Search Sherwood Condo Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
20 June - 22 June
In two weeks
27 June - 29 June
In one month
11 July - 13 July
In two months
8 Aug - 10 Aug

Featured Condo Rentals in Sherwood

Annapolis Condominium in the heart of the historic center
Terrace/patio

Annapolis Condominium in the heart of the historic center

9.8 out of 10, Exceptional, (273)
"The location and amenities are great. The host are very friendly, helpful and easy to make contact with. My family used this location for commission week and could not have asked for more. "
Annapolis Condominium in the heart of the historic center
Upscale Condo in Historic Downtown Cambridge, Maryland
1 bedroom, iron/ironing board, free WiFi, bed sheets

Upscale Condo in Historic Downtown Cambridge, Maryland

9.4 out of 10, Exceptional, (3)
"The place was very clean and in the most perfect spot in downtown Cambridge. We had a wedding walking distance from this place. Jen is a very responsive and accommodating host!"
The price is AU$619
includes taxes & fees
1 July - 2 July
Upscale Condo in Historic Downtown Cambridge, Maryland
Beautiful Condo - Water View Near City Dock
Outdoor dining

Beautiful Condo - Water View Near City Dock

9.6 out of 10, Exceptional, (145)
"This is our second time at this property and it is just perfect for us. Quiet, great location, comfortable, great host!!!!"
Beautiful Condo - Water View Near City Dock
Unbelievable beach views for 6
Property grounds

Unbelievable beach views for 6

2.0 star property
10.0 out of 10, Exceptional, (6)
"It was unbelievable stay with fantastic sunrise and moon rise on the day of the eclipse"
Unbelievable beach views for 6
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Property grounds

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

2.0 star property
9.8 out of 10, Exceptional, (8)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
The price is AU$704
includes taxes & fees
17 June - 18 June
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Modern condo in the heart of DTA with garage parking!
Smart TV, books

Modern condo in the heart of DTA with garage parking!

Modern condo in the heart of DTA with garage parking!
Kent Island Waterfront Cottage
Beach

Kent Island Waterfront Cottage

9.4 out of 10, Exceptional, (8)
"Enjoyed fishing at the pier and sitting on the porch"
Kent Island Waterfront Cottage
Downtown Annapolis Condo w/ Free Parking + Coffee
Property grounds

Downtown Annapolis Condo w/ Free Parking + Coffee

10.0 out of 10, Exceptional, (22)
"Very nice location and nice apartment!"
Downtown Annapolis Condo w/ Free Parking + Coffee
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Exterior

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

2.5 star property
10.0 out of 10, Exceptional, (8)
"The condo was very well appointed and super clean. Interior design was beautiful, we love the views from the second floor. Cambridge is a great town we enjoyed walks, beer at RAR and good food. We would definitely stay at this place again. "
The price is AU$867
includes taxes & fees
14 July - 15 July
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Chic Condo w/ Balcony in the Heart of Annapolis!
Interior

Chic Condo w/ Balcony in the Heart of Annapolis!

9.8 out of 10, Exceptional, (57)
"This cute condo is as pictured; charming and clean. Nice bathrooms. Comfortable beds. Great location. Loved the parking ease as well. Host was very receptive and flexible with my arrival/departure times.Would highly recommend and would stay here again."
Chic Condo w/ Balcony in the Heart of Annapolis!
A Kozy Waterfront Condo
Pool

A Kozy Waterfront Condo

10.0 out of 10, Exceptional, (1)
"The property is stunning as is the decor in the condo. Truly a lovely place to stay! The owners provided detailed instructions and were in contact with us during our stay! We hope to be back next year! "
A Kozy Waterfront Condo
Water-view condo with rooftop pool & balcony - minutes from downtown
TV

Water-view condo with rooftop pool & balcony - minutes from downtown

9.2 out of 10, Wonderful, (10)
"We loved our stay and will definitely return! Close to USNA and lots of restaurants. We enjoyed the pool and the place was clean and comfortable . Can’t wait to return!"
Water-view condo with rooftop pool & balcony - minutes from downtown
Waterfront 2-Bedroom Condo on Spa Creek
Smart TV

Waterfront 2-Bedroom Condo on Spa Creek

10.0 out of 10, Exceptional, (8)
"This is a great location. Walking distance to everything. Near all the sailing clubs! Property manager was the best we have ever experienced."
Waterfront 2-Bedroom Condo on Spa Creek
Waterfront Condo with Spa Creek Views, Rooftop Pool & Prime Eastport Location with Parking
Pool

Waterfront Condo with Spa Creek Views, Rooftop Pool & Prime Eastport Location with Parking

10.0 out of 10, Exceptional, (16)
"Absolutely perfect. Wonderful location. Beautiful property. Great staff made the weekend easy. "
Waterfront Condo with Spa Creek Views, Rooftop Pool & Prime Eastport Location with Parking
Brand new beautiful Condo/Loft above garage with river View
Property grounds

Brand new beautiful Condo/Loft above garage with river View

Brand new beautiful Condo/Loft above garage with river View
Unique 2-Bedroom Condo in Renovated Church Parish House
Point of interest

Unique 2-Bedroom Condo in Renovated Church Parish House

Unique 2-Bedroom Condo in Renovated Church Parish House
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free