Serene waterfront sunsets in this sprawling historic Annapolis home

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4.8

Outstanding(26 Reviews)

House in Anne Arundel County, MD

10 guests · 7 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Visit the magic of Annapolis during the Thanksgiving and Holiday Season
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.

Amenities

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Fireplace

Parking

Laundry

Balcony or Patio

Dishwasher

Garden

Map of Anne Arundel County, MD

Nearby attractions

Smithsonian National Museum of Natural History

27.7 mi

National Museum of African American History and Culture

28.1 mi

Serene waterfront sunsets in this sprawling historic Annapolis home

4.8

Outstanding(26 Reviews)

House in Anne Arundel County, MD

10 guests · 7 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more

Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

Amenities

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Fireplace

Parking

Laundry

Balcony or Patio

Dishwasher

Garden

Map of Anne Arundel County, MD

Nearby attractions

Smithsonian National Museum of Natural History

27.7 mi

National Museum of African American History and Culture

28.1 mi

Reviews

4.8

Outstanding(26 Reviews)

4.8

Aug 2024

We were in town for a Lacrosse tournament. Perfect house for two families. Thank you.

4.8

Jun 2024

We had such a wonderful Father’s Day weekend, at this lovely property! The views are beautiful, the house was laid out perfectly for our large family, and everyone enjoyed fishing off the dock.

4.8

Apr 2024

Sunset serenity is the perfect description

4.8

Mar 2024

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.

4.8

Mar 2024

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.

4.8

Feb 2024

Enjoyed our stay here for a girls weekend. Only complaint is that the house needed to be deep cleaned—spider webs!

4.8

Dec 2023

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.

4.8

Dec 2023

Good Morning, We are enjoying our stay at Sunset Serenity and will definitely return again. All of the accommodations are nice and the house is very nice.

4.8

Nov 2023

The property was absolutely perfect. The views alone made it perfect with sunsets that take your breath away. Plenty of space for our group. Well appointed throughout, especially the kitchen. Sean at iTrip was very quick to respond to any question. Very easy to work with.

4.8

Nov 2023

Wonderful location on the water with well maintained property and great views. Will be glad to stay here again.

4.8

Oct 2023

Such a stunning property with a beautiful view. The landscaping and dwellings were perfect for our family. We appreciate the history of the home. It had everything this family needed and I would rent it again. The location to downtown and necessary stores were also perfect. Quiet and Elegant.

4.8

Aug 2023

This is a special place. If you want to feel relaxed and have great water views and magnificent sunsets this is the place.

4.8

Aug 2023

The home is charming, with one of our family members describing it as farmhousy-glam. It was a wonderful fit for our party of 10. The teens particularly loved the upstairs loft area, and we all couldn't get enough of the gorgeous views, beautiful sunsets, and ample room to relax with a book or have a casual meal outside. We took full advantage of the kayaks on property, which are a special option the home provides. Our only recommendation would be adding a lock to the main bathroom,as we needed to devise our own system to ensure privacy. Thank you so much! We will definitely be looking to come again!

4.8

Aug 2023

Our stay at Sunset Serenity was magical. Our two families, young and old alike, loved the property. While the parents enjoyed the sunset, the kids were able to master kayaking in a safe and fun environment. The proximity to the city made it a perfect location for a getaway. As frequent VRBO families, this is by far our favorite spot. We look forward to returning again.

4.8

Jul 2023

My friends and I had a great time at the house, which had everything we'd hoped for: a great outdoor space, a super functional kitchen, a comfortable living room and even really comfortable beds.

4.8

Jul 2023

We had a lovely three nights in this beautiful home. The spacious home had everything we needed for a great girls weekend.

4.8

Jul 2023

The sunset views from this gorgeous house are stunning! The setting is like a fairytale, with amazing water views and magical gardens. And the layout of the house is so inviting. And it’s all so close to downtown Annapolis! I would rent this place again in a heartbeat.

4.8

Jun 2023

The house and view were beautiful! The surrounding area was calm and it was easy to get into the town of Annapolis. I was impressed with the outdoor area and the closeness of a local winery. On the listing it states that there is a lot of driveway space for parking, but apparently the owner has a limit on the number of cars. I received a phone call at 8am on the second day of our stay stating that we must move our vehicles to a local middle school because too many cars were parked there. We had a guest limit of 12 and had 9 cars due to people living in different states. There is no limit on cars in the listing. The owner was also staying next door and we were not informed. He walked down the driveway several times and asked us for a ladder without telling us he was the owner.

