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

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Welcome to the Fitzgerald House - the main house of the larger Fitzgerald Retreat.
Head outside to the multi-space patio with a cozy lounging space, dining table and two fire pits.
Multiple dining spaces make the home ideal for getting the whole extended family together or a special holiday.
The home has many gathering spaces inside and out, like this Den located off the kitchen and dining rooms.
The King Suite on the Main Level is one of 2 bedrooms in the home.
2 bedrooms2 bathroomsSleeps 6204.4 sq m

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor barbecue
  • Deck or patio

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

2 bedrooms (sleeps 6)

Den

1 Double Sofa Bed

King Suite

1 King Bed

Queen Bedroom

1 Queen Bed

2 bathrooms

EnSuite Full Bath

Toilet · Shower only

Hall Bath

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Number of living rooms

About this property

Upscale Family Home 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

Welcome to this newly decorated, upscale Annapolis retreat tucked away on a quiet cul-de-sac just minutes from Downtown. Thoughtfully designed for families and small groups, this beautifully furnished home offers multiple gathering spaces indoors and out, creating a private, resort-like setting ideal for relaxing and reconnecting.



*This home can be rented separately or combined with the 2 bedroom 1 bath apartment on the lower level.



The open floor plan features a spacious family room and a cozy den—each with a flat-screen TV—alongside a beautifully equipped kitchen perfect for shared meals. Enjoy three dining options: a formal dining table, a breakfast bar, and a sunny four-seat table in the family room, ideal for casual meals or morning coffee.



After a day exploring Annapolis, unwind in the serene King Suite with a private en suite bath and direct access to the back deck, or retreat to the comfortable Queen Guest Room with a nearby full hall bath.



Step outside to expansive outdoor entertaining spaces featuring fire pits, a gas grill, and ample seating—perfect for evenings under the stars. With generous parking and easy access to the U.S. Naval Academy, Navy–Marine Corps Memorial Stadium, boat shows, and Downtown Annapolis, this home is an ideal choice for family gatherings and special occasions.



Sleeping Arrangements | 2 BR / 2 BA | Sleeps 6

Main Level King Suite

King Bed

Private en suite bathroom with separate shower and soaking tub

Direct access to back deck



Main Level Queen Guest Room

Queen Bed

Full hall bath with stand-up shower



Main Level Den

Full Sofabed with linens



Highlights & Amenities

Open-concept main level with Family Room, Den, Dining Area & Kitchen

Dining table seats 8 | Breakfast bar seats 4

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

Two full-size washers & dryers (one on each level)

Parking for 3–4 cars

Keyless entry for easy self check-in



Distances

Navy–Marine Corps 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

Please 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
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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
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

About the area

Annapolis

Located in Annapolis, this holiday home is near a water park. Tose Family Tennis Center and Annapolis Harbor are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Annapolis City Dock and Annapolis Mall Shopping Center. Looking to enjoy an event or a game while in town? See what's happening at Navy-Marine Corps Memorial Stadium or Alumni Hall.
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
  • U.S. Naval Academy - 3 min drive - 2.8 km
  • St. John's College - 3 min drive - 2.8 km
  • First Baptist Church - 3 min drive - 2.8 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬7 min drive
  • ‪RaR Brewing - Chessie's Wharf - ‬17 min walk
  • ‪Wawa - ‬4 min drive
  • ‪Graul's Market - ‬3 min drive
  • ‪Taco Bell - ‬6 min drive

Frequently asked questions

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

No, pets are not allowed at this property.

How much does it cost to stay at Upscale Family Home Near Downtown Annapolis | Resort-Style Outdoor Spaces?

As of 23 April 2026, prices found for a 1-night stay for 2 adults at Upscale Family Home Near Downtown Annapolis | Resort-Style Outdoor Spaces on 12 June 2026 start from NZ$908, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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

On-site parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Checkout is at 11:00 AM.

Where is Upscale Family Home 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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