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

Holiday home with kitchen, near U.S. Naval Academy

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Smart TV, fireplace - Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces (Annapolis)
Smart TV, fireplace - Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces (Annapolis)
A firepit, a garden and a playground are just a few of the amenities provided at Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces. Free in-room WiFi and laundry facilities are available to all guests.

Entire home

4 bedrooms3 bathrooms

Popular amenities

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

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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 10
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

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No lift
  • Stair-free path to entrance
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the marina

Things to do

  • Bicycle parking
  • Bicycle storage
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Ice skating nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Bicycle storage
  • Energy-saving switches in guestrooms
  • Garden
  • Recycling

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

This property does not have any lifts

Property is also known as

16263

About the area

Annapolis is home to this holiday home. Hammond-Harwood House and Banneker Douglass Museum 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. Visit our Annapolis travel guide
View more Holiday homes in Annapolis
Map
Annapolis, MD

What's nearby

  • U.S. Naval Academy which includes heritage architecture, military items and interior views
    U.S. Naval Academy
    3 min drive - 2.8 km
  • Navy-Marine Corps Memorial Stadium
    17 min walk - 1.5 km
  • Helen Avalynne Tawes Garden
    17 min walk - 1.5 km
  • St. John's College
    3 min drive - 2.8 km
  • Asbury United Methodist 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
  • 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 1.3 mi (2.1 km) from Navy-Marine Corps Memorial Stadium and 1.7 mi (2.7 km) from U.S. Naval Academy. Helen Avalynne Tawes Garden and Peters Cove are also within 2 miles (3 km).

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