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

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

Pool
Dining
Private kitchen
Living area
Living area

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Laundry
  • Air conditioning
NZ$702
avg per night

Explore the area

Map
Stevensville, MD
  • Matapeake State Park
    ‪9 min drive‬
  • Chesapeake Bay Bridge
    ‪14 min drive‬
  • Sandy Point State Park
    ‪18 min drive‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪53 min drive‬

Rooms & beds

3 bedrooms (sleeps 12)

2nd Floor Bedroom

3 Double Beds

2nd Floor Loft

2 Queen Beds

Master

1 King Bed

2 bathrooms, 1 half bathroom

2nd Floor Guest Bath

Bathtub or shower · Toilet

Main Floor

Toilet

Master

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

Room

  • Water view
  • Sleeps 12
  • 3 Double Beds, 1 King Bed and 2 Queen Beds
Price is NZ$702 avg per night,

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Property grounds

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  • Air conditioning
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About the area

Stevensville

Located in Stevensville, this guesthouse is on the waterfront. Annapolis City Dock and Queenstown Premium Outlets 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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

What's nearby

  • Paul Reed Smith Guitars - 6 min drive - 3.5 km
  • Matapeake State Park - 9 min drive - 7.3 km
  • Chesapeake Bay Bridge - 14 min drive - 13.2 km
  • Sandy Point Beach - 17 min drive - 15.6 km
  • Sandy Point State Park - 18 min drive - 16.3 km

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!

Property manager

John Hubbard
Premier Host

Languages

English

Amenities

Pool
Hot tub
Free WiFi
Air conditioning
Parking available
Laundry

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

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

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

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.

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 2.7 mi (4.4 km) from Paul Reed Smith Guitars and within 6 miles (10 km) of Island Dog Park and Matapeake State Park. Chesapeake Exploration Center and Love Point 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 185 out of 190 reviews
Rating 8 - Good. 4 out of 190 reviews
Rating 6 - Okay. 0 out of 190 reviews
Rating 4 - Poor. 0 out of 190 reviews
Rating 2 - Terrible. 1 out of 190 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

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

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

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

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

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

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

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 traveller

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

Wonderful

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

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

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

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

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

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

Eva S.

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

Wonderful!

Great place!
Stayed 3 nights in Jul 2023

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

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

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

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

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

10/10 Excellent

Sandy K.

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

Wonderful Time

We loved our stay here. . Terrific host/owner. Beautiful setting. Perfect for family gatherings.
Stayed 3 nights in Apr 2023