A large brick house with a green roof, surrounded by lush gardens and trees.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Sherwood apartments

A house with a yellow door and a window with a lamp outside.

1. Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis

Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
Deale
8.0 out of 10, Very good, (13 reviews)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
United States
Maude H.
The price is CA $228
CA $519 total
includes taxes & fees
Nov 16 - Nov 17
Chesapeake Bay Loft Retreat, Walk to Water, Sleeps 2, 20 Min to Annapolis
A living room with two grey sofas, a coffee table, and a ceiling fan.

2. Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
3.0 star property
Cambridge
10.0 out of 10, Exceptional, (1 review)
"This apt was built in the 50’s, or back when fewer outlets were needed, and it has window air conditioners. It was just what we were looking for as we visited the ste for family reunions"
United States
LOIS
The price is CA $133
CA $453 total
includes taxes & fees
Oct 23 - Oct 24
Cambridge Apt in Walkable Neighborhood
A living room with two grey sofas, a coffee table, and a ceiling fan.

3. Cambridge Apt in Walkable Neighborhood

Cambridge Apt in Walkable Neighborhood
Cambridge
8.0 out of 10, Very good, (4 reviews)
"great location."
United States
Anonymous traveller
The price is CA $93
CA $465 total
includes taxes & fees
Oct 23 - Oct 24
Cambridge Apt in Walkable Neighborhood
A covered porch with wicker furniture, a small table, and a view of a lake.

4. 2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.

2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
Cambridge
The price is CA $316
CA $383 total
includes taxes & fees
Oct 24 - Oct 25
2 bedroom waterfront property. Newly remodeled apartment with peaceful vibes.
A kitchen with wooden cabinets, granite countertops, and a dining table set with blue and white dishes.

5. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is CA $316
CA $778 total
includes taxes & fees
Oct 25 - Oct 26
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
A modern kitchen with white cabinets, a stainless steel stove, a microwave, and a sink.

6. Sailwinds Loft at Cambridge Creek

Sailwinds Loft at Cambridge Creek
Cambridge
10.0 out of 10, Exceptional, (40 reviews)
"Wonderful place to stay."
United States
Sharon D.
The price is CA $218
CA $357 total
includes taxes & fees
Oct 28 - Oct 29
Sailwinds Loft at Cambridge Creek
A living room with a brown sofa, a glass coffee table, and a beige armchair.

7. Dean Street's Lower Deck House!

Dean Street's Lower Deck House!
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time—the location is fantastic and our dog loved the backyard! A great base to rest and recover between adventures in Annapolis. "
United States
Nathaniel R.
The price is CA $313
CA $690 total
includes taxes & fees
Oct 25 - Oct 26
Dean Street's Lower Deck House!
A kitchen with a wooden countertop, a stove, and a refrigerator.

8. 18th Cent. Charm in Historic Downtown Annapolis

18th Cent. Charm in Historic Downtown Annapolis
Historic District
9.2 out of 10, Wonderful, (15 reviews)
"Jen was an amazing host. The property was meticulously maintained. She made sure we had everything we needed! Shen created an environment where we could socialize with other guests or keep to ourselves. She made plenty of recommendations for local eateries and entertainment. We would definitely stay again!"
United States
Maureens B.
The price is CA $364
CA $639 total
includes taxes & fees
Oct 25 - Oct 26
18th Cent. Charm in Historic Downtown Annapolis
A two-story house with a covered patio, a garage, and a well-maintained lawn.

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

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Admiral Heights
10.0 out of 10, Exceptional, (55 reviews)
"Yes! Enjoyed our stay. Perfect setting and location to enjoy are time in Annapolis."
United States
Maureen D.
The price is CA $537
CA $691 total
includes taxes & fees
Oct 25 - Oct 26
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
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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Top Sherwood Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Very pleasant surprise! Great price for studio apartment- way better than the Marriott I just checked out of!"
Rhonda 1-night trip
Posted 6 hours ago
Sonesta ES Suites Annapolis

Find out more about Sherwood

Sherwood Apartments information

Number of reviews
135
Accommodation
63 Apartments
Lowest Price
CA $357
Highest Price
CA $778

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: New Loft w/South River view from treehouse deck!: Situated in Riva, 19.5 mi/31.4 km from the heart of Sherwood. Includes free WiFi, private patios, and premium mattresses. Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!: Located 19.7 mi/31.7 km away in Annapolis. Free WiFi, private balconies, and Smart TVs are included. Downtown St. Michaels Studio – Walk to Waterfront, Dining & Shops: It's situated in St. Michaels, 5.4 mi/8.6 km away. Includes private balconies. Harbor View Suite Talbot County License Number STRN-25-58: Located 5.6 mi/9 km away in St. Michaels. Amenities include free WiFi. Access to onsite laundry facilities is available 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.

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