Want to list your home for Commissioning Week on our site?

COMMISSIONING WEEK 2027

Premium Short-Term Rentals in Annapolis

Secure your ideal property for USNA's most celebrated week. Curated homes minutes from the Naval Academy, managed exclusively by The House Kee.

8
Curated Properties
15%
Deposit to Reserve
0.2 mi
Closest to USNA
16
Available Bookings

Available Commissioning Week Rentals

Hand-picked properties near the Naval Academy, professionally managed for your comfort.

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Showing 6 properties
Pet Friendly Retreat Near Downtown Annapolis
Featured Available Managed by The House Kee
4 mi

Pet Friendly Retreat Near Downtown Annapolis

Annapolis, Maryland

4 guests 2 bed 1 bath
2027 $750 /night Available
2028 $800 /night Available
2029 $850 /night Available
View Property
4BR Family Retreat Near Annapolis w/ Large Yard
Featured Available Managed by The House Kee
2.5 mi

4BR Family Retreat Near Annapolis w/ Large Yard

Annapolis, Maryland

8 guests 4 bed 2.5 bath
2027 $1,200 /night Available
2028 $1,250 /night Available
2029 $1,300 /night Available
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Waterfront Retreat | Dock, Views, Near Annapolis
Featured Available Managed by The House Kee
8 mi

Waterfront Retreat | Dock, Views, Near Annapolis

Edgewater, Maryland

11 guests 6 bed 3 bath
2027 $1,500 /night Available
2028 $1,550 /night Available
2029 $1,600 /night Available
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Renovated Downtown Annapolis w/ 3-Car Parking
Featured Available Managed by The House Kee
.5 mi

Renovated Downtown Annapolis w/ 3-Car Parking

Annapolis, Maryland

6 guests 3 bed 2.5 bath
2027 $1,100 /night Available
2028 $1,150 /night Available
2029 $1,200 /night Available
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Historic Downtown Annapolis Gem Near USNA
Featured Available Managed by The House Kee
.2 mi

Historic Downtown Annapolis Gem Near USNA

Annapolis, Maryland

6 guests 3 bed 2.5 bath
2027 $1,100 /night Available
2028 $1,150 /night Available
2029 $1,200 /night Available
View Property
Unique Eastport Bungalow w/ Yard for 8 Guests
Featured Available Managed by The House Kee
1 mi

Unique Eastport Bungalow w/ Yard for 8 Guests

Annapolis, Maryland

8 guests 4 bed 3 bath
2027 $1,425 /night Booked
2028 $1,475 /night Booked
2029 $1,525 /night Available
View Property

The Premier Commissioning Week Experience

Secure Booking

Reserve with just a 15% NONREFUNDABLE deposit. Your payment is protected with bank-level encryption via Stripe.

Professionally Managed

Every property is inspected, cleaned, and maintained by our local team in Annapolis.

Prime Locations

Walking distance to the Naval Academy, downtown restaurants, and all CW events.

Dedicated Support

Local 24/7 support before and during your stay. We're always a phone call away.

Have Questions? We're Here to Help

Send us a message and we'll get back to you within 24 hours.

How It Works

From sign-up to send-off, here's what to expect when you list your home with The House Kee for Commissioning Week.

  1. Sign Up for an Account Month-to-month is best if you only plan to list your property for one Commissioning Week year and intend to cancel once you've booked your renter.

    If you'd like your home listed for several Commissioning Week years, the annual option is the most cost-effective.

    Keep in mind: parents book Commissioning Week housing all the time — some reserve as soon as their plebe starts at the Academy, while others need a last-minute booking after an original plan falls through. It pays to keep your home listed for every year you're able to offer it.

    Create your account, then choose the membership that fits your plans: pay month-to-month, or pay up front for one year.

  2. Add Your Property Info

    Check a few boxes about your property's features and policies, then write a description that helps renters picture their stay.

    You'll also need great photos — we recommend at least 2 pictures per room (don't forget the outside of the house, too). If you're planning to list for multiple years, professional photography is a smart investment.

  3. Connect With Renters

    Once your listing is live, interested renters will reach out to you directly. From there, you'll arrange your own payment process and rental agreement. We can provide a sample template to help you get started, but we're not lawyers — so please do your own due diligence.

  4. Prepare Your Home

    Get your home ready for guests. Drawing on our extensive experience in vacation rental management, we'll share best practices to help your property make a great first impression.

  5. Welcome Your Guests

    Stay in touch with your incoming guests before, during, and after their stay. We'll share our best practices for smooth, friendly communication from start to finish.

Ready to Secure Your Commissioning Week Stay?

Properties book quickly — don't miss out on the best locations near USNA.

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