Entire home

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

Exterior detail - 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free (Annapolis)

Dining - 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free (Annapolis)

Close to U.S. Naval Academy, 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free provides amenities such as laundry facilities. Guests can connect to free in-room WiFi.

Exceptional

Entire home

2 bedrooms1 bathroomSleeps 6

Popular amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi
Air-conditioning

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

This smoke-free holiday home features laundry facilities. The holiday home has 2 bedrooms and offers free WiFi and a sofa bed. Guests will find a kitchen with a fridge, an oven, a stovetop and a microwave.

Air-conditioned accommodation at this holiday home offers coffee/tea makers and a hairdryer. This accommodation is furnished with sofa beds and dining tables. Kitchens offer fridges, stovetops, microwaves and kitchenware and utensils. Bathrooms include a shower.

Guests can surf the web using complimentary wireless Internet access. Smart televisions are featured in guestrooms.

The recreational activities listed below are available either on-site or nearby; fees may apply.

Property amenities

Internet

Available in the house: Free WiFi

Parking and transport

Parking on site

Kitchen

Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Ice maker
Microwave
Oven
Paper towels
Refrigerator

Dining

Dining table

Bedrooms

2 bedrooms
Bedsheets provided
Sofa bed

Bathroom

1 bathroom
Hair dryer
Shampoo
Shower
Soap
Toilet paper
Towels provided

Living spaces

Dining table
Living room

Entertainment

Smart 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
Near a health/beauty spa
Near a hospital
Near a zoo
Near an outlet shopping centre
Near the marina

Things to do

Bicycle parking
Basketball nearby
Birdwatching nearby
Casino nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking nearby
Horseback riding nearby
Ice skating nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Swimming nearby
Water skiing nearby
Wildlife walks nearby
Winery tours nearby

Safety features

Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

At least 80% lighting from LEDs
Bicycle parking
Energy-saving switches in guestrooms

Similar properties

Pet-friendly
Free Wi-Fi
Restaurant
Air-conditioning

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Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age - 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

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

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 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

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

Property is also known as

14857

About the area

Located in Annapolis, this holiday home 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 Helen Avalynne Tawes Garden are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching. Visit our Annapolis travel guide

View more Holiday homes in Annapolis

Annapolis, MD

What's nearby

Thurgood Marshall Memorial
5 min walk - 0.4 km
Maryland State House
5 min walk - 0.4 km
William Paca House
6 min walk - 0.6 km
U.S. Naval Academy
6 min walk - 0.6 km
Annapolis City Dock
5 min walk - 0.4 km

Getting around

Odenton Station
22 min drive
Fort Meade, MD (FME-Tipton)
35 min drive

Restaurants

Starbucks
5 min walk
Rams Head Tavern
7 min walk
O'Brien's Oyster Bar & Seafood Tavern
5 min walk
Buddy's Crabs & Ribs
6 min walk
Chick & Ruth's Delly
3 min walk

Frequently asked questions

Is 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free pet-friendly?

Yes, pets are allowed at this property.

How much is parking at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

On-site parking is available at the property.

What time is check-in at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

Check-in begins at 4:00 PM.

What time is check-out at 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free?

Checkout is at 11:00 AM.

Where is 2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free located?

Located in Historic District, this holiday home 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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2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free 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.

More information

10

Cleanliness

10

Location

10/10 Excellent

Nancy E.

4 Jun 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

Perfect location, very clean and comfortable, walked to everything, loved having the car nearby.

Stayed 2 nights in Apr 2025

10/10 Excellent

Jason H.

3 Jan 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great space and location

We had an amazing time in Annapolis and the accommodations were perfect! Very central location that made everything walkable!

Stayed 2 nights in Dec 2024

10/10 Excellent

Daniel N.

9 Sept 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Spot

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.

Stayed 3 nights in Sep 2024

This review comes from a trusted partner site and has not been verified.

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!

This review comes from a trusted partner site and has not been verified.

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!

10/10 Excellent

Mary M.

8 Oct 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent for Downtown Activities

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.

Stayed 2 nights in Oct 2024

10/10 Excellent

Trish L.

16 Dec 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

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.

Stayed 2 nights in Dec 2024

10/10 Excellent

Margaret S.

21 Sept 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful, well appointed house in a great location.

Stayed 2 nights in Sep 2025

This review comes from a trusted partner site and has not been verified.

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!

10/10 Excellent

Sara G.

19 Apr 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect place for visiting Annapolis !

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!

Stayed 3 nights in Apr 2025

This review comes from a trusted partner site and has not been verified.