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Check prices for these dates

Next weekend
11 Apr - 13 Apr
In two weeks
18 Apr - 20 Apr
In one month
2 May - 4 May
In two months
30 May - 1 Jun

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

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
Beach

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

9.8 out of 10, Exceptional, (68)
"Meet my son in Annapolis to attend the Military Bowl. Location was great, near the stadium and also close to downtown. Great place to stay when in Annapolis."
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
Bay View Studio Apartment
Outdoor spa tub

Bay View Studio Apartment

10.0 out of 10, Exceptional, (42)
"Lovely property, larger than I expected, hot tub on the waterfront was wonderful. We will certainly be back. "
Bay View Studio Apartment
18th Cent. Charm in Historic Downtown Annapolis
Fridge, microwave, oven, stovetop

18th Cent. Charm in Historic Downtown Annapolis

9.8 out of 10, Exceptional, (6)
"Had a great stay, super close to everything. Jennifer was very communicative!"
The price is AED 698
AED 1,357 total
includes taxes & fees
11 Apr - 12 Apr
18th Cent. Charm in Historic Downtown Annapolis
COZY DOWNTOWN APARTMENT-Naval Academy Vicinity
Fridge, microwave, oven, stovetop

COZY DOWNTOWN APARTMENT-Naval Academy Vicinity

9.8 out of 10, Exceptional, (38)
"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
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
Interior

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

9.6 out of 10, Exceptional, (29)
"We really enjoyed our stay! Very peaceful and relaxing, the bed felt like lying on a cloud! It was like having a spa in your room we loved the sauna especially. We look forward to booking again. "
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
Cozy 1st Floor King George one bedroom apartment right across from USNA
Fridge, microwave, oven, stovetop

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

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

10.0 out of 10, Exceptional, (34)
"A very good location, ten minutes from anywhere you need to go. The hosts were both welcoming and charming. "
The price is AED 1,451
AED 1,884 total
includes taxes & fees
6 Apr - 7 Apr
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
St Michaels is waiting for you. Join us at CoCo's
Living area

St Michaels is waiting for you. Join us at CoCo's

St Michaels is waiting for you. Join us at CoCo's
2nd floor Spacious Downtown Getaway- Across from US Naval Academy
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (23)
"Cleaning of the apartment needs to improve "
2nd floor Spacious Downtown Getaway- Across from US Naval Academy
Sailwinds Loft at Cambridge Creek
Private kitchen

Sailwinds Loft at Cambridge Creek

9.4 out of 10, Exceptional, (3)
"Enjoyed our stay while visiting family in the area. Easy access "
The price is AED 569
AED 860 total
includes taxes & fees
6 Apr - 7 Apr
Sailwinds Loft at Cambridge Creek
Pristine Downtown 1-Bedroom Steps from State House
Fridge, microwave, oven, stovetop

Pristine Downtown 1-Bedroom Steps from State House

10.0 out of 10, Exceptional, (24)
"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
Chic Condo w/ Balcony in the Heart of Annapolis!
Interior

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
Aerial view

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
Outdoor pool, a heated pool

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
6 Apr - 7 Apr
Waterfront Oasis of Annapolis Star
Chesapeake Bayside Loft
Beach

Chesapeake Bayside Loft

8.0 out of 10, Very Good, (12)
"Great property, needs some TLC in areas to really make this be an amazing property...overall it's very clean, soft beds and has a fantastic 2 min walk to the bay for coffee or a beer/ wine...quiet neighborhood, easy access...I think the owner is really miss out on the opportunity to make this home a must rent ..back yard needs some love, lights, fire pit, corn hole etc...overall, great stay, compared to DTA this is excellent "
Chesapeake Bayside Loft
Join Us In St Michaels, Book Spring/Summer Now
Iron/ironing board, WiFi, bed sheets

Join Us In St Michaels, Book Spring/Summer Now

10.0 out of 10, Exceptional, (15)
"Just back from a wonderful weekend in St Michael’s. This property was perfect for the two of us. Convenient parking, downtown location and quiet and comfortable stay. We’re hopping for another visit soon. "
Join Us In St Michaels, Book Spring/Summer Now
Nautical Charm with Relaxing Waterviews! Your Chesapeake Getaway!
Property grounds

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!
Cozy 1st Level Beach House - Walk Everywhere
Property grounds

Cozy 1st Level Beach House - Walk Everywhere

2.0 star property
Cozy 1st Level Beach House - Walk Everywhere
HUGE DISCOUNTS FOR STAYS BY THE WEEK AND MONTH! 1ST CLASS AMEMITIES!
Property grounds

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!
Harbor View Suite
Fridge, microwave, coffee/tea maker, toaster

Harbor View Suite

10.0 out of 10, Exceptional, (19)
"Excellent!"
Harbor View Suite
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

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sun loungers, beach towels

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

10.0 out of 10, Exceptional, (33)
"The Chesapeake Mansion was even better than it looks on the VRBO listing. Huge house but still managed to feel warm and inviting, never cold or stand-offish. We cooked big dinners for our group of 12 and the kitchen was perfect for that. Billiards room was fun, amazing bar room, also an exercise room. Walking out on the dock was always a treat. With 12 people, folks could always find a place to chill out when they wanted, but we also had big rooms where we could all get together for chatting and...
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Miscellaneous

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

10.0 out of 10, Exceptional, (210)
"We loved our visit to Annapolis, and our stay at 10 Randall was all that we’d imagined it would be.We wish the weather has been a tad warmer, but I don’t think John could have fixed that .We highly recommend this charming home."
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Outdoor dining

240' Private Beachfront @Kent Island Love Point - Great for Large Groups

10.0 out of 10, Exceptional, (180)
"This house was so cozy yet spacious! The house was amply stocked with just about everything you would want or need. The owner responded to our inquiries immediately! I hope we go back there again! "
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
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 8 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. COZY DOWNTOWN APARTMENT-Naval Academy Vicinity: It’s situated in Annapolis, 17.5 mi/28.1 km away. Includes free WiFi, sofa beds, and Smart TVs. Bay View Studio Apartment: Located 16.3 mi/26.2 km away in Annapolis. Free WiFi, private patios, and fireplaces are included. A water park and a hot tub 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.