Island Life! Kent Island Waterfront with Pool-Bring your boat!

Stevensville, Maryland
$487 avg/night
Minimum Stay 3 Nights
Bed 3

Bed

Bath 2

Bath

Home Guest House

Property Type

Sleep 12

Max Sleeps

Night 3 nights

Min Stay

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!

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • MORE

    Smoke-free Property Dryer Fireplace Iron/ironing Board Private Pool
  • OUTDOOR

    BBQ Grill(s) Dock Firepit Garden
  • PARKING

    Onsite Parking Options Include A Garage
  • INTERNET

    Available In All Rooms: Free WiFi Available In Some Public Areas: Internet Access
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Hot Tub Outdoor Pool Playground Shared/communal Pool
  • ACCESSIBILITY

    This Property Does Not Have Elevators
  • GUEST SERVICES

    Laundry Facilities
  • FAMILY FRIENDLY

    Dining Table Kitchen Laundry Facilities Microwave Outdoor Pool Playground Refrigerator Travel Crib
  • ACTIVITIES NEARBY

    Birdwatching Fishing Fitness Center Access Golfing Health/beauty Spa Hunting Kayaking Marina Motor Boating Mountain Biking Outlet Shopping Sailing Swimming Water Skiing Water Tubing Wildlife And Game Walks Windsurfing Winery Tours
  • BEDROOM

    Air Conditioning Bed Sheets Heating
  • BATHROOM

    2.5 Bathrooms Bathtub Hair Dryer Soap Toilet Paper Towels
  • ENTERTAINMENT

    Cable/satellite Channels Smart TV
  • OUTDOOR SPACE

    Balcony
  • FOOD AND DRINK

    Blender Coffee Grinder Coffee/tea Maker Cookware/dishes/utensils Dining Table Dishwasher Ice Maker Kitchen Kitchen Island Lobster/crab Pot Local Meal Delivery Service Microwave Oven Paper Towels Refrigerator

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Availability

Review Review

  • Robert H.

    Submitted Apr 9, 2026

    Stayed Apr 4, 2026

    Everything was in Place we loved it. For what we did was all good i just didn't catch a Fish i didn't gat a bite but i enjoyed early minutes Thanks

  • Karen M.

    Submitted Feb 18, 2026

    Stayed Dec 29, 2025

    What a gorgeous place to stay! We had a wonderful time!

  • Rosina S.

    Submitted Feb 17, 2026

    Stayed Feb 13, 2026

    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.

  • francis t.

    Submitted Jan 7, 2026

    Stayed Dec 24, 2025

    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

  • MICHELLE C.

    Submitted Dec 1, 2025

    Stayed Nov 26, 2025

    My overall experience was good. The host was super helpful and welcoming. The hospitality was impeccable.

  • Katie C.

    Submitted Oct 30, 2025

    Stayed Oct 16, 2025

    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.

  • James R.

    Submitted Oct 27, 2025

    Stayed Oct 22, 2025

    Didn't use the hot tub.

  • Hannah L.

    Submitted Oct 6, 2025

    Stayed Oct 1, 2025

    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!

  • Kimberly C.

    Submitted Sep 29, 2025

    Stayed Sep 25, 2025

    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!

  • Trish S.

    Submitted Sep 23, 2025

    Stayed Sep 17, 2025

    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!

  • Maura M.

    Submitted Aug 22, 2025

    Stayed Aug 7, 2025

    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!

  • Vicki F.

    Submitted Aug 10, 2025

    Stayed Jul 26, 2025

    Beautiful and private property. Close to grocery stores and restaurants. Lots of things to do. The hosts were very welcoming and made us feel at home.

  • Michelle K.

    Submitted Jul 26, 2025

    Stayed Jul 17, 2025

    My family and I thoroughly enjoyed our stay. The house was clean and inviting when we arrived. My grandchildren loved the pool and hot tub. The location was also a plus. Close to a grocery store and my granddaughters favorite, Target! We also enjoy going into Annapolis. Such a quaint town.John was a wonderful host and available to answer any questions. We certainly will return!

  • Chuck C.

    Submitted Jul 18, 2025

    Stayed Jul 10, 2025

    Great spot.

  • Mike Y.

    Submitted Jul 8, 2025

    Stayed Jul 1, 2025

    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.