4.8

Jun 2023

The property is beautiful. The views are magical. The nature is stunning. The house itself is older. Some items need updates — coffee maker was very old and slow to make coffee. — kind of annoying to not have an updated basic kitchen appliance in a house where you are spending so much $ per night. The main bathroom door doesn’t have a lock - could be an issue for a larger group. The second bathroom door has a glass that can be seen through. There are only 2 lawn chairs — we were a group of 5 and couldn’t all sit on the porch, which just seemed short sighted. The fridge filer has not been changed and fridge had a weird taste. Communication was very transactional with the rental agency. The house was available earlier in the day. I inquired about an earlier check in and was offered a charge of 70$ for a 3 hours earlier check in. We paid > 2500$ for a weekend stay and the early check in would have been $70 when the house is standing empty. Otherwise the weekend stay was very memorable.

4.8

Jun 2023

This property is warm and inviting from the minute you arrive. It has everything you need for your stay. Large open space for family and beautiful country charm. The sunsets are a gift from God!!! The nature is also amazing. Another treat is the Green Frog Winery a short walk from the home.

4.8

May 2023

What a gorgeous space!! Beautiful and clean inside. The neighborhood was quiet and very nice... not too far from the Great Frogs Winery. Getting to sit in the outside space and watch the sunset and kayak a little bit w the kids was such a fun and relaxing time. We're looking forward to staying again when we're in the area.

4.8

May 2023

Comfortable and enjoyable in a beautiful setting

4.8

May 2023

4.8

Mar 2023

I don't have a single complaint. This was the perfect home for my family. We had 3 generations stay (all adults) and found the home had everything we needed. We are the type of family that makes our morning coffee time a ritual. The open kitchen/dining/living room had more than enough space for us to have coffee, talk, laugh, and look over the water. Everyone got a ton of pictures in the evening watching the sunset. We would love to come back when the weather gets a bit warmer. Highly recommend this property to anyone looking.

4.8

Nov 2022

What a wonderful weekend with friends in this charming home. We could have just sat on the patio all weekend relaxing and enjoying the spectacular views. Easy ride into Downtown Annapolis, make sure to visit Great Frogs Winery just down the road and take a walk in this lovely neighborhood. It doesn’t get much better than this!

4.8

Oct 2022

We had the most amazing time staying at this wonderful property. Despite poor weather all weekend, the views of the water from the living/dining areas were spectacular, and the accommodations very comfortable. The home is beautiful, with a great balance of historic charm and modern comfort. We divided our time between the house and taking advantage of Annapolis and the surrounding area. A perfect weekend getaway for our group of friends.

4.8

Oct 2022

We had a lovely stay at Sunset Serenity House! The house was beautifully decorated as well as comfortable and cozy. The views were breathtaking and we had plenty of space to work and explore the grounds! Will definitely recommend to friends and family!

FAQs

How much does this house cost compared to others in Anne Arundel County?

The average price for a rental in Anne Arundel County is $261 per night. This rental is $381 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at Serene waterfront sunsets in this sprawling historic Annapolis home. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is Serene waterfront sunsets in this sprawling historic Annapolis home pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Serene waterfront sunsets in this sprawling historic Annapolis home?

We found 10 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, fireplace, and parking.

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Serene waterfront sunsets in this sprawling historic Annapolis home

House in Anne Arundel County, MD

Reasons to book

About this house rental

Amenities

Map of Anne Arundel County, MD

Nearby attractions

Serene waterfront sunsets in this sprawling historic Annapolis home

House in Anne Arundel County, MD

Reasons to book

About this house rental

Amenities

Map of Anne Arundel County, MD

Nearby attractions

Reviews

FAQs

How much does this house cost compared to others in Anne Arundel County?

Is parking included with this house?

Is there a pool at this house?

Is Serene waterfront sunsets in this sprawling historic Annapolis home pet friendly?

What amenities are available at Serene waterfront sunsets in this sprawling historic Annapolis home?

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