Waterfront Family Retreat with Pool on 7+ acres!

Miscellaneous
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Fridge, microwave, oven, stovetop
Outdoor pool
5.0
Outstanding(52 Reviews)

House in Chesapeake Bay, NC

24 guests · 10 bedrooms · 6 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Looking for a place to really enjoy nature, boating, fishing, swimming, family games, campfires and more? Bring your boat! Bring your whole family! Cherry Point Vacation Rental is recently under new ownership and the owners aim to make this vacation the best ever!
The picturesque 7.4 acre property can be all yours for the week and includes a deep-water slip, sandy beach (when the tides out) and a floating dock, along the 1,200 feet of waterfront. Eagle, osprey, heron, hawks and waterfowl are as common as the sunrises. The grounds at Cherry Point include an older tennis court: perfect for tennis, basketball, hockey, roller skating and more; a 32’x16’ in-ground swimming pool (surrounded by decking, tables, lounge chairs and some pool toys); and lots of open space on the property with a large field for softball, soccer, badminton, horseshoes, and more including some wooded areas and private little sandy beaches for exploring and relaxing.

Cherry Point is perfect for multi-generational family getaways or multi-family vacations. There is a large main house (the original portion of the main house dates to 1919, featuring unique wood trim, beautiful old wood floors and some unique historic features...) and a newer updated addition which was added in the 1990's. And, if you need more room, there is additional living space we refer to as the "Annex" or “cottage” space with 3 bedrooms, a full bath, and large living area on the 2nd floor of the detached garage, overlooking the pool and water views.

The main house contains 7 bedrooms, 4 1/2 baths, living room with fireplace, den with fireplace, kitchen and dining area for group dining and family CRAB FEASTS, laundry, and screened porch with outdoor furniture and an additional picnic table, overlooking the water. The large Master Suite includes a 2nd floor deck overlooking the water. The new (2020), fully equipped kitchen, includes an induction electric cooktop and range, dishwasher, microwave, 2 refrigerators, drip pot coffee maker, Keurig coffee maker, blender and tons of kitchen accessories.

The "Cottage" is above the garage, overlooking the pool and has 3 bedrooms: one with 2 bunk-beds (sleeps 4 ), one with a queen bed, and one with 2 twin beds...along with a large family room and a full bath.
All rooms at Cherry Point are air-conditioned via central air, or window units.

This destination property offers swimming, fishing, crabbing, boating, dining and relaxing all in true maritime atmosphere of the Eastern Shore of Maryland! Watch the boats go by while dining alfresco or sitting by the pool! We include the use of canoes and kayaks, as well as stand up paddle boards during your stay.

There are many shops, restaurants and boutiques in the quaint maritime town of Cambridge which is about 15 minutes away. Cambridge is filled with history and unique out-of-the way sights. Travel through the countryside which James Michener wrote about in "Chesapeake" and let it take your breath away. Also, there are many seasonal events worth checking out in the area. Several golf courses and wineries are local. The world renown Hyatt Regency waterfront golf course is nearby and is open to the public. Harriet Tubman Underground Railroad National Historical Park and other underground railroad sites are a short drive, and the Blackwater Wildlife Refuge is our nearby neighbor and offers paths for walking, hiking, biking and more and also adds additional waterways for canoeing and kayaking.

Grocery stores in Cambridge include numerous options such as Food Lion, and Walmart and the local Simon's market. Excellent seafood everywhere you turn. The local Woolford general store is about a mile away. Slaughter Creek Marina just 10 minutes down the road. Buy fresh and mostly local produce, meats, eggs and flowers, crafts and more at the Cambridge Farmers Market every Thursday from 3-6 pm from May thru October at Long Warf in Cambridge near High and Water Streets. The Dorchester County Tourism Dept. operates out of the award winning Visitor Center at Sailwinds Park in Cambridge. There are exhibits, a playground, a beach area, a monument fountain, restrooms, a native garden, and a mile long boardwalk to stretch your legs. Check their website for local events!

During Summer Months, minimum rental periods of a full week Sunday to Sunday are preferred. This works best with trash collection in the area. Shorter stays can be requested and will be considered during off peak times. Linens and towels are provided for your convenience.

Amenities

Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly

Map of Chesapeake Bay, NC

Reviews

5.0
Outstanding(52 Reviews)
5.0
Aug 2024
We had a group of 17 for our family vacation and we truly enjoyed every aspect of our stay! The beautiful location, the house, pool, the kayaks and canoes, yard area! It was fantastic! The house and cottage supplied ALL the space we needed for 5 family units. The only bummer was jellyfish in the bay!
5.0
Aug 2024
Property met all of our expectations. We were a family of twenty from ages 8 to 76, three generations. Loved all the outdoor sports available really used the pool since our week was 90+ degrees everyday. Sunrise and kayaking every morning, more coordinated members paddle boarded. My grandson especially enjoyed kayaking, fishing, crabbing and exploring the property. Looking forward to next year. Only recommendation some free standing umbrellas at pool where lounge chairs are located. Shade was at a premium our week. Allen and Kathleen very conscientious hosts.
5.0
Jul 2024
We loved having many kayaks and canoes ready to use. Wonderful swimming pool with lots of toys. So much to do inside and outside. It was great all around for all ages. Everyone felt this was a favorite place to gather.
5.0
Jul 2024
The property was very nice and as advertised. The only negative is location. It is pretty remote and not much to do within 30 minutes driving time.
5.0
Jul 2024
We had a fantastic week with our children and grandchildren. This property offers something for everyone, all ages. Volleyball was a nightly event and the pool was always being used in the 90 degree weather. The property has everything you need from the kitchen to outdoor games....very highly recommended.
5.0
Jun 2024
We had an amazing time! We wanted a home on some property with lots of activities for the whole family. This home fit the bill perfectly. The overall beauty of the place was breathtaking, and all of the activities were enjoyed by the whole family. The kids LOVED the pool! Thank you for adding the solar blanket!! We also loved the location, as we were only a little over an hour from Ocean City Beach!! The owner communicated with us very well, and was very responsive when we had questions. Thank you for giving the Milford Family a vacation to remember!
5.0
May 2024
The house was wonderful for a large group. Owner was extremely good with communication and quick to respond and fix when one thing went wrong. Would absolutely rent from them again. Great setting and having the pool and pickleball / tennis court was a fantastic added feature that we used.
5.0
Oct 2023
THIS WAS OUR SECOND TRIP TO CHERRY POINT. IT IS A BEAUTIFUL, WELL MAINTAINED PROPERTY IN A GREAT LOCATION.

FAQs

How much does this house cost compared to others in Chesapeake Bay?

The average price for a rental in Chesapeake Bay is $371 per night. This rental is $2,052 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at Waterfront Family Retreat with Pool on 7+ acres!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

Yes, a swimming pool is available for use at Waterfront Family Retreat with Pool on 7+ acres!. Enjoy the water!

Is Waterfront Family Retreat with Pool on 7+ acres! pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Waterfront Family Retreat with Pool on 7+ acres!?

We found 11 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.

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