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Compare 56 Apartments in Sherwood with updated reviews, rates, and availability.

Cozy place close to the city dock
Room

Cozy place close to the city dock

9.8 out of 10, Exceptional, (67)
"Quiet location with convenient access to all of the main roads and a short trip to downtown Annapolis. Very clean and nice apartment."
Cozy place close to the city dock
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
Jacuzzi Jetted Hot Tub

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

9.6 out of 10, Exceptional, (27)
"Stayed for 3 nights in this clean, quiet loft at the end of a dead end 2-lane road. *Loved the dry sauna! Nice heat! *Loft is accessed through stairs inside the garage. *Kitchenette is small but works for breakfast and basics. *Love the large closet which is sunny and like another bedroom. *Easy communication with owner and easy access. * About 10m by car to Sandy Point State Park * About 15m by car into downtown Annapolis Great base for exploring the Annapolis area."
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
Guest quarters at the inn - 204
Exterior

Guest quarters at the inn - 204

9.8 out of 10, Exceptional, (12)
"Overall great place. Couple of recommendations to make it even better. First, recommend a few more trash cans in the place. Only had one in the kitchen and bathroom. Also great to have them with trash liners. Same for tissue boxes. The one in the bathroom was empty. Would have appreciated more than one soap bar too.great Recommend checking that all the appliances work. The TV in the living room would not turn on.. Also te cabinet under the sink was loose. Again all minor things. F"
Guest quarters at the inn - 204
Walk everywhere from this 1st floor dog-friendly apartment with parking, private backyard
Welcome to Below Deck, the 1st floor of this charming Eastport 2-unit building.

Walk everywhere from this 1st floor dog-friendly apartment with parking, private backyard

2.5 star property
10.0 out of 10, Exceptional, (2)
"In town for the Annapolis Sailboat Show. It was the perfect location. Easy walking distance to downtown and tons of bars and restaurants. Property manager is quick to respond to communication, and was extremely helpful returning a lost item. The property is very nicely updated and was extremely comfortable. It had absolutely everything we needed in the perfect spot!"
Walk everywhere from this 1st floor dog-friendly apartment with parking, private backyard
Cozy 1st Floor King George one bedroom apartment right across from USNA
Exterior detail

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

10.0 out of 10, Exceptional, (27)
"Always a great stay. Close to everything, from shops to restaurants and bars. Can’t wait to go back "
The price is AED 606
AED 1,076 total
includes taxes & fees
1 Dec - 2 Dec
Cozy 1st Floor King George one bedroom apartment right across from USNA
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity
Private kitchen

COZY DOWNTOWN APARTMENT-Naval Academy Vicinity

9.8 out of 10, Exceptional, (37)
"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
Coastal Kent Narrows Home on Bay
Living area

Coastal Kent Narrows Home on Bay

9.4 out of 10, Exceptional, (9)
"This place is a fantastic place to stay. Brandon was very responsive to any emails or questions sent to him. The place is very clean and tidy, very easy to get in and out of. We would definitely recommend this property to anybody. We will certainly be booking it again. "
Coastal Kent Narrows Home on Bay
Charming Downtown 3rd Floor 1 Bedroom Apt
The bedroom with a queen sized bed.

Charming Downtown 3rd Floor 1 Bedroom Apt

9.8 out of 10, Exceptional, (18)
"Great location for place to stay during weekend when you need convenient accommodation "
The price is AED 555
AED 1,005 total
includes taxes & fees
25 Nov - 26 Nov
Charming Downtown 3rd Floor 1 Bedroom Apt
Casa Maria heart of downtown Cambridge Maryland
Driveway

Casa Maria heart of downtown Cambridge Maryland

9.8 out of 10, Exceptional, (8)
"Great place very clean and cozy. I'll be booking a again. "
The price is AED 624
AED 981 total
includes taxes & fees
1 Dec - 2 Dec
Casa Maria heart of downtown Cambridge Maryland
2nd floor Spacious Downtown Getaway- Across from US Naval Academy
Larger of the 2 bedrooms, with a queen bed and sitting area

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

9.6 out of 10, Exceptional, (22)
"Being able to walk down the sidewalk to the Visitor's Entrance at the USNA meant we got to maximize our time with our plebe. The best part about this location was we didn't have to stress over the traffic and parking situation at all (and the traffic was a lot!). We got to walk back with him each evening and on Sunday morning he was able to walk over to us when he was released. The second best part was while he was catching up with family and friends on his phone or just enjoying the peace...
The price is AED 808
AED 1,340 total
includes taxes & fees
4 Dec - 5 Dec
2nd floor Spacious Downtown Getaway- Across from US Naval Academy
Guest Quarters at the Inn - 101
Exterior

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
Guest Quarters at the Inn - 103
Exterior

Guest Quarters at the Inn - 103

9.8 out of 10, Exceptional, (22)
"Loved front porch"
Guest Quarters at the Inn - 103
Charming Eastport
Living area

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
Stay in the heart of Historic Annapolis 2 blocks from Main Street
The King corner bedroom has views of the Annapolis cobblestone streets.

