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Heated pool, sandy beach, pier, and playground set punch point apart!

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A two-story house with a swimming pool, outdoor seating, and a well-maintained lawn.
A modern kitchen with a large island, wooden bar stools, and a view of the living area.
A modern kitchen with a central island, wooden dining table, and chairs.
A wooden dock extending into a calm body of water, surrounded by lush greenery and a large building in the background.
A large house with a swimming pool, surrounded by a well-maintained lawn and trees.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Private pool
  • Toys
  • Barbecue
  • Electric vehicle charging point
  • Air-conditioning

Explore the area

View map
Sherwood, MD
  • Place, Knapp's Narrows Marina & Inn
    ‪6 min drive‬
  • Place, Tilghman Island Marina
    ‪7 min drive‬
  • Place, Northern Chesapeake Bay
    ‪7 min drive‬
  • Airport, Easton, MD (ESN-Easton - Newnam)
    ‪42 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

Living Room 1

1 Single Bunk Bed

4 bathrooms, 1 half bathroom

Bathroom 1 - Double Vanity

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3 - Double Vanity

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 4 - Double Vanity

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 5

Soap · Towels provided · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Number of living rooms
Outdoor play area
Garden
Dining area

Add dates for prices

Similar properties

About the area

Sherwood

Located in Sherwood, this holiday home is on the waterfront. Tilghman Watermen’s Museum and Chesapeake Bay Maritime Museum are cultural highlights, and some of the area's activities can be experienced at Knapp's Narrows Marina & Inn and Tilghman Island Marina. Travelling with kids? Consider Phillips Wharf Environmental Center and Chesapeake Beach Railway Museum. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with cycling and hiking.
Map
Sherwood, MD

What's nearby

  • Knapp's Narrows Marina & Inn - 6 min drive - 6.2 km
  • Back Creek Community Park - 6 min drive - 6.2 km
  • Tilghman Island Marina - 7 min drive - 7.5 km
  • Northern Chesapeake Bay - 7 min drive - 7.6 km
  • Tilghman Watermen’s Museum - 8 min drive - 8.2 km

Getting around

  • Easton, MD (ESN-Easton - Newnam) - 33 min drive

Restaurants

  • ‪Chesapeake Landing - ‬14 min drive
  • ‪Talbot St. Tavern - ‬19 min drive
  • ‪Ava's Pizzeria & Wine Bar - St Michaels - ‬20 min drive
  • ‪Big Mack's Kitchen & Dock Bar - ‬7 min drive
  • ‪Gina’s @ The Bridge - ‬7 min drive

Frequently asked questions

Does Heated pool, sandy beach, pier, and playground set punch point apart! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Heated pool, sandy beach, pier, and playground set punch point apart! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Heated pool, sandy beach, pier, and playground set punch point apart!?

On-site parking is available at the property.

What time is check-in at Heated pool, sandy beach, pier, and playground set punch point apart!?

Check-in begins at 4:00 PM.

What time is check-out at Heated pool, sandy beach, pier, and playground set punch point apart!?

Checkout is at 10:00 AM.

Where is Heated pool, sandy beach, pier, and playground set punch point apart! located?

This family-friendly Sherwood holiday home is located on the waterfront, 0.7 mi (1.1 km) from Goat Island, and within 6 mi (10 km) of Phillips Wharf Environmental Center and Back Creek Community Park. Kronsberg Park and Wittman Park are also within 6 miles (10 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. 14 out of 14 reviews
Rating 8 - Good. 0 out of 14 reviews
Rating 6 - Okay. 0 out of 14 reviews
Rating 4 - Poor. 0 out of 14 reviews
Rating 2 - Terrible. 0 out of 14 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property with everything you would need to have a great family vacation. Marissa was a great hostess!
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

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

Wonderful Stay!

We had a wonderful stay! The home has plenty of room, it is clean, quiet and fully stocked. Property management is very responsive and helpful. The activities available at the home and in nearby St. Michael's made our trip especially memorable!
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
A secluded and quiet setting with lots of amenities to keep us occupied. The kitchen was well stocked and had everything we needed. We appreciated the heated pool which was very clean. If older folks are staying here, be aware that there are no railings on outdoor stairs - might be something for the owners to consider in the future. We had no maintenance problems and had a relaxing stay.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

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

Wonderful bday celebration

Beautifully decorated, peaceful, well appointed home for our girls bday celebration. Highly recommend.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Family trip

We had a wonderful time. The home was perfect. There were so many areas in the home to keep both the children and adults happy. The kitchen was amazing. The owner was very helpful. We would definitely enjoy renting with them again.
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

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

Family Weekend

We had a wonderful and serene stay. We were traveling with our 9 month old and the play mat and toy area were so convenient. The renter also provided a crib and high chair. It’s an amazing home and view.
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

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

Tastefully remodeled house on beautiful property

I stayed on this property with my family (parents in their 70s, wife and i in our 30s, and a 3.5 and 1 year old) and everyone had a wonderful time. The house is gorgeous and very well decorated. Theres plenty to do on the property and plenty of unique spaces around the house, all of which have a stunning view of the water. The hosts were great and responsive. I would recommend this property/host to everyone.
Stayed 5 nights in May 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family of ten throughly enjoyed our stay. There were lots of activities for the young children. The pool was great. The accommodations were spacious and immaculate. There was enough room, so that one group could work on a puzzle while others played kids card games and others were in the pool. the chefs of the family enjoyed the high end kitchen appliances.
Stayed 9 nights in Jul 2025
Response from VrboOwner on 4 August 2025
Thank you so much for your kind words! We’re thrilled to hear that your whole family had a great time and that the home worked so well for everyone. From the kids in the pool to the chefs in the kitchen. It means a lot to us that you enjoyed your stay, and we’d love to welcome you back here or one of our locations sometime!
Verified review

10/10 Excellent

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

Perfection!

Everything about this property was perfect for our family of 10 ranging in age from 79 to 2.5. The children loved the indoor and outdoor play areas, and it was hard to drag them away from the house for Thanksgiving dinner. The location was excellent for access to St Michael's and other spots on the eastern shore. The owner even helped us find a place to get fresh local oysters and shucking them was a family affair.
Stayed 5 nights in Nov 2024
Verified review

10/10 Excellent

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

Fantastic Stay

This is the second time we have stayed at one of the Tremezzo Stay properties and once again it was spectacular. Punch Point is better than advertised. The interior is bright, airy and immaculate. So many great amenities for our kids. The perfect place to have kids of any ages. Every detail was thought out from the fully stocked kitchen to the fire pit with smores. The kids spent hours in the pool. Best vacation home we’ve stayed in. Looking forward to coming back.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

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

Absolute perfection!

From start to finish, everything was perfect! This home just shows that the owners have thought of everything to embrace a memorable stay! We are a family of 10, ranging from 10 months to 83, and everyone had a wonderful time..Marissa was a pleasure to work with and was always ready to answer any questions promptly. The home was exactly like shown and the location is just amazing! Plenty of space for all! Thank you so much for sharing this gem with our family....
Stayed 5 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It's a great family get-together house. The beds were very comfortable, the kitchen is large and easy for multiple cooks, and there is plenty of room to spread out. The pool, play area, game garage, fire pit and water access are really nice for a family with kids of all ages. We are a family of 9 with 6 adults and 3 kids and it worked very well for us. Many thanks, we had a great family vacation!
Stayed 7 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 9 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Aug 2025
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