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

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
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 SAR 421
SAR 822 total
includes taxes & fees
3 Dec - 4 Dec
Cozy 1st Floor King George one bedroom apartment right across from USNA
Pristine Downtown 1-Bedroom Steps from State House
Steps from the Maryland state house

Pristine Downtown 1-Bedroom Steps from State House

10.0 out of 10, Exceptional, (23)
"We had never visited Annapolis before, but my husband found this on VRBO, and it was everything it advertised. Super central location; steps from the state house; a very short walk to the waterfront; and not a terribly long walk to the Eastport neighborhood. The apartment is small but comfortable, and we enjoyed the nice touches like toiletries, water bottles, snacks and two splits of chilled prosecco in the fridge! Annapolis was a fun town to explore and if we go back, I’d stay here again."
Pristine Downtown 1-Bedroom Steps from State House
Spectacular Location: State Circle Apartment
Exterior

Spectacular Location: State Circle Apartment

10.0 out of 10, Exceptional, (10)
"This apartment was wonderful. The style of the house and grounds was so inviting and the space suited my 5 person family (3 adult) children perfectly. Plenty of room to spread out. It was also in a perfect location for taking advantage of all that Annapolis has to offer in the way of shops, dining, and access to the Naval Academy. I will rent it again for my next visit. "
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
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 SAR 864
SAR 1,665 total
includes taxes & fees
2 Dec - 3 Dec
Waterfront Oasis of Annapolis Star
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
Harbor View Suite
View of harbor 1/2 block from suite.

Harbor View Suite

10.0 out of 10, Exceptional, (17)
"Great location and view of the harbor.Unit is nicely furnished.Hosts provided good information about St Michaels.Would stay there again."
Harbor View Suite
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!
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
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
Another Five Star Charmer! Great Location Downtown & Navy Football ! Parking too
Terrace/patio

Another Five Star Charmer! Great Location Downtown & Navy Football ! Parking too

10.0 out of 10, Exceptional, (1)
"We had an amazing stay for Columbus weekend with our son from Navy Academy. The location was convenient, the apartment was welcoming and cozy with all we could need. The beds are very comfy and as a host is 5-stars all the way! Always quick to respond . Look forward to staying again!"
Another Five Star Charmer! Great Location Downtown & Navy Football ! Parking too
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!
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 SAR 1,314
SAR 1,712 total
includes taxes & fees
28 Nov - 29 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!
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 SAR 376
SAR 771 total
includes taxes & fees
3 Dec - 4 Dec
Charming Downtown 3rd Floor 1 Bedroom Apt
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.