A large domed building with a greenish copper roof, surrounded by trees.

Naval Academy Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Naval Academy holiday rentals

Pool

1. Waterfront Oasis of Annapolis Star

Waterfront Oasis of Annapolis Star
Annapolis
10.0 out of 10, Exceptional, (87 reviews)
"Owners were great hosts. Loved this property!"
United States
Thomas
The price is HK$1,518
HK$3,107 total
includes taxes & fees
23 Aug - 24 Aug
Waterfront Oasis of Annapolis Star
Interior

2. New Downtown Annapolis Condo With Free Parking

New Downtown Annapolis Condo With Free Parking
Historic District
10.0 out of 10, Exceptional, (43 reviews)
"Beautiful property, excellent location, and had a wonderful visit to Annapolis!"
United States
Darby F.
The price is HK$1,482
HK$3,308 total
includes taxes & fees
31 Aug - 1 Sept
New Downtown Annapolis Condo With Free Parking
Interior

3. Historic Row Home | Hot Tub - 1 Block from Gate 1!

Historic Row Home | Hot Tub - 1 Block from Gate 1!
Historic District
9.0 out of 10, Wonderful, (10 reviews)
"Perfect location. Very clean. Had everything we needed and front porch swing was a nice bonus. Would stay here every visit! "
United States
Tracie B.
The price is HK$1,388
HK$4,301 total
includes taxes & fees
24 Aug - 25 Aug
Historic Row Home | Hot Tub - 1 Block from Gate 1!
Exterior detail

4. Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA

Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Historic District
10.0 out of 10, Exceptional, (5 reviews)
"Very nice, comfortable, convenient property. Host was very communicative. "
United States
Brian L.
The price is HK$1,790
HK$4,374 total
includes taxes & fees
24 Aug - 25 Aug
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Dining

5. Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis
Historic District
The price is HK$1,459
HK$4,453 total
includes taxes & fees
24 Aug - 25 Aug
Historic Row Home in Downtown Annapolis
Private kitchen

6. 18th Cent. Charm in Historic Downtown Annapolis

18th Cent. Charm in Historic Downtown Annapolis
Historic District
9.0 out of 10, Wonderful, (14 reviews)
"Jen was an amazing host. The property was meticulously maintained. She made sure we had everything we needed! Shen created an environment where we could socialize with other guests or keep to ourselves. She made plenty of recommendations for local eateries and entertainment. We would definitely stay again!"
United States
Maureens B.
The price is HK$1,828
HK$3,354 total
includes taxes & fees
23 Aug - 24 Aug
18th Cent. Charm in Historic Downtown Annapolis
Marina

7. Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (85 reviews)
"Thank you for the stay! We loved the location."
United States
Mary G.
The price is HK$1,765
HK$3,523 total
includes taxes & fees
23 Aug - 24 Aug
Cozy 2br home w/ parking in downtown Annapolis
Interior

8. Dean Street's Lower Deck House!

Dean Street's Lower Deck House!
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"We had a great time—the location is fantastic and our dog loved the backyard! A great base to rest and recover between adventures in Annapolis. "
United States
Nathaniel R.
The price is HK$1,721
HK$3,679 total
includes taxes & fees
31 Aug - 1 Sept
Dean Street's Lower Deck House!
Private kitchen

9. Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!
Historic District
10.0 out of 10, Exceptional, (7 reviews)
"Fantastic stay! The VRBO was clean, comfortable and had everything I needed. The backyard/patio area was great for relaxing and communication with the host made everything simple. I plan to stay again and whole-heartedly recommend it to others."
United States
Christine A.
The price is HK$1,545
HK$9,862 total
includes taxes & fees
31 Aug - 1 Sept
Luxe Row Home Steps to USNA Gate 3!
Outdoor dining

10. Chapel Gate 3BR Steps to City Dock & Naval Academy

Chapel Gate 3BR Steps to City Dock & Naval Academy
Historic District
The price is HK$1,600
HK$4,099 total
includes taxes & fees
24 Aug - 25 Aug
Chapel Gate 3BR Steps to City Dock & Naval Academy
Private kitchen

11. Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Historic District
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive to questions and very easy to communicate with. The house was amazing and so close to downtown. Would definitely stay again!"
United States
Colleen W.
The price is HK$2,055
HK$5,696 total
includes taxes & fees
24 Aug - 25 Aug
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Private kitchen

