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Entire home

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

Waterfront vacation home with private pool and kitchen

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

Beach nearby, sun loungers, beach towels
Property grounds
Exterior
A heated pool
Interior
Punch Point in St. Michaels, MD offers a fresh take on luxury rentals. This vibrant space boasts two islands, refrigerators, and game rooms to encourage community and fun. Lounge by the heated pool or relax with loved ones at the firepit after launching kayaks from your own sandy beach.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 10557 sq m

Popular amenities

  • Dryer
  • Pool
  • Washer
  • Barbecue grill
  • Parking available
  • Outdoor Space

Add dates for prices

About this property

Entire place

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

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

TREMEZZO STAY - PUNCH POINT
Our properties are owned, managed, and hosted by us. We deliver personally hosted luxury rental experiences in St. Michaels, MD.

If you do not see availability for your dates or are looking to sleep more or less than 10, please visit our 3 additional exclusive listings!!
Chesapeake Mansion (sleeps 12):
https://www.vrbo.com/2207416?unitld=2771970
Ranch at Royal Oak (sleeps 12):
https://www.vrbo.com/2697100?unitld=3267863
Spencer Creek Cabin (sleeps 8):
https://www.vrbo.com/1342430?unitld=1900766

Welcome to Punch Point! The years of design work for our guests have culminated with this new listing. The rehab mission being; provide our guests with more. Not 1 but 2 islands, not 1 but 2 refrigerators, not 1 but 2 game rooms, not 1 but 2 sets of washer and dryers... and on and on the list goes! It is a fresh, fun, and vibrant space that encourages community. There is an abundance of comfortable areas to lounge, both indoors and out. Enjoy the heated pool. Launch the kayaks from our eastern shore-style sandy beach. Smile at your loved ones by the firepit. Take it all in and share the love we have for St. Michaels.
*With this being a brand new listing we would invite you to look at reviews for any of our other properties for the time being. You will see that we are locked in our guests needs.



Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

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

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the bay
  • Near the marina
  • On the waterfront

Things to do

  • Arcade/game room
  • Bicycles
  • Billiards/pool table
  • Foosball table
  • Golf
  • Heated pool
  • Kayak
  • Table tennis
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming 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)

General

  • Bicycles
  • Electric car charging station
  • Garden
  • Unit size: 6,000 square feet

Similar properties

Sun loungers, beach towels

Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

  • Pool
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, 37 reviews
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 30

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

Rules

Once confirmed you will be required to sign our rental agreement prior to occupying the property
A picture ID of the guest executing the property's terms and conditions is required prior to check-in
NO EVENTS. NO WEDDINGS. 10 guest maximum at all times. There are no additional guests permitted. Please adhere to the posted occupancy.

Pets

Pets not 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

About the neighborhood

Map
MD, Sherwood

What's nearby

  • Tilghman Watermen’s Museum - 9 min drive - 8.2 km
  • St. Michaels Marina - 25 min drive - 22.6 km
  • Chesapeake Bay Maritime Museum - 25 min drive - 22.6 km
  • St. Michaels Winery - 26 min drive - 23.3 km
  • Saint Michaels Village - 28 min drive - 24.7 km

Getting around

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

Restaurants

  • ‪Carpenter Street Saloon - ‬19 min drive
  • ‪Chesapeake Landing - ‬14 min drive
  • ‪Gina’s @ The Bridge - ‬7 min drive
  • ‪Talbot St. Tavern - ‬19 min drive
  • ‪The Blue Crab - ‬19 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.

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!?

Check-out is at 11:00 AM.

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

This family-friendly Sherwood vacation 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 mi (10 km).

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

Reviews

10

Exceptional

Rating 10 - Excellent. 11 out of 11 reviews
Rating 8 - Good. 0 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Jackie C.

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

10/10 Excellent

Chris S.

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

10/10 Excellent

Ashley C.

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

10/10 Excellent

Michael G.

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

10/10 Excellent

Celia M.

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

10/10 Excellent

Martha B.

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

10/10 Excellent

Julia G.

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

10/10 Excellent

Gaston S.

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