Updated on Jul 20, 2026
|
Type
|
Private vacation home
|
|
Bedrooms
|
5
|
|
Bathrooms
|
5
|
|
House Rules
|
-
Pets allowed: dogs and cats less than 50 lbs per pet (limit one pet total)
-
Children allowed: ages 0-17
-
Smoking is not permitted
-
No events allowed
|
|
Max Occupancy
|
16
|
|
Property Id
|
2993775
|
Spacious 5-bedroom (4 full- and 2 half-baths) waterfront getaway built along the natural topography of Fairhaven Cliffs. All 5 bedrooms have the same five-star/A+ view of the Chesapeake Bay! Watch the sun rise over Poplar Island and the Eastern Shore in the distance.
This property was designed for family fun: You'll have a private pier on the Chesapeake Bay, just below your own 35-foot pool. Sit on the pier, in the hot tub, or on the pool-side deck and enjoy the peaceful views of Herring Cove (a protected section of the Chesapeake that is a sailing favorite), while the kids play on the new play structure just next to the pool. Or sit in the waterside hammock and be lulled to sleep by the splashing of the waves. If you want to enjoy the water, descend the 5-step swim ladder off the dock and swim in the Bay! (Or walk in the Bay....the water is only a couple of feet deep, even a hundred yards out.....in the winter the tide is so low you can walk on dry land all the way to Herrington Harbour!) Or grab one of the kayaks or stand-up paddle-boards and go out a little further! (Caution: A bit of strength and dexterity is required to get the boats into the water....)
Inside you'll have a spacious living area -- enjoy the 4k smart TV from the family room or the adjacent built-in bar area. Large dining room seats 12 with plenty of elbow room. Have breakfast in the indoor gazebo, or on one of the many patios or balconies. Enjoy the fire-pit (usually down by the water but portable if you prefer it elsewhere) outdoor games like Cornhole and Spike-Ball, or the various indoor games and puzzles available. Relax and detox in the 5-person hot tub or the 2-person cedar sauna!
Sleeps 16 comfortably. Perfect for multiple families -- the bedrooms are spread apart, so individual families or groups of kids can have their privacy, while still enjoying the same great views.
Fun and relaxing in all four seasons -- three fireplaces (two gas), as well as heated floors in the dining room, make it cozy in the colder months. (Those staying in the two downstairs bedroom will want to make use of the provided space heaters.)
Convenient to Herrington Harbor South (the Inn at Herrington Harbour) for wedding parties and events.
Best of all: Less than one hour from both DC and Baltimore....and no need to deal with bridge traffic! So much to love here!
Setup:
~20 steps down from the parking area to the front door.
Master bedroom (king bed) is on the same level as the front door, with brand-new (2026) master bath with soaker tub and walk-in shower.
Top-floor bedroom (queen) is one flight up -- half-bath off the room, but shower is in the full bath at the base of the stairs (outside the master bedroom).
Half a flight down from the master bedroom is the foyer -- a stairway then goes down underneath the master bedroom, where there are two bedrooms that share a full bath (one with two queens, and one with two bunk beds).
Beyond the foyer, a few steps down, is a bar area, and then the TV/family room. Beyond the TV is a split-room master (queen bed and full-size daybed with twin trundle) with en-suite full bath.
One flight further down is the dining room and kitchen, and a living room with two-story windows (the family/TV room is lofted above).
Cautions/notes:
-Lots of stairs! (Benefit is that all five bedrooms have the same million-dollar view of the sunrise over the Bay! :-) Do not plan to park on the "driveway" (way too steep!)....park in the gravel area and use the stairs to access the house.
-All summer rentals are full-week only.
-New rental Summer 2022. If anything is missing, please reach out and we will quickly supply whatever is needed!! We want to do whatever we can to give you a "5-star" stay. :-)
-Exterior surveillance cameras for security (motion-triggered) on the front, side and rear of the house. (No coverage of the pool area.)
