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Compare 52 Apartments in Sherwood with updated reviews, rates, and availability.

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, (28)
"We enjoyed our stay at this prime location. First level floor was nicely equipped and had a lovely layout. Loved the historic finishes and charm of the place. Parking lot was a few blocks away near the private college."
The price is AED 555
AED 1,001 total
includes taxes & fees
1 Jan - 2 January 2025
Cozy 1st Floor King George one bedroom apartment right across from USNA
Spectacular Location: State Circle Apartment
Exterior

Spectacular Location: State Circle Apartment

10.0 out of 10, Exceptional, (11)
"Great location around the corner from our Thanksgiving celebration. "
Spectacular Location: State Circle Apartment
Guest quarters at the inn - 205
Exterior

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
18th Cent. Charm in Historic Downtown Annapolis
Room

18th Cent. Charm in Historic Downtown Annapolis

9.4 out of 10, Exceptional, (3)
"Jennifer was the best hostess. She is professional, polite, great communicator, and willing to accommodate. This listing was perfect for me as I needed a place quick when I decided to attend my Navy Reunion. "
The price is AED 698
AED 1,365 total
includes taxes & fees
29 Dec - 30 Dec
18th Cent. Charm in Historic Downtown Annapolis
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!
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
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 463
AED 879 total
includes taxes & fees
7 Jan - 8 January 2025
Charming Downtown 3rd Floor 1 Bedroom Apt
HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!
Enjoy outstanding sunrises and sunsets!

HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!

9.8 out of 10, Exceptional, (16)
"What a beautiful and welcoming property! Tons of wildlife activity to view and great water views. Amenities were great. Really appreciate everything! Lovely host!"
HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!
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
Chic Condo w/ Balcony in the Heart of Annapolis!
Living area

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
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
Waterfront Oasis of Annapolis Star
Waterfront Oasis of Annapolis pool grandeur.

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (72)
"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
29 Dec - 30 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!
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
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, (40)
"The apartment is much larger than it looks in the photos and the view simply can't be beat. The host is very responsive and helpful. And who doesn't love a hot tub right on the water?! Would absolutely stay here again."
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, (33)
"The Antonelli’s are wonderful hosts. Excellent communication, treated us like guests in their home. We had a three month old infant with us and the hosts had an adorable set up before we got there.But gave us plenty of room to do our own thing. The house is located near a walking path into town. We’ll definitely stay again. "
The price is AED 1,341
AED 1,746 total
includes taxes & fees
29 Dec - 30 Dec
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Harbor View Suite
View of harbor 1/2 block from suite.

Harbor View Suite

10.0 out of 10, Exceptional, (18)
"We had a wonderful 4-night stay at the Harbor View Suite. The suite was the perfect size for a couple, and had all of the amenities you could want. The bed was very comfortable and it was easy to adjust the air/heat to be comfortable. Bill and Leslie were great hosts. Very friendly and accommodating. The bottle of wine and snacks that were there for us was a nice surprise. We would definitely stay here if/when we next visit St. Michael’s. 5 stars!"
Harbor View Suite
Modern Cambridge Cottage: Walk to Town, Waterfront
Cambridge Vacation Rental | Studio | 1BA | 950 Sq Ft | Step-Free Access

Modern Cambridge Cottage: Walk to Town, Waterfront

10.0 out of 10, Exceptional, (6)
"Only negative is the too small barn door for the bathroom. Studio works great for 2 people. Corporate owned. "
Modern Cambridge Cottage: Walk to Town, Waterfront
Spacious 2nd Floor Apartment, with its own entrance and off-street parking.
Light filled and open floor plan

Spacious 2nd Floor Apartment, with its own entrance and off-street parking.

10.0 out of 10, Exceptional, (6)
"My wife and I went to visit our kids at the Naval Academy. This was a fantastic place and we will surely be back"
Spacious 2nd Floor Apartment, with its own entrance and off-street parking.
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, (205)
"A great experience all around"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Exterior

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

9.8 out of 10, Exceptional, (38)
"This home was perfect for our 12-person family. There was plenty of room to spread out, and the house was well stocked with everything we needed. It would be a great place to vacation in the summer as well. The owner was helpful, communicated well, and accommodating. We hope we can return sometime in the future."
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
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, (218)
"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
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 more popular apartments in the area: Cozy 1st Floor King George one bedroom apartment right across from USNA: Located 17.6 mi/28.3 km away in Annapolis. Laundry facilities, free WiFi, and private patios are included. 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.
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 Chesapeake Bay Environmental Center. In the larger area, you’ll find St. Michaels Winery and Chesapeake Beach Railway Museum.
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.