Annapolis Rentals
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Lakefront House- near downtown Annapolis
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Great place to relax and enjoy the serene view of the lake in this spacious house with multiple balconies. Enjoy a hotel ...
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From $757 per night (USD)VRBO
Get Ready for Blissful Getaway! Short Drive to Chase Lloyd House, Pet-Friendly
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $757 per night (USD)VRBO
From $505 per night (USD)VRBO
Spacious Good-Value Accommodation! w\/ Outdoor Pool, Pet-Friendly, Free Parking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $505 per night (USD)VRBO
From $253 per night (USD)VRBO
Enjoy a Hassle-Free Stay! Pet-Friendly, Close to William Paca Garden
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Each room has a tea/coffee maker, ensuring you can start your day right. Our family rooms provide plenty of space for yo ...
From $253 per night (USD)VRBO
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Beach House (Annapolis) Bay Ridge Community
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Relax on the front porch while enjoying sweeping views of the Chesapeake Bay. Enjoy the beach right in front of house. P ...
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From $2247 per night (USD)Expedia
Lakefront home with private pool, hot tub, outdoor space, central AC, & W\/D
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
The Admiral's Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $2247 per night (USD)Expedia
From $321 per night (USD)VRBO
Quiet Home Close to Downtown Annapolis and Parks
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: This private single family home is located on a quarter acre and is just minutes to everything Annapolis has to ...
From $321 per night (USD)VRBO
From $1155 per night (USD)Expedia
Renovated dog-friendly bayfront home with private hot tub & pool, grill, & dock
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 18
Waterside with it All Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $1155 per night (USD)Expedia
From $413 per night (USD)VRBO
Mins to Downtown Annapolis in Waterfront community at Family and Pet friendly Pinecrest Bungalow
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Visit the magic of Annapolis during the Holiday Season Just minutes from Downtown Annapolis, this charming Cape is locat ...
From $413 per night (USD)VRBO
From $2475 per night (USD)Expedia
Spacious 6-bedroom home with pool in quiet neighborhood near USNA.
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
The perfect home away from home during USNA's Commissioning Week. Located just over a mile from USNA across the Naval Ac ...
From $2475 per night (USD)Expedia
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Annapolis Charmer! 2BR Bright BSMT APT 3 mi to DT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
About this space Quiet, cozy established single family neighborhood with a huge yard. Take in the history/music scene a ...
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From $251 per night (USD)Expedia
Bay Ridge house by Quiet Waters Park, Thomas Point Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Brand new home with comfortable beds, open floor plan with kitchen excellent for entertaining, and fully equipped. All f ...
From $251 per night (USD)Expedia
From $213 per night (USD)VRBO
Annapolis Tree House Apartment- luxury shower, separate space
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This private treehouse apartment, located above a detached garage, is nestled among the treetops on a wooded acre of lan ...
From $213 per night (USD)VRBO
From $460 per night (USD)Expedia
Jackson's Bunker in Eastport with fenced-in backyard
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Visit the magic of Annapolis during the Holiday Season Located in the Annapolis "Republic of Eastport", this charming pe ...
From $460 per night (USD)Expedia
From $816 per night (USD)VRBO
Serene waterfront sunsets in this sprawling historic Annapolis home
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 10
Visit the magic of Annapolis during the Holiday Season Enjoy stunning western-facing views across the river and a natura ...
From $816 per night (USD)VRBO
From $157 per night (USD)VRBO
My Annapolis Studio
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
FOUR WEEK MINIMUM STAY beginning July 1st. This fully furnished studio apartment has everything you'll need for a quiet ...
From $157 per night (USD)VRBO
From $1506 per night (USD)VRBO
Annapolis Bayfront Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautifully restored turn of the century beach cottage located on an acre of landscaped property with magnificent views ...
From $1506 per night (USD)VRBO
From $231 per night (USD)VRBO
Home 2 Stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 2 bedroom condo has lots of extra space for your Annapolis stay. Fully stocked galley kitchen, master suite, washer ...
From $231 per night (USD)VRBO