Skip to Main Content.
List your propertySupportTrips
Unlock instant savings with Member Prices
Sign in
Learn more
Feedback

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

Riverfront guesthouse with an outdoor pool and a hot tub

Choose dates to view prices

Photo gallery for Island Life! Kent Island Waterfront with Pool-Bring your boat!

3 bedrooms, iron/ironing board, travel crib, free WiFi
Exterior
Outdoor dining
Smart TV, fireplace
Smart TV, fireplace
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

  • Kitchen
  • Laundry
  • Air conditioning
Mod logo
Earn OneKeyCash on thousands of hotels when you sign in and book. More rewards for more adventures!
Sign inSign up, it's free

About the neighborhood

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 Matapeake State Park and Love 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. Be sure to check out the area's animals with activities such as game walks and birdwatching.
Visit our Stevensville travel guideOpens in a new window
View more Guest Houses in StevensvilleOpens in a new window
Map
Stevensville, MD

What's nearby

  • Paul Reed Smith Guitars - 6 min drive - 2.2 miles
  • Matapeake State Park - 9 min drive - 4.5 miles
  • Chesapeake Bay Bridge - 14 min drive - 8.2 miles
  • Sandy Point State Park - 18 min drive - 10.1 miles
  • U.S. Naval Academy - 30 min drive - 19.2 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪McDonald's - ‬3 min drive
  • ‪Cracker Barrel - ‬20 min walk
  • ‪Dunkin' - ‬8 min drive
  • ‪Friendly Food Store - ‬7 min drive

About this property

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

Guesthouse by the river
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 like:
  • An outdoor pool
  • Local meal delivery service, barbecue grills, and a dock
  • Smoke-free premises
  • Guest reviews speak highly of the helpful staff and first-rate property condition
Room features
All guestrooms at Island Life! Kent Island Waterfront with Pool-Bring your boat! boast perks such as private pools and fireplaces, in addition to amenities like free WiFi and air conditioning.
Extra amenities include:
  • 2.5 bathrooms with bathtubs and showers
  • Smart TVs with cable channels
  • Porches or lanais, outdoor lighting, and kitchens

Similar properties

Microwave, oven, stovetop, dishwasher

Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

  • Air conditioning
  • Parking available
  • Laundry
  • Microwave
10.0 out of 10, Exceptional, 15 reviews
Island Life 2! 2024 remodeled home on Private Waterfront Kent Island Estate

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

  • Smoking not allowed

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

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

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

We should mention

This property does not have elevators
A car is recommended for transportation to and from this property

Property is also known as

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

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.

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!?

Check-out 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 2.7 mi (4.4 km) from Paul Reed Smith Guitars and within 6 mi (10 km) of Island Dog Park and Matapeake State Park. Chesapeake Exploration Center and Love Point State Park are also within 6 mi (10 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

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

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 193 out of 198 reviews
Rating 8 - Good. 4 out of 198 reviews
Rating 6 - Okay. 0 out of 198 reviews
Rating 4 - Poor. 0 out of 198 reviews
Rating 2 - Terrible. 1 out of 198 reviews

Reviews

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

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

10/10 Excellent

Nicolette M.

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

So relaxing!!

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.
Stayed 3 nights in Jun 2025

10/10 Excellent

Sharon T.

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

Highly recommend!

We were there for son’s wedding weekend. We could not have been more pleased!
Stayed 3 nights in May 2025

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

10/10 Excellent

Latricia M.

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

Ya Ya Girls Trip

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.
Stayed 3 nights in May 2025

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

10/10 Excellent

Verified traveler

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

Wonderful

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

10/10 Excellent

Gina M.

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

Perfect Commissioning Week Getaway

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
Stayed 8 nights in May 2025

10/10 Excellent

Eva S.

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

Wonderful!

Great place!
Stayed 3 nights in Jul 2023

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

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

10/10 Excellent

Stacey L.

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

Perfect for a relaxing weekend

We would highly recommend this place for a girls weekend.
Stayed 2 nights in Sep 2023

10/10 Excellent

Kim L.

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

Outstanding!

John was a wonderful host, and the property was beautiful!
Stayed 3 nights in Jul 2023

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

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

10/10 Excellent

Adam S.

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

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

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

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

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

10/10 Excellent

Mike W.

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

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

Khang T.

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

Perfect home, inside and out

We loved staying at the property. The house was roomy, clean and comfortable. The pool is amazing and the other outdoor amenities were terrific. We look forward to staying again!
Stayed 3 nights in Jun 2022

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

10/10 Excellent

Ryan H.

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

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

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

Expedia's Latest Trends

Hotels

Holiday Inn Washington-College Pk (I-95) by IHG
Hilton Washington DC/Rockville Hotel & Executive Meeting Ctr
Sheraton Rockville Hotel
College Park Marriott Hotel & Conference Center
Courtyard Aberdeen at Ripken Stadium
Hilton Garden Inn Washington DC/Greenbelt
Holiday Inn Gaithersburg by IHG
St Michaels Inn
Cambria Hotel Rockville
Courtyard by Marriott Bowie
Residence Inn - Greenbelt by Marriott
Courtyard by Marriott Rockville
Rod 'N' Reel Resort
SpringHill Suites by Marriott Frederick
DoubleTree by Hilton Washington DC North/Gaithersburg
Courtyard by Marriott Gaithersburg Washingtonian Center
Best Western Premier Rockville Hotel & Suites
Sonesta Select Greenbelt College Park
Hyatt Regency Chesapeake Bay
EVEN Hotel Rockville - Washington DC Area by IHG
The Westin Annapolis
Graduate by Hilton Annapolis
Gaithersburg Marriott Washingtonian Center
The Hotel at the University of Maryland
Rocky Gap Casino & Resort
Hilton Garden Inn Annapolis Downtown
Hampton Inn Salisbury
Spark by Hilton Germantown Washington DC North
Crowne Plaza College Park - Washington DC by IHG
Comfort Inn Conference Center