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Compare 70 Apartments in Sherwood with updated reviews, rates, and availability.

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

9.8 out of 10, Exceptional, (69)
"Great location, comfortable stay!!"
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

The heart of St Michaels awaits.

10.0 out of 10, Exceptional, (37)
"This flat/apartment is perfect, exactly as described. Located in the heart of town, convenient to all restaurants and shops. The flat beautifully updated and appointed, and spotlessly clean. We were extremely comfortable and will definitely return."
The heart of St Michaels awaits.

COZY DOWNTOWN APARTMENT-Naval Academy Vicinity

9.8 out of 10, Exceptional, (38)
"Perfect location for walking around the Annapolis waterfront area! Clean, comfortable and well appointed. Would definitely stay here again!"
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity

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

9.6 out of 10, Exceptional, (30)
"Perfect place to go and relax and get away from the world. "
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis

18th Cent. Charm in Historic Downtown Annapolis

9.6 out of 10, Exceptional, (7)
"Property description is accurate, host is quickly responsive."
The price is AED 698
AED 1,352 total
includes taxes & fees
3 Jun - 4 Jun
18th Cent. Charm in Historic Downtown Annapolis

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

Sailwinds Loft at Cambridge Creek

9.8 out of 10, Exceptional, (7)
"The place is tucked away on the upper floor of a business near boat piers and a cool old church. Head up the stairs and you are met with a really nice apartment, with interesting decor, very clean, well laid-out, and with very spacious bedrooms. We had a nice and comfortable stay (including good beds and pillows). Be advised, though, that there are some sloped ceilings upstairs and tricky stairs to the upstairs bedroom suite, so it's best to be careful not to trip or bump your head (as I did...
The price is AED 569
AED 868 total
includes taxes & fees
1 Jun - 2 Jun
Sailwinds Loft at Cambridge Creek

Harbor View Suite

10.0 out of 10, Exceptional, (22)
"Excellent!"
Harbor View Suite

Charming apt in the heart of Eastport & Annapolis

Charming apt in the heart of Eastport & Annapolis

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

The price is AED 918
AED 1,639 total
includes taxes & fees
4 Jun - 5 Jun
EASTON Beautiful APT. 3bed3bathKitchinDining/living room-walk to all places

Pristine Downtown 1-Bedroom Steps from State House

10.0 out of 10, Exceptional, (25)
"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

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

Walk to Dtwn: Waterfront Eastern Shore Townhome!

3.0 star property
Walk to Dtwn: Waterfront Eastern Shore Townhome!

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!

Guest quarters at the inn - 205

9.4 out of 10, Exceptional, (12)
"Great stay"
Guest quarters at the inn - 205

Charming Eastport

9.4 out of 10, Exceptional, (3)
"We thoroughly enjoyed this section of Eastport. The views of the marina were beautiful and we found a couple new restaurants nearby! Excellent communication with the owners."
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 AED 845
AED 1,629 total
includes taxes & fees
31 May - 1 Jun
Waterfront Oasis of Annapolis Star

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

Bay View Studio Apartment

10.0 out of 10, Exceptional, (44)
"Lovely property, larger than I expected, hot tub on the waterfront was wonderful. We will certainly be back. "
Bay View Studio Apartment

Guest Quarters at the Inn - 103

9.8 out of 10, Exceptional, (22)
"Wonderful place within walking distance of the beach and restaurants. Would definitely stay here again!"
Guest Quarters at the Inn - 103
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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Frequently asked questions

What's it like to stay at an apartment in Sherwood?
There are 7 hotels and other accommodations in Sherwood. Though there aren’t many apartments, we can help you find accommodations that are similar. When you search on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can also search for similar properties such as condos, vacation homes, or cottages.
Are you thinking about apartments over traditional hotel rooms?
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 a more local feel, but also for families wanting the conveniences of home.
What's the top apartment I should consider for a stay in Sherwood?
Listed below are some of the favorite apartments in the area: Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!: Situated in Annapolis, 19.7 mi/31.7 km from the heart of Sherwood. Includes free WiFi and private balconies. The heart of St Michaels awaits.: Located 5.4 mi/8.6 km away in St. Michaels. Private balconies and fireplaces are included. Access to onsite laundry facilities is available on site. Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis: Located in Annapolis, 18.3 mi/29.4 km away. Includes free WiFi, sofa beds, and jetted bathtubs. Onsite laundry facilities and a hot tub are on site. Waterfront Oasis of Annapolis Star: Located in Annapolis, 19.1 mi/30.7 km from Sherwood. Includes a private pool, free WiFi, and fireplaces. An outdoor pool and a water park are on site.
What can I expect from the weather during my trip to Sherwood?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Sherwood. 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 Sherwood is 53 inches.
What are the must-see places to visit in Sherwood?
Explore the area and family-friendly sights such as Chesapeake Bay Maritime Museum, or get out into nature at a spot like Goat Island. In the larger area, you’ll find Knapp’s Narrows Marina & Inn and St. Michaels Winery.
What's the best way to get to and around Sherwood?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Easton, MD (ESN-Easton - Newnam), which is located 14.1 mi (22.7 km) from the heart of the city. You can also search for flights into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), which is 52.1 mi (83.8 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.