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Our top choices for Naval Academy holiday rentals

1. Secluded Cozy Cottage in Historic Downtown

Secluded Cozy Cottage in Historic Downtown
Historic District
9.6 out of 10, Exceptional, (22 reviews)
"The host was amazing, the house was perfect and well equipped, and the location was amazing!!! "
United States
Tim G.
The price is £650
includes taxes & fees
27 Sept - 28 Sept
Secluded Cozy Cottage in Historic Downtown

2. Historic Downtown Luxury • USNA • Waterfront

Historic Downtown Luxury • USNA • Waterfront
Historic District
10.0 out of 10, Exceptional, (2 reviews)
"We rented this home for a girls weekend so we could stay together while being close to downtown Annapolis, and it exceeded all of our expectations. The location is unbeatable, just a 1-2 minute walk to the waterfront and all the shops, restaurants, and attractions downtown has to offer.The house itself is a beautifully decorated historic home with plenty of space for our group to relax and enjoy our time together. The host was incredibly responsive, friendly, and helpful throughout our stay,...
United States
Grace T.
The price is £976
includes taxes & fees
27 Sept - 28 Sept
Historic Downtown Luxury • USNA • Waterfront

3. Walk to the stadium! - Lighthouse on Glenwood

Walk to the stadium! - Lighthouse on Glenwood
Annapolis
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful time, very thoughtful touches throughout. "
United States
Glori V.
The price is £432
includes taxes & fees
27 Sept - 28 Sept
Walk to the stadium! - Lighthouse on Glenwood

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

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (86 reviews)
"Location, amenities, cleanliness, parking all great!"
United States
Nancy N.
The price is £335
includes taxes & fees
5 Oct - 6 Oct
Cozy 2br home w/ parking in downtown Annapolis

5. 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, (6 reviews)
"Very nice, comfortable, convenient property. Host was very communicative. "
United States
Brian L.
The price is £455
includes taxes & fees
28 Sept - 29 Sept
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA

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

Chapel Gate 3BR Steps to City Dock & Naval Academy
Historic District
10.0 out of 10, Exceptional, (1 review)
"Very cute home in great proximity to naval academy"
United States
JENNIFER E.
The price is £384
includes taxes & fees
29 Sept - 30 Sept
Chapel Gate 3BR Steps to City Dock & Naval Academy

7. 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 £328
includes taxes & fees
27 Sept - 28 Sept
18th Cent. Charm in Historic Downtown Annapolis

8. Historic Downtown 3BR Crabby Patty-∙Walk to USNA

Historic Downtown 3BR Crabby Patty-∙Walk to USNA
Historic District
10.0 out of 10, Exceptional, (7 reviews)
"House is perfect for weekend get away with family. Walking distance to everything. "
United States
Nathan A.
The price is £678
includes taxes & fees
27 Sept - 28 Sept
Historic Downtown 3BR Crabby Patty-∙Walk to USNA

9. 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 £966
includes taxes & fees
11 Oct - 12 Oct
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

10. Adorable home steps from Navy stadium!

Adorable home steps from Navy stadium!
Annapolis
10.0 out of 10, Exceptional, (3 reviews)
"Communication and check-in process was great. Host made himself available in case we had any concerns or questions. Great location easy to get to downtown and to the outskirts. Wonderful to have the driveway with parking."
United States
D R.
The price is £471
includes taxes & fees
28 Sept - 29 Sept
Adorable home steps from Navy stadium!

11. Stadium-Side Annapolis | Chef Kitchen | Sleeps 10

Stadium-Side Annapolis | Chef Kitchen | Sleeps 10
Admiral Heights
9.8 out of 10, Exceptional, (12 reviews)
"The home was well stocked with all the items needed to cook and spotless. Very comfortable and easy walk to the Navy stadium. Enjoyed our stay and all that Annapolis has to share. "
United States
Veronica D.
The price is £656
includes taxes & fees
28 Sept - 29 Sept
Stadium-Side Annapolis | Chef Kitchen | Sleeps 10

12. Eastport 3 bedroom Cottage: Walk to Downtown

Eastport 3 bedroom Cottage: Walk to Downtown
Eastport
10.0 out of 10, Exceptional, (1 review)
"We had a nice stay. All was fine."
United States
william c.
The price is £584
includes taxes & fees
27 Sept - 28 Sept
Eastport 3 bedroom Cottage: Walk to Downtown

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 £554
includes taxes & fees
27 Oct - 28 Oct
Upscale Condo in Annapolis w/Private Parking

14. Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Historic District
9.4 out of 10, Exceptional, (28 reviews)
"Our group really enjoyed the large outdoor area on the side of the house. We were part of a larger group in town for a wedding and we were able to host a get together for a fairly large group. Over all the house was very comfortable with a great location near heart of Annapolis."
United States
Paul
The price is £1,697
includes taxes & fees
29 Sept - 30 Sept
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

15. Two Historic Rowhomes in Downtown Annapolis

Two Historic Rowhomes in Downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (1 review)
"Great properties in a perfect location!"
United States
Pat K.
The price is £668
includes taxes & fees
28 Sept - 29 Sept
Two Historic Rowhomes in Downtown Annapolis

16. 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 £428
includes taxes & fees
28 Sept - 29 Sept
Historic Row Home | Hot Tub - 1 Block from Gate 1!

17. Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Admiral Heights
10.0 out of 10, Exceptional, (55 reviews)
"Great stay in Annapolis. The property is gorgeous. Everything you need for a great weekend in Annapolis. "
United States
Jennifer G.
The price is £415
includes taxes & fees
19 Oct - 20 Oct
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids

18. 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 £382
includes taxes & fees
1 Oct - 2 Oct
Dean Street's Lower Deck House!

19. Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Homewood
9.8 out of 10, Exceptional, (9 reviews)
"The house was great and the host was better! She was super responsive and helpful, and everything went well on our stay!"
United States
Dan B.
The price is £452
includes taxes & fees
28 Sept - 29 Sept
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

20. 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 £946
includes taxes & fees
29 Sept - 30 Sept
Luxe Row Home Steps to USNA Gate 3!
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.
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Top Naval Academy Hotel Reviews

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.