See all properties
Entire home

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

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

Exterior
Property grounds
Beach
Children's area
Children's area

Reviews

10 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 106000 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

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 Twin 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
Outdoor play area
Garden
Dining area

About this property

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.



Our prices include all fees. No hidden fees.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Exterior
RANCH AT ROYAL OAK- Exclusive waterfront pool pier
  • Pool
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, (31 reviews)
RANCH AT ROYAL OAK- Exclusive waterfront pool pier

House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
default

Children

Children allowed: ages 0-17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted
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.

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
Safety features at this property include a fire extinguisher

We should mention

This property does not have elevators

About the neighborhood

Sherwood

Located in Sherwood, this vacation 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. Traveling with kids? Consider Phillips Wharf Environmental Center and Chesapeake Beach Railway Museum. Be sure to check out the area's animals with activities such as game walks and birdwatching.
View more Vacation Homes in SherwoodOpens in a new window
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 - 7.2 km
  • Phillips Wharf Environmental Center - 8 min drive - 7.2 km
  • Tilghman Watermen’s Museum - 8 min drive - 8.2 km

Getting around

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

Restaurants

  • ‪Carpenter Street Saloon - ‬19 min drive
  • ‪Ava's Pizzeria & Wine Bar - St Michaels - ‬20 min drive
  • ‪The Blue Crab - ‬19 min drive
  • ‪Chesapeake Landing - ‬14 min drive
  • ‪Talbot St. Tavern - ‬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.

How much does it cost to stay at Heated pool, sandy beach, pier, and playground set punch point apart!?

As of Mar 30, 2026, prices found for a 1-night stay for 2 adults at Heated pool, sandy beach, pier, and playground set punch point apart! on Apr 28, 2026 start from $1,216, 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.

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?

Onsite 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!?

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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
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

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

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
Verified

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
Verified

10/10 Excellent

Adrienne N.

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

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
Verified

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
Verified

10/10 Excellent

Daniel M.

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
Verified

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
Verified

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
Verified

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
Verified

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
Verified

10/10 Excellent

Michael D.

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

About the host

Hosted by Marissa

Host profile image
We’ve always shared a passion for travel, home renovation, decor - and Italian food! So creating luxury experiences for others rooted in what we personally love just felt right.
And we hope you feel that love when you stay with us - each home has been handpicked and extensively outfitted with our guests’ comforts in mind. We personally manage each property so we consistently deliver the direct attentiveness you and your loved ones deserve throughout your entire experience.
We take pride in uniquely designing our homes based on what matters to you. We work hand-in-hand to give you more than just a space to land, but an unforgettable place to LIVE.
When we’re not curating luxury experiences for our guests, we’re spending time with our three young daughters in the St. Michaels area whenever humanly possible.

Why they chose this property

Hi! We’re Brandon and Marissa. We’ve lived in Maryland for over 15 years, but it wasn’t until we discovered the Eastern Shore that we fully committed to calling Maryland home. When we visited St Michaels and the surrounding area for the first time…well, it was love at first visit!

What makes this property unique

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

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback

Hotels

Vacation Rentals