Holiday Promo: Get 10% Off Holiday Stays | Cottage in Annapolis

9.8 (38 Reviews) |   Pet Friendly   3 Bedrooms  2 Bathrooms  8 Guests
Annapolis Cottage | Holiday Promo: Get 10% Off Holiday Stays

3 Bedroom Cottage in Annapolis

Experience the Difference: Professionally Managed by iTrip Annapolis
Watch the sunrise on the private beach at Oh Happy Bay. The quaint two-story, cottage has a private beach on historic Bembe Beach with direct access to safe, shallow water for swimming, paddle boarding, and boating (small boat mooring). Commissioning Week families will be spoiled by the direct line of sight for the Blue Angels air show.
The home is ideal for a large extended family traveling together. Enter the home into the beautifully-renovated kitchen with all new appliances and an adjoining dining room with water views and seating for 6-8. The main floor has a guest room with a Queen bed and full bath with a stand-up shower in the hall. The family room is equipped with a Full-size sleeper sofa. Head outside to the private backyard, with a deck, screened-in gazebo, lounge chairs and a picnic table for outdoor dining, cocktails or morning coffee (sampler starter pack included in your stay).
Head back inside and up the stairs to the large family suite with 2 bedrooms, a connecting full bath (with 2 entrances), a sitting room and access to the private 2nd floor balcony. The main bedroom has a King bed and sitting area large enough for a portable crib or air mattress. Across the hall is the guest room with the full bed. The shared bath has 2 vanities, a stand-up shower and soaking tub. Also in the hall is the full-size washer and dryer.
The home has plenty of parking and space to explore with the pups and little family members.
Located walking distance to Annapolis Sailing School and Capital SUP (Paddleboard lessons and rentals), the Eastport Water Taxi (with water access to downtown Annapolis). Annapolis Maritime Museum and Quiet Waters Park are just a short drive away.
SLEEPING ARRANGEMENTS 3 BR / 2 BA / Sleeps 8 adults:
Upstairs Waterfront Bedroom:
-King bed
-Sitting room
-Waterfront balcony
-Queen air mattress available in the closet
-Shared bathroom with stand-up shower and soaking tub
-Flatscreen TV
Guest Bedroom across the hall from King Bedroom:
-Full bed
-Shared bathroom with stand-up shower and soaking tub
Main Floor Bedroom:
-Queen bed
-Full hall bath in the hall with stand-up shower
Family Room
-Full Sleeper Sofa
-Full hall bath with stand-up shower
HIGHLIGHTS:
-Private beach with access to Chesapeake Bay
-Screened-in patio gazebo with dining table for 10
-Back deck with seating, picnic table and beachside seating
-Charcoal BBQ grill
-Gourmet kitchen
-Dining room table seats 6-8
-High Speed Internet and WiFi
-Big Flatscreen TV
-Stand-Up paddle boards, life jackets, beach toys, small boat mooring (this is a mooring ball or permanent anchor system off the beach where small boats can be moored) - Available in the summer months only (May-October)
-Luxury linens, complimentary toiletries Starter Kit, and boutique-level service
-Outdoor shower
-Parking for multiple cars in driveway and on street
-Full Laundry room with washer & dryer located inside the home
Property Distance to:
-Downtown Annapolis – 4 miles
-U.S. Naval Academy – 4.5 miles
-Washington, DC – 34 miles
-Baltimore - 35 miles
* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.
* All beds are made for you with freshly-laundered sheets & towels.
House Rules
Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Dogs allowed if $150 pet fee is paid prior to check-in. Be respectful of the house and contents, the neighbors and neighborhood.

Holiday Promo: Get 10% Off Holiday Stays is located in Annapolis. Holiday Promo: Get 10% Off Holiday Stays provides accommodation, featuring Wellness Facilities, Fireplace/Heating, Guest Services, among other amenities. This Cottage features Wellness Facilities, Fireplace/Heating, Guest Services, to make your stay a comfortable one.

Holiday Promo: Get 10% Off Holiday Stays has 3 Bedrooms , 2 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Annapolis has interesting places to visit. If you want to learn more about the Cottage in Annapolis, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
TV
View
Ocean View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Heating
  • Air conditioning
Bathrooms
  • Towels provided
  • Hair dryer
  • Toilet paper
  • 2 bathrooms
  • Bathtub or shower
  • Soap
  • Shampoo
  • Outdoor shower
Bedroom
  • 3 bedrooms
  • Bed sheets provided
  • Sofa bed
  • Dining table
  • Living room
Kitchen
  • Stovetop
  • Dishwasher
  • Electric kettle
  • Microwave
  • Refrigerator
  • Blender
  • Paper towels
  • Oven
  • Ice maker
Laundry
  • Near laundromat
  • Washing machine and dryer
  • Laundry facilities
Ocean view
  • Beach sun loungers
  • Beach towels
  • On the beach
Parking
  • Onsite parking
Pet Friendly
  • Pet friendly
Accessibility
  • Smoke-free property
Activities
  • Boat on site
  • Ice skating nearby
  • Water skiing nearby
  • Fitness facilities nearby
  • Hiking nearby
  • Water sports equipment
  • Paddleboard on site
  • Fitness center
  • Hiking/biking trails nearby
  • Golf nearby
  • Fishing nearby
  • Marina nearby
  • Kayaking nearby
  • Jet skiing nearby
Entertainment
  • Smart TV
General
  • English
  • Near a hospital
  • Near a health or beauty spa
  • Near the bay
  • Desk
  • Desk chair
Guest Services
  • Children's games
  • Children's toys
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Garden
  • Barbecue grill
  • Balcony
  • Outdoor furniture
Security/Safety
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 25
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets allowed service animals are welcome, and are exempt from fees
Smoking Policy
Smoking is not permitted

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip host has not indicated whether there is a smoke detector on the property onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Scott A.
Aug 18, 2025 11:42:44 PM
Review Score:   10
Summary: Wonderful stay! Amazing private beach on the mouth of the Severn that is waist deep water, our whole family had a blast! We enjoyed swimming, paddle boarding, etc.. We would definitely come back! Unfortunately you're not able to take a water taxi directly from the property, you have to walk over to a nearby marina. They also only pick up one time per hour as an FYI so it's not the most convenient way to get downtown. I would definitely recommend the house, everything was clean and it was nice they had SUP and a Canoe for use.
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