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

Waterfront relaxation awaits on Kent Island where guests can take sunset cruises, lounge by the pool, or explore nearby restaurants, dock bars and wedding venues

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This Kent Island Waterfront retreat on 22 acres offers a shared pool, hot tub, firepit, and a dock for boats, ideal for fishing or sunset cruises. The home features free WiFi and smart TVs in the upstairs bedrooms and living room for complete relaxation.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Free Wi-Fi
  • Air-conditioning
  • Laundry room

About the area

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. Visit our Stevensville travel guide
View more Guest houses in Stevensville
Map
Stevensville, MD

What's nearby

  • Island Dog Park
    5 min drive - 2.0 miles
  • Paul Reed Smith Guitars
    5 min drive - 2.6 miles
  • Matapeake State Park
    8 min drive - 5.0 miles
  • Love Point State Park
    9 min drive - 6.0 miles
  • Chesapeake Exploration Center
    10 min drive - 5.1 miles

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!

  • Guest house near Chesapeake Bay
  • Take advantage of a firepit, a garden and a playground at Island Life! Kent Island Waterfront with Pool-Bring your boat!. For some rest and relaxation, visit the hot tub. Stay connected with free in-room WiFi, and guests can find other amenities, such as laundry facilities.
  • You'll also find perks such as:
    • An outdoor pool
    • Barbecues, smoke-free property and local meal delivery service
    • A dock
    • Guest reviews speak highly of the helpful staff and first-rate property condition
  • Room features
  • All guest rooms at Island Life! Kent Island Waterfront with Pool-Bring your boat! include thoughtful touches, such as private pools and fireplaces, in addition to amenities, such as free WiFi and air conditioning.
  • More amenities include:
    • 2.5 bathrooms with baths and showers
    • Smart TVs with cable channels
    • Porches or lanais, outdoor lighting and kitchens

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The price is £207
includes taxes & fees
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Property amenities

Internet

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

Parking and transport

  • 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 lift

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
  • Hob
  • Ice maker
  • Kitchen
  • Kitchen island
  • Lobster/crab pot
  • Meal delivery service
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • 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

Information provided by the property may be translated using automated translation tools

Rules

Adult supervision is required for pool and hot tub use as well as for children under 13 on the pier..

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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 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

We should mention

This property does not have any lifts
A car is recommended for transport to and from this property

Frequently asked questions

Does Island Life! Kent Island Waterfront with Pool-Bring your boat! have a pool?

Yes, this property has an outdoor pool.

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).

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Reviews

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

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 200 out of 207 reviews
Rating 8 - Good. 5 out of 207 reviews
Rating 6 - Okay. 1 out of 207 reviews
Rating 4 - Poor. 0 out of 207 reviews
Rating 2 - Terrible. 1 out of 207 reviews

Reviews

Verified

10/10 Excellent

Janet W.

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

Great Getaway

Wonderful house with great water access. Great place to relax and visit and recreate
Stayed 14 nights in Apr 2025
Verified

10/10 Excellent

Hannah L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Oct 2025
Verified

8/10 Good

Ricky W.

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

Excellent Propery

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

10/10 Excellent

Theresa S.

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

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
Verified

6/10 Okay

Katie C.

Liked: Cleanliness, check-in, communication, location
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.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Terri M.

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

Stevensville

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

10/10 Excellent

Chester Y.

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

Excellent stay

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

10/10 Excellent

Thomas A.

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

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
Verified

10/10 Excellent

Mark D.

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

Perfect stay

The property was great. Very comfortable and clean. Lots to do and the grounds were very well kept. Great for small kids as well.
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Mike Y.

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

Great stay on Kent Island!

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.
Stayed 4 nights in Jul 2025
Verified

10/10 Excellent

Pamela J.

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

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
Verified

10/10 Excellent

Deborah C.

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

Family time

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.
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

Amanda M.

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

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
Verified

10/10 Excellent

Sarah S.

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

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
Verified

10/10 Excellent

Greg O.

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

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
Verified

10/10 Excellent

Kaitlin I.

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

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
Verified

10/10 Excellent

Juliana P.

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

The Six Belles LOVE this place!!!

My sisters and I go away annually, and this venue is the only place we have ever repeated. This was our third stay there! The owner is very kind and amazing, and the place is clean, beautiful, and convenient to local eateries and activities. We LOVE staying here and will surely be back again!!
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Elyce R.

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

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
Verified

10/10 Excellent

Jeannie L.

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

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
Verified

10/10 Excellent

Joseph G.

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

Wedding Stay

The property was exactly as listed, fantastic both inside and out. The property was clean and well furnished. Being a 7 minute drive to the wedding venue was just an added bonus.
Stayed 3 nights in Oct 2023
Verified

10/10 Excellent

Darlene M.

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

Fabulous!

We had such a wonderful stay here. Such a serene, beautiful setting. Loved feeling away from it all, but close enough to go do things. The owner was so friendly and went above and beyond for us! I could have stayed here forever.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Laura P.

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

Wedding Weekend

Amazing property and views. The owner was so helpful and accommodating. Highly recommended
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

Stella D.

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

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
Verified

10/10 Excellent

AnnMarie H.

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

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
Verified

10/10 Excellent

Geoff W.

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

Wedding Weekend

John’s guest house is immaculate. Meticulously cleaned, beautiful views, comfortable beds, stocked with everything you need for a perfect getaway. Added bonus is that John is a fantastic person who makes everything easy for guests.
Stayed 3 nights in Oct 2023