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Our top choices for Annapolis vacation homes

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 AED 633
AED 1,781 total
includes taxes & fees
20 Apr - 21 Apr
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Annapolis Gem- Tranquil 4 BR Murray Hill Victorian
Historic District
The price is AED 547
AED 2,132 total
includes taxes & fees
20 Apr - 21 Apr
Annapolis Gem- Tranquil 4 BR Murray Hill Victorian

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Arundel on the Bay
9.6 out of 10, Exceptional, (13 reviews)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is AED 1,058
AED 2,190 total
includes taxes & fees
21 Apr - 22 Apr
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Annapolis Home | Fenced Yard | Pool Table | 10 Guests
Cape Saint Claire
9.8 out of 10, Exceptional, (11 reviews)
"Enjoyed our stay- thank you!"
United States
KateriK
The price is AED 551
AED 2,052 total
includes taxes & fees
20 Apr - 21 Apr
Annapolis Home | Fenced Yard | Pool Table | 10 Guests

Cozy 3BR Annapolis sleeps 10 Private Deck, Parking

Cozy 3BR Annapolis sleeps 10 Private Deck, Parking
Annapolis
The price is AED 815
AED 2,231 total
includes taxes & fees
20 Apr - 21 Apr
Cozy 3BR Annapolis sleeps 10 Private Deck, Parking

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)
"Our family gathered for a special celebration and loved the home! It was roomy and had everything we needed for our stay. The location was perfect for getting around."
United States
Jeanie W.
The price is AED 911
AED 2,001 total
includes taxes & fees
20 Apr - 21 Apr
Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

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 AED 657
AED 1,981 total
includes taxes & fees
27 Apr - 28 Apr
Annapolis Retreat - 7 mins from downtown Annapolis!

Historic Annapolis Home | 2 Blocks to Main St

Historic Annapolis Home | 2 Blocks to Main St
Historic District
10.0 out of 10, Exceptional, (16 reviews)
"Great house and location. Great communication. We had a great time there!"
United States
Barbara S.
The price is AED 731
AED 2,403 total
includes taxes & fees
20 Apr - 21 Apr
Historic Annapolis Home | 2 Blocks to Main St

Charming Pet-Friendly Stay - Near Bay & Beaches.

Charming Pet-Friendly Stay - Near Bay & Beaches.
Annapolis
10.0 out of 10, Exceptional, (7 reviews)
"Very clean and very convenient location for our trip. "
United States
Greg S.
The price is AED 861
AED 2,053 total
includes taxes & fees
3 May - 4 May
Charming Pet-Friendly Stay - Near Bay & Beaches.

Huge 4BR Home Sleeps 12, Firepit + Basement Bar, Downtown 10 Min, Parking

Huge 4BR Home Sleeps 12, Firepit + Basement Bar, Downtown 10 Min, Parking
Cape Saint Claire
9.2 out of 10, Wonderful, (5 reviews)
"Dominick was a great communicator, he was very responsive and ensured we were comfortable during this stay. Highly recommend anyone to book this property!"
United States
Marissa F.
The price is AED 1,074
AED 2,117 total
includes taxes & fees
20 Apr - 21 Apr
Huge 4BR Home Sleeps 12, Firepit + Basement Bar, Downtown 10 Min, Parking

Fabulous 5-bedroom house with AC in charming Annapolis

Fabulous 5-bedroom house with AC in charming Annapolis
Annapolis
8.0 out of 10, Very Good, (3 reviews)
"Everything was as we expected or better. Very clean well appointed property "
United States
Stuart P.
The price is AED 929
AED 1,432 total
includes taxes & fees
27 Apr - 28 Apr
Fabulous 5-bedroom house with AC in charming Annapolis

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

Historic Row Home | Hot Tub - 1 Block from Gate 1!
Historic District
10.0 out of 10, Exceptional, (5 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 AED 727
AED 2,646 total
includes taxes & fees
20 Apr - 21 Apr
Historic Row Home | Hot Tub - 1 Block from Gate 1!

Stadium-Side Annapolis | Chef Kitchen | Sleeps 10

Stadium-Side Annapolis | Chef Kitchen | Sleeps 10
Admiral Heights
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful house & our hosts were very responsive to our questions. We had a wonderful experience!"
United States
JP Y.
The price is AED 1,084
AED 3,188 total
includes taxes & fees
20 Apr - 21 Apr
Stadium-Side Annapolis | Chef Kitchen | Sleeps 10

2BR, 1BA Boutique Brick Beauty located in historic Eastport.

2BR, 1BA Boutique Brick Beauty located in historic Eastport.
Eastport
The price is AED 826
AED 1,499 total
includes taxes & fees
10 May - 11 May
2BR, 1BA Boutique Brick Beauty located in historic Eastport.

Cute bungalow blocks to Stadium

Cute bungalow blocks to Stadium
Admiral Heights
9.8 out of 10, Exceptional, (8 reviews)
"Great property. Third time staying at property while visiting Annapolis. "
United States
Holly W.
The price is AED 727
AED 1,903 total
includes taxes & fees
30 Apr - 1 May
Cute bungalow blocks to Stadium

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 AED 810
AED 1,870 total
includes taxes & fees
21 Apr - 22 Apr
Mins to DTA - King Beds - Parking

Cozy 2br home w/ parking in downtown Annapolis

Cozy 2br home w/ parking in downtown Annapolis
Historic District
10.0 out of 10, Exceptional, (75 reviews)
"Welcoming host, great location and easy parking "
United States
Chris B.
The price is AED 540
AED 1,260 total
includes taxes & fees
5 May - 6 May
Cozy 2br home w/ parking in downtown Annapolis

Stunning 4 BR Home - Walking Distance to Stadium

Stunning 4 BR Home - Walking Distance to Stadium
Homewood
10.0 out of 10, Exceptional, (2 reviews)
"This house was a TEN! We booked it for family and friends to stay with us for a military retirement over homecoming weekend. The location was great. Perfect for walking to and from the stadium with kids. Easy few minutes drive or Uber to the Academy. The house was well equipped and perfect for a big group. The yard was amazing! Wish we’d planned on a family flag football game! Plenty of space in the kitchen and living room. Management was super responsive when we needed something or had a...
United States
Catherine S.
The price is AED 1,135
AED 3,178 total
includes taxes & fees
20 Apr - 21 Apr
Stunning 4 BR Home - Walking Distance to Stadium

Walk to the stadium! - Lighthouse on Glenwood

Walk to the stadium! - Lighthouse on Glenwood
Annapolis
9.8 out of 10, Exceptional, (8 reviews)
"Wonderful time, very thoughtful touches throughout. "
United States
Glori V.
The price is AED 1,102
AED 1,654 total
includes taxes & fees
3 May - 4 May
Walk to the stadium! - Lighthouse on Glenwood

Historic Annapolis Charmer <1Mile to NMC Stadium

Historic Annapolis Charmer <1Mile to NMC Stadium
Homewood
9.8 out of 10, Exceptional, (7 reviews)
"We had 11 people in our group and this house was the perfect size for gathering and sleeping comfortably. Great accommodations, easy to get downtown and around. Definitely recommend"
United States
Priscilla M.
The price is AED 2,623
AED 5,092 total
includes taxes & fees
20 Apr - 21 Apr
Historic Annapolis Charmer <1Mile to NMC Stadium
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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