Stay in the heart of Historic Annapolis 2 blocks from Main Street

2.0 star property
10.0 out of 10, Exceptional, (4)
"Cute property in the perfect location. On site manager was easy to reach and responded to our request quickly. The property was clean and cozy. I would recommend this property to anyone or book for my family again. "
Stay in the heart of Historic Annapolis 2 blocks from Main Street
Waterfront Oasis of Annapolis Star
Waterfront Oasis of Annapolis pool grandeur.

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (71)
"We had an amazing time! Beth and Andy are wonderful hosts! We are looking forward to another stay!"
The price is AED 845
AED 1,629 total
includes taxes & fees
30 Nov - 1 Dec
Waterfront Oasis of Annapolis Star
Anchor's Away in the Heart of Eastport!
Living area

Anchor's Away in the Heart of Eastport!

9.8 out of 10, Exceptional, (37)
"We really enjoyed the location and Eastport. "
Anchor's Away in the Heart of Eastport!
Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!
Terrace/patio

Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!

10.0 out of 10, Exceptional, (27)
"Well decorated and comfortable stay. Very quiet and great place to sit and enjoy the sunrise/sunset."
Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!
Bay View Studio Apartment
Property grounds

Bay View Studio Apartment

10.0 out of 10, Exceptional, (39)
"Right on the water. Very quiet, spacious and nice. Host was on top of things. "
Bay View Studio Apartment
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Exterior

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

10.0 out of 10, Exceptional, (31)
"We had an all day lacrosse tournament at the Naval Academy and this was perfect. We stayed last year and loved it so much we booked it again. Easy parking, easy in and out, comfortable place and great location."
The price is AED 1,341
AED 1,746 total
includes taxes & fees
24 Nov - 25 Nov
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
New Loft w/South River view from treehouse deck!

New Loft w/South River view from treehouse deck!

10.0 out of 10, Exceptional, (20)
"The loft was very clean and modern inside. We enjoyed having our meals on the deck, with a nice calming view of South River. The owner was very flexible (e.g. check-in time) and easy to communicate with. Beware that the kitchenette is small (not much room to cook if that matters to you). I personally would prefer having a firmer mattress, but others may disagree."
New Loft w/South River view from treehouse deck!
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 Sherwood

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Private rear courtyard

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (202)
"This cozy home was perfect for my coaches & I that were in town for a lacrosse tourney @ the Naval Academy. This home is literally less than 100 steps from the gate of the Naval Base and same distance to dowtown Annapolis city docks, diming, shopping and sight-seeing. We will defintely be back! Thanks John!!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Relaxing Waterfront Cottage Near St Michaels, Maryland
Charming Cottage on a quite creek of the Chesapeake Bay with private pool.

Relaxing Waterfront Cottage Near St Michaels, Maryland

9.8 out of 10, Exceptional, (217)
"Were pleased with the property and surroundings. Very beautiful, ancient trees. Neighborhood was quiet and the river and dock were favorite reading spots. Enjoyed!!!"
Relaxing Waterfront Cottage Near St Michaels, Maryland
Charming Annapolis WaterVIEW Home
3 covered balconies, a ground floor patio, and ceramic and propane grills.

Charming Annapolis WaterVIEW Home

9.6 out of 10, Exceptional, (49)
"Wonderful location to downtown Annapolis! Beautiful home, well maintained and plenty of room. The porch overlooking the bay has a table for 10 which provided a wonderful setting for our family. This is our second stay and we’ll absolutely stay again "
Charming Annapolis WaterVIEW Home
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 Sherwood?
There are 10 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: Bay View Studio Apartment: Located in Annapolis, 16.3 mi/26.2 km from the heart of Sherwood. Includes free WiFi, private patios, and fireplaces. Access to a water park is available on site. Waterfront Oasis of Annapolis Star: Located 19.1 mi/30.7 km away in Annapolis. A private pool, free WiFi, and fireplaces are included. An outdoor pool and a water park are on site. Anchor’s Away in the Heart of Eastport!: It’s located in Annapolis, 16.8 mi/27 km from Sherwood. Includes free WiFi and Smart TVs.
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 Shadyside Park. In the larger area, you’ll find St. Michaels Winery and Rod n Reel Charter Fishing.
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.