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Private Pool & Stunning Bay Views on Kent Island

Stevensville vacation home with private pool

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A spacious living area with a balcony overlooking a scenic view, a ceiling fan, and a cozy seating arrangement.
A spacious living room with a sofa, armchairs, and a coffee table. A ceiling fan and a staircase are visible.
A spacious living area with a high ceiling, wooden beams, a dining table with chairs, a sofa, and a view of the outdoors.
A restaurant named Harris Crab House with outdoor seating and umbrellas.
An aerial view of a marina with docks, boats, and a sandy beach area.

Reviews

9.2 out of 10
Wonderful

Entire home

3 bedrooms3 bathroomsSleeps 11185 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Stevensville, MD
  • Place, Northern Chesapeake Bay
    ‪2 min walk‬
  • Place, U.S. Naval Academy
    ‪34 min drive‬
  • Place, Annapolis City Dock
    ‪38 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪65 min drive‬

Room options

About the area

Stevensville

In Stevensville .Within a 5-minute walk of the vacation home, you'll find Chesapeake Bay and Northern Chesapeake Bay. Matapeake State Park and Romancoke Wharf County Park are also within 6 miles (10 km).
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What's nearby

  • Northern Chesapeake Bay - 2 min walk - 0.2 km
  • Sandy Point State Park - 21 min drive - 22.1 km
  • Chesapeake Bay Bridge - 21 min drive - 22.8 km
  • U.S. Naval Academy - 34 min drive - 36.2 km
  • Annapolis City Dock - 38 min drive - 37.9 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 35 min drive

Restaurants

  • ‪Chick-fil-A - ‬14 min drive
  • ‪McDonald's - ‬11 min drive
  • ‪McDonald's - ‬14 min drive
  • ‪Starbucks - ‬14 min drive
  • ‪Hardee's - ‬13 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Private Pool & Stunning Bay Views on Kent Island

Experience the Difference: Professionally Managed by iTrip Annapolis

Kent Island Chesapeake Bay Cottage with Private Pool & Sunset Views



Welcome to your dreamy poolside getaway! This charming summer cottage offers a private pool and breathtaking views of the Chesapeake Bay. The oversized wrap-around deck is perfect for sipping morning coffee or enjoying stunning Bay sunsets. (Pool is open April through October.)



Sleeps up to 11 Guests

3 Bedrooms • 3 Bathrooms • Ideal for up to 8 adults + 2-3 children



Main Floor (Upstairs):

King Suite Bedroom: King bed + En Suite Full Bath

Twin Suite Bedroom: 2 Twin beds + En Suite Bath

Open Family Room: Queen Sleeper Sofa + Full-size Daybed



Lower Level:

Private Guest Room: Queen Bed + Full Hall Bath

Sleeping/Family Room: Full Bed + Twin Daybed



Highlights:

Private Backyard Pool (open April 23–October)

Wrap-Around Deck with Chesapeake Bay Views

Multiple Dining Areas:

Indoor Dining Table (seats 8)

Deck Dining Table (seats 6)

Poolside Table (seats 6)

Front Yard Table (seats 6)

Weber Propane Grill

High-Speed Internet & WiFi

3 Flatscreen TVs

3 Bicycles for guest use

NASA-developed AquaSpace Water Filter

Luxury Linens + Complimentary Toiletries Starter Kit

Full Washer & Dryer

Circular Driveway Parking for 4–5 Vehicles

Note: Home uses window A/C units (no central air)

Keyless Entry through garage door keypad



Location:

Downtown Annapolis – 19 miles (~25 mins)

U.S. Naval Academy – 19 miles

Washington, DC – 48 miles

Baltimore – 43 miles



House Rules:

Minimum Age: One guest must be at least 25 years old

No Smoking, No Pets, No Parties or Events

Respect the home as if it were your own – this is a cherished private residence.

Please be courteous to neighbors and observe quiet hours.

Check-in: 4:00 PM

Check-out: 11:00 AM

Experience the Difference: Professionally Managed by iTrip Annapolis

Similar properties

A large, two-story barn-style building with a covered front porch and a garage.
Kent Island Resort
Stevensville
  • Pool
  • Parking included
  • Free WiFi
  • Air conditioning
4.6 out of 5, Wonderful, 187 reviews
The price is CA $182
CA $249 total
includes taxes & fees
Oct 29 - Oct 30
Kent Island Resort

Property amenities

Beach

  • Beach towels

Pool/Spa

  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

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

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Bicycles

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Bicycles
  • Garden
  • Unit size: 1,996 square feet

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

Pets

  • No pets 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
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property is also known as

803 Kentmorr Road
Kent House With Pool Views
New Kent Island Waterviews with Pool!
New Kent Island House with Pool Bay Views!
New Kent Island Pool House with Water Views!
Kent Island House with Pool and Bay Views! Stevensville
Kent Island House with Pool and Bay Views! Private vacation home
7989

Frequently asked questions

How close is Private Pool & Stunning Bay Views on Kent Island to the airport?

