Best Apartments in St. Michaels for Your Vacation from

Q: What's a favorite apartment for a stay in St. Michaels?

Downtown St. Michaels | Porch + Pet-Friendly : Neighborhood: Downtown St. Michaels. Includes private balconies. Downtown St. Michaels Studio – Walk to Waterfront, Dining & Shops : Amenities include private balconies. Neighborhood: Downtown St. Michaels. Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops : Neighborhood: Downtown St. Michaels. Harbor View SuiteTalbot County License Number STRN-25-58 : Neighborhood: Downtown St. Michaels. Amenities include free WiFi. Access to onsite laundry facilities is available on site.

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

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Our top choices for St. Michaels apartments

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

Deale

Maude H.

￥48,667 total

includes taxes & fees

Aug 10 - Aug 11

2. Sailwinds Loft at Cambridge Creek

Cambridge

Sharon D.

￥40,315 total

includes taxes & fees

Aug 9 - Aug 10

1 bedroom, iron/ironing board, WiFi, bed sheets

3. Pint-Sized on Poplar - Contemporary Cambridge Apartment Across from RAR Brewing

Downtown Cambridge

￥38,299 total

includes taxes & fees

Aug 10 - Aug 11

Coffee/tea maker, fridge, microwave, oven

4. Pool Loft Suite | Bay Access & Beach Passes

Cape Saint Claire

Ana S.

￥75,262 total

includes taxes & fees

Aug 9 - Aug 10

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

Rock Hall

lisa p.

￥46,468 total

includes taxes & fees

Aug 23 - Aug 24

6. Waterfront Oasis of Annapolis Star

Annapolis

Thomas

￥73,346 total

includes taxes & fees

Sep 1 - Sep 2

7. 18th Cent. Charm in Historic Downtown Annapolis

Historic District

Maureens B.

￥63,429 total

includes taxes & fees

Aug 10 - Aug 11

8. Dean Street's Lower Deck House!

Historic District

Nathaniel R.

￥74,327 total

includes taxes & fees

Aug 31 - Sep 1

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Top St. Michaels Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

8/10 Good

"Great staff"

Rod 'N' Reel Resort

8/10 Good

"food was over priced we went during week very quiet no info was given on amenities at all very odd u had to explore to find out what was available its like they give u access to the place but your on your own rooms were beautiful clean they had no microwave in room room very spaciouse great view of bay"

Hyatt Regency Chesapeake Bay

10/10 Excellent

"⭐⭐⭐⭐⭐ First-Class in Every Way From the moment we arrived until the day we reluctantly checked out, the Hyatt Regency Chesapeake Bay exceeded every expectation. This isn’t just a hotel—it’s a destination. We made the most of everything the resort has to offer. We spent hours relaxing by the beautiful pool with attentive waitress service, rented bikes to explore the property, took Sea-Doos out on the bay for an unforgettable afternoon, enjoyed a round of mini golf, and then retreated to our luxurious suite to unwind in comfort. Every experience was seamless and first class. What truly sets this resort apart is the staff. Every employee we encountered was genuinely friendly, welcoming, and eager to help. Their attention to detail and commitment to making our stay special never went unnoticed. The grounds are immaculate, the amenities are outstanding, and the entire resort strikes the perfect balance between luxury and relaxation. Whether you’re looking for adventure, a romantic getaway, or simply a place to recharge, this property delivers. We’ve stayed at many resorts over the years, and this one ranks among the very best. We left already talking about when we can come back. Five stars without hesitation."

St. Michaels Escape | Pool, Hot Tub & Fire Pit

10/10 Excellent

"This property is stunning. Our family had a wonderful time. The pool and hot tub are great and the view of the water is so beautiful. The location is also so nice. You’re only a few minutes from downtown St Michaels which is so nice . Also, communication with the property manager was so great. She was extremely helpful. We would absolutely come back here."

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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?

Downtown St. Michaels | Porch + Pet-Friendly: Neighborhood: Downtown St. Michaels. Includes private balconies. Downtown St. Michaels Studio – Walk to Waterfront, Dining & Shops: Amenities include private balconies. Neighborhood: Downtown St. Michaels. Elegant 2-Bedroom Retreat in Historic Saint Michaels – Walk to Dining & Shops: Neighborhood: Downtown St. Michaels. 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.

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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Our top choices for St. Michaels apartments