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Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

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A wooden deck with a railing overlooking a body of water, surrounded by trees.
A wooden deck with stairs leading to a covered seating area surrounded by trees.
A spacious room with a large ceiling fan, a round wall clock, and a view of the outdoors through large windows.
A modern kitchen with a wooden countertop, built-in oven, and black cabinetry. There is a dining area with a table and chairs, and a view of the outdoors through large windows.
A modern kitchen with white cabinetry, a stainless steel refrigerator, a wooden island with bar stools, and a blue patterned rug.

Reviews

9.8 out of 10
Exceptional

Entire home

5 bedrooms5 bathrooms

Popular amenities

  • Spa pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Explore the area

View map
Perryville, MD
  • Place, Craft Haven Marina
    ‪3 min drive‬
  • Place, Hollywood Casino
    ‪13 min drive‬
  • Place, University of Delaware
    ‪33 min drive‬
  • Airport, Wilmington, DE (ILG-New Castle)
    ‪45 min drive‬

Room options

About the area

Perryville

A family-friendly stay in Perryville awaits you at this holiday home. Within steps you'll find Chesapeake Bay and Northern Chesapeake Bay. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 4.5 bathrooms, a patio and a fenced private garden. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A Smart TV, a coffee/tea maker and a hairdryer are also available. Limited housekeeping is available. .This smoke-free holiday home offers a games room, a garden and barbecues. Additionally, you'll find a hot tub and laundry facilities. .With a stay at this Perryville holiday home, you'll be 2.4 km (1.5 mi) from Craft Haven Marina and 2.8 km (1.7 mi) from Chestnut Point Estates and Marina.
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What's nearby

  • Craft Haven Marina - 3 min drive - 1.8 km
  • Hollywood Casino - 13 min drive - 13.5 km
  • Ripken Stadium - 24 min drive - 28.9 km
  • University of Delaware - 33 min drive - 40.7 km
  • Christiana Mall - 38 min drive - 51.2 km

Getting around

  • Perryville Station - 11 min drive
  • Wilmington, DE (ILG-New Castle) - 44 min drive

Restaurants

  • ‪Peet's Coffee and Tea - ‬18 min drive
  • ‪McDonald's - ‬14 min drive
  • ‪Royal Farms - ‬16 min drive
  • ‪Market Street Cafe - ‬8 min drive
  • ‪Royal Farms - ‬11 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.

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Booking for Winter, Spring, Summer, and Fall
Make memories of a lifetime from this newly renovated home on the shores of the Chesapeake Bay. Take in the expansive and panoramic views from Carpenters Point, where the mouth of the Susquehanna and North East Rivers meet at the Upper Chesapeake Bay. Home is tucked away on 1.3 partially wooded acres over-looking the water.

This rare find has everything you need to enjoy the property to the fullest. From the fully equipped kitchen to the many bonus extras. There is so much to do here right on the property. We have fun water toys, land games, board games, and amazing waterfront views. This 5 bedroom/ 3 bathroom ranch style house has expansive, panoramic views of the water and is situated on a ridge overlooking a private beach that is all yours to enjoy exploring. We offer a great place for family vacations, group retreats, travel team tournaments, or weekend getaways. Come make some great memories with us!

Kitchen-Has everything to prepare and serve a meal for 16 people. Including a drip and K-cup coffee maker, kettle, crockpot, griddle, Toaster/ Airfryer combo, pots, pans, plates , dishes, utencils, infant and toddler set

Main floor-Enter through the front door, into the kitchen/dinning/family room combo. Down the hall and to the left is a hall bathroom and 3 bedrooms (2 with king-size beds, 1 full size) including the master bedroom with en-suite bathroom. All furnishings and decor are new and comfortable with a coastal vibe.

Downstairs-Has another comfortable family/recreation/game room, bathroom and laundry room combo, and 2 more large bedrooms including built in bunk beds (2 full, 2 twins) and a double bunk (2 full).

Water-There is a mooring for your boat, we are close to local marinas. We have a floating lilypad, kayaks and life vests (which must be worn by anyone using the kayaks). There is a decent amount of boat traffic that kayakers must be aware of for safety purposes.

Outside-there is a comfortable screened in deck, open air deck, gas grill, hot tub, fire pit, outdoor shower, all with amazing views of the water.

Surrounding Area-We are close to marinas, public boat ramps, restaurants, shops, and I-95 we are tucked away on a quiet street in a tranquil neighborhood but are close to all the modern amenities/ conveniences.

