Washington's Retreat

5 BR
4.5 Baths
Sleeps 14


Family Rental only!

This brand new custom home was built with stunning views of the Chesapeake Bay and all the bells and whistles, including a large private pool (open late April-end of Oct), hot tub (available year round) and game room on a semi-private beach. The four-season screened-in porch naturally stays warm in the winter from the sun and cools from the bay breeze with the windows open. The home is a perfect retreat for one or more large families traveling together on a private resort-like getaway.

Upon entering the home, you will be wowed by the fully-loaded great room, complete with a flatscreen TV, electric fireplace, designer furniture and views of the waterfront landscape. The gourmet kitchen has luxury appliances, a breakfast bar, a dining table for 8 and high-end stainless-steel appliances. Before heading upstairs, check out the private office, which doubles as another bedroom with a Queen sleeper sofa, located off the main entryway. The home has two ensuite bedrooms: one on the main floor, with its own sliding door to the rear deck, and the other on the 2nd floor, with its own private office and sitting room. There are two additional bedrooms on the 2nd floor which share a bathroom and a bunk room on the lower level. All the bedrooms have views of the backyard and the Bay. Also located on the lower level is a decked-out game room (Pop-a-shot basketball, shuffleboard, ping pong, foosball table, and a card table) and full bath. Head outside to the furnished patio, complete with a hot tub and custom pool. Then make your way down to the beach. There's plenty of parking and a keyless front entry.

Located in Tracy's Landing, this home is wonderful for families and friends looking to hunker down in the luxurious resort-like atmosphere. You’ll leave this place feeling completely rejuvenated! Come see for yourself!

*Inquire about multi-day discounts for 5+ days


Main Floor Suite:

-King Bed

-Private Bathroom with Double Vanity, large soaking tub and shower

-Flatscreen TV

-Private waterfront patio

Main Floor Office/Bedroom

-Queen Sleeper Sofa

-Half bath on main floor and shared full bath in the 2nd floor hall

2nd Floor Suite:

-King Bed

-Private En Suite Bathroom with tub/shower and double vanity

-Private sitting room with lounge chair and desk

-Flatscreen TV

-Water views

2nd Floor King Bedroom:

-King bed

-Flatscreen TV

-Water views

-Shared full bath in the Hall

2nd Floor Twin Bedroom:

-Two Twin beds

-Water views

-Shared full bath in the Hall

Lower Level Bunk Room

-2 sets of bunks (4 Twin beds)

-Shared full bath in the Hall


-Private Pool and hot tub (Pool Closed end of Oct-late April - hot tub available year round)

-Furnished screened-in porch

-Chaise pool-side lounge chairs


-Games: Pop-a-shot basketball, Foosball, Ping-pong, Shuffleboard, Card table

-Kayaks (7) and life jackets (available May-Nov)

-BBQ Gas grill (propane tank provided)

-Spacious open kitchen Breakfast bar seating for 3

-Dining room table seats 6-8

-High Speed Internet and WiFi

-Multiple flatscreen Internet-based TV's throughout the home

-Luxury linens, complimentary toiletries Starter Kit, and boutique-level service

-Coffee pot + Keurig

-Parking for multiple cars/SUVs in driveway

-Washer & dryer located inside the home

-Dogs allowed with $150 non-refundable fee per pet paid prior to checkin.

-Keyless entry. Drive straight to your rental home and enter the front door with an electronic lock code.

Property Distance to:

-Annapolis – 23 miles

-Washington, DC – 34 miles

-Baltimore - 49 miles

-Tysons, VA – 50 miles

*Amenity & Supplies starter pack: coffee, sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid.

* 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. No firearms. Be respectful of the house and contents - it is someone's home and the owners regularly stay in their property. Please respect the neighbors (full-time residents) and neighborhood. No parties or events of any kind.

Check-in time: 4:00 pm

Check-out time: 11:00 am

515 Central Dr Tracys Landing, MD 20779
Registration Number: STR00744

Sleeping Arrangements

Main Floor Suite King
Main Floor Office Den Sofa Queen
2nd Floor Suite King
2nd Floor Guest room King
2nd Floor Twin Bedroom Twin (2)
Lower Level Bunk Room Bunk Twin (2)

Bathroom Configuration

Main Floor King: Shower, Toilet, Tub
Second Floor Hall: Shower, Toilet
Main Floor: Toilet
Lower Level: Shower, Toilet
Second Floor Suite: Shower, Tub, Toilet

