Located in Stevensville, this guesthouse is on the waterfront. Queenstown Premium Outlets and Annapolis City Dock are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Chesapeake Bay and Matapeake 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 mountain biking and hunting.
Chesapeake Exploration Center - 10 min drive - 8.1 km
Getting around
Easton, MD (ESN-Easton - Newnam) - 34 min drive
Restaurants
Chick-fil-A - 6 min drive
McDonald's - 7 min drive
McDonald's - 3 min drive
Cracker Barrel - 20 min walk
Starbucks - 7 min drive
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 11:00 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
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 10 May 2026, prices found for a 1-night stay for 2 adults at Island Life! Kent Island Waterfront with Pool-Bring your boat! on 10 May 2026 start from AU$531, 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 11:00 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
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The place is so nice .. have a lot things can do ! The owner is so helpful and they give you a peace and privacy .. will book this place again on summer for sure
We loved this spot to spend time with our Midshipman! Kent Island is wonderful. The home is spotless, comfortably furnished, and had everything we could want. We enjoyed walking the property and want to go back when the weather is warmer.
Absolutely amazing property with superb host! The place is packed with "little" details that anyone would need! Such a clean place and peaceful property! Highly recommend!Also, this place is nestled in a country-like setting but so conveniently close to nearby eats and Target! Cannot say enough about the communication with the host and overall stay!
We had a wonderful stay at John’s place - it was absolutely beautiful and the property was wonderful. John was very responsive and the listing was exactly as pictured!
This house exceeded our expectations! The property is absolutely gorgeous, and the home is spacious, clean, and had everything we needed. We stayed here for my wedding weekend with our bridal party and it was perfect. Thank you, John!
We rented the property for extended family to stay during our son’s wedding weekend and it was perfect. Beautiful property and plenty of space and amenities. John was very helpful and so easy to work with. I’d love to go back for a quiet, relaxing vacation! Highly recommend!
Beautiful place! Had everything there for a great vacation!
The place was very clean , had all the things in the home to make your stay wonderful!!!! Kitchen stocked with cooking equipment, towels for the pool, and the was owner was a great host.
Place was clean! Hot tub was great! Only thing that would have been nice to know is that the home is above a garage that the owners actively use. During the night cars were moved from garage under us.
This was our first VRBO experience and it was wonderful. The rental provided more than our expectations. It was a beautiful site and extremely clean.The host was friendly, kind and easily reachable. We highly recommend this rental location and host and will check here first for future trips to this area.
Great property and John is truly an amazing host! We enjoyed all aspects of the property from the very comfortable and clean house, kayaks, pool, dock and hot tub. Can’t wait to return!
We had a great stay at this vacation home. From the time we booked the vacation, communication with the host, John, was great. He is very responsive.The home exceeded our expectations. This location is beautiful, and we enjoyed exploring, swimming in the gorgeous pool, and spending time relaxing with family on the wraparound porches.We would definitely like to stay here again in the future.