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Entire home

Kent Island Waterfront | Game Room | Private Dock | Pet Friendly

Vacation home in Grasonville with a fitness center

Photo gallery for Kent Island Waterfront | Game Room | Private Dock | Pet Friendly

Interior
Interior
Dining
Interior
TV, DVD player
Escape to the serenity of Maryland's Eastern Shore at Windward Cove. Unwind in spacious rooms, enjoy waterfront views from the backyard deck, or challenge friends to a game of pool. Explore local crab houses and restaurants or take a quiet stroll along Little Greenwood Creek.

Reviews

9.2 out of 10
Wonderful

Entire home

4 bedrooms3 bathroomsSleeps 8324 sq m

Popular amenities

  • Washer
  • Dryer
  • Kitchen
  • Barbecue grill
  • Outdoor Space
  • Pet friendly

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Kent Island Waterfront | Game Room | Private Dock | Pet Friendly

Spacious Home on Little Greenwood Creek Within Short Drive to Annapolis and Local Kent Island Beaches

Only a short drive from Washington, D.C., Baltimore, and Annapolis, enjoy the serenity of Maryland's Eastern Shore from the comfort of Windward Cove. This home is outfitted with entertainment and enjoyment in mind: waterfront views, a backyard deck, home gym, pool table, and big, spacious rooms.

Local crab houses and restaurants are within easy access while the neighborhood location offers a quiet escape. Explore the extensive Cross Island Trail, which is located nearby and covers 6.5 miles from the Kent Narrows to the Chesapeake Bay.

PROPERTY FEATURES:

Waterfront: Little Greenwood Creek
Dock: 40ft dock, 2ft MLW, water and electricity.
Water Toys: 1 tandem kayak is available for guest use. To ensure proper life jacket sizing, please bring your own or we can recommend a local rental agency.
Fireplaces: 1 gas.
Grill: Propane grill. Propane is provided.
Pet Friendly: This is a pet friendly rental.
WiFi: Please note that the rural nature of the area may limit data access. Some of our properties can experience slow internet speeds.

BED SIZES:

Queen - 1 / Queen - 1 / King - 1 / Queen - 1 /

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • DVD player
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Deck
  • Dock
  • Garden

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • Near the bay

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Gym
  • Kayak

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Garden
  • Unit size: 3,485 square feet

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  • Washer
  • Dryer
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Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

86
Vrbo Property

About the neighborhood

Map
Grasonville, MD

What's nearby

  • Queenstown Premium Outlets - 17 min drive - 12.3 km
  • Chesapeake Bay Environmental Center - 17 min drive - 10.0 km
  • Queenstown Harbor Golf Club - 18 min drive - 13.0 km
  • Chesapeake Bay Bridge - 33 min drive - 30.5 km
  • U.S. Naval Academy - 49 min drive - 48.2 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 32 min drive

Restaurants

  • ‪Wawa - ‬15 min drive
  • ‪Royal Farms - ‬17 min drive
  • ‪The Jetty Restaurant & Dock Bar - ‬16 min drive
  • ‪7-Eleven - ‬13 min drive
  • ‪A Little Lovely Coffee House - ‬17 min drive

Frequently asked questions

Is Kent Island Waterfront | Game Room | Private Dock | Pet Friendly pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Kent Island Waterfront | Game Room | Private Dock | Pet Friendly?

Check-in begins at 4:00 PM.

What time is check-out at Kent Island Waterfront | Game Room | Private Dock | Pet Friendly?

Check-out is at 10:00 AM.

Where is Kent Island Waterfront | Game Room | Private Dock | Pet Friendly located?

Situated in Grasonville, this vacation home is within 9 mi (15 km) of Chesapeake Bay Environmental Center, Queenstown Premium Outlets, and Chesapeake Exploration Center. Queenstown Harbor Golf Links and Queenstown Harbor Golf Club are also within 9 mi (15 km).

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Kent Island Waterfront | Game Room | Private Dock | Pet Friendly Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 8 out of 12 reviews
Rating 8 - Good. 3 out of 12 reviews
Rating 6 - Okay. 1 out of 12 reviews
Rating 4 - Poor. 0 out of 12 reviews
Rating 2 - Terrible. 0 out of 12 reviews

9.4/10

Cleanliness

Reviews

8/10 Good

c b.

