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Grasonville Home w/ Private Pool on the Water

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Grasonville Vacation Rental | 3BR | 2BA | Stairs Required for Access
Living Room | Keyless Entry | Free WiFi
Living Room | Central A/C | Smart TV
Living area
Sunroom | Gas Fireplace

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 8185.8 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Grasonville, MD
  • Place, Queenstown Premium Outlets
    ‪4 min drive‬
  • Place, Chesapeake Exploration Center
    ‪5 min drive‬
  • Place, Queenstown Harbor Golf
    ‪5 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪23 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2 (Murphy Room)

1 Queen Bed

Bedroom 3 (Treehouse)

1 Queen Bed and 2 Single Beds

2 bathrooms

Full Bathroom

Full Bathroom

Spaces

Deck or patio
Kitchen
Separate dining area

About this property

Grasonville Home w/ Private Pool on the Water

Become enveloped by Maryland hospitality when you stay at ‘The Winchester,’ a gorgeous home right on the water. With stunning features both inside and out, this 3-bedroom, 2-bath vacation rental has everything you need for a relaxing trip to the East Coast. Relax in the bright interior and enjoy the fully equipped kitchen or the Smart TVs. You can enjoy the seasonal pool or head out onto the water for some outdoor fun. The surrounding towns also have lots to do from dining to shopping and more!

-- THE PROPERTY --

Walk to Beach & Playground | 2,000 Sq Ft | Dock | Stainless Steel Appliances

Bedroom 1: King Bed | Bedroom 2 (Murphy Room): Queen Murphy Bed | Bedroom 3 (Treehouse): Queen Bed, Twin Bunk Bed

OUTDOOR LIVING: Private pool (Memorial Day - Labor Day, depth 4'), gas grill, furnished patio, outdoor dining area, fire pit (firewood provided), gazebo, life vests, private pier w/ boat dock, crab traps & live box
INDOOR LIVING: Smart TVs, 2 dining tables, gas fireplace (available in colder months), walk-in closet
KITCHEN: Breakfast bar w/ seating, dishwasher, refrigerator, stove/oven, microwave, drip coffee maker, Crockpot, blender, toaster, spices, cooking basics, dishware & flatware, high chair
GENERAL: Free WiFi, central A/C, linens/towels, washer/dryer, ceiling fans, hair dryers, hangers, iron/board, trash bags & paper towels, 3 exterior security cameras
FAQ: Stairs required for access, bedroom & bathroom on 1st floor
PARKING: Driveway (4 vehicles), carport (1 vehicle)

-- THE LOCATION --

OUTDOOR ADVENTURE: Winchester Creek (on-site), Long Point Park (1.1 miles), Jackson Creek Landing (1.2 miles), Grasonville Park (1.2 miles), Ewing Pond Park (2.0 miles), Kent Narrows Public Boat Ramp (3.3 miles), Ferry Point Park (3.4 miles), Queenstown Harbor Golf (4.9 miles), Old Love Point Park (7.0 miles), Terrapin Nature Park (7.6 miles), Washington Hunters Oak Country Club (7.9 miles), Mowbray Park (8.2 miles), Queen Anne's County Parks (8.8 miles), Matapeake Park (9.3 miles), Kentmorr Marina (12.2 miles), Sandy Point State Park (12.7 miles)
AREA ATTRACTIONS: Watermen's Monument (2.4 miles), Chesapeake Bay Environmental Center (2.6 miles), Stevensville Historic District (6.4 miles), Old Wye Mill (9.5 miles), Chesapeake Bay Maritime Museum (31.9 miles), Six Flags America (38.0 miles)
Washington D.C. (49.1 miles): Arlington National Cemetary, Ford’s Theater, National Gallery of Art, Smithsonian National Air and Space Museum, Smithsonian National Museum of Natural History, United States Holocaust Memorial Museum, National Museum of African American History and Culture, Washington Monument, United States Capitol, World War II Memorial, Lincoln Memorial, Vietnam Veterans Memorial, Korean War Veterans Memorial
GOOD EATS: La Piazza Pizza & Italian Restaurant (1.3 miles), Hunter's Seafood and Market (1.4 miles), Fisherman's Inn Restaurant (2.5 miles), The Narrows Restaurant (2.5 miles), The Jetty (2.5 miles), Bridges Restaurant (2.5 miles), Fisherman's Crab Deck (2.6 miles), Harris Crab House (2.6 miles), Adams Grille & Tap House Kent Island (4.3 miles)
AIRPORT: Baltimore/Washington International Thurgood Marshall Airport (36.8 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: The property requires stairs to access
- NOTE: Your safety matters. This property features 3 exterior security cameras: 1 camera is located on the front of the house facing the door and pool area, 1 camera is facing the driveway entrance, and 1 camera is facing the rear side of the carport and driveway. The cameras are outward facing and do not look into interior spaces. The cameras actively record both video and sound

