See all properties
Entire home

Cheerful 3-Bedroom House in Downtown Annapolis

Choose dates to view prices

Photo gallery for Cheerful 3-Bedroom House in Downtown Annapolis

Fridge, microwave, oven, stovetop
Smart TV, books, stereo
Smart TV, books, stereo
Exterior
3 bedrooms, desk, iron/ironing board, free WiFi

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8

Popular amenities

  • Washer
  • Dryer
  • Kitchen
  • Pet-friendly
  • Parking available
  • Outdoor space

Explore the area

Map
Annapolis, MD
  • Navy-Marine Corps Memorial Stadium
    ‪19 min walk‬
  • U.S. Naval Academy
    ‪2 min drive‬
  • Annapolis City Dock
    ‪3 min drive‬
  • Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall)
    ‪33 min drive‬

Room options

Similar properties

Smart TV, books

Large 2 bedroom house with private parking in a nice neighborhood

  • Kitchen
  • Washer
  • Dryer
  • Pet-friendly
4.8 out of 5, Exceptional, (25)
The price is €313
for 1 home
includes taxes & fees
20 Jul - 21 Jul
Large 2 bedroom house with private parking in a nice neighborhood

About this property

Entire place

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

Cheerful 3-Bedroom House in Downtown Annapolis

Private 3 floor house located at the edge of Annapolis historic district. You can be certain that you will have all the comforts you expect here while within walking distance to the navy football field and the navy academy. You can also enjoy all the wonderful food and exciting shopping in between. The house comes with a furnished basement with bathroom/shower. On the first floor, you will find a stocked kitchen with a dining room and living room. Upstairs has 3 bedrooms with a bathroom/bath.
During your stay at this holiday home, you're just a quick walk from People's Brewer Hill Cemetery. Features include laundry facilities. The holiday home offers free WiFi and a kitchen.
  • Air-conditioned home with kitchen, washing machine and 2 bathrooms
  • Free WiFi
  • Amenities include laundry facilities
  • Just a 3-minute drive from U.S. Naval Academy and a few minutes from Annapolis City Dock
As a guest of Cheerful 3-Bedroom House in Downtown Annapolis, you'll find a garden and laundry facilities. The front desk is open around the clock.

Property manager

Marina Martins

Languages

Arabic, English, Portuguese, Spanish

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Smart TV
  • Stereo

Outdoor areas

  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Up to 23 kg per pet

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

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)
  • First aid kit
  • Fire extinguisher

General

  • Garden

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 12:00 PM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Maximum 2 (weight limit: 50 lb per pet)
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

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
Safety features at this property include a fire extinguisher and a first aid kit
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
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.

Cheerful 3-Bedroom House in Downtown Annapolis Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 18 out of 18 reviews
Rating 8 - Good. 0 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Mark B.

Liked: Cleanliness

Great Stay.

Location was great for Naval Academy access. House was clean and kitchen well stocked.
Stayed 4 nights in May 2025

10/10 Excellent

Jackie C.

Liked: Cleanliness

Great location, quiet neighborhood

Location was great - tucked away and quiet but very close to USNA so we could trek (by car) back and forth to visit our Midshipmen. Close to stadium and 5 min to Safeway for groceries; easy drive to get to downtown too. Neighborhood is very quiet. Off street parking is easy and never a problem directly out front of the house (the neighbors seem to save 'our' space for us each day). It was fun having 3 levels. Beds were nice and there were plenty of towels and a well appointed kitchen. Bonus: there is a high school running track across the street, so no excuse not to do some laps before each day's excursion (several local people were doing the same). Fun!
Stayed 4 nights in Apr 2025

10/10 Excellent

Anthony T.

Liked: Cleanliness

Getaway in Annapolis

Perfect for staying in Annapolis, easy walk to the stadium and to the Academy. Great Restaurants in the area and very walkable location to the rest of Annapolis. Great Amenities in the house and was very clean. Owner is very nice and is a strong communicator
Stayed 7 nights in Mar 2025

10/10 Excellent

Curt w.

Liked: Cleanliness

Very nice!

Stayed 4 nights in Dec 2024

10/10 Excellent

Jan G.

Liked: Cleanliness

Cozy charm

The house was so neat and cozy. We were very comfortable and felt secure in the neighborhood. The location was convenient since we were attending the Homecoming weekend at USNA. Our bed was comfortable.
Stayed 3 nights in Oct 2024

10/10 Excellent

Brian E.

