At this holiday home you'll be 2.1 km (1.3 mi) from Navy-Marine Corps Memorial Stadium and 2.1 km (1.3 mi) from Helen Avalynne Tawes Garden. Highlights at this holiday home include a kitchen, a washing machine and free WiFi. .Home features 3 bathrooms, a fireplace and a patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a TV and a coffee/tea maker are also available. .Near this Annapolis holiday home, you'll find U.S. Naval Academy.
Navy-Marine Corps Memorial Stadium - 2 min drive - 1.4 km
Helen Avalynne Tawes Garden - 2 min drive - 1.4 km
Peters Cove - 2 min drive - 1.8 km
St. John's College - 3 min drive - 2.5 km
U.S. Naval Academy - 3 min drive - 2.5 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
Wendy's - 7 min drive
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
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
Things to do
Bicycle parking
Bicycle storage
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)
General
At least 80% lighting from LEDs
Bicycle parking
Bicycle storage
Energy-saving switches in guestrooms
Recycling
Unit size: 2,200 square feet
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
No pets allowed, but service animals are welcome
Children and extra beds
Children are welcome.
Events
No events allowed
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in all accommodation.
Property is also known as
16263
Frequently asked questions
Are there any beaches close to Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces?
The closest beach to Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces is Sandy Point Beach (10.5 km).
Does Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces have a pool?
No, this holiday home doesn't have a pool.
Is there a free airport shuttle available at Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces?
No, Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces does not offer an airport shuttle service.
What time are check-in & check-out at Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces?
Check-in begins at 4:00 PM. Check-out time is 11:00 AM.
Are pets allowed at Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces?
No, only service animals are allowed.
Upscale Family Retreat Near Downtown Annapolis | Resort-Style Outdoor Spaces Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 2 out of 2 reviews
10 - Excellent
2
Rating 8 - Good. 0 out of 2 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 2 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 2 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 2 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Sherene L.
6 Apr 2026
Liked: Cleanliness
Great proximity to USNA Gate 8. IYKYK. Beautiful house with great amenities. Decor and furnishings make you feel like you are at a resort.
Sherene L.
Stayed 3 nights in Apr 2026
10/10 Excellent
Tyler S.
25 Mar 2026
Liked: Cleanliness
The rooms were extremely clean—the house practically looked brand new. Communication with the host was seemless and the check-in process was smooth. Less than 5 minute drive from the Naval Academy. Plenty of outdoor seating and entertainment space. Beds were excellent—comfortable and clean. Plenty of cooking supplies for meals and feeding 10 people.