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Grasonville

Located in Grasonville, this holiday home is on the waterfront. Chesapeake Bay Environmental Center and Matapeake State Park reflect the area's natural beauty and area attractions include Paul Reed Smith Guitars and Rufus M and Loraine Hall Todd Performing Arts Center.
View more Holiday homes in GrasonvilleOpens in a new window
Map
Grasonville, MD

What's nearby

  • Queenstown Premium Outlets - 4 min drive - 5.6 km
  • Chesapeake Exploration Center - 5 min drive - 5.6 km
  • Queenstown Harbor Golf - 5 min drive - 6.2 km
  • Chesapeake Bay Environmental Center - 6 min drive - 4.9 km
  • Paul Reed Smith Guitars - 9 min drive - 12.3 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 25 min drive

Restaurants

  • ‪Wawa - ‬3 min drive
  • ‪Royal Farms - ‬7 min drive
  • ‪Chick-fil-A - ‬8 min drive
  • ‪7-Eleven - ‬15 min walk
  • ‪Starbucks - ‬6 min drive

Frequently asked questions

Is Grasonville Home w/ Private Pool on the Water pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Grasonville Home w/ Private Pool on the Water?

As of 28 Mar 2026, prices found for a 1-night stay for 2 adults at Grasonville Home w/ Private Pool on the Water on 2 Apr 2026 start from AU$561, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Grasonville Home w/ Private Pool on the Water?

On-site parking is available at the property.

What time is check-in at Grasonville Home w/ Private Pool on the Water?

Check-in begins at 4:00 PM.

What time is check-out at Grasonville Home w/ Private Pool on the Water?

Checkout is at 10:00 AM.

Where is Grasonville Home w/ Private Pool on the Water located?

Situated on the waterfront, this holiday home is 2.5 mi (4.1 km) from Chesapeake Bay Environmental Center and within 6 miles (10 km) of Chesapeake Exploration Center and Queenstown Premium Outlets. Queenstown Harbor Golf and Island Dog Park are also within 9 miles (15 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 22 out of 24 reviews
Rating 8 - Good. 2 out of 24 reviews
Rating 6 - Okay. 0 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kaylie Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was wonderful, the house was roomy and the pool was FANTASTIC
Stayed 3 nights in Jul 2025
From a partner site

10/10 Excellent

John

Amazing vacation

We had an amazing time. The house was beautiful. It was clean. It was comfortable. We hated to leave. The folks were so nice there and great food and all the little towns and restaurants.
From a partner site

10/10 Excellent

Gillian

Oasis of calm. Fab pool.

Loved the property. The views were lovely and the pool and kayaks kept us all entertained.The house itself was quirky and had all the modcons that you would need and lots of supplies to keep us going!Would highly recommend for a quiet break!
Verified

8/10 Good

David W.

Liked: Cleanliness, check-in, communication, location

MD Wedding

Location was great for our stay
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Clare H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great, clean spot

Super clean conveniently located.
Stayed 3 nights in Oct 2023
Verified

8/10 Good

joe t.

Liked: Cleanliness, check-in, communication, location, listing accuracy

beautiful spot

the only thing we missed was a swimming beach, everything else was real nice. close to many good restaurants !
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

C G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

We were in town for a family wedding. The house was spotless, well-stocked and centrally located for our trip. We recommend the property and would come again!
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Sharon W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Perfect Getaway!!

My husband and I enjoyed our weeklong visit at this "Exquisite" home! It offered all that we wanted and more! Scott made our vacation the "best ever"!! We look forward to returning soon!!
Stayed 7 nights in Jun 2024
From a partner site

10/10 Excellent

Aarti

Gorgeous views

We had a great stay. The house was very comfortable and had everything one could need. Clean linens. Done up with a great aesthetic sensibility. The view was fantastic. Everything was just perfect!
Verified

10/10 Excellent

Mariellen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Winchester stay

My sisters & their husbands and my husband & myself had a wonderful stay at the Winchester,.location was great & close to the wedding venue & very convenient to various restaurants. Out host was wonderful & very responsive & friendly. The house was beautifully appointed & comfortable to stay
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Manuelita T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

VERY NICE!

Very nice property!
Stayed 2 nights in Apr 2023
Verified

10/10 Excellent

Lexy S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time!