House features:
*Mooring for your boat or jetski
*Newly remodeled fresh interior
*Hot tub
*Comfortable, coastal furnishings and decor
*5 bedrooms, 9 beds (sleeps 16)
*2 king size beds
*Fully equipped, modern kitchen
*Waterfront private beach
*Gas grill
*Gas firepit
*Indoor and outdoor games
*Fun water toys
*Convenient location
66 miles from Philadelphia
50 miles from Baltimore
7.4 miles from North East, MD
7.4 miles from Great Wolf Lodge
7.1 miles from Hollywood Casino
15 miles from Blue Elk Vineyard
No large parties, small family and small group gatherings fine

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  • Air-conditioning
  • Parking available
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Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Firepit
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Limited housekeeping

Location highlights

  • In a rural location
  • Near a hospital
  • Near a zoo
  • Near the bay
  • Near the marina
  • On a river
  • On the waterfront

Things to do

  • Arcade/game room
  • Boat
  • Kayak
  • Water sports equipment
  • Birdwatching nearby
  • Casino nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Winery tours nearby

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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 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

No large parties, small family and small group gatherings fine

Pets

  • Pets are welcome
    • Service animals are exempt from fees.
  • Note from host: with extra fee

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Property is also known as

284191

Frequently asked questions

Are there any beaches close to Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront?

The closest beach to Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront is North East Beach Area (5.3 km).

Does Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront have a pool?

No, this holiday home doesn't have a pool.

What makes Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront a romantic place to stay?

1 hot tub and private patios help set the scene for a sizzling getaway at Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront.

Is Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront family-friendly?

You bet! With amenities such as a playground and an arcade, as well as highchairs and children's dinnerware, it's no surprise that Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront is a winner with our family travellers.

Is there a private hot tub at Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront?

Yep, there is a hot tub.

Is there a free airport shuttle available at Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront?

No, Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront does not offer an airport shuttle service.

What time are check-in & check-out at Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront?

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 27 out of 30 reviews
Rating 8 - Good. 3 out of 30 reviews
Rating 6 - Okay. 0 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

9.8/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Sean M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, wish we could have enjoyed it longer!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Kelsey M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a wonderful property. The back porch absolutely makes it! We spent most of our time out there! The water access is perfect and our kids had a great time in the bay. Highly recommend and would definitely return!
Stayed 2 nights in May 2026
Verified review

8/10 Good

Trisha y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The view from the living room was beautiful. The house is newly updated and very pretty.
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Hillary C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was wonderful. The house was clean and organized! We hope to come back!!
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Jim D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Had a great stay here over Thanksgiving with a group of friends. Loved the open concept and the kitchen was great to cook in. Had great views of the bay with multiple bald eagle sightings. Would definitely recommend it.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
When I had questions, our host responded in a very timely manner and was very friendly and helpful. The house was extremely clean and beautifully decorated. The views out the windows of the Bay were awesome!
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Amy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was the perfect retreat for our family vacation. Breathtaking views of the Chesapeake Bay from the great room and hot tub are unmatched! The host was also extremely responsive to everything we needed. Highly recommend!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Kaylyn G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great waterfront home with sunset views! Plenty of space for our group, very clean, and the hot tub was a perfect bonus. Peaceful, relaxing, and just as described. We’d definitely come back!
Stayed 5 nights in Aug 2025
Verified review

10/10 Excellent

Donna V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was the perfect place!! Absolutely beautiful house and property. The house had everything you could possibly need and then some. The views were breathtaking!! The host was easy to communicate with. Highly recommend!!
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Todd C.

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

Winter getaway.

The property was beautiful. The views from both the house and the backyard were incredible. We can’t wait to come back and stay here in the warmer month.
Stayed 3 nights in Jan 2025
Verified review

10/10 Excellent

Aileen W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is so cute! Beautifully decorated and creatively deigned! We loved the kitchen, the screened in porch and the basement! We also enjoyed kayaking and renting a pontoon boat for a day.
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

H C.

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

Perfect for our family Christmas!

The house was perfect for our family gathering. We were able to have space for all of us to be together and for when we wanted to be apart. The kitchen was well appointed and met all our needs.
Stayed 6 nights in Dec 2024
Verified review

10/10 Excellent

Joby L.

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

Amazing place and host!

