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Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces

Holiday home with a water park, near U.S. Naval Academy

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Welcome to the Fitzgerald Retreat - a resort-like family experience in Annapolis.
The home has many gathering spaces inside and out, like this Den located off the kitchen and dining rooms.
Multiple dining spaces make the home ideal for getting the whole extended family together or a special holiday.
The King Suite on the Main Level is one of 4 bedrooms in the home.
Head outside to the multi-space patio with a cozy lounging space, dining table and two fire pits.
4 bedrooms3 bathroomsSleeps 9

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Annapolis, MD
  • Place, Navy-Marine Corps Memorial Stadium
    ‪17 min walk‬
  • Place, U.S. Naval Academy
    ‪3 min drive‬
  • Place, St. John's College
    ‪3 min drive‬
  • Airport, Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪27 min drive‬

Rooms & beds

4 bedrooms (sleeps 9)

Lower Level Queen

1 Queen Bed

Lower Level Twins

2 Single Beds

Main Floor Den

1 Double Sofa Bed

Main Floor Queen

1 Queen Bed

Main Floor Suite

1 King Bed

3 bathrooms

Lower Level

Toilet · Shower only

Main Floor EnSuite

Toilet · Shower only

Main Floor Hall Bath

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

About this property

Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces

Experience the Difference: Professionally Managed by iTrip Annapolis
Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces

This luxury family retreat offers exceptional flexibility and can be rented as one spacious home or two separate private residences, with distinct main-level and lower-level accommodations. Newly decorated and thoughtfully furnished, the home is tucked away on a quiet cul-de-sac just minutes from Downtown Annapolis, offering a peaceful yet convenient setting.

The open main level features a spacious family room and cozy den—each with a flat-screen TV—alongside a beautifully equipped kitchen perfect for shared meals with three dining spaces in the dining room, at the breakfast bar and a sunny four-stop table in the family room. The main level also includes a serene King Suite with a private en suite bath and direct deck access, a comfortable Queen Guest Room with a full hall bath.

The lower level is perfect for extended families, offering two additional bedrooms, a full bath, a second family room, kitchenette, and laundry for added comfort and privacy.

Outside, enjoy expansive entertaining spaces with two fire pits, a gas grill, and ample seating. With generous parking and easy access to the Naval Academy, boat shows, and Downtown Annapolis, this home is an ideal choice for family gatherings and special occasions.

Sleeping Arrangements | 4 BR / 3 BA | Sleeps 9
Main Level King Suite
King Bed
Private en suite bathroom with separate shower
Direct access to back deck

Main Level Queen Guest Room
Queen Bed
Full hall bath with stand-up shower

Main Level Den
Full sleeper sofa, linens included

Lower Level Queen Bedroom
Queen Bed

Lower Level Twin Bedroom
Two Twin Beds
Lower level bedrooms share a full hall bath with stand-up shower.

Highlights & Amenities
Open-concept main level with Family Room, Den, Dining Area & Kitchen
Dining table seats 8, Breakfast bar seats 6, Four-top Table in Family Room
Fireplace
Spacious outdoor living areas with gas grill (propane provided)
Two fire pits (front patio & side deck)
High-speed WiFi & Smart TVs
Luxury linens, starter toiletries & boutique-level service
Full-size washer & dryer on main level, Full-size combo washer/dryer on lower level
Parking for 3–4 cars
Keyless entry for easy self check-in

Distances
Navy Marine Corp Memorial Stadium: 1.3 miles
U.S. Naval Academy: 1.5 miles
Baltimore: 30 miles
Washington, DC: 32 miles

Additional Details
A starter supply of essentials is provided, including coffee, sweeteners, paper products, soaps, and toiletries. All beds are freshly made with clean linens and towels prior to arrival.

House Rules
Minimum age requirement: At least one guest must be 25 years or older
No parties, events, smoking, or pets
Quiet hours: 9:00 PM – 8:00 AM
Respect the home, neighbors, and neighborhood
Check-in: 4:00 PM
Check-out: 11:00 AM

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed, service animals permitted
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Smoking

Smoking is not permitted

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 indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

We should mention

This property does not have any lifts

About the area

Annapolis

Annapolis is home to this holiday home. ARTFX Gallery of Fine Crafts and Arts and Hammond-Harwood House are cultural highlights, and some of the area's landmarks include Stanton School & Community Center and Thurgood Marshall Memorial. Helen Avalynne Tawes Garden and French Soldiers Monument are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Annapolis, MD

What's nearby

  • Navy-Marine Corps Memorial Stadium - 17 min walk - 1.5 km
  • Helen Avalynne Tawes Garden - 17 min walk - 1.5 km
  • Peters Cove - 2 min drive - 1.8 km
  • U.S. Naval Academy - 3 min drive - 2.8 km
  • St. John's College - 3 min drive - 2.8 km

Getting around

  • Bowie State Station - 25 min drive
  • Fort Meade, MD (FME-Tipton) - 32 min drive

Restaurants

  • ‪RaR Brewing - Chessie's Wharf - ‬17 min walk
  • ‪McDonald's - ‬7 min drive
  • ‪Wawa - ‬4 min drive
  • ‪Graul's Market - ‬3 min drive
  • ‪Burger King - ‬7 min drive

Frequently asked questions

Is Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces pet-friendly?

No, only service animals are welcome at the property.

How much is parking at Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces?

On-site parking is available at the property.

What time is check-in at Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces?

Check-in begins at 4:00 PM.

What time is check-out at Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces?

Checkout is at 11:00 AM.

Where is Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces located?

Situated in Annapolis, this holiday home is within 2 miles (3 km) of Navy-Marine Corps Memorial Stadium, Helen Avalynne Tawes Garden and Peters Cove. U.S. Naval Academy and St. John's College are also within 3 miles (5 km).

About the host

Hosted by iTrip Vacations Annapolis - Sean Degnan

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Languages:

English

Premier Host

They consistently provide great experiences for their guests
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