An aerial view of a coastal town with a prominent church, dense residential area, and a marina with boats.

Anne Arundel County Holiday Rentals

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Our top choices for Anne Arundel County holiday rentals

Marina

1. 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 HK$1,764
HK$3,477 total
includes taxes & fees
14 Sept - 15 Sept
Cozy 2br home w/ parking in downtown Annapolis
Private kitchen

2. Walk to the stadium! - Lighthouse on Glenwood

Walk to the stadium! - Lighthouse on Glenwood
Annapolis
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful time, very thoughtful touches throughout. "
United States
Glori V.
The price is HK$2,352
HK$4,478 total
includes taxes & fees
27 Sept - 28 Sept
Walk to the stadium! - Lighthouse on Glenwood
Exterior

3. 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, (54 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 HK$2,999
HK$3,857 total
includes taxes & fees
13 Sept - 14 Sept
Gorgeous Carriage House close to USNA, walk to stadium, free parking, pets+kids
Terrace/patio

4. 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$2,237
HK$3,686 total
includes taxes & fees
20 Sept - 21 Sept
Corner House - Cozy Five Star 2 Bedroom Suite. Downtown and Stadium. Parking!
Exterior detail

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 HK$1,893
HK$4,446 total
includes taxes & fees
14 Sept - 15 Sept
Elegant & Bright Historic Home 3BR/2,5BA, 2 kings, 1 queen, 5 min to USNA
Interior

6. 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$1,728
HK$4,338 total
includes taxes & fees
29 Sept - 30 Sept
Upscale Condo in Annapolis w/Private Parking
Private kitchen

7. 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 HK$3,441
HK$6,936 total
includes taxes & fees
14 Sept - 15 Sept
Historic Downtown 3BR Crabby Patty-∙Walk to USNA
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$1,596
HK$3,464 total
includes taxes & fees
13 Sept - 14 Sept
Dean Street's Lower Deck House!
Marina

9. 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 HK$4,234
HK$6,642 total
includes taxes & fees
23 Sept - 24 Sept
Secluded Cozy Cottage in Historic Downtown
Private kitchen

10. 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$3,308 total
includes taxes & fees
11 Sept - 12 Sept
18th Cent. Charm in Historic Downtown Annapolis
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$2,054
HK$5,695 total
includes taxes & fees
14 Sept - 15 Sept
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Private kitchen

12. Renovated Bungalow | Walk to Beach | Dog-Friendly

Renovated Bungalow | Walk to Beach | Dog-Friendly
Edgewater
9.8 out of 10, Exceptional, (13 reviews)
"This is a cute place. Well stocked nicely renovated kitchen. Having coffee and a bottle of wine was a definite plus. "
United States
Diane D.
The price is HK$2,431
HK$5,605 total
includes taxes & fees
4 Oct - 5 Oct
Renovated Bungalow | Walk to Beach | Dog-Friendly
Private kitchen

13. 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 HK$2,971
HK$6,426 total
includes taxes & fees
21 Sept - 22 Sept
Eastport 3 bedroom Cottage: Walk to Downtown
Private kitchen

14. Mins to DTA - King Beds - Parking

Mins to DTA - King Beds - Parking
Annapolis
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful home with very attentive host. Great place for family getaway. Will definitely be back! Go Navy."
United States
Nader E.
The price is HK$2,442
HK$4,911 total
includes taxes & fees
14 Sept - 15 Sept
Mins to DTA - King Beds - Parking
Interior

15. Lakefront Home Firepit BWI Marleycreek River

Lakefront Home Firepit BWI Marleycreek River
3.0 star property
Marley
The price is HK$2,023
HK$2,416 total
includes taxes & fees
15 Sept - 16 Sept
Lakefront Home Firepit BWI Marleycreek River
Interior

16. 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 HK$2,635
HK$7,008 total
includes taxes & fees
21 Sept - 22 Sept
Two Historic Rowhomes in Downtown Annapolis
Marina

17. Historic Downtown Luxury • USNA • Waterfront

Historic Downtown Luxury • USNA • Waterfront
Historic District
10.0 out of 10, Exceptional, (1 review)
The price is HK$5,606
HK$9,860 total
includes taxes & fees
13 Sept - 14 Sept
Historic Downtown Luxury • USNA • Waterfront
Exterior

18. 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 HK$9,988
HK$17,447 total
includes taxes & fees
14 Sept - 15 Sept
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Interior

19. 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$1,506
HK$4,407 total
includes taxes & fees
14 Sept - 15 Sept
Historic Row Home | Hot Tub - 1 Block from Gate 1!
Private kitchen

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 HK$1,498
HK$9,815 total
includes taxes & fees
14 Sept - 15 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 Anne Arundel County Hotel Reviews

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

8/10 Good
"Our extended family had 7 rooms booked for a 4 day weekend wedding and we were all separated in different buildings. It would have been nice to have them in same area. Because we were there several days we ran out of several things such as towels, paper towels, and coffee packets for our room. I was surprised they didn't replenish any of this without having to get them ourselves. They also do not come and remove garbage or offer new sheets. The rooms were nice and spacious and the staff was friendly."
Julie 1-night trip
Posted 4 hours ago
Sonesta ES Suites Annapolis