This vacation home is 30.3 mi (35-min drive) away from the Easton, MD (ESN-Easton - Newnam) airport, the closest popular airport to the property.

Does Private Pool & Stunning Bay Views on Kent Island have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Private Pool & Stunning Bay Views on Kent Island to the beach?

This vacation home is 12.3 mi (20-min drive) from Sandy Point Beach.

Does Private Pool & Stunning Bay Views on Kent Island offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Private Pool & Stunning Bay Views on Kent Island?

No, there is no casino at this vacation home.

What time is check-in at Private Pool & Stunning Bay Views on Kent Island?

Check-in begins at 4:00 PM.

Is there free parking at Private Pool & Stunning Bay Views on Kent Island?

Free parking is not available at this vacation home.

Does Private Pool & Stunning Bay Views on Kent Island have a pool?

Yes, there's a private pool.

Does Private Pool & Stunning Bay Views on Kent Island have a spa?

There are no spa services available at this vacation home.

How close is Private Pool & Stunning Bay Views on Kent Island to downtown Stevensville?

This vacation home is 5.2 mi away from Stevensville.

Private Pool & Stunning Bay Views on Kent Island Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 24 out of 36 reviews
Rating 8 - Good. 9 out of 36 reviews
Rating 6 - Okay. 2 out of 36 reviews
Rating 4 - Poor. 0 out of 36 reviews
Rating 2 - Terrible. 1 out of 36 reviews

9.2/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great time at a nice place and location.
Stayed 4 nights in Jul 2025
Verified review

8/10 Good

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

Great stay

Was the perfect spot for a nice weekend getaway with some friends.
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

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

Great place and locatio

Great place and location
Stayed 4 nights in Jun 2023
Verified review

10/10 Excellent

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

Great place!!

Great experience!!
Stayed 4 nights in Jun 2021
Verified review

10/10 Excellent

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

Such a fun house!

We loved everything about the Kent Island House! Would book again in a hot minute
Stayed 5 nights in Aug 2024
Verified review

10/10 Excellent

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

Great house and location

We really enjoyed our stay here. The house is spacious and had everything we need. The pool was great, and the garage is full of fun floaties and pool toys. The house has a perfect location with a fun restaurant and beach nearby.
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

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

Wonderfull Time

Everyone really loved the house and the location. The pool was great
Stayed 2 nights in Sep 2023
Verified review

10/10 Excellent

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

Great House

Wonderful house, great pool, nice quiet location with a great restaurant within walking distance. Will rent again!
Stayed 3 nights in Jul 2022
Verified review

10/10 Excellent

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

Definitely want to come back!

We loved our stay at this property! The house is a fun cottage with 2nd story views of the Chesapeake and walking distance to a super fun tiki bar. Such a quick drive from NoVA - wish we'd realized this place existed years ago. We'll be making a trip back!
Stayed 4 nights in Jun 2022
Verified review

10/10 Excellent

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

Great place - exactly as advertised

We had a friend's weekend here, and we really enjoyed the property. Everything was as advertised. The sleeping accommodations are a bit tight for the number the house advertises it sleeps, but it's definitely as advertised. I would stay here again.
Stayed 3 nights in Jul 2022
From a partner site

10/10 Excellent

Pool with Tiki across the street

Nice home with large deck. Pool is great to beat the heat. The house has room enough for 3 couples to have their own private room and full bath.
Verified review

10/10 Excellent

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

Great house!

This house was a great place for a larger group of women. The backyard was incredible; we spent the whole weekend there. There were definitely some things that could have been a little cleaner/updated, but everything was exactly as expected based on the posting. We'd gladly stay here again.
Stayed 3 nights in Jul 2022
Verified review

10/10 Excellent

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

Perfect space in a perfect location

I cannot emphasize enough how perfect this house is for a group of friends or family, looking for a quick getaway, with every amenity you could wish for! The house itself was a fantastic size, and very well stocked with linens, beds, and hangout space - all of which is crucial for a large group. The pool was an incredible bonus - well maintained and a blast for our weekend. This house is also actual steps away from the wonderful Kentmoor Restaurant and Tiki bar, which was such fun icing on the cake! Our group loved this house and is already scheming for our next getaway!
Stayed 4 nights in Sep 2022
Verified review

8/10 Good

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

Nice location..house needs some work.

The wrap around deck is rotting....air conditioners are loud but effective...spiral staircase is broken and dangerous. Overall...we had a good time. The house has everything you need.
Stayed 5 nights in Aug 2022
Verified review

8/10 Good

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

kitchen

house was perfect for our short get away with our family. nice size yard to play in, beautiful views of the bay (the grandkids loved watching the ships in the bay) very close to activities for hiking/biking and the pool was fantastic. the only down side was what was supplied in the kitchen. very limited pot/pan for cooking, bowls for mixing....
Stayed 4 nights in Jul 2022
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location

Nice house with great location.

