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Still Available for 2024 Commissioning Week! Serene waterfront sunsets in this Annapolis home

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Start your stay at the waterfront Sunset Serenity with a (complimentary) bottle of wine.
There are water views from almost every window of the house.
The stunning Annapolis waterfront home has a rich history - it was once a tobacco and dairy farm.
Enjoy the stunning sunsets that give the home its name!
Enjoy a family meal around the large dining room table with seating for 8.
Reviews
9.6 out of 10 Exceptional
5 bedrooms2 bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor space

Explore the area

Map
Annapolis, MD
  • Popular LocationMaryland Quiet Waters Park1 min drive
  • Popular LocationAnnapolis City Dock11 min drive
  • Popular LocationU.S. Naval Academy11 min drive
  • AirportBaltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)33 min drive

Rooms & beds

5 bedrooms (sleeps 10)

Loft

3 Single Beds

Main Floor King

1 King Bed

Main Floor Queen

1 Queen Bed

Main Floor Twin

1 Single Bed

Milk House Living Room

1 Double Sofa Bed

Waterview Milk House Suite

1 Queen Bed

2 bathrooms

Main Floor Queen

Toilet · Shower only

Upstairs Hall

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
Dining Area

About this property

Still Available for 2024 Commissioning Week! Serene waterfront sunsets in this Annapolis home

Still available for 2024 Commissioning Week - 5-Night Minimum

Enjoy stunning western-facing views across the river and a natural tidal pond from this sprawling historic home that sits on 1.5+ acres. The light-filled farmhouse is located on Persimmon Point, which is positioned between Harness Creek and the South River. It is a peninsula rich in local lore that includes Native American oysters mounds, pirate hideouts, tobacco farming and world champion cows.

Some history: Once the home was part of the original Wimbledon Farm. From the 1930’s, Wimbledon Farm grew abundant produce and tobacco. The last magnificent tobacco barn in Annapolis is on the property next to the house. Wimbledon was also famous for their dairy. Their dairy cows and bulls attracted breeders from around the world and famously started the “Carnation” milk herd. The dairy barn was immense and the milk came into the small milk house, which is now the charming "Milkhouse Suite". Here the milk was chilled and sent out to be bottled and delivered.

Today: The house offers a special, very private family retreat just minutes to downtown Annapolis. The home was renovated to its current beauty by opening the entire back of the house to the water with windows and connecting the main house to the "milk house". All of the living space, and 4 of the 5 bedrooms, are on the main floor. The lofted upstairs bedroom is perfect for the younger crowd with 3 twin beds and room to enjoy each other's company. The open floor plan, deck and terrace provide multiple living spaces inside and out. There are 2 full baths and room for 10 guests to sleep comfortably.

Enjoy the outdoors on stone patio with fountain and dining tables, a pair of Adirondack chairs on the back deck under the shady wisteria pergola, and a BBQ grill. Inside, the dining table seats 8 with room for 3 more at the breakfast bar. Across the lush lawn, there is also a small pier on the pond for kayak launching or fishing fun for small anglers. Guests can also get away from the day by lounging on the creek side on the front porch swing.

Local activities: Great Frogs Winery (less than ½ mile away down the street), Quiet Waters Park (hiking trails, ice skating, SUP rentals) and kayaking or biking.

SLEEPING ARRANGEMENTS 5 BR / 2 BA / Sleeps 10 adults (2 children):
Milk House Suite:
-Main Floor
-Queen Bed
-Living room with Full sofa sleeper
-Private en-suite bathroom large tile shower
-Private entrance and water views

Main Floor King:
-King bed
-Private entrance to front porch

Main Floor Queen:
-Queen bed

Main Floor Twin
-Built-in Twin Bed

Upstairs Loft
-3 Twin beds

-Full Hall Bath with stand-up Shower and clawfoot Tub

HIGHLIGHTS:
-Outdoor waterfront furnished terrace and deck - access to decks or porch from main entries
-Small fishing and boat launch pier on the pond
-Kayaks
-Mulitple living spaces: family room, living room and loft
-BBQ Gas grill (propane tank provided)
-Dining room table with seating for 8
-Breakfast bar with seating for 3
-Vermont casting gas stove
-High Speed Internet and WiFi
-Flatscreen TV's
-Luxury Westin Heavenly mattress in milk house, fine linens, complimentary toiletries Starter Kit, and boutique-level service
-Parking for multiple cars in driveway
-Full-size washers/dryers located on the main floor

Property Distance to:
-Downtown Annapolis – 4 miles
-U.S. Naval Academy – 4 miles
-Washington, DC – 33 miles
-Baltimore - 33 miles
-Great Frogs Winery - .4 miles
-Quiet Waters Park - 4.2 miles by land - closer by sea!

