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

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3 bedrooms, iron/ironing board, travel crib, free WiFi
Outdoor dining
Property grounds
Outdoor pool
Exterior

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Parking available
  • Laundry
  • Air conditioning

Explore the area

Map
Stevensville, MD
  • Matapeake State Park
    ‪7 min drive‬
  • Chesapeake Bay Bridge
    ‪15 min drive‬
  • Sandy Point State Park
    ‪17 min drive‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪45 min drive‬

Room options

About the neighborhood

Stevensville

This guesthouse is located 2.7 mi (4.4 km) from Paul Reed Smith Guitars and within a 10-minute drive of Island Dog Park. This guesthouse has private in-room pools along with an outdoor pool and free in-room WiFi.
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What's nearby

  • Matapeake State Park - 7 min drive - 3.6 miles
  • Chesapeake Bay Bridge - 15 min drive - 9.0 miles
  • Sandy Point State Park - 17 min drive - 9.0 miles
  • Sandy Point Beach - 18 min drive - 8.8 miles
  • U.S. Naval Academy - 28 min drive - 16.6 miles

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 34 min drive

Restaurants

  • ‪Chick-fil-A - ‬6 min drive
  • ‪McDonald's - ‬7 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Cracker Barrel - ‬20 min walk
  • ‪Pour House Pub - ‬8 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!
Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a kitchen, and a washing machine.

Property manager

John Hubbard

Languages

English

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Parking and transportation

  • Onsite parking options include a garage

Things to do

  • Communal pool
  • Hot tub
  • Outdoor pool
  • Playground

Conveniences

  • Laundry facilities

Outdoors

  • Barbecue grill
  • Dock
  • Firepit
  • Garden
  • On a river

Accessibility

  • No elevator

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Private pool
  • Smart TV with cable/satellite channels

Food and drink

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Dishwasher
  • Ice maker
  • Kitchen
  • Kitchen island
  • Lobster/crab pot
  • Meal delivery service
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

More

  • Air conditioning
  • Dryer
  • Fireplace
  • Heating
  • Iron/ironing board

Policies

Check-in

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

Check-out

Check-out before 11:00 AM

Special check-in instructions

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

Pets

  • This property doesn't allow pets

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
Safety features at this property include a smoke detector and a deadbolt lock
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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a smoke detector and a deadbolt lock.

Additional information about polices, regulations, and more:

  • There are no elevators.

Property is also known as

Private Waterfront Retreat Guesthouse
Private Waterfront Retreat Stevensville
Private Waterfront Retreat Guesthouse Stevensville

Frequently asked questions

What's there to do around this guesthouse?

This guesthouse is located in Stevensville, close to Matapeake State Park, Chesapeake Bay Environmental Center, and Sandy Point Beach. Paul Reed Smith Guitars is also within a driving distance of 2.6 mi.

Is parking available on site at Island Life! Kent Island Waterfront with Pool-Bring your boat!?

Yes, there is a garage.

Is this guesthouse adjacent to a casino?

No, this guesthouse is not connected to a casino.

Is there an indoor pool at this guesthouse?

No, this guesthouse doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

Is Island Life! Kent Island Waterfront with Pool-Bring your boat! a good place to stay for couples?

At this riverfront guesthouse, couples will welcome the many amenities including a private pool and a fireplace along with an outdoor pool.

Are there hot tubs at Island Life! Kent Island Waterfront with Pool-Bring your boat!?

Yes, this guesthouse has a spa tub.

Does this guesthouse offer breakfast?

No, this guesthouse doesn't offer breakfast.

Does this guesthouse allow pets to stay free of charge?

No, pets aren't allowed at this guesthouse.

Does Island Life! Kent Island Waterfront with Pool-Bring your boat! have connecting rooms?

No, this guesthouse doesn't feature connecting guestrooms.

How far is the airport from this guesthouse?

The closest major airport to this guesthouse is Easton, MD (ESN-Easton - Newnam), which is 24.8 mi away (34 minutes by car). Another top airport is Baltimore Washington Intl. Airport (BWI), which is around 24.4 mi away.

Are there rooms with balconies at Island Life! Kent Island Waterfront with Pool-Bring your boat!?

Yes, every accommodation at Island Life! Kent Island Waterfront with Pool-Bring your boat! comes with a balcony with some featuring water views.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 179 out of 184 reviews
Rating 8 - Good. 4 out of 184 reviews
Rating 6 - Okay. 0 out of 184 reviews
Rating 4 - Poor. 0 out of 184 reviews
Rating 2 - Terrible. 1 out of 184 reviews

10/10

Cleanliness

Reviews

8/10 Good

Ricky W., Fuquay Varina, NC

Liked: Cleanliness

Excellent Propery

Great location, clean and everything was just like it posted. Would 100% stay here again
Stayed 7 nights in Apr 2025

10/10 Excellent

Dylan M.

