Close to U.S. Naval Academy, Historic Suite 2 Blocks from Main St with On-Site Parking | Dog-Friendly provides amenities such as laundry facilities. Guests can connect to free in-room WiFi.
Reviews
1010 out of 10
Exceptional
Entire apartment
2 bedrooms1 bathroomSleeps 684 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi
Air-conditioning
Add dates for prices
About this property
Historic Suite 2 Blocks from Main St with On-Site Parking | Dog-Friendly
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.
Property amenities
Internet
Available in the apartment: Free WiFi
Parking and transport
Parking on site
Kitchen
Coffee/tea maker
Dishwasher
Hob
Ice maker
Microwave
Oven
Refrigerator
Dining
Dining table
Bedrooms
2 bedrooms
Sofa bed
Bathroom
1 bathroom
Hair dryer
Shampoo
Shower
Living spaces
Dining table
Living room
Entertainment
TV
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
Pet friendly
Suitability/Accessibility
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
In the city centre
Things to do
Bicycle parking
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.
About the area
Located in Annapolis, this apartment is in the city centre. Maynard-Burgess House and Kunta Kinte Plaque & Alex Haley Memorial are local landmarks, and the area's natural beauty can be seen at Jonas Green State Park and Sandy Point State Park. French Soldiers Monument and Maryland Hall for Creative Arts are also worth visiting. Visit our Annapolis travel guide
Is Historic Suite 2 Blocks from Main St with On-Site Parking | Dog-Friendly pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Historic Suite 2 Blocks from Main St with On-Site Parking | Dog-Friendly?
On-site parking is available at the property.
What time is check-in at Historic Suite 2 Blocks from Main St with On-Site Parking | Dog-Friendly?
Check-in begins at 4:00 PM.
What time is check-out at Historic Suite 2 Blocks from Main St with On-Site Parking | Dog-Friendly?
Checkout is at 11:00 AM.
Where is Historic Suite 2 Blocks from Main St with On-Site Parking | Dog-Friendly located?
Located in Historic District, this apartment building is within a 15-minute walk of Spa Creek and U.S. Naval Academy. Maynard-Burgess House and Ellen O. Moyer Nature Park at Back Creek are just steps away.
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Historic Suite 2 Blocks from Main St with On-Site Parking | Dog-Friendly Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
This property is ideal location to DTA. The best part is its own parking spot. The house was very clean and comfortable. I would highly recommend staying at this property.
Daniel N.
Stayed 3 nights in Sep 2024
From a partner site
10/10 Excellent
Liz D.
1 Apr 2025
Week of R & R
I had to plan a trip to Annapolis on very short notice to be with my Midshipmen who was having surgery. Cathy was very helpful in finding us a place in DTA that would provide a comfortable and conveniently located property for my son to recuperate. We will definitely stay here again and recommended it to friends who are coming in a few weeks!
Liz D.
From a partner site
10/10 Excellent
Elaine and Rob K.
31 Jan 2025
Comfortable extended stay
We stayed at Main Sail for two weeks this January. It was a perfect house for my husband, myself and our midshipman. Location is fantastic. Great shower/bathroom for a downtown Annapolis house. The kitchen was well stocked with basics. Gas stove is a plus. Beds were very comfortable. Also a cozy and relaxing living space to watch NFL playoff games and the dedicated parking spot is a huge bonus for DTA!
My husband and I stayed at Main Sail this weekend as our home base for attending the Annapolis Boat Show. This home is meticulously clean, well appointed, nicely furnished with all linens, has off street parking and is within easy walking distance if the downtown city docks, restaurants, Naval Academy and historic homes. Check in was a breeze. A great breakfast/ lunch spot favored by locals is a 5 minute walk as is the downtown shopping district.Price for the rental was reasonable compared with the cost of a hotel for the weekend if the boat show. I highly recommend this home and would definitely stay here again.
We stayed in Annapolis with our adult/ teen children for the weekend. We brought one car so the off street parking was helpful. It's a shared parking space with another homeowner so do not drive a XL SUV. The beds were comfortable and we needed to utilize the pull out couch as well. We can't say enough about how perfect the location was. Walks into town and to the naval academy were plenty! The shops decorated for the holiday season was such a highlight. I highly recommend this adorable flat.
Beautiful, well appointed house in a great location.
Margaret S.
Stayed 2 nights in Sep 2025
From a partner site
10/10 Excellent
Kyrsten W.
29 Jun 2025
Wonderful stay!
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!
My family loved staying here! The house was perfectly located to walk to town and a bonus that it has a parking spot! The home was clean and comfortable with all the amenities we could need! It was very easy to walk our dog around the neighborhood and there is a convenient dog friendly park on the water a block over. The property owner is very responsive and we felt well taken care of! We will absolutely be staying here again!
Sara G.
Stayed 3 nights in Apr 2025
From a partner site
10/10 Excellent
Angus M.
13 Oct 2025
Main Sail Stay, Oct 2025
Definitely a 5 star stay. Everything when over and above our expectations. Thanks for your help for making it that way. Angus