Property Rules

Check In: After 4pm
Check Out: Before 11am
Smoking: Not Allowed


Air Conditioning
Amazon Music Unlimited
Amazon Prime Video
BBQ Grill
Bath Towels
Bay View
Beach Front
Beach chairs
Bed Linens
Big Screen TV
Carbon Monoxide Detector
Clothes Dryer
Coffee Maker
Community Beach
Cooking basics
Corn Hole
Covered Patio
Dedicated work space
Dining room
Enhanced Cleaning
Full Kitchen
Hair Dryer
High Chair
Hot Tub
Ice Maker
Internet Access
Iron and Board
Living room
Open Patio
Parking Available
Pets Considered
Ping Pong
Private Backyard
Private Backyard Pool
Private Hot Tub
Private Pool
Private entrance
Screened Patio
Self Check-In
Smoke Detector
Smoke alarms
Washing Machine
Water View
body wash
hot water
outdoor Fireplace
portable crib



Frequently Asked Questions




As agents, our homeowners authorize us to rent to a maximum of two family groups only. A family group consists of immediate and extended family members that vacation together in one home. This means no sororities, fraternities, or young groups, with or without chaperoning. Reservations made for teenagers or young single groups will not be honored.Should any unauthorized persons occupy or use the Premises, Tenant shall vacate the premises immediately without any refund.


Balance is due 30 days prior to arrival date and includes a refundable damage deposit. The balance is due on _BalanceDueDate_. Payment may be made by major credit card. 


Cancellations must occur at least 30 days prior to arrival date, or WILL BE CHARGED THE FULL AMOUNT. If cancellation occurs 30 days or more prior to arrival date all monies will be refunded with the exception of a $100.00 administrative fee.


No BBQ grills of any kind are permitted in the unit. No open flames permitted in the unit. No firearms of any kind inside or outside of the unit.


If you wish to bring your dog, you will need to pay the $150 non-refundable pet deposit per pet prior to arrival.  If you bring an unathorized pet on to the property, you will be asked to vacate immediately with no refund of rent or damage deposit. Guests will be charged an additional cleaning fee if any evidence of dog ecrement is left on the property or neighboring proerpties. Homeowner and Agent assume no responsibility for any illness or injury that may occur to pets or humans while on the premises. Homeowner and Agent assume no responsibility for the behavior of the pet(s); that responsibility is the Tenant owner.


Any reservation obtained under false pretense will be subject to forfeiture of reservation deposit, damage deposit, and/or balance of rental payment.


There is no daily maid service. Linens and towels are included and not to be taken from the unit. There is a $_CleaningFee_ one time cleaning fee.


No compensation will be given for temporary outage of electricity, gas, water or cable. 


Your damage deposit will be forfeited and you will incur an additional charge for cleaning and deodorizing if any evidence of smoking is found.


Owner or owner's agents may enter the premises: in case of an emergency; to make any necessary or agreed upon repairs, alterations, or improvements; supply necessary or agreed upon services or show the premises to prospective purchasers, renters or contractors.  24 hours notice of Owners intent to enter will be given (except in the case of an emergency).


  1. Tenant agrees to leave the premises and its contents in the same condition, neat and tidy, as Tenant found the premises to be upon move-in, normal wear and tear expected. Please leave all used towels on the floors of the bathrooms and beds linens should all be left on each bed for housekeeping.

  2. All dishes are to be washed and all garbage removed from the premises and placed in outside receptacles. If these items are not completed, the guest will be charged an additional cleaning fee. 

  3. The maximum number of occupants shall not exceed 14 people at any time during your stay, not including a child in a crib.

  4. Furnishings are not to be removed from the premises for use outside or in other properties.

  5. No Smoking. No Parties. No firearms.

  6. Reservations are not made by or for a minor, defined as any person under the age of 25.

  7. Tenant and any guest of Tenant shall obey all laws of the state of Maryland, as well as local laws, at all times while they are on the premises. Failure to abide by the laws of Maryland or the above rules may cause tenant to be asked to vacate the premises and forfeit all rents and security/damage deposits.

  8. All noise must be brought inside by 10pm. Failure to do so could result in a $500 fine.


Tenant and all other occupants will be required to vacate the premises and forfeit the rental fee and security deposit for: Occupancy exceeding the sleeping capacity of 14 people, using the premises for illegal activity, causing damage to the premises rented or to any of the neighboring properties and any other acts which interferes with neighbors' right to quiet enjoyment of their premises.


iTrip or the Owner, does not assume any liability for loss, damage or injury to persons or their personal property. Neither does owner accept any liability for any inconveniences, damage, loss or injury arising from any temporary defects or stoppage in supply of water, gas, cable service, electricity or plumbing, as well as due to weather conditions, natural disasters, acts of God, or other reasons beyond its control.


Please report any maintenance needs for the premises to the us and we will respond as quickly as possible. Refunds will not be made for maintenance issues including, but not limited to heating and air conditioning, appliances, televisions, and stereos.