Liked: Cleanliness
Stayed 3 nights in Dec 2024

10/10 Excellent

Mike W.

Liked: Cleanliness

Christmas on Kent Island

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.
Stayed 7 nights in Dec 2024

10/10 Excellent

Christine S.

Liked: Cleanliness

Wedding Weekend

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!
Stayed 3 nights in Nov 2024

10/10 Excellent

Adam S.

Liked: Cleanliness

great stay for my daughters wedding

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!
Stayed 3 nights in Oct 2024

10/10 Excellent

Ken B.

Liked: Cleanliness

Perfect Family Home-base for a wedding weekend

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.
Stayed 3 nights in Oct 2024

10/10 Excellent

Brooke H.

Liked: Cleanliness

Most Memorable Stay!!

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!
Stayed 4 nights in Oct 2024

10/10 Excellent

Ryan H.

Liked: Cleanliness

Unbelievable Property

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.
Stayed 3 nights in Sep 2024

10/10 Excellent

Terri M.

Liked: Cleanliness

Stevensville

It was a great location and place to stay for the weekend of our son's wedding.
Stayed 3 nights in Sep 2024

10/10 Excellent

Kaitlin I.

Liked: Cleanliness

Amazing!! Will be back!

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.
Stayed 4 nights in Sep 2024

10/10 Excellent

Dan A.

Liked: Cleanliness

FANTASTIC host, house and location

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.
Stayed 10 nights in Aug 2024

10/10 Excellent

Elyce R.

Liked: Cleanliness

Perfect Family Vacation

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.
Stayed 7 nights in Aug 2024

8/10 Good

Morgan M.

Liked: Cleanliness

Accuracy of online listing

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.
Stayed 3 nights in Aug 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness

Wonderful

Everything about our stay was WONDERFUL!
Stayed 4 nights in Aug 2024

10/10 Excellent

Amanda M.

Liked: Cleanliness

Best Vacation Ever

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!
Stayed 7 nights in Jul 2024

10/10 Excellent

AnnMarie H.

Liked: Cleanliness

Tranquility at its best!

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!
Stayed 5 nights in Jul 2024

10/10 Excellent

Greg O.

Liked: Cleanliness

Magnificent Stay

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.
Stayed 3 nights in Jul 2024

10/10 Excellent

Theresa S.

Liked: Cleanliness

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.
Stayed 3 nights in Jul 2024

10/10 Excellent

Stella D.

Liked: Cleanliness

Perfect getaway

Beautiful home and amenities. Felt like we were back at camp living our best childhood lives. Everything worked so perfectly and John was such a perfect host!
Stayed 4 nights in Jul 2024

10/10 Excellent

Madeleine E.

Liked: Cleanliness

Weekend Getaway

Had a great time staying here with my friends! We had not seen each other in a long time so it was great having such a large space to spread out in. The outdoor spaces were amazing with the pool and hot tub. The fire pit was a major bonus too! We loved having enough space inside to spread out too. We were looking for a great place to stay and definetely found it in this property. The one thing we wish we would have noticed sooner was that we were in the guest house connected to a main house that had the owners in it, but it did not hinder anything about our stay. They were very nice owners and were very courteous, even building a fire for us to roast s'mores. Can not wait to come back again in the future!
Stayed 3 nights in Jun 2024

10/10 Excellent

Jeannie L.

Liked: Cleanliness

Refreshing getaway

Our family had the best time at this property! The hosts were so kind and accommodating and the home with a pool and view could not have been better! Jason took care of the property during the day, and he was so informative, helpful, and made the best camp fires! Will definitely visit again when we can!
Stayed 3 nights in Jun 2024

10/10 Excellent

Chester Y.

Liked: Cleanliness

Excellent stay

Beautiful property. House beautiful and so clean pool exquisite. Grounds and scenery spectacular.
Stayed 3 nights in Jun 2024

10/10 Excellent

Pamela J.

Liked: Cleanliness

Amazing!

This property was just beautiful! So peaceful and relaxing! Has everything you would need to make your stay perfect. Would definitely recommend and would love to stay again if back in the area.
Stayed 3 nights in May 2024

10/10 Excellent

Thomas A.

Liked: Cleanliness

Fantastic visit

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!
Stayed 4 nights in May 2024

10/10 Excellent

Sarah S.

Liked: Cleanliness

Amazing property!

Absolutely lovely spot that was so clean and had wonderful amenities. The pool area was great especially for a young kid. Would highly recommended. Was so easy and relaxing from beginning to end.
Stayed 3 nights in May 2024