Anne Arundel Area Rentals
From $412 per night (USD)VRBO
Walking distance to Herrington on the Bay! Home with views of the Chesapeake Bay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Consider this house your home away from home while you visit North Beach. This adorable property features 3 bedrooms - o ...
From $412 per night (USD)VRBO
From $762 per night (USD)Expedia
Walk Everywhere From New Eastport Cape Cod with High-End finishes and Gourmet Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Eastport Cape Cod – Walk to Downtown Annapolis Welcome to your Annapolis retreat! This all-new Cape Cod in the heart of ...
From $762 per night (USD)Expedia
From $677 per night (USD)VRBO
Historic Annapolis Retreat – Steps from the Statehouse & City Dock with Parking and Private Patio
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
In the shade of the Maryland Statehouse, this historic home has welcomed family, friends, and travelers for more than 17 ...
From $677 per night (USD)VRBO
From $284 per night (USD)Expedia
Charming Stay Near the Bay- w/Beach Passes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax in this charming pet friendly 3BR, 2BA North Beach retreat- perfect for families, couples, and small groups. Walk ...
From $284 per night (USD)Expedia
From $218 per night (USD)VRBO
Private Severna Park Getaway Near Annapolis!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Enjoy the very best of Severna Park from the comfort & convenience of this upgraded private retreat! Perfectly situated ...
From $218 per night (USD)VRBO
From $353 per night (USD)VRBO
Pet Friendly Annapolis Stay Walk to DTA & Stadium
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Enjoy the best of Annapolis from this centrally located, pet-friendly home. Walk to Downtown Annapolis, Navy ta ...
From $353 per night (USD)VRBO
From $320 per night (USD)VRBO
1 Block to USNA Stadium: Modern Annapolis Home!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Central Location | New Build | In-Unit Laundry | Fire Pit | 2 Mi to USNA Settle into this Annapolis vacation rental tha ...
From $320 per night (USD)VRBO
From $285 per night (USD)Expedia
Custom Studio Efficiency apartment with AC easy accces to Annapolis and USNA.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quiet furnished, double bed, kitchenette, private full bathroom quiet and private studio in home 10 minutes from Downto ...
From $285 per night (USD)Expedia
From $380 per night (USD)VRBO
Eastport Private Suite – 1 mi to USNA & Downtown, Near Boat Shows & Comm Week
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to The Goat House, a secure and modern private suite in Eastport, just 1 mile from the U.S. Naval Academy and mi ...
From $380 per night (USD)VRBO
From $204 per night (USD)Expedia
Stunning 2-Bedroom loft apartment in waterfront community near BWI
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
*Cozy 2BR Loft in Point Pleasant* Enjoy a stylish loft with full kitchen, queen bed +daybed with trundle that turns int ...
From $204 per night (USD)Expedia
From $509 per night (USD)VRBO
Waterfront Condo with Views of Annapolis, Pool & Prime Eastport Location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Wake up to sparkling water views and the charm of historic Annapolis right outside your window. This 3rd-floor waterfron ...
From $509 per night (USD)VRBO
From $141 per night (USD)Expedia
Charming 2-bedroom house with fitness room and AC in Glen Burnie
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to this lovely house in picturesque Glen Burnie. This cozy retreat features 2 soothing bedrooms with queen beds, ...
From $141 per night (USD)Expedia
From $967 per night (USD)VRBO
North Beach Bayview Retreat with bay views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 13
Gather your crew at this spacious 3600 sq ft 4-story retreat with bay views—less than a 4 minute stroll to the North Bea ...
From $967 per night (USD)VRBO
From $308 per night (USD)VRBO
Neon Moon Beach Cottage a Tranquil 2-bedroom house in North Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your cozy getaway awaits in North Beach at this marvelous house. Perfect for groups of friends or family, this home offe ...
From $308 per night (USD)VRBO
From $238 per night (USD)VRBO
Welcoming 2-bedroom house with AC in Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Get ready to relax in this 2-bedroom house in Annapolis. This delightful property features 2 king bed, AC, heating, and ...
From $238 per night (USD)VRBO
From $274 per night (USD)Expedia
Charming 4-bedroom 3-bath house with AC
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Escape to this brilliant house in picturesque Pasadena. With 4 cozy bedrooms including 2 queen beds, 1 twin bed, 1 full ...
From $274 per night (USD)Expedia
From $256 per night (USD)VRBO
Spacious & Relaxing Glen Burnie Home! Perfect for Families!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Your home away from home in Glen Burnie with 3 bedrooms. This wonderful house features 2 queen beds and 1 full bed, perf ...
From $256 per night (USD)VRBO
From $655 per night (USD)Expedia
Fabulous 5-bedroom house with AC in charming Annapolis
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Looking to explore Annapolis and live comfortably on a budget? This cozy square house will be just right for you! The si ...
From $655 per night (USD)Expedia
From $1142 per night (USD)VRBO
Spacious Waterfront 5-bedroom house in charming Annapolis with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Your Fun Filled getaway awaits in Annapolis at this Phenomenal Waterfront House with Hot Tub! With 5 bedrooms including ...
From $1142 per night (USD)VRBO
From $288 per night (USD)Expedia
The Red Door Cottage in Eastport - Pet-Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This stylish, pet-friendly boho retreat is just 1 mile from downtown Annapolis and Eastport’s restaurants—your perfect h ...
From $288 per night (USD)Expedia
From $378 per night (USD)VRBO
Modern Gem Near Historic Annapolis & Naval Academy
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Built in August 2025 | Group-Friendly Layout w/ 4 En-Suite Bedrooms | 1 Mi to Shopping, Dining & Hospitals Spacious and ...
From $378 per night (USD)VRBO
From $429 per night (USD)Expedia
3-bedroom house in charming Pasadena with AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Consider this house your home away from home while you visit Pasadena. With 3 bedrooms including 2 king beds and 1 queen ...
From $429 per night (USD)Expedia