The house was in a great spot being next to Kentmorr Restaurant and Dirty Dave's Tiki bar. We went boating one day so the Marina right next to us was also helpful. There was plenty of parking and the desk space was used a lot. The pool ended up being disappointing as it looked green(even tho we were told it was treated) and not safe to swim in the entire weekend. A snake ended up there one day as well. The upstairs guest bedroom only had a bunk bed when the vrbo page lists 2, so that should be corrected. Overall a fun weekend had by all, but we reserved this house to use the pool and being unable to use it was a bummer.
Stayed 2 nights in Sep 2022
Verified review

10/10 Excellent

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

Great Stay on Kent Island!

Truly just picked this location on a whim on kind of short notice looking for something to do fairly close (from Western NY) this Summer but turned out to be a great house in a great part of Maryland. Everything you need at house, great pool, deck with view, etc. Kentmorr Tiki Bar/beach a short walk away is terrific but also Matapeake and Terrapin Parks with amazing beaches are a super short drive. And Sandy Point State Park is like a 20 minute drive away for the big, more typical beach experience. Would certainly come back and recommend Kent Island to any family looking for a fun new, beachy experience. PS - Big thanks to Sean for having so many tools etc on the ready at the house as well as I had to deal with waking up to a flat tire on my wife's Suburban on the 2nd morning. And of course everything went wrong with that simple job but luckily had tools to help get it done.
Stayed 4 nights in Aug 2021
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

Girls weekend 8/11-8/14

Lovely house with great views and lots of space! As another reviewer mentioned, this house is exactly as listed/pictured. 3 Bedrooms (with doors) and a large open room with a variety of (1) bed, futons, and couches. The pool was perfect and the house provided lots of floats for us to enjoy. The kitchen came fully stocked with spices, pans, serving trays, etc. The extra refrigerator in the garage was a huge bonus for our extra food/beverages. One important tip: the spiral staircase that connects the upstairs with the downstair! This was no issue for us, but is important to note for older family members or families interested in this property. We did have a leak in the Master bath on our 2nd day that was handled in a timely and professional manner. Shout out to Cathy from iTrip Vacations for the quick response and communication. Overall, I would recommend this house to any group looking for fun in the sun and not a luxury getaway.
Stayed 3 nights in Aug 2022
Verified review

10/10 Excellent

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

Kent Island House with Pool and Bay Views

The highlight by far is the pool - it totally made our stay. There are jellyfish in the bay as the water heats up, so this was a huge advantage for our group. As a plus, the house has a bunch of fun pool and lawn toys. We had a blast in the pool and on the lawn, which is very spacious. The house itself comfortably sleeps many people. It was very clean and well-stocked with plenty of towels and linens, dishes and cooking utensils, etc. However, the house was 94 degrees when we arrived, presumably because the AC hadn't been turned on early enough ahead of our arrival. One of the ACs ceased to work on two days of our trip (kept running, but didn't blow cold air). We fiddled with it a bit; eventually turning it off for a while until it did work but the main floor of the house heated up very quickly in the meantime. Only one door (and no windows) has a screen and that screen is broken, so we really relied on that AC. There are ACs in all of the main rooms/sleeping areas, but for a house of that size that is presumably a real draw for summertime use, central air would be a major plus. The open spiral staircase may pose access issues for some travelers and/or could be dangerous for small children. We had some issues with trash pick-up, communicated with the manager several times and it was finally resolved but we had very full bins all week. I understand that trash pick-up can be challenging on the island...understandably. Overall we would rent this place again.
Stayed 7 nights in Jul 2023
Verified review

6/10 Okay

Liked: Check-in, communication, location
Disliked: Cleanliness
This house is well-located next to the Marina which has a nice waterside bar. It’s also within walking distance of a golf course. The pool is well-maintained. However the house is very shabby, with old appliances, furniture and tiny kitchen. It doesn’t feel super clean either. It’s fine for a group that wants a low-key vacation without frills.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

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

Perfect getaway for friends!

This place was PERFECT for a big group of friends to catch up by the water with beautiful views!! It was extremely spacious, clean and the location was great. Communication with the host was easy, and the checkin process was seamless. Highly recommend - I would rent here again!
Stayed 2 nights in Oct 2021
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy

10/1 through 10/3

We enjoyed the deck and the view tremendously; however the property is very outdated and needs a few repairs (decking) to be safe. There were melted popsicles left in the frig (not ours but found them upon our arrival. There was no dish soap (we bought some and left it there for other renters) and no dishwasher soad.
Stayed 2 nights in Oct 2021
Verified review

10/10 Excellent

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

Amazing property

This was an amazing place in a great location! Pool was great!
Stayed 4 nights in Sep 2021
Verified review

10/10 Excellent

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

Great location and yard!

We loved the views of the water from the main sitting area and deck. Great proximity to the tiki bar too!
Stayed 2 nights in Sep 2021
Verified review

10/10 Excellent

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

Great for families

We enjoyed our stay overall great experience the home hand everything we needed. The host was responsive at all time
Stayed 3 nights in Aug 2021

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