*Amenity & Supplies starter pack, coffees and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid.
* All beds are 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 house at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking/no pets. Be respectful of the house and contents - it is someone's home and the owners live in the home when not renting it. Please respect the neighbors and neighborhood. No parties, events or smoking of any kind.

Property manager

iTrip Vacations Annapolis - Sean Degnan
Premier Host
Premier Host

Languages

English

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Annapolis

Located on the waterfront, this holiday home is in Hillsmere, a neighbourhood in Annapolis. The area's natural beauty can be seen at Sandy Point State Park and Jonas Green State Park, while Maryland Hall for Creative Arts and Ballet Theater of Maryland are cultural highlights. Wild Bird Center and Helen Avalynne Tawes Garden are also worth visiting. Discover the area's water adventures with kayaking and waterskiing nearby, or enjoy the great outdoors with hiking/biking trails and horse riding.
Map
Annapolis, MD

What's nearby

  • Maryland Quiet Waters Park - 1 min drive
  • Navy-Marine Corps Memorial Stadium - 8 min drive
  • Annapolis Mall Shopping Center - 10 min drive
  • Annapolis City Dock - 11 min drive
  • U.S. Naval Academy - 11 min drive

Getting around

  • Odenton Station - 25 min drive
  • Fort Meade, MD (FME-Tipton) - 28 min drive

Restaurants

  • McDonald's - 8 min drive
  • Senor's Chile - 13 min drive
  • Little Italy - 5 min drive
  • Annapolis Smokehouse and Tavern - 8 min drive
  • Vin 909 - 10 min drive

Frequently asked questions

Is Still Available for 2024 Commissioning Week! Serene waterfront sunsets in this Annapolis home pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Still Available for 2024 Commissioning Week! Serene waterfront sunsets in this Annapolis home?

Check-in begins at 4:00 PM.

What time is check-out at Still Available for 2024 Commissioning Week! Serene waterfront sunsets in this Annapolis home?

Checkout is at 11:00 AM.

Where is Still Available for 2024 Commissioning Week! Serene waterfront sunsets in this Annapolis home located?

Located in Hillsmere, this holiday home is 0.6 mi (1 km) from Great Frogs Winery and within 3 miles (5 km) of Wild Bird Center and St John's College. Kunta Kinte–Alex Haley Memorial and Spa Creek are also within 3 miles (5 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 20 out of 23 reviews" "
Rating 8 - Good. 1 out of 23 reviews" "
Rating 6 - Okay. 2 out of 23 reviews" "
Rating 4 - Poor. 0 out of 23 reviews" "
Rating 2 - Terrible. 0 out of 23 reviews" "

9.4/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

Reviews

8/10 Good

Douglas H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
sunset serenity
Sunset serenity is the perfect description
Stayed 6 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Cristina F.

Beautiful Lakeside Escape
Loved staying at Sunset Serenity, the house is large and beautiful, comfortable and has great kitchen and all the comforts a family needs. From the little ones to the teens everyone loved the time spent here. The only thing is distance, make su to have transportation and watch out for deers at night when driving. But overall 5/5.

10/10 Excellent

Michael Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A special, special place
BEAUTIFUL setting, lovely house... it was really perfect for a family get-together for my dad's birthday. The property has a big property, for running around or hanging out. You're right on the water, which means beautiful sunsets. You're a short drive from town. The great room is a perfect place for hanging. One small gripe: they could better stock the kitchen, but still plenty of stuff available for cooking. And the management team is responsive and helpful. We're already planning our trip back. It's a great, great place.
Stayed 3 nights in Feb 2024

6/10 Okay

Anna H.

Liked: Check-in, communication, location, listing accuracy
Beautiful House and Location
Enjoyed our stay here for a girls weekend. Only complaint is that the house needed to be deep cleaned—spider webs!
Stayed 2 nights in Jan 2024

10/10 Excellent

Steve & Kay N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Chesapeake Bay retreat
We enjoyed this lovely home and setting along the Chesapeake Bay / South River. Well equipped home with a beautiful yard, and views of the Bay. Quiet neighborhood, yet accessible to Quiet Waters Park, historic Annapolis, and Sandy Point State Park.
Stayed 3 nights in Dec 2023

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

Host profile image

Languages:

English

Premier Host

Premier Host
They consistently provide great experiences for their guests
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