tub on the waterfront was wonderful. We will certainly be back. "
Bay View Studio Apartment

18th Cent. Charm in Historic Downtown Annapolis

9.8 out of 10, Exceptional, (6)
"Had a great stay, super close to everything. Jennifer was very communicative!"
The price is SAR 713
SAR 1,377 total
includes taxes & fees
13 Apr - 14 Apr
18th Cent. Charm in Historic Downtown Annapolis

COZY DOWNTOWN APARTMENT-Naval Academy Vicinity

9.8 out of 10, Exceptional, (38)
"My husband and I stayed here with our two kids for his reunion weekend and it did not disappoint. The apartment is conveniently located right outside of Gate 1 and so close to the all of the downtown offerings. The apartment was super clean and had everything we needed for our stay. We would definitely stay here again!"
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity

Guest quarters at the inn - 205

9.4 out of 10, Exceptional, (12)
"The property was not only as described, but better than described, honestly words don’t do it justice. It was exactly what my best friend and I needed to get ready for a friends wedding, and have a comfortable place to stay for the weekend. We loved the classy decor, full length, mirror, soaking tub, and the big thank you for the welcome tray of snacks! The location is perfect, a block from the water, close to bars and restaurants, while being in a quiet neighborhood, and it’s proximity to...
Guest quarters at the inn - 205

Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis

9.6 out of 10, Exceptional, (29)
"We really enjoyed our stay! Very peaceful and relaxing, the bed felt like lying on a cloud! It was like having a spa in your room we loved the sauna especially. We look forward to booking again. "
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis

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

10.0 out of 10, Exceptional, (29)
"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

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

10.0 out of 10, Exceptional, (34)
"A very good location, ten minutes from anywhere you need to go. The hosts were both welcoming and charming. "
The price is SAR 1,482
SAR 1,924 total
includes taxes & fees
26 Mar - 27 Mar
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

St Michaels is waiting for you. Join us at CoCo's

St Michaels is waiting for you. Join us at CoCo's

2nd floor Spacious Downtown Getaway- Across from US Naval Academy

9.6 out of 10, Exceptional, (23)
"Cleaning of the apartment needs to improve "
The price is SAR 844
SAR 1,463 total
includes taxes & fees
29 Mar - 30 Mar
2nd floor Spacious Downtown Getaway- Across from US Naval Academy

Sailwinds Loft at Cambridge Creek

10.0 out of 10, Exceptional, (1)
"Very nice and spacious apartment over some business offi es.Great place for my family to stay while we explored the area"
The price is SAR 581
SAR 883 total
includes taxes & fees
5 Apr - 6 Apr
Sailwinds Loft at Cambridge Creek

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

10.0 out of 10, Exceptional, (49)
"Wonderful hosts. Beautiful property. And a spacious yet cozy place to stay. We will book again next time we visit. "
Beautiful Annapolis 3 Bedroom Basement Apartment, Super Clean, Super Spacious !!

Pristine Downtown 1-Bedroom Steps from State House

10.0 out of 10, Exceptional, (24)
"Perfect location to downtown Annapolis; lovely, clean, and comfortable space. Owners make the stay enjoyable and easyy to navigate. "
Pristine Downtown 1-Bedroom Steps from State House

Guest Quarters at the Inn - 101

9.8 out of 10, Exceptional, (12)
"This property is right in the Main Street running through Chesapeake Beach and North Beach. It's close to the beaches, restaurants, and close to all of the local attractions. The room itself was large, clean, and comfortable, and the building was both quiet, secure, and well kept. We'll definitely be back!"
Guest Quarters at the Inn - 101

Chic Condo w/ Balcony in the Heart of Annapolis!

3.0 star property
8.0 out of 10, Very Good, (1)
Chic Condo w/ Balcony in the Heart of Annapolis!

Charming Eastport

9.4 out of 10, Exceptional, (3)
"This was a charming apartment nestled in the quiet side of annapolis. Everything was within walking distance. The apartment had everything you needed if you wanted to cook. Just bring your food!"
Charming Eastport

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (73)
"Very nice place to say for a getaway weekend. Great homeowners as well, 10/10."
The price is SAR 863
SAR 1,664 total
includes taxes & fees
6 Apr - 7 Apr
Waterfront Oasis of Annapolis Star

Tranquility Awaits

10.0 out of 10, Exceptional, (15)
"We absolutely loved our stay here. Everything was perfect from the communication with the owners to the cleanliness of the apartment. We could not have found a better place to stay for our trip. Perfect for kids and teens. "
Tranquility Awaits

Chesapeake Bayside Loft

8.0 out of 10, Very Good, (12)
"Great property, needs some TLC in areas to really make this be an amazing property...overall it's very clean, soft beds and has a fantastic 2 min walk to the bay for coffee or a beer/ wine...quiet neighborhood, easy access...I think the owner is really miss out on the opportunity to make this home a must rent ..back yard needs some love, lights, fire pit, corn hole etc...overall, great stay, compared to DTA this is excellent "
Chesapeake Bayside Loft

Join Us In St Michaels, Book Spring/Summer Now

10.0 out of 10, Exceptional, (15)
"Just back from a wonderful weekend in St Michael’s. This property was perfect for the two of us. Convenient parking, downtown location and quiet and comfortable stay. We’re hopping for another visit soon. "
Join Us In St Michaels, Book Spring/Summer Now
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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Other property types in St. Michaels

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

9.8 out of 10, Exceptional, (34)
"Four of my friends and I stayed at this cute home for a ladies' weekend (two nights) in St. Michaels. We are in our early 40's and all agreed that the location of this home is superb. We walked to dinner each night (Limoncello and Ruse, both great) and enjoyed the wonderful shops in the lovely downtown area. The location of this home cannot be beat if you want to park your car upon arrival and not have a need to use it again during your stay. We had three cars, two of which fit in the driveway...
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Dollhouse in Central Historic St Michaels

9.6 out of 10, Exceptional, (47)
"Nice place "
Dollhouse in Central Historic St Michaels

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

9.8 out of 10, Exceptional, (175)
"A clean, comfortable getaway house, walking distance to St. Michaels and marinas, and well appointed."
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
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.

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: St Michaels is waiting for you. Join us at CoCo’s: Located 0.1 mi/0.1 km away in St. Michaels. Join Us In St Michaels, Book Spring/Summer Now: It’s situated in St. Michaels, 0.2 mi/0.4 km away. Includes private balconies. Cozy place close to the city dock: 21.9 mi/35.2 km away in Annapolis. Free WiFi and private balconies are included. Waterfront Oasis of Annapolis Star: Located in Annapolis, 20.4 mi/32.8 km from St. Michaels. Includes a private pool, free WiFi, and fireplaces. An outdoor pool and a water park are on site.
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 Winery 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.