◉ 5-min stroll to private beach ◉ Dock access for your boat ◉ Gourmet kitchen + private chef (by request) ◉ Stunning bay views from kitchen & bedrooms ◉ Ensuite baths in every bedroom ◉ 15 min to Naval Academy & Old Town ◉ 2 min to Starbucks & Giant ◉ Hot tub w/ water views ◉ Adirondack chairs & rocking chairs w/water views ◉ Charcoal & propane grill ◉ Huge deck for sunbathing & lounging
Our prices include all fees. No hidden fees.
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Pets allowed: dogs and cats less than 20 lbs per pet (limit one pet total)
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Smoking
Smoking is not permitted
Important information
You need to know
Property # 3771064
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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
About the neighborhood
Annapolis
Located on the waterfront, this vacation home is in Oyster Harbor, a neighborhood in Annapolis. Annapolis Golf Club and Annapolis Landing Marina are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Annapolis City Dock and Bay Bridge Market Place Shopping Center. Traveling with kids? Consider Wild Bird Center, or check out an event or a game at Tose Family Tennis Center. Looking to get your feet wet? Kayaking, motor boating and sailing adventures can be found near the property.
Bay Bridge Market Place Shopping Center - 5 min drive - 4.2 km
Bay Ridge Beach - 8 min drive - 6.9 km
Carrs Beach - 9 min drive - 6.9 km
U.S. Naval Academy - 15 min drive - 8.2 km
Getting around
Odenton Station - 27 min drive
Fort Meade, MD (FME-Tipton) - 36 min drive
Restaurants
McDonald's - 5 min drive
The Beacon Restaurant - 8 min drive
Royal Farms - 8 min drive
Grump's Cafe - 5 min drive
Oscar’s Coffee - 10 min drive
Frequently asked questions
Is Winter Retreat Near Naval Academy+ Hot Tub! pet-friendly?
Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 20 lbs per pet.
How much does it cost to stay at Winter Retreat Near Naval Academy+ Hot Tub!?
As of Sep 16, 2026, prices found for a 1-night stay for 2 adults at Winter Retreat Near Naval Academy+ Hot Tub! on Jan 4, 2027 start from $501, 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?
Onsite parking is available at the property.
What time is check-in at Winter Retreat Near Naval Academy+ Hot Tub!?
Check-in begins at 4:00 PM.
What time is check-out at Winter Retreat Near Naval Academy+ Hot Tub!?
Check-out is at 10:00 AM.
Where is Winter Retreat Near Naval Academy+ Hot Tub! located?
This family-friendly Annapolis vacation home is located on the waterfront, just steps from Chesapeake Bay and Northern Chesapeake Bay. Bay Bridge Market Place Shopping Center and Maryland Quiet Waters Park are also within 3 mi (5 km).