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Sunset Serenity

House in Annapolis, MD

10 guests·5 bedrooms·2 bathrooms
4.9 · 36 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Waterfront terrace and deck invite serene outdoor entertaining for guests.

Location & Accessibility

Location & Accessibility

Minutes to downtown Annapolis and wineries for quick weekend getaways.

Value & Savings

Value & Savings

Guests save an average of 32% when booking this stay vs. Airbnb and Vrbo.

What guests are saying

Summarized with AI
Star icon

4.9

Rated 4.9 out of 5 from 36 reviews

Guests consistently highlight the property's stunning views and comfortable accommodations. The well-appointed home is perfect for families and gatherings, offering amenities like kayaks for water activities. Many appreciate the special touches, such as complimentary toiletries. Reviewers commend the spacious layout, which allows for both socializing and privacy. The responsive management enhances the overall experience, making it a favorite for vacations and special occasions. Overall, visitors express a strong desire to return to this serene escape.

See all 36 reviews.

Property details

Experience the Difference: Professionally Managed by the property manager 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. Minimum age to book this property is : 25

Sleeping arrangements

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Twin Bed

Bedroom 4

1 Queen Bed

Living Room

3 Twin Beds

Living Room

1 Sofa Bed

What’s included

  • Self check-in

    Self check-in

  • Parking

    Parking

  • Washer

    Washer

  • Dryer

    Dryer

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Fireplace

    Fireplace

  • Kitchen

    Kitchen

Guest reviews

Star icon 4.9 | 36 reviews
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Rosanne

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July 2026

We had a wonderful 4th of July holiday at this beautiful historic home. The views are beautiful and the large gathering room was perfect for our family to enjoy meals together, play games and watch TV. The bathrooms are large and the shower is so nice and refreshing. The beds are super comfortable. The hosts are super responsive to any need. Highly recommend.

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Alla

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June 2026

Gorgeous house and views; great location as well near Great Frogs winery and close to Annapolis. My friends and I had a wonderful time relaxing on the patio. The only slightly frustrating thing was that we sent a couple of questions about the house when we first arrived and never got a response. Instead, we only received automated communications after check-in.

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Christine

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June 2026

We rented this house for my daughter’s bridal party (bridesmaids) to be together and get dressed together. It was perfect. All the girls had room to get dressed and the photographer had great spaces for pictures.

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Chris

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March 2026

Great house! Cant beat the space and the setting. Great details to the house and one of the best showers I’ve used

Know before you go

Self check-in

House rules

Check-in: 4:00pm

Checkout: 11:00am

No pets allowed

Min. age to rent: 25

No smoking

No parties

Have a question about this property?

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