Photo by Patricia Knorr

Search Condo Rentals in Chester

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Compare 12 Condo Rentals in Chester with updated reviews, rates, and availability.

Waterfront 2-Bedroom Condo on Spa Creek
10.0 out of 10, Exceptional, (4)
"Great location! Lots of extra items . "
Waterfront 2-Bedroom Condo on Spa Creek
Annapolis Condominium in the heart of the historic center
9.8 out of 10, Exceptional, (264)
"Great location, clean, excellent communication with owner. Everything we needed for a perfect trip to Annapolis."
Annapolis Condominium in the heart of the historic center
Eastport Condo in Building with Rooftop Water Views of Spa Creek!
10.0 out of 10, Exceptional, (9)
"We enjoyed our visit with our son at USNA. Easy walk to DTA and great restaurants in Eastport. View from rooftop was spectacular!! Beds were comfortable."
Eastport Condo in Building with Rooftop Water Views of Spa Creek!
Downtown Annapolis Condo w/ Free Parking + Coffee
10.0 out of 10, Exceptional, (16)
"Very nice location and nice apartment!"
The price is AED 437
AED 1,193 total
includes taxes & fees
7 Nov - 8 Nov
Downtown Annapolis Condo w/ Free Parking + Coffee
Walk to Main Street from Waterfront Condo w Pool and Parking
10.0 out of 10, Exceptional, (14)
"The property was outstanding in proximity to the USNA and downtown Annapolis. We were able to walk to a fabulous bakery and good restaurants. The apartment was well appointed. The King-sized bed was exceptionally comfortable. We will return to this location!"
Walk to Main Street from Waterfront Condo w Pool and Parking
Beautiful Condo - Water View Near City Dock
9.6 out of 10, Exceptional, (136)
"The location was great with lots of restaurants and bars within walking distance. We came to see the Halloween concert at USNA and the condo is in the best location to walk Eastport and old town Annapolis. I chose this condo because of the rooftop (although we didn't take advantage of it) and the easy parking. I would recommend this property."
Beautiful Condo - Water View Near City Dock
Chic Condo w/ Balcony in the Heart of Annapolis!
9.8 out of 10, Exceptional, (48)
"Our accommodations were very clean. We’re 4 Senior Citizens using canes so we were thankful for the elevator and the parking spot in the garage. We did feel that the bathrooms were lacking in facilities to hang robes, clothing and wet towels and wash cloths. In the second bathroom it was difficult to get into the tub to shower because there were no safety rails. The beds were very comfortable and we made good use of the ceiling fans. The entrance into and out of the garage was difficulty...
Chic Condo w/ Balcony in the Heart of Annapolis!
Kent Island Waterfront Cottage
9.2 out of 10, Wonderful, (7)
"We needed to de-stress and this bay-side home gave us all the peace and quiet we needed. It sits on a huge grassy lawn that slopes down to a dock. Geese and osprey kept us company, while motor noise was almost non-existent. It is still close to many amenities and historic towns, but tucked away from the hustle and bustle. There were a few things that needed attention, and Julie, the property manager, responded right away with great courtesy. We loved our stay. "
Kent Island Waterfront Cottage
Water-view condo with rooftop pool & balcony - minutes from downtown
9.2 out of 10, Wonderful, (9)
"I recently stayed at the USNA Getaway in Annapolis, MD, and it was fantastic! The location is perfect, right near the Naval Academy and downtown Annapolis. The property is immaculate and beautifully furnished, with a cozy living area, fully equipped kitchen, and a lovely outdoor patio. The bedroom was spacious and super comfortable. The host was incredibly responsive and made sure I had everything I needed. Check-in and check-out were smooth and easy. I highly recommend the USNA Getaway for...
Water-view condo with rooftop pool & balcony - minutes from downtown
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.
Unbelievable beach views for 6
2.0 star property
10.0 out of 10, Exceptional, (2)
"Very nice place in a great location!!!"
Unbelievable beach views for 6
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 Chester

Kent Island Time - Enjoy Kent Island Waterfront-Pet Friendly!
10.0 out of 10, Exceptional, (8)
"Overall it was a wonderful stay for me and 4 of my friends. Plenty of space for everyone to spread out and enjoy the wonderful view of the water while we were between wedding events. The home was off the beaten path, which added to the relaxing feeling of the house. Also it was never more than a 20 min drive to get to our events accross the island. The host was very responsive and more than accommodating for my group. The only very minor suggestion I'd like to make is that the trash in the...
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, (19)
"Our annual girls weekend was held at this property. The house was perfect. there were enough beds and Comfortable relaxing places to sit and view the lake relax around the pool Or just sit quietly and read a book. The property manager, Erin Was so helpful through the entire process And I do think the pictures did not do justice to the lovely appointed decor. "
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, (200)
"Incredible location! The process was easy and the house completely suited our needs! We would definitely stay again!"
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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