Best Rental to Date
5/5 stars
This house had it all. Great space, pool, views, access to beach and kayaks, games and a great hot tub. The online instructions were super helpful. And we could bring our dog!
- Tanya

Hi Tanya! Thank you for allowing us to host your stay & for sharing your positive feedback! We welcome you back to stay with us again, anytime! Melissa~iTipAnnapolis

- Manager Response
Wonderful family getaway
5/5 stars
We had an extended family long weekend visit that was special in every way. The house was well appointed and in a beautiful location. The management was responsive even though it was a holiday weekend. Looking forward to going back!
- Ann
Gorgeous Family Vacation by the Bay
5/5 stars
What a perfect place to vacation with a large family! Grandparents, kids and grandkids all had the best time in the well-stocked home, fabulous pool and gorgeous bay! Waking up to the views every morning was just the icing on the cake. The owners thought of every amenity and even included pool toys and plenty of life vests in all sizes. The kids reported how much they loved the bunk bed room. Thank you for making our first family vacation in a very long time the best!!
- Jenna
Best Bay Home
5/5 stars
We loved this home from the moment we pulled in the driveway, such a beautiful setting. Then we opened the front door and saw a breath taking view of the Chesapeake Bay! Amenities at this home were endless from well stocked kitchen, to unbelievable game room, to such comfortable beds, kayaks for use on the Bay and then there is the pool. WOW what a pool!!! My grandsons stated they could have stayed at least a few more weeks and are already planning their next visit.
- Patty
Just what we needed
5/5 stars
Our family looked for months to find the perfect location for a summer getaway that fit in our busy schedules, when this amazing house showed up in our searches - we immediately booked! The house was breathtaking in an absolutely serene and peaceful location. We spent the days in the pool and hot tub, ventured to North Beach for ice cream and found the most perfect wine shop and picked up some local jumbo crabs at an incredibly low price - they were delicious! We had dinner at Mike’s Crab House and Skipper’s another night - both were outstanding. We can’t wait to come visit again!
- Jecon
Perfect retreat from the DC hustle
5/5 stars
We spend an extended weekend at Washington's Retreat and didn't want to leave. The amazing kitchen with everything you can possibly need, hot tub, game room, and smart tv kept us entertained and having a great time. The beds, amazing master bedroom tub, and kayaks on the bay gave us pure relaxation. Great for guests of all ages with main level master, bunk room on lower level and multiple bedrooms on top level could easily bring together a large family but give enough space to keep everyone happy. Easy entry, wonderful Wifi, and plenty of parking. Can't say enough and can't wait to stay again.
- Christina
A Hidden Gem
5/5 stars
This property is tucked away among farms and is located in a rural community, and when you arrive, it's something out of an architectural magazine. It's newly built, has tons of amenities, and is beautifully and creatively decorated. From the beautiful pool, which has a push-button pool cover, to the huge and comfortable hot tub, to the views of the Bay, and the state of the art kitchen, it is a hidden gem. Typically, a rental property will provide basic kitchen supplies, but this one went above and beyond. There were so many different types of pots, pans, utensils, and even spices and sippy cups for kids! Most appreciated was that we were allowed to bring our small pet. The owners have left nothing to be desired in an effort to make this a home away from home.
- Christine
Perfect Stay
5/5 stars
An amazing stay at Washington's Retreat!! The house is brand new and every detail is very well thought out. It is incredibly well stocked with everything we needed. There are beautiful views from every room. We loved sitting in the screened in porch taking in the stunning views of the Bay with our morning coffee. The kids exhausted themselves swimming in the pool, kayaking and lounging in the hot tub. The highlight for them was the awesome bunk room and bottom level game room. We can't wait to visit again!!!
- Chrystie
Washington's Retreat - Chesapeake Bay
5/5 stars
Absolutely beautiful vacation home right on the Chesapeake Bay. Sunrises are STUNNING! Spacious home with just-right room accommodations for all (toddlers, teens, grandparents, everyone!) and every bedroom has a view of the Bay. The kitchen is incredibly well-stocked and the LONG table is perfect for family meals or you can eat out on the screened-in porch overlooking the Bay. The spacious great room is perfect for family gatherings and the hosts provide puzzles, books, board games and movie streaming options. One of our favorite spots for early morning coffee was a quiet sitting nook upstairs with a view straight across and out the huge great room windows. The basement game-room has fun for everyone…. foosball, ping pong, shuffle board, basketball, and poker. Outdoors there’s cornhole, a beautiful patio with a gas grill and a gas “firepit” as well as kayaks down by the small private beach. The weather was still too chilly for the pool on our visit but we can’t wait to go back next summer!
- Susan

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Contact Manager

Phone (410) 571-4076