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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Browse Select Sherwood Apartments

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

Harbor View Suite

10.0 out of 10, Exceptional, (25)
"The room and location were perfect. Very clean and comfortable space to stay and right in the heart of town. "
Harbor View Suite
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
Fridge, microwave, oven, stovetop

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

9.8 out of 10, Exceptional, (76)
"Great location, comfortable stay!!"
Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!
Studio in Downtown – Walk to Everything!
Iron/ironing board, WiFi, bed sheets

Studio in Downtown – Walk to Everything!

10.0 out of 10, Exceptional, (22)
"This was the perfect spot for a long weekend. Excellent location and the unit itself was more than we expected. "
Studio in Downtown – Walk to Everything!
Waterfront Oasis of Annapolis Star
Outdoor pool, a heated pool

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (75)
"Very nice place to say for a getaway weekend. Great homeowners as well, 10/10."
The price is CA $371
CA $681 total
includes taxes & fees
Aug 19 - Aug 20
Waterfront Oasis of Annapolis Star
Cambridge Apt in Walkable Neighborhood
TV

Cambridge Apt in Walkable Neighborhood

9.0 out of 10, Wonderful, (2)
"I stayed for three nights and was quite pleased. The location is great, only a few steps from the river with a private yard. The apartment itself is older but has been upgraded and improved. Very comfortable and clean. Would definitely stay again."
Cambridge Apt in Walkable Neighborhood
Casa Maria heart of downtown Cambridge Maryland
Private kitchen

Casa Maria heart of downtown Cambridge Maryland

9.8 out of 10, Exceptional, (10)
"Place was quiet and clean. Few minutes drive from the center of town. Definitely a great experience!"
The price is CA $138
CA $251 total
includes taxes & fees
Aug 26 - Aug 27
Casa Maria heart of downtown Cambridge Maryland
Downtown furnished apartment - walking distance to restaurants
Interior

Downtown furnished apartment - walking distance to restaurants

10.0 out of 10, Exceptional, (5)
"The home is beautiful and exceptionally maintained! The management of the property is fantastic and they are lovely to work with. They thoughtfully had fresh fruit and some light & healthy munchies in the kitchen when I checked in. The history of the home is also quite interesting! I look forward to a return stay."
Downtown furnished apartment - walking distance to restaurants
Guest quarters at the inn - 205
TV

Guest quarters at the inn - 205

9.2 out of 10, Wonderful, (15)
"Great stay"
Guest quarters at the inn - 205
Modern Cambridge Cottage: Walk to Town, Waterfront
Fridge, microwave, stovetop, dishwasher

Modern Cambridge Cottage: Walk to Town, Waterfront

10.0 out of 10, Exceptional, (10)
"Was a great stay"
Modern Cambridge Cottage: Walk to Town, Waterfront
Dean Street's Lower Deck House!
Interior

Dean Street's Lower Deck House!

The price is CA $282
CA $616 total
includes taxes & fees
Sep 10 - Sep 11
Dean Street's Lower Deck House!
The heart of St Michaels awaits.
Exterior

The heart of St Michaels awaits.

10.0 out of 10, Exceptional, (45)
"Beautiful, clean and well appointed in the perfect spot in downtown Saint Michael’s. Highly recommended!!"
The heart of St Michaels awaits.
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, (30)
"Perfect place to go and relax and get away from the world. "
Quiet SPA Loft Studio Apt. Relaxing Getaway with private garage Annapolis
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, (29)
"Our family loved having this as a short-term rental to visit our midshipman and give him the ability to relax off campus. The owners were communicative and amazing to work with for the entire 3 months! Would absolutely stay here again."
Pristine Downtown 1-Bedroom Steps from State House
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, (31)
"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
Guest Quarters at the Inn - 103
Iron/ironing board, free WiFi, bed sheets

Guest Quarters at the Inn - 103

9.6 out of 10, Exceptional, (24)
"Very nice room with good accessibility for someone with limited mobility. The room description in Expedia was completely accurate, and we loved the accessibility features. The location is very close to good restaurants that also have good accessibility."
Guest Quarters at the Inn - 103
Guest quarters at the inn - 204
1 bedroom, iron/ironing board, free WiFi, bed sheets

Guest quarters at the inn - 204

9.8 out of 10, Exceptional, (14)
"Loved the place! Plenty of room. Hubby and I snuggled in the comfy robes most of the time! Only thing I’d recommend is WiFi for tvs so visitors can log on to their personal streaming apps. "
Guest quarters at the inn - 204
Spectacular Location: State Circle Apartment
Dining

Spectacular Location: State Circle Apartment

10.0 out of 10, Exceptional, (12)
"Great location around the corner from our Thanksgiving celebration. "
Spectacular Location: State Circle Apartment
Sailwinds Loft at Cambridge Creek
Private kitchen

Sailwinds Loft at Cambridge Creek

9.8 out of 10, Exceptional, (10)
"Enjoyed our stay while visiting family in the area. Easy access "
The price is CA $213
CA $350 total
includes taxes & fees
Aug 12 - Aug 13
Sailwinds Loft at Cambridge Creek
Guest Quarters at the Inn - 102
1 bedroom, iron/ironing board, free WiFi, bed sheets

Guest Quarters at the Inn - 102

9.8 out of 10, Exceptional, (18)
"Close to many restaurants and activities "
Guest Quarters at the Inn - 102
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, (35)
"We stayed for the Annapolis 10-miler and it was a great location for runners and spectators! "
The price is CA $489
CA $638 total
includes taxes & fees
Aug 12 - Aug 13
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

St Michaels Inn

St Michaels Inn

10/10 Excellent
"The staff was very pleasant and accommodating. They greet with a smile and did everything possible to make our stay a good one. The breakfast was very nice. We loved the outside area with tables and seating so we could eat there etc. Parking was free and easy. The room was nice. decent size refrigerator."
BONNIE 2-night trip
Posted 2 hours ago
St Michaels Inn