Grasonville Vacation Rentals

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Our top choices for Grasonville vacation rentals

9.6 out of 10, Exceptional, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is ¥39,530
¥66,540 total
includes taxes & fees
Jan 20 - Jan 21
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed the stay"
United States
Kedra B.
The price is ¥20,753
¥57,728 total
includes taxes & fees
Jan 20 - Jan 21
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
The price is ¥24,904
¥67,326 total
includes taxes & fees
Jan 20 - Jan 21
FLOHOM 14 Luxury Houseboat with Chesapeake Bay Panoramic Views
The price is ¥341,539
¥494,084 total
includes taxes & fees
Jan 20 - Jan 21
Luxurious 50 ft. Fountaine Pajot Saba. Six Cabin six head layout.
9.6 out of 10, Exceptional, (108 reviews)
"We had a lovely visit. It was nice and quiet and parking was perfect."
United States
Anne D.
The price is ¥15,654
¥25,116 total
includes taxes & fees
Jan 20 - Jan 21
First Floor Studio Apartment in Historic Chestertown
9.8 out of 10, Exceptional, (43 reviews)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is ¥10,075
¥37,664 total
includes taxes & fees
Jan 20 - Jan 21
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
9.6 out of 10, Exceptional, (32 reviews)
"Nice and peaceful stay for a quick local getaway. "
United States
Anthony R. M.
The price is ¥10,075
¥37,496 total
includes taxes & fees
Jan 21 - Jan 22
Charming Coastal/Country Home w/3 Acres & Sauna!

Vacation Home in Denton

Turnbridge Manor
9.8 out of 10, Exceptional, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is ¥56,923
¥96,374 total
includes taxes & fees
Jan 20 - Jan 21
Turnbridge Manor
10.0 out of 10, Exceptional, (17 reviews)
"Clean, comfortable and convenient! "
United States
Jill J.
The price is ¥18,627
¥45,346 total
includes taxes & fees
Jan 20 - Jan 21
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Vacation Home in Rock Hall

BAYSIDE BUNGALOW
10.0 out of 10, Exceptional, (52 reviews)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is ¥31,624
¥47,768 total
includes taxes & fees
Jan 20 - Jan 21
BAYSIDE BUNGALOW
9.6 out of 10, Exceptional, (22 reviews)
"Excellent Property"
United States
Buu T.
The price is ¥56,923
¥105,090 total
includes taxes & fees
Jan 20 - Jan 21
Chesapeake Cottages- 2 Quaint Waterfront Retreats
10.0 out of 10, Exceptional, (8 reviews)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is ¥31,165
¥70,580 total
includes taxes & fees
Jan 26 - Jan 27
HGTV quality, private guest suite, country getaway with hot tub & fire pit
9.8 out of 10, Exceptional, (11 reviews)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is ¥33,442
¥79,403 total
includes taxes & fees
Feb 2 - Feb 3
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
9.4 out of 10, Exceptional, (36 reviews)
"Just as advertised. Clean and quiet."
United States
Robert B.
The price is ¥18,500
¥48,489 total
includes taxes & fees
Jan 20 - Jan 21
Large 2 bedroom house with private parking in a nice neighborhood
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"Great location to walk to Navy game. Good space and great communication with property owner."
United States
Rebecca G.
The price is ¥57,492
¥85,010 total
includes taxes & fees
Jan 20 - Jan 21
Fabulous 5-bedroom house with AC in charming Annapolis

Vacation Home in Historic District

Fisher House: Steps From USNA + Covered Parking!
10.0 out of 10, Exceptional, (14 reviews)
"Great house and location. Great communication. We had a great time there!"
United States
Barbara S.
The price is ¥51,389
¥128,703 total
includes taxes & fees
Feb 2 - Feb 3
Fisher House: Steps From USNA + Covered Parking!
10.0 out of 10, Exceptional, (81 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is ¥32,731
¥65,433 total
includes taxes & fees
Jan 20 - Jan 21
Waterfront Oasis of Annapolis Star
10.0 out of 10, Exceptional, (4 reviews)
"Would stay here again "
United States
Thomas D.
The price is ¥24,477
¥70,084 total
includes taxes & fees
Jan 25 - Jan 26
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side
2.0 star property
The price is ¥12,903
¥35,981 total
includes taxes & fees
Jan 20 - Jan 21
Cute, Cozy 2-bedroom house in near Annapolis with water access
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful property! Water on two sides, lots of outdoor space , we had 11 people from 2-92 years staying for almost a week and had a great time. Wonderful sitting areas and screened porch. We crabbed, kayaked, had a campfire grilled. Relaxing getaway"
United States
Jody P.
The price is ¥70,996
¥118,249 total
includes taxes & fees
Feb 18 - Feb 19
Chesapeake Paradise House-Stunning 6+br4ba Wtrfrnt
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 Grasonville Hotel Reviews

Find out more about Grasonville

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Frequently asked questions

Can I find vacation rentals in Grasonville?

Yes, there are vacation rentals close to top sights in Grasonville, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and marina in Grasonville. Leave plenty of time to check out the shops and beaches during your trip.

What are some of the best vacation rentals that Grasonville has to offer?

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !: You might want to consider this vacation home rental near Grasonville, which is located on the beach and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Grasonville?

Choose from 13 Expedia vacation rentals in Grasonville for a memorable vacation.

What can I see and do in Grasonville?

While exploring the area, visit family-friendly sights like Chesapeake Bay Maritime Museum, or get outside and enjoy nature at Chesapeake Bay Environmental Center. Queenstown Harbor Golf Club and Queenstown Premium Outlets are a couple of places you'll find in the larger area.

What are vacation rentals like in Grasonville?

Vacation rentals are private accommodations you can reserve for a short or long stay in Grasonville. Vacation rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for small groups.