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

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Beach
Living area
Private kitchen
Living area
Private kitchen

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
5 bedrooms3+ bathroomsSleeps 16

Popular amenities

  • Spa pool on site
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View map
Perryville, MD
  • Place, Craft Haven Marina
    ‪2 min drive‬
  • Place, Chestnut Point Estates and Marina
    ‪3 min drive‬
  • Place, University of Delaware
    ‪28 min drive‬
  • Airport, Wilmington, DE (ILG-New Castle)
    ‪37 min drive‬

Rooms & beds

5 bedrooms (sleeps 16)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Double Bed

Bedroom 4

4 Single Bunk Beds

Bedroom 5

2 Double Beds

3 bathrooms, 3 half bathrooms

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

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

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
With extra fee
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Smoking

Smoking is not permitted
No large parties, small family and small group gatherings fine

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

About the area

Perryville

Located in Perryville, this holiday home is in a rural area and on the waterfront. Lock House Museum and Concord Point Lighthouse are local landmarks, and the area's natural beauty can be seen at Chesapeake Bay and Rising Sun Pond Fish Management Area. Travelling with kids? Consider Community Connecting - Labyrinth and Havre de Grace Maritime Museum. Discover the area's water adventures with jet skiing, kayaking and waterskiing nearby, or enjoy the great outdoors with hiking.
View more Holiday homes in PerryvilleOpens in a new window
Map
Perryville, MD

What's nearby

  • Craft Haven Marina - 2 min drive - 2.1 km
  • Chestnut Point Estates and Marina - 3 min drive - 2.5 km
  • Ripken Stadium - 18 min drive - 25.7 km
  • University of Delaware - 28 min drive - 41.1 km
  • Christiana Mall - 31 min drive - 51.3 km

Getting around

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

Restaurants

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

Frequently asked questions

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

Yes, pets are allowed at this property.

How much does it cost to stay at Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront?

As of 29 April 2026, prices found for a 1-night stay for 2 adults at Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront on 3 May 2026 start from NZ$1,285, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront?

On-site parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 10:00 AM.

Where is Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront located?

This family-friendly Perryville holiday home is located on the waterfront, just steps away from Chesapeake Bay and Northern Chesapeake Bay. Craft Haven Marina and Chestnut Point Estates and Marina are also within 2 miles (3 km).

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. 23 out of 25 reviews
Rating 8 - Good. 2 out of 25 reviews
Rating 6 - Okay. 0 out of 25 reviews
Rating 4 - Poor. 0 out of 25 reviews
Rating 2 - Terrible. 0 out of 25 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.6/10

Location

9.6/10

Listing accuracy

Reviews

Verified

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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
Verified

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

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

10/10 Excellent

Cara L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Aug 2024

About the host

Hosted by Jennifer Offidani

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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