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

Relax

Had friends and family stay for 4 days. Nice house and dock.
Stayed 4 nights in Jul 2025

10/10 Excellent

Dawn F.

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

Quiet and relaxing

Beautiful property! Would highly recommend for a family to reacquaint and relax!
Stayed 4 nights in Aug 2024

8/10 Good

T W.

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

Birthday Gathering

Lovely serene home in a quiet neighborhood. Peaceful view of lakefront property. Only thing internet was a bit spotty at times and grill is rusty otherwise a great stay from the hustle and bustle of the city .
Stayed 3 nights in Jul 2024

10/10 Excellent

David H.

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

lovely place

i'm not sure why the fees are 39% - 2x other similar properties. i found this really grating.
Stayed 4 nights in Apr 2024

8/10 Good

Michael O.

Liked: Check-in, communication, location, listing accuracy

Friends' reunion

We are three old friends who get together two or three times a year to hang out and prepare good food. This place was mostly okay for the three of us but if there were many more some parts of it would not have worked very well. No place for 5 or more to sit comfortably in front of main TV. The Weber grill needs to be either thrown away or totally rebuilt: the burners are rusted out and as a result I could not get the gas to vaporize properly and give a blue flame--instead there are yellow flare-ups from places where the burners are rusted out and emitting to great a supply of gas. it became almost impossible to prepare BBQ properly. Also the flavorizer bars are totally rusted out and in one or two places they are collapsed into the burners, making an already difficult job impossible. The screened-in outdoor porch would have been nice to use as there were a number of insects flying around but it was filthy and had obviously not been washed in a long time, so we did not get to use it. The rooms were comfortable and the kitchen adequately provisioned. The rug under the dining table is a menace as two corners are curled up and are definite trippers, easy to miss when serving food from kitchen to table, etc. We put large objects on them to serve as obstacles. On a scale of 1 to 10 I would give it a 6 to 7 at best. With some care it could be a 9.
Stayed 3 nights in Oct 2022

10/10 Excellent

Sharon P.

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

Grasonville Home

Perfect house for family vacation. We enjoyed long family dinners at large table which then became our game night table - when we weren’t downstairs in the game room having ping pong and pool tournaments. Easy drive to beaches and Annapolis. Large back yard and screened in porch made for early morning and late evening enjoyment.
Stayed 7 nights in Jul 2022

6/10 Okay

jen s.

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

Reunion week

Beautifully house. Lots of space. Lovely backyard. Really enjoyed screened porch.
Stayed 7 nights in Jul 2022

10/10 Excellent

Stacy B.

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

Perfect Serene Retreat!

We were in town for a wedding and could not imagine a more perfect place to stay! The beautifully landscaped backyard and water view made for relaxing peaceful evenings on the screened in deck. It was perfect!
Stayed 3 nights in Jun 2022

10/10 Excellent

Sean R.

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

Wonderful stay on the Eastern Shore

Great property - massive lot with gorgeous, tree lined drive. Plenty of room for a multi generational family gathering of 8. Screened in porch with fire pit was perfect for the evenings. Huge basement and amazing kitchen. Wonderful, peaceful getaway. Property manager extremely responsive. Would stay again in a heartbeat.
Stayed 3 nights in Sep 2021

10/10 Excellent

Betsy W.

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

Great Getaway

We had a wonderful week connecting with family at Windward Cove. The house is very comfortable. We very much enjoyed the kayaks and the screened porch with the firepit.
Stayed 6 nights in May 2021

10/10 Excellent

Peg S.

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

Lovely getaway

Antsy to get away postCOVID so opted to visit old haunts around Kent Island. Got to visit friends & eat in some favorite restaurants. House was immaculate and WAY MORE than the 2 of us needed but still felt warm & cozy. Fitness room is the best! Had a couple questions & received prompt responses from property mngmt company. Well stocked kitchen & cleaning supplies.
Stayed 3 nights in Apr 2021