Private pier and pool at this waterfront Chestertown home | House in Chestertown

9.8 (22 Reviews) |   Pet Friendly   4 Bedrooms  3 Bathrooms  10 Guests
Chestertown House | Private pier and pool at this waterfront Chestertown home

4 Bedroom House in Chestertown

This private waterfront river home in beautiful historic Chestertown has its own private pier and pool - all on a quiet cul de sac. Enjoy the view from the river porch of the Eastern Shore sunset over glassy water, pick some Maryland Blue Crabs caught off the pier, and enjoy the light show at night with no winds to disturb the water surface.
This house is less than 5 minutes from the quaint Main Street of Chestertown. The town dates back to the Revolution - in response to British Parliament’s closing of the port of Boston, the citizens of Chestertown, Maryland met in May 1774 and set forth “Resolves” forbidding importing, selling, or consuming of tea in Chestertown. The City re-enacts this event every year during the annual tossing Chestertown Tea Party Festival. If you consider yourself a foodie, you should spend your day touring one of the local farms or vineyards and then enjoy a meal at one of the many local restaurants.
This home has a total of 4 Bedrooms and 3.5 Baths. There is Master en-suite bedroom on the Main Floor, 3 bedrooms and a combined Den/bedroom and full bath. Both the main floor and upstairs each have oversized sun porches with views of the Bay.
SLEEPING ARRANGEMENTS - all new beds on the 2nd floor!
4 Bedrooms/3.5 Baths; sleeps 10 adults
Main Floor En Suite Master Bedroom: sleeps 2
-Queen Size Bed
-En-Suite Full Bath
Upstairs King Guest Room: sleeps 2
-King Bed
-Shared Full Bath with 2 showers and double vanity in the Hall
Upstairs Trundle Room: sleeps 2
-Twin Bed over Trundle Twin Bed
-Shared Full Bath with 2 showers and double vanity in the Hall
Upstairs Double Full Guest Room: sleeps 2-4
-Two Full Beds
-Shared Full Bath with 2 showers and double vanity in the Hall
Upstairs Den: sleeps 2
-Queen Pullout Sofabed
-Shared Full Bath with 2 showers and double vanity in the Hall
HIGHLIGHTS:
-Waterfront
-Private backyard pool (Pool Closed October 31 through May 1)
-Private Pier with boat slip, launching spot for kayaks (1 provided) or SUP boards (BYO).
-Gas Grill - propane provided
-Two sun porches with water views - one on the Main Floor and one upstairs
-Dining Room table seats 6
-Breakfast Bar seats 2
-Breakfast table seats 2
-Poolside furniture
-High Speed Internet and WiFi
-3 TVs with fire stick
-Luxury linens, complimentary toiletries Starter Kit, and boutique-level service
-Parking for 3-4 cars on the circular driveway
-Full Washer & dryer in Laundry Room
-Dogs permitted with $250 pet fee paid prior to checkin.
-Keyless entry. Drive straight to your rental home, enter the lock code on the front door to enter the home.
Property Distance to:
-Annapolis - 48 miles
-Washington, DC - 75 miles
-Baltimore - 75 miles
* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.
* All beds are ready made for you with freshly-laundered sheets & towels
House Rules
Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Pets permitted with $250 pet fee paid prior to checkin. Be respectful of the house and contents - it is someone's home and the owners do come back from time to time to stay in their property. Please respect the neighbors and neighborhood.
Check-in time: 4:00 pm
Check-out time: 11:00 am

Private pier and pool at this waterfront Chestertown home is located in Chestertown. Private pier and pool at this waterfront Chestertown home provides accommodation, featuring Bedding/Linens, Wellness Facilities, Fireplace/Heating, among other amenities. This House features Bedding/Linens, Wellness Facilities, Fireplace/Heating, to make your stay a comfortable one.

Private pier and pool at this waterfront Chestertown home has 4 Bedrooms , 3 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Chestertown has interesting places to visit. If you want to learn more about the House in Chestertown, such as places to visit and things to do nearby, you can check below to learn more.

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Chestertown, 21620, United States

Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Spa
Fireplace/Heating
Guest Services
Breakfast
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Toilet paper
  • Shampoo
  • Hair dryer
  • Towels provided
  • Soap
  • 2+ bathrooms
Bedroom
  • Sofa bed
  • Bed sheets provided
  • 4 bedrooms
  • Dining table
  • Living room
Kitchen
  • Stovetop
  • Dishwasher
  • Microwave
  • Cookware/dishes/utensils
  • Paper towels
  • Oven
  • Ice maker
  • Refrigerator
  • Toaster
Laundry
  • Washing machine and dryer
Ocean view
  • Near the beach
Parking
  • Onsite parking
Pet Friendly
  • Pet friendly
Accessibility
  • Smoke-free property
Activities
  • Kayaking nearby
  • Kayak on site
  • Fitness facilities nearby
  • Swimming nearby
  • Marina nearby
  • Birdwatching nearby
  • Golf nearby
  • Fishing nearby
  • Water skiing nearby
  • Wildlife and game walks nearby
  • Power boating nearby
Entertainment
  • Pool or billiards table
  • Smart TV
  • Arcade/game room
General
  • English
  • Near a health or beauty spa
  • On the waterfront
  • Near outlet shopping
  • Near the bay
  • Desk
  • Desk chair
Guest Services
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Patio
  • Outdoor furniture
  • Garden
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
Spa
  • Private pool
  • Outdoor pool

Policies

Check-in
Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets allowed service animals are welcome, and are exempt from fees
Smoking Policy
Smoking is not permitted
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Taraa W.
Oct 11, 2023 09:52:03 PM
Review Score:   5
Summary: We stayed at Peir Pleaseure for Washington college homecoming weekend. We had a BBQ by the pool for our son and his friends. We enjoyed the views of the Chester Riiver from the pier. The house was clean and easiliy accomodates 2 families .
See All Reviews

FAQ's

Is this Chestertown house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Chestertown house have a swimming pool?

Yes, this Chestertown house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Chestertown house?

Best-rates for the Chestertown house starts from $1,166 per night with includes Internet, Air Conditioner, Pet Friendly, Private Pool, Oceanfront, Fireplace/Heating, Breakfast, Laundry, TV, Ocean View, Bedding/Linens, Wellness Facilities, Spa, Guest Services, Kitchen, Parking, Pool, View, Security/Safety, Balcony/Terrace, Sports/Activities, Child Friendly At SunSki Resorts, we pair every traveler with their perfect accommodation, complete with all necessary facilities. Whether you're traveling with a group, friends, family, or pets, we have the ideal rental for you.

Is Chestertown house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chestertown house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chestertown house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Chestertown house?

Based on the information reported by the owner or manager, the Chestertown house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Chestertown house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chestertown house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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