Holiday houses in Arnold

Rachel's BnB

A well outfitted home away from home! A fully stocked kitchen with everything you need to cook for yourselves and your guests. Close to historic downtown Annapolis, the US Naval Academy, St. John's College and MD Statehouse are less than 10 minutes away There are king and queen beds in the rooms, and the 3rd bed is a comfortable pullout couch in the living room. All linens are Egyptian cotton and the beds have real down duvets. Additional cot beds and linens (up to 4) can be provided ($20 each)

Relaxing Water Views - Mill Creek Cottage

Eclectic three level water view cottage in unique wooded location overlooking beautiful Mill Creek. Minutes from downtown Annapolis and the US Naval Academy; walk to Cantler’s Riverside Inn for crabs, convenient to US 50 and the Bay Bridge and Eastern Shore. Due to the stairs and loft, this accommodation may not be appropriate for toddlers and the mobility challenged Parties are not permitted. Please note that there is no water access on the property, but there is nearby public water access.

Old Bay Bungalow

This in-law apartment located in the lower level of my occupied home is just moments outside of Annapolis, mere blocks from the Magothy River. I enjoy inviting guests into the space, and take pride in treating new friends like family. Come rest your weary bones in your private retreat with its own separate entrance, relaxing sunporch, and stocked kitchenette. Reach into the fridge and enjoy cold soda or a local beer on me! Sit around our fireplace and relax. Settle into the Old Bay Bungalow!

Calico Cottage Guest House, king bed, free parking

Cute-as-a-bugs ear West Annapolis guest cottage just 1.5 miles from the Navy Stadium and less than 2 miles from Academy's Gate 8. Cottage features: high speed WiFi, EZ free parking, washer & dryer, kitchenette, air conditioning, self check-in and laptop friendly workspace. Park 10 feet from front door. Only 1 step to enter. No stairs to negotiate while carrying luggage! 15 min. walk to Weems Creek with scenic, serene waterviews and a few more minutes walk to popular Bean Rush Cafe.

Cozy Arnold House Near Annapolis

Larger groups should consider our Deluxe Upgrade: https://www.airbnb.com/h/arnoldhouseandstudio Your family will be close to everything Annapolis has to offer when you stay at our cozy Arnold home. This home is located across the Naval Academy Bridge and just 10 min from Downtown Annapolis, United States Naval Academy & Naval-Marine Corps Memorial Stadium. This home sits on a quiet road on a private wooded lot with plenty of space for entertaining friends and family during your stay.

Beautiful basement apartment in an upscale home

You will enjoy a colonial house nestled in a one-acre wooded property, located in an upscale, beautiful, and safe waterfront community, with a river beach, and a few steps from the Baltimore-Annapolis trail. The guest apartment, recently renovated in the basement of the house, has a private entrance. A very comfortable and quiet retreat, with many amenities, just a few minutes from Annapolis. Great for a couple or a single person. Also great for families with a small child.

Waterfront home: history, nature and comfort

Relax with the whole family at this peaceful home surrounded by forest, water, lush shaded lawns, gardens, history, and nature. Enjoy multiple decks attached to the home a,long with a large shaded deck by the water and dock, where you will find fishing, and wildlife. This home is on land with a rich history and includes a small 120-year old family cemetery. Convenient access to Annapolis (15 minutes), Baltimore (30 minutes), and Washington, DC (60 minutes).

Pool Loft Suite | Bay Access & Beach Passes

Private loft suite in the Cape St. Claire/Broadneck area with shared pool access, community beach passes, and Chesapeake Bay water privileges. Queen bedroom with premium bedding, fully equipped kitchen, private washer/dryer, and your own entrance with two parking spots. A handicap-accessible chair lift serves the upper level. Just minutes from downtown Annapolis - ideal for couples, caregivers, or professionals.

Weems Creek Cottage, Annapolis Waterfront

(August, 2025) Jim is the best host we’ve ever had. Super responsive, reached out to let us know the place was ready and we could check in early. The house is perfect size for 2 adults and a kid. Beautiful view and really comfortable. We loved the screened in porch. We walked to breakfast at the smoothie place and had a great walk down to the naval academy. We would definitely stay here again.

Coastal Comfort Retreat near Annapolis, EV charger

Escape to a cozy, modern retreat just 4 miles from downtown Annapolis. This intimate king suite offers a private seating area, kitchenette, & TV. The ensuite bathroom features a luxurious shower. Relax in peace and comfort after exploring Annapolis or attending local events. Reach out anytime with questions or special requests—we’re happy to help make your stay memorable!

CJ's Cottage

Welcome to your perfect retreat, just 8 minutes from the lively scene of downtown Annapolis! This charming cottage offers a blend of cozy, traditional charm and modern comforts. The property is situated in a peaceful and private location with amenities that make this home the ideal spot for casual gatherings or simply relaxing with a good book and a glass of wine.

Private Annapolis Inlaw Apartment

In-law apartment in beautiful Annapolis home. Close to downtown Annapolis but also has easy access to major highways. Quiet neighborhood. Private front entrance to apartment. In addition to king size bed in bedroom there are two queen size blow up beds as well as a large sectional sofa. So it comfortably sleeps 4. Off street parking for 2-3 vehicles.