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Check prices for these dates

Next weekend
16 May - 18 May
In two weeks
23 May - 25 May
In one month
6 Jun - 8 Jun
In two months
4 Jul - 6 Jul

Featured Condo Rentals in Grasonville and around

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
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, (271)
"Great location. Clean and very roomy!"
Annapolis Condominium in the heart of the historic center
Book for CW 2025 Walk to Main Street restaurants and shops from waterfront Condo w Pool and Parking
Point of interest

Book for CW 2025 Walk to Main Street restaurants and shops from waterfront Condo w Pool and Parking

10.0 out of 10, Exceptional, (16)
"Absolutely perfect. Wonderful location. Beautiful property. Great staff made the weekend easy. "
Book for CW 2025 Walk to Main Street restaurants and shops from waterfront Condo w Pool and Parking
Beautiful Condo - Water View Near City Dock
Outdoor dining

Beautiful Condo - Water View Near City Dock

9.6 out of 10, Exceptional, (145)
"We came up for the bowl game in Annapolis and this place offered a great place to stay near downtown and access to anywhere! The condo offered a clean comfortable place with all you need so close. "
Beautiful Condo - Water View Near City Dock
Prime Viewing for Blue Angels -Rooftop Deck and Water Views of Spa Creek!
Pool

Prime Viewing for Blue Angels -Rooftop Deck and Water Views of Spa Creek!

10.0 out of 10, Exceptional, (9)
"great stay and great communication short walk to everything"
Prime Viewing for Blue Angels -Rooftop Deck and Water Views of Spa Creek!
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, (54)
"We have stayed in this building 3 times, and the location and the set up of the units are excellent. The complex is safe, quiet and is in a great location. It also is very accessible for handicap and having a secure parking spot is advantageous. "
Chic Condo w/ Balcony in the Heart of Annapolis!
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, (9)
"We came for a few days of the Annapolis boat show. Loved the location. Bed is super comfortable and tv easy to watch. Couch comfy and place had everything we needed. Would stay again for sure"
Water-view condo with rooftop pool & balcony - minutes from downtown
Kent Island Waterfront Cottage
Beach

Kent Island Waterfront Cottage

9.4 out of 10, Exceptional, (8)
"Spent the weekend with the family here. Really great location and the place was very comfortable. Thoroughly enjoyed our stay."
Kent Island Waterfront Cottage
Waterfront 2-Bedroom Condo on Spa Creek
Interior

Waterfront 2-Bedroom Condo on Spa Creek

10.0 out of 10, Exceptional, (8)
"We had such an amazing time. It had a beautiful view and easy to walk everywhere :)"
Waterfront 2-Bedroom Condo on Spa Creek
Delightful little Historic District gem - for the antique lover and history buff.
Fridge, microwave, oven, stovetop

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.
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.
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Other property types in Grasonville

Cass-N-Reel Luxury Houseboat
Smart TV

Cass-N-Reel Luxury Houseboat

10.0 out of 10, Exceptional, (26)
"We really enjoyed our stay. Looking forward to staying again!"
Cass-N-Reel Luxury Houseboat
Kent Island Waterfront | Pool | Outdoor Dining | Stunning View | Private Dock
Pool

Kent Island Waterfront | Pool | Outdoor Dining | Stunning View | Private Dock

8.0 out of 10, Very good, (6)
"Rented the property for a 4-day weekend. House is well equipped and comfortable for a large group. Outside property is wonderful w pool, large grass lawn and boat dock w kayak. Great sunsets. Great neighborhood to run or bike. Lots of food options. Owners make you feel welcome."
Kent Island Waterfront | Pool | Outdoor Dining | Stunning View | Private Dock
Cass-Away Luxury Houseboat
Smart TV

Cass-Away Luxury Houseboat

10.0 out of 10, Exceptional, (93)
"This is a great getaway place!! Very nice on the water. Lots to do in the area! Tiki Bars restaurants must stop while traveling or vacationing!"
Cass-Away Luxury Houseboat
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.

Frequently asked questions

Why book your condo in Grasonville with Expedia?
Getting away shouldn’t be hard, so if you’re chasing condos at a competitive price, Expedia has you covered. Save money and choose something small and affordable, or splurge on a high-end condo and treat your loved ones. Our search filters make it a breeze to secure a property in Grasonville that suits your needs.
How can I find cheap condos in Grasonville?
The quickest way to track down cheap condos in Grasonville is with Expedia’s user-friendly filter tool. Fine-tune your search results by budget, star rating and amenities to grab awesome rates in a couple of clicks.
What is there to do in Grasonville near my condo?
If you’re eager to fill up your itinerary in Grasonville, be sure to stop by Chesapeake Bay Environmental Centre. It’s a hit among locals and visitors alike.