12. Cute bungalow blocks to Stadium

Cute bungalow blocks to Stadium
Admiral Heights
9.8 out of 10, Exceptional, (10 reviews)
"We loved the layout, location, and porch- quality time with family with plenty to do and close USNA. We will stay here again!"
United States
Tammy L.
The price is HK$1,623
HK$4,146 total
includes taxes & fees
31 Aug - 1 Sept
Cute bungalow blocks to Stadium
Interior

13. Upscale Condo in Annapolis w/Private Parking

Upscale Condo in Annapolis w/Private Parking
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
United States
Scott P.
The price is HK$1,542
HK$4,127 total
includes taxes & fees
1 Sept - 2 Sept
Upscale Condo in Annapolis w/Private Parking
Private kitchen

14. Pool Loft Suite | Bay Access & Beach Passes

Pool Loft Suite | Bay Access & Beach Passes
Cape Saint Claire
10.0 out of 10, Exceptional, (6 reviews)
"This place has a fantastic location and an incredibly welcoming host! The area also features wonderful walking trails."
United States
Ana S.
The price is HK$1,511
HK$3,832 total
includes taxes & fees
23 Aug - 24 Aug
Pool Loft Suite | Bay Access & Beach Passes
Interior

15. Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.

Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
Eastport
10.0 out of 10, Exceptional, (2 reviews)
"Excellent place to stay!"
United States
Michaell M.
The price is HK$2,352
HK$5,618 total
includes taxes & fees
23 Aug - 24 Aug
Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
Interior

16. Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (6 reviews)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is HK$1,561
HK$4,462 total
includes taxes & fees
15 Sept - 16 Sept
Annapolis Retreat - 7 mins from downtown Annapolis!
Private kitchen

17. Cute, Cozy 2-bedroom house near Annapolis with water access

Cute, Cozy 2-bedroom house near Annapolis with water access
Herald Harbor
9.6 out of 10, Exceptional, (20 reviews)
"Great stay! Very clean home in a quiet neighborhood. Easy drive to downtown, and there’s a local restaurant right down the street. We really enjoyed our stay!"
United States
Taylor C.
The price is HK$671
HK$1,846 total
includes taxes & fees
23 Aug - 24 Aug
Cute, Cozy 2-bedroom house near Annapolis with water access
Marina

18. Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Annapolis
8.8 out of 10, Excellent, (3 reviews)
"The place is very nice and comfortable inside. Quiet. Great place to sleep - no noise."
United States
William
The price is HK$1,502
HK$4,001 total
includes taxes & fees
23 Aug - 24 Aug
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Terrace/patio

19. Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!

Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
Annapolis
10.0 out of 10, Exceptional, (21 reviews)
"In Annapolis for youth sports. Great place to stay. "
United States
jason S.
The price is HK$2,361
HK$3,836 total
includes taxes & fees
20 Sept - 21 Sept
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
Interior

20. Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (40 reviews)
"This was a lovely place for my mom and I to stay - we were dealing with a challenging situation and Solmaz was very kind and was easy to communicate with. The community is nice and parking was easy. "
United States
Linda B.
The price is HK$1,216
HK$2,799 total
includes taxes & fees
1 Sept - 2 Sept
Large 2 bedroom house with private parking in a nice neighborhood
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Naval Academy Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"A"
Wayne 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Annapolis, MD

Find out more about Naval Academy

Search for holiday rentals in Naval Academy on Expedia! You can easily find your home rentals, villas, holiday apartments in Naval Academy using one of the methods below:

  • View our selection of featured holiday rentals in Naval Academy
  • Use the map to find apartments and other holiday homes in the Naval Academy neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Naval Academy while they last

Look no further and take a look at our great range of rental properties in Naval Academy!

Frequently asked questions

Can I find a holiday rental in Naval Academy?

Yes, there are holiday rentals close to the most popular sights in Naval Academy, or you can select a more secluded option if you're looking for a relaxing stay. Naval Academy is known for its university setting and architecture. Make sure you have time to check out the cathedral and sporting events during your trip.

What are some of the best holiday rentals that Naval Academy has to offer?

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This holiday home rental outside of Naval Academy is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

What’s there to see and do in Naval Academy?

Enjoy the area's cultural attractions such as Maryland Federation of Art, or get outdoors into nature at a spot like Peters Cove. While here, Annapolis Harbor and Alumni Hall are other places worth a visit.

What’s a holiday rental in Naval Academy like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Naval Academy. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.