Photo by Patricia Knorr

Search Condo Rentals in Chester

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Compare Condo Rentals in Chester with updated reviews, rates, and availability.

Annapolis Condominium in the heart of the historic center
9.8 out of 10, Exceptional, (249)
"We very much enjoyed our stay. The condo was perfect for us and the location could not be beat. It was very comfortable and a nice place for us to catch up with our friends that we had not seen in a long time. We would highly recommend it to others!"
Annapolis Condominium in the heart of the historic center
Walk to Main Street from Waterfront Condo with pool and parking
10.0 out of 10, Exceptional, (7)
"In an older apartment building, this condo is situated over the creek with views to the bridge and beyond. Everything is new and I would highly recommend."
Walk to Main Street from Waterfront Condo with pool and parking
Chic Condo w/ Balcony in the Heart of Annapolis!
10.0 out of 10, Exceptional, (41)
"The owner responded to emails promptly- the place was extremely clean and well decorated. The amount of extras was amazing- hair dryers, steamers, free coffee, soaps, paper towels, etc. thank you!"
Chic Condo w/ Balcony in the Heart of Annapolis!
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Waterfront 2-Bedroom Condo on Spa Creek
Waterfront 2-Bedroom Condo on Spa Creek
Downtown Annapolis Condo w/ Free Parking + Coffee
10.0 out of 10, Exceptional, (12)
"All in one word - spoiled!! Accommodations, Location, amenities, everything was perfect!"
Downtown Annapolis Condo w/ Free Parking + Coffee
Water-view condo with rooftop pool & balcony - minutes from downtown
10.0 out of 10, Exceptional, (3)
Water-view condo with rooftop pool & balcony - minutes from downtown
Beautiful Condo - Water View Near City Dock
9.6 out of 10, Exceptional, (127)
"Location location location! This comfortable condo is in our favorite part of Annapolis, Eastport, just across the drawbridge from Main Street, Ego Alley, and the USNA. It is a great destination for walkers (and others - free easy parking). We made use of the kitchen for a couple of dinners. There are also amazing views from the rooftop. Thanks!"
Beautiful Condo - Water View Near City Dock
Eastport Condo in Building with Rooftop Water Views of Spa Creek!
10.0 out of 10, Exceptional, (6)
"Very good except for toilet problems"
Eastport Condo in Building with Rooftop Water Views of Spa Creek!
Luxury Waterfront home with private pier and guest house
10.0 out of 10, Exceptional, (3)
Luxury Waterfront home with private pier and guest house
Delightful little Historic District gem - for the antique lover and history buff.
9.0 out of 10, Wonderful, (4)
"Excellent location for all things USNA and downtown Annapolis. We walked everywhere. The second bedroom was a little warm but it was unseasonably hot while we were there. There is a K cup coffeemaker but you’ll need to bring everything to enjoy a cup. Would definitely stay again!"
Delightful little Historic District gem - for the antique lover and history buff.
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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.

Other property types in Chester

Kent Island Time - Enjoy Kent Island Waterfront-Pet Friendly!
10.0 out of 10, Exceptional, (6)
"My sisters and I (5 total) visited in early November. Kent Island Time was a perfect fit. We were impressed by the cleanliness, spacious rooms, and well-equipped common areas. The best feature was the waterfront location. Even in November, we were able to sit outside on the patio and enjoy a glass of wine as we watched the amazing sunset. We all agreed we would absolutely stay again in the future."
Kent Island Time - Enjoy Kent Island Waterfront-Pet Friendly!
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (4)
"Incredibly beautiful home! The house is a perfect place to host your family for commissioning week or for any stay. The pool and river offer a great places to relax. The views are gorgeous and the property is located in a very peaceful neighborhood. The property has amazing amount space to accommodate our large family. We enjoyed eating on the patio, swimming in the pool, kayaking and playing pickle ball. We hope to come back just to vacation here!"
The price is SAR 2,359
SAR 5,392 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (180)
"Charming spot in the heart of Annapolis, just a few moments walk from anything you might need."
Directly Across from Gate One & Steps from the Waterfront
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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