It was awesome, the pool and view were amazing! Thanks so much!
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Jennifer N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Time in Grasonville

We had a great stay! Scott was a fabulous host and answered all of our questions. The location was perfect and the home was well equipped for all of our needs. Will definitely be back!
Stayed 7 nights in Aug 2024
Verified

10/10 Excellent

camila l.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome time every year

We started an annual tradition to rent this house with friends. Love the property, beautiful views and great location. Making great memories that will last a lifetime. Thank you for allowing us to use your beautiful home! :)
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

R M H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall wedding

We stayed at this place for a family wedding at the nearby beach club. In addition to be a convenient location, the views from the house and property were stunning. The style inside the house was quite eclectic which gave it wonderful charm. Coming back at night gave us fits trying to find the driveway but that was a small price to pay for such a great house.
Stayed 3 nights in Oct 2024
Verified

10/10 Excellent

Marion R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Vacation

Everything about this house is perfect. It is just as it is pictured. The pool was a nice addition as the temperature and humidity soared during our vacation. Purple martins, herons, and of course seagulls made for great entertainment. Lovely views of the sunrise. The owners are so very nice and responded quickly to our questions.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Kristy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing getaway - stunning views & home

What can we say, this surpassed our expectations all around! The listing was accurate and the home had everything we needed for a wonderful vacation. Swimming in the backyard pool, grilling, fishing on the pier, bike riding (cross island trail), relaxing dinners - all right there! The home was perfect for our family of 4 - the pool was especially a hit with the kids. All communications were prompt. We hope to be back!!
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Jessica B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Friends Weekend

We had a wonderful time in Grasonville. The property was very clean and well maintained. Views from the home were serene as most rooms have views of the water which we absolutely loved. Another perk of the home is its proximity to surrounding attractions. Our group felt like we were secluded enough but could easily get something in town if needed. We didn’t need much since the home was well stocked. When we contacted the host about a question, they responded quickly. We would definitely stay again.
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Ari L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A clean, curated and comfortable getaway

This meticulously maintained house on the water is a perfect getaway for a couple or small family. Scott is a gracious and conscientious host that is 100% available and 0% overbearing. There are so many nice touches, like the 2 binoculars intended for viewing the wide variety of fowl and wildlife. The backyard has an elaborate birdhouse which houses the indigenous and captivating Purple Martins. The furniture and fixtures are eclelectric (in a good way) and everything is clearly labelled. The appliances are all top-of-the line and there is both a carafe coffee maker as well as a Keurig (there were even some Peet's K-Cups awaiting us ...and we left our own selection for the next guests). The linens and towels were all clean and the bedding very comfortable. A market and shops close by make it easy to pickup anything else we needed. Watching the sunrise over the water from the serene dock was the icing on the cake. 5/5 Star for the Winchester House in Graysonville.
Stayed 3 nights in May 2023
Verified

10/10 Excellent

camila l.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great getaway

This was a beautiful home. We enjoyed being out in the backyard, made a fire in the outdoor fire place. Beautiful sunrise and sunsets. Convenient to have towels and sheets provided. Definitely interested in coming back in the future.
Stayed 2 nights in Nov 2022
Verified

10/10 Excellent

David G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family

Great place very clean neat and well stocked. Would stay here again.
Stayed 3 nights in Oct 2022
Verified

10/10 Excellent

Cherrie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

GREAT PROPERTY, wish you were staying dog-friendly!

I was happily greeted with a beautiful home on a dock outside of Annapolis, and the property was nothing short of spectacular! Awesome fenced in yard, water access, and great house with all the amenities. The only thing I would change is the weather (we were there with remnants of hurricane ian), but despite the wind and rain, the house provided a lovely restful girls weekend! We are sad we can't return as we only travel with our pups! Thank you for a perfect getaway!
Stayed 4 nights in Sep 2022
Verified

10/10 Excellent

Karen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property in the Chesapeake Bay Area

We had a wonderful weekend at this beautiful property in the Chesapeake Bay area. It was our first time in the area. The house was very well appointed, and great for our small family gathering. Everything both indoors and outdoors was well thought out, from plenty of seating and table space to the loaded kitchen that had everything we needed to very comfortable beds. The views of the water from almost every room in the house was lovely and the outdoor living space was fabulous. We especially enjoyed the lap pool and the Adirondack chairs - perfect for enjoying a glass of wine at sunset. Highly recommend this property!
Stayed 2 nights in Sep 2022
Verified

10/10 Excellent

Karine

Stayed 2 nights in May 2024

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