10/10 Excellent
Celia M.
25 April 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolute perfection!
Celia M.
Stayed 5 nights in Apr 2025
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!
Reviews
10 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 10557.4 sq m
Popular amenities
Explore the area
Sherwood, MD
- Chesapeake Bay Maritime Museum20 min drive
- St. Michaels Winery20 min drive
- U.S. Naval Academy91 min drive
- Easton, MD (ESN-Easton - Newnam)33 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
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 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 manager
Marissa
Premier Host
Languages
English
Add dates for prices
Amenities
Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning
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10.0 out of 10, (33 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
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
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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Sherwood, MD
What's nearby
- Tilghman Watermen’s Museum - 8 min drive - 6.6 km
- St. Michaels Marina - 19 min drive - 17.5 km
- Chesapeake Bay Maritime Museum - 20 min drive - 17.6 km
- St. Michaels Winery - 20 min drive - 17.9 km
- U.S. Naval Academy - 91 min drive - 100.5 km
Getting around
Restaurants
- Chesapeake Landing Restaurant - 14 min drive
- The Blue Crab - 19 min drive
- Carpenter Street Saloon - 19 min drive
- Ava's Pizzeria & Wine Bar - 19 min drive
- Justine's Ice Cream Parlour - 19 min drive
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
10/10 Excellent
Martha B.
5 December 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfection!
Martha B.
Stayed 5 nights in Nov 2024
10/10 Excellent
Julia G.
10 November 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Weekend
Julia G.
Stayed 3 nights in Nov 2024
10/10 Excellent
Jackie C.
11 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful bday celebration
Jackie C.
Stayed 3 nights in Sep 2024
10/10 Excellent
Gaston S.
13 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tastefully remodeled house on beautiful property
Gaston S.
Stayed 5 nights in May 2024
About the host
Hosted by Marissa
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.
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
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