Great location. Very nice place with everything we needed. Loved the screen in porch and all the games. Jennifer was very communicative and answered all my questions!
Stayed 2 nights in Nov 2024
Verified review

10/10 Excellent

Susanna L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful reunion/women's retreat weekend! The house gave us plenty of room to spread out and all gather around the large table for family style meals. We enjoyed the beautiful views over the water and the autumn colors of the trees while enjoying the hot tub or sitting around the fire pit; something for everyone! The hosts were helpful and responded quickly to our questions. Thanks for a lovely stay.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Katlyn H.

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

A wonderful weekend!

My family and I stayed at Jenn's place over the weekend to celerbate my moms 70th birthday. The home is beautiful and in such a serene location! It was for perfect for our little getaway. Hope to come back and stay in the warmer months!
Stayed 2 nights in Jan 2025
Verified review

10/10 Excellent

JAMES W.

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

Summer relaxing

Great location on the upper Chesapeake! Saw eagles and osprey every day from the property, and heard an eagle for the first time.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Robin D.

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

Beajtiful View

Perfect place for a family gathering. Clean, well appointed. Lots for kids to do. Great communication with owner. Thanks for a great experience.
Stayed 4 nights in May 2025
Verified review

10/10 Excellent

Jamie F.

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

Perfect weekend

Beautiful home hands down. This has the most stocked everything you can think of as well. My family had an amazing experience and would highly recommend. Thank you for allowing us to rent your beautiful home.
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

Diane M.

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

Great Family Stay

This home was amazing. The house was clean and great for our family. We spent most of our time on the screened in porch overlooking the water. The different levels provided a nice separation in the evening. The kids could be downstairs while the adults could be upstairs. Overall a great stay. Would highly recommend.
Stayed 3 nights in Apr 2025
Verified review

10/10 Excellent

Stephanie L.

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

Perfect family weekend and birds!

This home was perfectly outfitted for a weekend celebrating our college graduate with friends and family. Beds are super comfortable and rooms are quiet and there were so many comfy conversation and hang out areas. We enjoyed the hot tub and the grill -even in the rain -and visited nearby North East, MD for some lovely meals and shopping. Best of all were the multiple osprey and eagle sitings -a bird watchers paradise.
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Louise B.

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

Perfect Getaway!

This house is gorgeous! And huge! We had plenty of space for a family gathering. Everything is new, clean, and so beautifully decorated (even so tastefully decorated for Christmas). The sunsets and sunrises were spectacular. We enjoyed the hottub, exploring the beach area and just being together in a beautiful setting. Already planning to do the same next year, but for a longer weekend! The host was also very communicative!
Stayed 2 nights in Dec 2024
Verified review

10/10 Excellent

Jesse G.

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

Excellent Bay Getaway

A small group of friends and our families gathered and had the best time right on the Chesapeake Bay. The house was clean and well-furnished, our hosts (especially Jen) were accommodating and communicative, and the property itself was amazing. We really enjoyed hanging out on the bay shore, skipping rocks, wading, and kayaking. Several of the group said it felt like we were on a deserted island (in a good way) because of the peaceful solitude. My partner went so far as to say the whole experience was the most relaxed she's been in years... can't give a better compliment than that! Highly recommend this property!
Stayed 3 nights in May 2025
Verified review

8/10 Good

Mary Ellen F.

Liked: Cleanliness, check-in, communication, location

Great house and communication with host

Spacious, comfortable, and very well equipped. I appreciated the extras that were included. Didn’t love the “private beach” as it was very rocky, messy, and difficult to maneuver with small children. The yard is not fenced in.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

Catherine R.

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

Very Nice Property

The house was clean, comfortable and spacious and perfect for our large family. The owner was very responsive to our questions and requests. We needed a mixer to make our favorite pancakes and the owner offered to reimburse us if we bought one!! The kitchen could use a mixer and more pots and skillets - we have a large family!! The hot tub was clean and enjoyable. The kids enjoyed the basketball and axe throwing toys. Overall it was a great weekend!!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Kimberly E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house with very nicely renovated and beautifully decorated. The rooms/beds were comfortable and the bathrooms were clean and nicely stocked. The screened in porch with the fan was a great place for the kids to play and eat "outside". The older kids loved the basketball net and the built in bunkbeds were fantastic. The other bunk bed set was a little unstable and we didn't feel comfortable letting kids stay in there. The only thing we were disappointed with was the "beach." It was very narrow and mostly seaweeded rocks. Not great for little ones (we had 5 under the age of 4) and no one wanted to get in the water. The stairs down to the Beach were also not great for the little ones. Jen was fantastic and very responsive to questions and checking in to make sure we were doing well. I would definitely recommend this property for adults or families with older kids!
Stayed 6 nights in Aug 2025