  • Charlene U.

    Submitted Jun 29, 2025

    Stayed Jun 21, 2025

    CONGRATULATIONS! You have found the best house on Kent Island and all of VRBO.We just finished an incredible stay here and were blown away from the moment we pulled up the driveway. The house is spotless, beautifully decorated, and fully stocked with everything you could possibly need. The amenities truly went above and beyond. The outdoor spaces are immaculate and luxurious, with a wraparound porch on both levels and a breathtaking pool. Our family especially enjoyed the daily deer sightings on the property.As for the host, John was extremely hospitable. His attention to detail is unmatched. He was accessible, accommodating, and made sure everything was perfect for our stay.We will forever cherish the family memories we made here. If you're lucky enough to see this place available, book it!

  • Nicolette M.

    Submitted Jun 15, 2025

    Stayed Jun 9, 2025

    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.

  • Deborah C.

    Submitted Jun 8, 2025

    Stayed Jun 1, 2025

    This property is amazing. Wonderful location to The Narrows, Annapolis, Saint Michaels, wonderful restaurants, parks and trails. The amenities were perfect. The kitchen was well stocked and there was plenty of paper products , soaps, towels, pool toys. Wonderful for a large family and great for small children. The pool was beautiful.

  • Sharon T.

    Submitted Jun 1, 2025

    Stayed May 29, 2025

    We were there for son’s wedding weekend. We could not have been more pleased!

  • Gina M.

    Submitted May 27, 2025

    Stayed May 16, 2025

    Our family thoroughly enjoyed our stay! It was the perfect location for relaxing away from the busyness of our son’s USNA commissioning week. Beautiful scenery, quiet, peaceful with plenty of fun amenities. My family enjoyed the pool, kayaks, large backyard, cornhole, basketball and bicycle rides. Super close to the grocery store and Target and an easy drive to the Yard. Highly recommended!! Bonus…exceptional host who was super helpful and accommodating! P

  • Latricia M.

    Submitted May 11, 2025

    Stayed May 8, 2025

    Incredible!!!! This is without a doubt the best VRBO we’ve Ever stayed in. Start to finish you couldn’t ask for More. Exceptional host Gorgeous house and the whole experience was Absolutely Magnificent!!! We’re already booking for next year.

  • Janet W.

    Submitted May 6, 2025

    Stayed Apr 19, 2025

    Wonderful house with great water access. Great place to relax and visit and recreate

  • Ricky W.

    Submitted Apr 13, 2025

    Stayed Apr 6, 2025

    Great location, clean and everything was just like it posted. Would 100% stay here again

  • Mike W.

    Submitted Jan 5, 2025

    Stayed Dec 22, 2024

    Our host Jon was so nice, checked in with us to make sure all was good, and it was. He had the place decorated for Christmas and even had a tree - we appreciated it very much since we were not home for Christmas. Beautiful setting on Cox creek. The guest house was well maintained and fully equipped kitchen. Very Comfortable beds and bedding which we find unique for VRBOs.

  • Christine S.

    Submitted Nov 11, 2024

    Stayed Nov 8, 2024

    We came from Texas and California for a wedding weekend on Kent Island, and we chose this fabulous location. There were four adults for the weekend, and we had more than enough room, beautiful accommodations, and an excellent host. The home was as expected ~ Lovely, large, on the water, and fairly secluded on 22 acres. Peaceful and quiet. We highly and enthusiastically recommend!

  • Adam S.

    Submitted Oct 22, 2024

    Stayed Oct 17, 2024

    John was a great host! property was flawless. Great setting and amenities and just and overall welcoming place for a long weekend. Would definitely go back . Thank you John and family!

  • Ken B.

    Submitted Oct 14, 2024

    Stayed Oct 11, 2024

    We had 2 families of 4 adults plus Grandma on Kent Island for a wedding weekend. The location was perfect to get to all of the various parties and meet-ups at the Narrows. Beautiful expanse of a property with views of the water and a great 1/2 mile walk or so to the Starbucks down the street. Well appointed kitchen with coffee pods and snacks, comfy couch and great TVs. We didn't get to use the pool or Jacuzzi but wish we had time to!! The backyard is absolutly gorgeous! Our only suggestion to potential customers with mulitple families like ours would be to pay attention to the sleeping layout. There's 1 king bed primary room with a bathroom/shower downstairs (plus another bathroom). The upstairs is more of a loft-feel with 2 queens in an open space (exposed to noise downstairs), then a bedroom with 3 double beds. Everyone upstairs is sharing one bathroom. We made it work, but something to pay attention to if privacy (snoring LOL) is a concern. Huge thanks to John for being flexible and communicative. We would love to come back and stay here again.

