Holiday & Military Bowl Promo: 10% Off Stays through Jan 3, 2026 | House in Annapolis

10.0 (11 Reviews) |   Pet Friendly   2 Bedrooms  1 Bathroom  6 Guests
Historic District House | Holiday & Military Bowl Promo: 10% Off Stays through Jan 3, 2026

2 Bedroom House in Historic District, Annapolis

Experience the Difference: Professionally Managed by iTrip Annapolis
Still available for Commissioning Week 2025!
Stay right in the heart of Historic Annapolis, just 2 blocks from Main Street, and feel like you’re in a 2-bedroom, 1-bath hotel suite with all the comforts of home! Your family will be close to everything when you stay at this centrally-located first-floor apartment in a Historic 3-unit building, once a grocery store and the residences of the store owner. Enjoy the perfect blend of convenience and comfort in this well-appointed space. The 2nd floor has a 1 bedroom, 1 bath unit that sleeps 4, also available for rent. Inquire within.
Inquire about discounted extended stays!
Property Highlights:
Central Location: Walk to all the attractions of Historic Annapolis, including Main Street, just 2 blocks away, and the U.S. Naval Academy, another 2 blocks away.
Comfortable Living: The King bedroom, located at the back of the apartment, features its own TV and a full-size sleeper sofa. The second bedroom has a cozy Queen bed, both of which share a full bathroom in the hall.
Open Floor Plan: The family room, with another flatscreen TV, and eat-in kitchen create a welcoming space to relax and dine, with seating for 4 at the table and 2 more at the breakfast bar.
Sleeping Arrangements (Sleeps 6):
King Bedroom:
King Bed
Full-size Sleeper Sofa (linens provided)
TV
Queen Bedroom:
Queen Bed
Shared Bathroom: Full bath in the hall with stand-up shower
Additional Features:
Dining: Eat-in kitchen table seats 4 with 2 more at the bar
Modern Amenities: High-speed internet and WiFi, two flat-screen TVs
Luxury Linens: Luxury bed and bath linens, complimentary toiletries Starter Kit, and boutique-level service
Convenience: Full-size washer and dryer
Easy Access: Keyless entry; Walk into the building's lower level via the corner front door with an electronic lock code.
Convenient Parking: Parking for one car on driveway behind home
Property Distance to:
Main Street: 2 blocks
U.S. Naval Academy: 4 blocks
Washington, DC: 32 miles
Baltimore: 31 miles
Amenity & Supplies Starter Pack:
Included: A starter set of coffees, sweeteners, soap, shampoo, conditioner, lotion, hand sanitizer, paper towels, toilet paper, dish soap, sponge, and dishwashing liquid
Fresh Linens: All beds are made with freshly-laundered sheets, and towels are provided in the baths.
House Rules:
Age Requirement: At least one member of the party must be 25 years of age.
No Smoking
Dogs allowed with $150 per pet fee paid prior to checkin.
Respect: Be respectful of the house, contents, neighbors, and neighborhood. No parties.
Check-in/Check-out: Check-in time is 4:00 pm, and check-out time is 11:00 am.

Holiday & Military Bowl Promo: 10% Off Stays through Jan 3, 2026 is located in Historic District. Holiday & Military Bowl Promo: 10% Off Stays through Jan 3, 2026 provides accommodation, featuring Pet Friendly, Security/Safety, Laundry, among other amenities. This House features Pet Friendly, Security/Safety, Laundry, to make your stay a comfortable one.

Holiday & Military Bowl Promo: 10% Off Stays through Jan 3, 2026 has 2 Bedrooms , 1 Bathroom, and max occupancy of 6 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 rated it 2, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, 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. House has a friendly neighborhood, and the Historic District has interesting places to visit. If you want to learn more about the House in Historic District, 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
Security/Safety
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Shower
  • Toilet paper
  • Towels provided
  • Shampoo
  • Soap
  • 1 bathroom
  • Hair dryer
Bedroom
  • 2 bedrooms
  • Bed sheets provided
  • Sofa bed
  • Dining table
  • Living room
Kitchen
  • Refrigerator
  • Ice maker
  • Dishwasher
  • Coffee/tea maker
  • Stovetop
  • Oven
  • Electric kettle
  • Microwave
  • Cookware/dishes/utensils
Laundry
  • Laundry facilities
  • Washing machine and dryer
  • Near laundromat
Parking
  • Onsite parking
Pet Friendly
  • Pet friendly
Accessibility
  • Smoke-free property
Activities
  • Fitness facilities nearby
  • Cycling nearby
  • Kayaking nearby
  • Winery tours nearby
  • Ice skating nearby
  • Horse riding nearby
  • Marina nearby
  • Basketball nearby
  • Jet skiing nearby
  • Hiking nearby
Entertainment
  • Smart TV
General
  • At least 80% lighting from LEDs
  • Energy-saving switches
  • English
  • Near a hospital
  • Near a zoo
  • Near outlet shopping
  • In the city center
  • Near a health or beauty spa
Guest Services
  • Iron/ironing board
Internet
  • Free WiFi
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 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

Kyrsten W.
Jun 29, 2025 11:26:16 PM
Review Score:   10
Summary: We absolutely loved our stay at the Main Sail! The home was beautifully decorated, fresh and modern without a lot of fuss. The beds were comfy and the hardwood floors throughout are beautiful! We appreciated the starter pack of K-Cups for coffee in the morning while we waited for groceries to be delivered. We would absolutely stay here again!
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