Entire home

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

Family-friendly vacation home with a fitness center and an outdoor pool

Welcome to TREMEZZO STAY - CHEASAPEAKE MANSION, the premier Eastern Shore destination in St. Michaels, MD. This luxurious 12,000 sqft home offers a heated pool from mid-March to mid-October and sits on 30 private acres with plenty of space for relaxation and play.

Exceptional

Entire home

8 bedrooms9 bathroomsSleeps 1212000 sq ft

Popular amenities

Kitchen
Fireplace
Dryer

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

TREMEZZO STAY - CHEASAPEAKE MANSION
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 for a more moderate price point please visit our other listings!
Ranch at Royal Oak:
https://www.vrbo.com/2697100?unitId=3267863
Punch Point:
https://www.vrbo.com/3887202?dateless=true
Spencer Creek Cabin:
https://www.vrbo.com/1342430?unitId=1900766

Chesapeake Mansion is the premier Eastern Shore destination.
Voted #1 mansion rental in the state of Maryland by “Trips to Discover”!
Voted "Coolest ABNB in the state of Maryland" by Conde Nast Traveler (December 2021).
Also was host to the Bravo TV Network’s Real Housewives of Potomac.
The pool is open from mid-March to mid-October and to answer your question.. YES, it is heated :) This enormous 12,000 sqft. home sits on a private 30 acres just outside of St. Michaels. We spent 2 years updating this home with all of your rental needs in mind. This home sleeps the county maximum of 12 guests.

Please take a look at the virtual tour if you have a moment!

•August 2022- New playground surround installed
•October 2021- 160’ pier installed with 5’ MLW
•August 2021- New poly-wood mega playground installed
•March 2021- Atlantic Broadband has officially been added along with an EXTENSIVE MESH WiFi network!!!

Talbot County Rental License: ST-214-LYT

Property amenities

Beach

Beach loungers
Beach towels

Pool/Spa

Heated pool
Outdoor pool
Private pool

Internet

Available in the house: Free WiFi

Parking and transportation

Onsite parking options include a garage

Kitchen

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

Dining

Dining table

Bedrooms

8 bedrooms
Bedsheets provided

Bathroom

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

Living spaces

Dining table
Fireplace
Living room
Separate dining area

Entertainment

Books
DVD player
Games
Smart TV with cable/satellite channels

Outdoor areas

Barbecue grill
Firepit
Garden
Outdoor furniture
Patio

Laundry

Laundry facilities
Washing machine

Work spaces

Desk
Desk chair
Office

Comfort

Air conditioning
Heating

Pets

No pets allowed

Suitability/Accessibility

If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Elevator
Wheelchair accessibility
Smoking not allowed

Services and conveniences

Housekeeping (on request)
Iron/ironing board

Location highlights

In a rural location
Near a health/beauty spa
Near a hospital
Near an outlet shopping mall
Near the bay
Near the marina
Near the sea
On a river
On the waterfront

Things to do

Arcade/game room
Bicycles
Billiards/pool table
Foosball table
Golf
Gym
Heated pool
Kayak
Optional golf privileges
Table tennis
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding nearby
Hunting nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Rafting nearby
Sailing nearby
Swimming nearby
Water skiing nearby
Water tubing 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)
First aid kit
Fire extinguisher
Deadbolt lock

General

At least 80% lighting from LEDs
Bicycles
Garden
Housekeeping (on request)
Local artist showcase
Locally-owned and organized tours and activities
Unit size: 12,000 square feet

Similar properties

Pool
Kitchen
Washer
Dryer

Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

Elevator must be requested in advance. Specify on lease. Proof of identification required Lease returned within 48 hours.

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

Long-term renters welcome

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, a first aid kit, and a deadbolt lock

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

Property is also known as

Chesapeake Mansion 12 000 Sqft/ 30 Acres

Chesapeake Mansion 12 000 Sqft/ 30 Acres/ Heated Pool

CHESAPEAKE MANSION - HEATED POOL/ 12,000 SQFT/ 30 ACRES Sherwood

About the neighborhood

Sherwood, MD

What's nearby

Tilghman Island Marina - 8 min drive - 3.4 miles
Tilghman Watermen’s Museum - 8 min drive - 4.1 miles
St. Michaels Marina - 28 min drive - 15.7 miles
Chesapeake Bay Maritime Museum - 28 min drive - 15.7 miles
St. Michaels Winery - 29 min drive - 16.2 miles

Getting around

Easton, MD (ESN-Easton - Newnam) - 39 min drive

Restaurants

‪Gina’s @ The Bridge - ‬6 min drive
‪Two if by Sea - ‬7 min drive
‪Tickler's Crab Shack and Restaurant - ‬7 min drive
‪Bridge Restaurant - ‬6 min drive
‪Marker Five Waterfront Dining - ‬6 min drive

Frequently asked questions

Does Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND have a pool?

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

Is Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND pet-friendly?

No, pets are not allowed at this property.

Where is Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND located?

This family-friendly Sherwood vacation home is located on the waterfront, within 3 mi (5 km) of Knapp's Narrows Marina & Inn, Phillips Wharf Environmental Center and Back Creek Community Park. Goat Island and Kronsberg Park are also within 3 mi (5 km).