  • Brooke H.

    Submitted Oct 11, 2024

    Stayed Oct 3, 2024

    My, now, husband and I booked this property over a year ago for our wedding weekend. We were planning everything while living in Australia and to say that this property and John were perfect is an understatement. From the very beginning Johns communication and responsiveness was unbelievable especially with living on the other side of the world. Somehow it got even better. We booked John's place for our wedding party and us to stay for the weekend. He was extremely accommodating and offered up the property as if it was our own. Every question we had was met with a prompt answer. The property alone was so stunning we decided to have our first look and all wedding portraits done on site. Just to share how accommodating John was, he made sure the grass was cut prior to our photos taking place. John has created a memory for us that will never fade. He will always be a part of our wedding story and for that we are forever grateful. We have truly left this property with a forever friend. Anyone who has stayed or is planning to stay with John is incredibly lucky. Thank you for everything! We hope to return one day!

  • Ryan H.

    Submitted Sep 28, 2024

    Stayed Sep 22, 2024

    John was extremely welcoming and helpful. His property is absolutely beautiful. Our kids had a great job crabbing off the dock, riding around on kayaks, and swimming in the pool.

  • Terri M.

    Submitted Sep 18, 2024

    Stayed Sep 12, 2024

    It was a great location and place to stay for the weekend of our son's wedding.

  • Kaitlin I.

    Submitted Sep 9, 2024

    Stayed Sep 5, 2024

    We had the best time!! Everything was amazing. We are already talking about coming back next summer. Clean, comfortable, room for everyone, plenty of activities, great local spots to visit.

  • Dan A.

    Submitted Sep 3, 2024

    Stayed Aug 23, 2024

    We have had a yearly trip with family and friends for 34 years and have rented many places in and around Kent Island.. This is the one we will definitely repeat! Between the pool, the dockside, the kayaks, the house and the local amenities - there was always something for every person's taste at the time. The location is easy to get to, close to the boat ramp and has easily navigable water to the dock. The host was very accommodating and helpful to the extreme. He went out of his way to make us feel at home and welcome. Everything was exactly as described and the setup allowed us to bring virtually nothing to support a week of cooking and good times.

  • Elyce R.

    Submitted Aug 24, 2024

    Stayed Aug 16, 2024

    This property is even better in person than the listing pictures! It was very clean, well-equipped, with great views and amenities. We enjoyed a perfect family vacation by the pool and taking advantage of area attractions. The hosts are very kind and welcoming! Can’t wait to come back some day.

  • Morgan M.

    Submitted Aug 23, 2024

    Stayed Aug 8, 2024

    Beautiful property. We enjoyed our time. Host was helpful. Please be aware the host does live on the property with a shared driveway and has access to the shared pool. Information should be known before booking.

  • Submitted Aug 12, 2024

    Stayed Aug 1, 2024

    Everything about our stay was WONDERFUL!

  • Amanda M.

    Submitted Aug 5, 2024

    Stayed Jul 25, 2024

    This was our best family vacation ever! From the house, to the location on Kent Island, to the pool, to the hot tub, to our host John…we loved everything about our stay! I would highly recommend anyone considering a stay here to book it quick before we do for another stay! We will definitely be coming back!

  • AnnMarie H.

    Submitted Jul 28, 2024

    Stayed Jul 19, 2024

    One of our best girls trips in years! The pool is amazing! Everything is so well kept and extremely clean. We would have loved to use the kayaks; maybe next year. John and Ashlie were wonderful hosts!

  • Greg O.

    Submitted Jul 23, 2024

    Stayed Jul 9, 2024

    The property was incredible and John was a great host. We enjoyed the pool, hot tub, and boating from the house’s dock to Kent narrows many dock bars and restaurants as well as St. Michaels. My only complaint is that we didn’t stay longer, as we enjoyed every minute.

Your dates are Available!

Total

Includes taxes and fees
$591+
View details