Located in Stevensville, this guesthouse is on the waterfront. Shoppers can check out Annapolis City Dock, while everyone can enjoy the natural beauty of Chesapeake Bay and Sandy Point State Park. Looking to enjoy an event or a game while in town? See what's happening at Alumni Hall or Navy-Marine Corps Memorial Stadium. Discover the area's water adventures with kayaking and waterskiing nearby, or enjoy the great outdoors with hunting and mountain biking.
Chesapeake Exploration Center - 10 min drive - 8.1 km
Getting around
Easton, MD (ESN-Easton - Newnam) - 34 min drive
Restaurants
McDonald's - 7 min drive
McDonald's - 3 min drive
Starbucks - 7 min drive
Hardee's - 7 min drive
Cracker Barrel - 20 min walk
About this property
Island Life! Kent Island Waterfront with Pool-Bring your boat!
Beautiful 2 story secluded private waterfront retreat with shared pool and hot tub access. Bring your boat and tie up to the dock for fishing or sunset cruises. 4ft average water depth at dock. Easy boat rides to local restaurants and historic towns await. 5 minute car ride to Kent Island's great restaurants and wedding venues. Convenient access to Rt 50 and only15 minutes to Annapolis. Great for Bridal parties. Bedrooms: King Bedroom Suite on main floor. Two Queen Bedroom loft area another Bedroom with three (3) full beds. Enjoy everything the Eastern Shore has to offer. The home has interior stair access from garage to the second and third floor living areas. It does not have an elevator. Enjoy the all the conveniences and amenities this home has to offer. A great place to call homebase while you're away and enjoy Kent Island's best restaurants, dock bars and wedding venues. Nestled on 22 acres of private waterfront. Stroll on the pier or catch some crabs. Jump in the pool--relax in the hot tub. Bring your boat! This place has it all.
Need more room? There is a second home on this property listed as VRBO# 4131073 called Island Life 2 which sleeps 8 people!
Location! Location! Location! We perfectly situated near Kent Island finest Restaurants, Dock Bars and Wedding Venues: Kent Narrows: 4.7 miles Chesapeake Bay Beach Club-2.3 miles Kent Island Resort-2.9 miles
Other popular destinations cities are only minutes away: Annapolis- 15 miles Baltimore- 40 miles Washington DC- 45 miles Easton- 30 miles St. Michael's -37 miles
This is a Non-Smoking House. Also No Pets, Parties or Large Groups (12 max).
The Space: This Home is situated on a 22 acre private waterfront estate. Nature lovers will be in their glory with Kent Islands wildlife all around you. Bring the kids bikes--we have a 1/4 mile private drive for the to ride and explore. Bring your boat or catch some crabs off the dock!
The first floor has the Kitchen, Dining Room, Living Room, Half Bathroom, Master Bedroom, Full Bathroom and a Washer/Dryer.
Located on the second floor is Three Bedrooms: Bedroom 2: Loft area with (2) Queen Beds Bedroom 3: Bedroom with (3) Full Beds
Upstairs Bedrooms and Living Room have Smart TV's with streaming services. The House also has WIFI, A/C, Heating, Washer/Dryer, Microwave, Dishwasher, Coffee Maker (Both Keurig and Drip), most common spices for the cooks in the group and a fully outfitted Kitchen with all essentials.
Blankets, pillows, linens and bath towels ARE provided with the home.
Guest Access: You will have full access to the entire house and property, with the exception of the main home and its immediate area, garage, and exterior buildings.
Other Things to Note: - The home has a set of stairs inside the garage which access the main floor of the guest home. There is an interior set of stairs on the interior to reach the upper floor where the additional bedrooms are located. The house has covered wrap around porches on the main level. These areas are private and for your use only. There is a grill in this area too for your use. There is a set of private stairs from the main level on the waterfront side of the home for convenient access to the pool and hot tub area.
Book Today!
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
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Smoking
Smoking is not permitted
Adult supervision is required for pool and hot tub use as well as for children under 13 on the pier..
Important information
You need to know
Property # 1668089vb
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
Safety features at this property include a smoke detector and a deadbolt lock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Frequently asked questions
Does Island Life! Kent Island Waterfront with Pool-Bring your boat! have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Island Life! Kent Island Waterfront with Pool-Bring your boat!?
As of 28 Aug, 2026, prices found for a 1-night stay for 2 adults at Island Life! Kent Island Waterfront with Pool-Bring your boat! on 28 Dec, 2026 start from S$2,238, 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.
Is Island Life! Kent Island Waterfront with Pool-Bring your boat! pet-friendly?
No, pets are not allowed at this property.
How much is parking at Island Life! Kent Island Waterfront with Pool-Bring your boat!?
On-site parking is available at the property.
What time is check-in at Island Life! Kent Island Waterfront with Pool-Bring your boat!?
Check-in begins at 4:00 PM.
What time is check-out at Island Life! Kent Island Waterfront with Pool-Bring your boat!?
Checkout is at 10:00 AM.
Where is Island Life! Kent Island Waterfront with Pool-Bring your boat! located?
Situated on the waterfront, this guesthouse is within 3 miles (5 km) of Paul Reed Smith Guitars, Chesapeake Bay and Northern Chesapeake Bay. Island Dog Park and Matapeake State Park are also within 6 miles (10 km).
Island Life! Kent Island Waterfront with Pool-Bring your boat! Reviews