-Use the pool, hot tub, dock, boats, sauna, play structure and all other items/areas at your own risk.
-Two high-speed Level-2 EV (electric car) chargers available!
-The pool will be open from May through October (roughly -- check with us for availability) and is generally unheated. If you would like the pool heater turned on, there will be an additional fee of $100 per rental to get the pool up to temperature ($250 in March/November, $200 from April 1 through May 20 and September 15 through October 31), plus $15 per night. Please notify us at least one week in advance if you will want the pool heated.
-Up to two personal pets are allowed, but only if communicated in advance. There is an additional fee of $35 per pet per night.
-We don't always have firewood stocked for the firepit and fireplace, so you may need to run out to get some.
Located in Anne Arundel County, this vacation home is on the waterfront. Chesapeake Beach Water Park and Chesapeake Beach Railway Museum are local attractions and those in the mood for shopping can visit Marlboro Square Shopping Center and Marlboro Crossroads.
Get the full listing »
Apartment Vacation Rental In Deale, Maryland - Vrbo Property # 3396474
Upscale luxury. relaxing romantic suite w/spectacular views. You won`t want to leave your bed/bath! Brand new top floor of fabulous house on lush, waterfront point creates a fun, serene...
3 Br Private Vacation Home Vacation Rental In Bowie, Maryland - Vrbo Property # 5288059
Your home away from home in Bowie with 3 bedrooms. This fantastic house features 6 beds and perfect for families or groups. Guests enjoy 2 full bathrooms, equipped with a shower or bathtub for...
2 Br Apartment Vacation Rental In Deale, Maryland - Vrbo Property # 1689942
Your party will have two lovely private spaces, connected by a door, on the second floor of the Chesapeake Paradise House. 1) THE FLAT PLUS ["The Ascended Space"]: Light, modern, open studio loft,...
1 Br Apartment Vacation Rental In Bowie, Maryland - Vrbo Property # 20218399
New Appliances | Military Personnel & Business Professionals Welcome | 5 Mi to Town CenterDiscover modern coziness in a peaceful neighborhood setting at this newly updated 1-bedroom, 1-bathroom...
1 Br Bed & Breakfast Vacation Rental In Bowie, Maryland - Vrbo Property # 4552444
Experience Bowie like a local in this 1-bedroom bed & breakfast. Marvelous details await you, with a full bed to ensure a pleasant night's sleep. Enjoy amenities like a hair dryer Private room and...
3 Br Private Vacation Home Vacation Rental In West River, Maryland - Vrbo Property # 3091945
Hole In the Wall Farm I is a large open concept home situated on 42 picturesque acres just 15 minutes from Annapolis. If serenity & nature are what you're looking for, then you've found it! This...
4 Br Private Vacation Home Vacation Rental In Deale, Maryland - Vrbo Property # 4962015
Escape to this elegant, professionally decorated 4BR/3BA Chesapeake Bay retreat, just 3 blocks from the water. Designed for familyfriendly, groupfriendly, coastal getaways, the home offers comfort,...
5 Br Private Vacation Home Vacation Rental In Bowie, Maryland - Vrbo Property # 4689146
Discover the perfect retreat in this spacious 5-bedrooms, 2.5-bath home in Bowie, MD ! Designed with families and groups in mind, enjoy stylish interiors, a fully equipped kitchen, and a large...
3 Br Private Vacation Home Vacation Rental In Deale, Maryland - Vrbo Property # 3224562
Enjoy the Chesapeake Bay in this brilliant 3-bedroom, 3-bathroom mid-century modern home nestled in the heart of Deale, MD. An expansive take on a European chalet, this unique home features a large...
6 Br Private Vacation Home Vacation Rental In Arnold, Maryland - Vrbo Property # 2728290
Amazing outdoor 2-story deck with fully furnished walkout basement to outdoor patio and fire pit. Double oven kitchen perfect for big family meals and entertainment. Less than 5 miles from the USNA...