Annapolis Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Annapolis vacation homes

Marina

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 CA $236
CA $662 total
includes taxes & fees
Mar 16 - Mar 17
Bay Ridge unit by Downtown Annapolis and Quiet Waters Park
Outdoor pool

Annapolis Garden Suite

Annapolis Garden Suite
Epping Forest
10.0 out of 10, Exceptional, (14 reviews)
"We had a quick overnight stay to attend an event at the Naval Academy! This was the perfect spot!! The accommodations were exactly what we needed!! Thanks for a great stay!!! "
United States
Mary S.
The price is CA $270
CA $563 total
includes taxes & fees
Mar 16 - Mar 17
Annapolis Garden Suite
Fridge, microwave, oven, stovetop

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 CA $272
CA $712 total
includes taxes & fees
Mar 16 - Mar 17
Cute bungalow blocks to Stadium
Interior

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 CA $246
CA $746 total
includes taxes & fees
Mar 16 - Mar 17
Annapolis Retreat - 7 mins from downtown Annapolis!
Beach nearby, sun loungers, beach towels

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
9.8 out of 10, Exceptional, (11 reviews)
"Great communication with the host, easy check in.. nice property. "
United States
Henry P.
The price is CA $327
CA $736 total
includes taxes & fees
Mar 17 - Mar 18
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach
Living area

Cozy 3BR Annapolis sleeps 10 Private Deck, Parking

Cozy 3BR Annapolis sleeps 10 Private Deck, Parking
Annapolis
The price is CA $277
CA $803 total
includes taxes & fees
Mar 16 - Mar 17
Cozy 3BR Annapolis sleeps 10 Private Deck, Parking
TV, offices

Wright's Cottage- Pet's Welcome & EV Charging

Wright's Cottage- Pet's Welcome & EV Charging
Annapolis
9.2 out of 10, Wonderful, (16 reviews)
"Nice little spot, very quiet "
United States
Susan S.
The price is CA $241
CA $506 total
includes taxes & fees
Mar 23 - Mar 24
Wright's Cottage- Pet's Welcome & EV Charging
Interior

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 CA $272
CA $988 total
includes taxes & fees
Mar 16 - Mar 17
Historic Row Home | Hot Tub - 1 Block from Gate 1!
Fridge, microwave, oven, stovetop

All Star Annapolis Retreat - Walk to Stadium

All Star Annapolis Retreat - Walk to Stadium
Admiral Heights
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful house & our hosts were very responsive to our questions. We had a wonderful experience!"
United States
JP Y.
The price is CA $343
CA $1,115 total
includes taxes & fees
Mar 16 - Mar 17
All Star Annapolis Retreat - Walk to Stadium
Smart TV, fireplace, foosball, table tennis

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

NEW 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 CA $300
CA $697 total
includes taxes & fees
Mar 23 - Mar 24
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown
Fridge, microwave, oven, stovetop

Mins to DTA - King Beds - Parking

Mins to DTA - King Beds - Parking
Annapolis
10.0 out of 10, Exceptional, (4 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 CA $377
CA $800 total
includes taxes & fees
Mar 16 - Mar 17
Mins to DTA - King Beds - Parking
Microwave, oven, stovetop, dishwasher

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)
"Great location to walk to Navy game. Good space and great communication with property owner."
United States
Rebecca G.
The price is CA $401
CA $609 total
includes taxes & fees
Mar 17 - Mar 18
Fabulous 5-bedroom house with AC in charming Annapolis
Microwave, oven, stovetop, dishwasher

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 CA $343
CA $533 total
includes taxes & fees
Mar 17 - Mar 18
Walk to the stadium! - Lighthouse on Glenwood
Marina

Fisher House: Steps From USNA + Covered Parking!

Fisher House: Steps From USNA + Covered Parking!
Historic District
10.0 out of 10, Exceptional, (14 reviews)
"Great house and location. Great communication. We had a great time there!"
United States
Barbara S.
The price is CA $420
CA $1,084 total
includes taxes & fees
Mar 24 - Mar 25
Fisher House: Steps From USNA + Covered Parking!
Marina

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 CA $180
CA $446 total
includes taxes & fees
Mar 30 - Mar 31
Cozy 2br home w/ parking in downtown Annapolis
Fridge, microwave, oven, stovetop

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 CA $424
CA $1,187 total
includes taxes & fees
Mar 18 - Mar 19
Stunning 4 BR Home - Walking Distance to Stadium
Terrace/patio

Chesapeake Comfort, Annapolis.

Chesapeake Comfort, Annapolis.
Annapolis
9.8 out of 10, Exceptional, (20 reviews)
"Great location, nice space, great backyard to hang out with dogs. "
United States
Stephanie M.
The price is CA $314
CA $719 total
includes taxes & fees
Mar 16 - Mar 17
Chesapeake Comfort, Annapolis.
Fridge, microwave, oven, stovetop

Neptune by the Water - Pet Friendly Fenced Yard

Neptune by the Water - Pet Friendly Fenced Yard
Cape Saint Claire
9.8 out of 10, Exceptional, (11 reviews)
"Enjoyed our stay- thank you!"
United States
KateriK
The price is CA $298
CA $890 total
includes taxes & fees
Mar 24 - Mar 25
Neptune by the Water - Pet Friendly Fenced Yard
Game room

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

2BR, 1BA Boutique Brick Beauty located in historic Eastport.
Eastport
The price is CA $343
CA $605 total
includes taxes & fees
Apr 1 - Apr 2
2BR, 1BA Boutique Brick Beauty located in historic Eastport.
Smart TV, fireplace, foosball, table tennis

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 CA $979
CA $1,897 total
includes taxes & fees
Mar 16 - Mar 17
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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Top Annapolis Hotel Reviews

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

6/10 Okay
"Clean comfortable room. 426 broken TPHolder. Broken H/C handle in the shower."
John 1-night trip
Posted 9 hours ago
Crowne Plaza Annapolis by IHG

Find out more about Annapolis

Annapolis Vacation Homes information

Number of reviews
211
Accommodation
294 Vacation Homes
Lowest Price
CA $446
Highest Price
CA $1,897

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