Liked: Cleanliness

Great home in Annapolis to stay

This is a beautiful home, and the owner obviously takes pride in their home. Very clean! It is a short walk from restaurants, and such. We were in for the boat show, and it is within walking distance of the docks, albite it is on the longer side. That said, you'll have to walk from your car too lol, and this house is worth it.
Stayed 4 nights in Oct 2024

10/10 Excellent

Rob S., Hoover, AL

Liked: Cleanliness

Great place near historic Annapolis

We had a great time. Was close enough to walk to the stadium and close enough to meet our midshipman in downtown Annapolis for meals.
Stayed 4 nights in Sep 2024

10/10 Excellent

David F.

Liked: Cleanliness

Clean nice small house. Walking distance to the ocean.

Acurate to listing.
Stayed 4 nights in Jun 2024

10/10 Excellent

Shehla T.

Liked: Cleanliness

Thanksgiving away from home

We were looking for a place to spend our Thanksgiving and this was perfect! Great location close to downtown Annapolis. Marina was awesome - she was super responsive and took time during the holiday weekend to answer our questions. We loved that there were two places to hang out. Kitchen was well stocked. Lots of extra towels and blankets. General notes: The sofa bed in the basement is not a pull out as expected but is technically a twin bed and the bunk bed is actually a twin with a trundle bed. The biggest issue was parking. We had to park in the lot most of the time since there was nothing available on the street even though there was supposed to be a spot for us. Overall the stay was perfect. We would stay with Marina again. Highly recommend!
Stayed 4 nights in Nov 2023

10/10 Excellent

Michael B.

Liked: Cleanliness

Highly Recommended

Great house within walking distance to everywhere in downtown Annapolis. Plenty of room, awesome updates, and quiet neighborhood. We would rent this house again.
Stayed 4 nights in Nov 2023

10/10 Excellent

Christopher M., Panama City Beach, FL 32408

Liked: Cleanliness

Wonderful home! Great host!

The home was clean, well stocked and nicely decorated. Great location. Would definitely stay again! Thank you Martina, for everything!
Stayed 4 nights in Aug 2023

10/10 Excellent

Suzanne I.

Liked: Cleanliness

Clean and quite

Perfect place to visit with our military (USNA and Marine) guys.
Stayed 4 nights in Sep 2023

10/10 Excellent

Sissy A.

Liked: Cleanliness

Cheerful Stay at Cheerful

Our family needed to be in Annapolis for the week. We loved our stay and the house was very clean and modern. We had the ability to spread out across the 3 floors and there were 3 TVs on each floor. The location is close to all the main places in Annapolis to visit. We did not walk downtown but did enjoy walking the track one street away from us. We had a nice, active stay and even had room for 2 people to work on desks in the bedroom and the basement. The host was nice and communicative. We had a good time.
Stayed 7 nights in Jul 2023

10/10 Excellent

Somer T.

Liked: Cleanliness

Lovely home, close to USNA football stadium

Clean, nice, well kept home. Enough space for the 5 of us that stayed there. Close to downtown Annapolis and USNA stadium.
Stayed 5 nights in Jun 2023

10/10 Excellent

Brandi K., Grand Junction, CO

Liked: Cleanliness

Very helpful!

Our stay was tainted by the airline losing our luggage-which we did not get back until checking in to fly home. Our host at the vrbo was so very helpful and truly made the stay bearable. Thank goodness for the washer and dryer which we had to use everyday since we had such limited clothing. The location is perfect. We walked downtown to eat and explore the area. There was enough space that we were able to not be on top of each other. Since everyone was a little cranky and frustrated with our luggage situation we all needed a little space. I am very thankful we found this little gem. It was the highlight of our stay.
Stayed 5 nights in Jun 2023

10/10 Excellent

Rhiannon B., Mahaffey

Liked: Cleanliness

Clean nice home

Everything was perfect.
Stayed 3 nights in May 2023

10/10 Excellent

Mary D.

Liked: Cleanliness

Great family spot in Annapolis

This house was spacious enough for our family of 7 and had all the extra things--extra blankets, pots and pans, etc--that we needed. Very clean. Good location near downtown. Parking was on the street, but not difficult to find a spot. We'd definitely stay again.
Stayed 4 nights in Mar 2023

10/10 Excellent

Marlis J.

Liked: Cleanliness

Beautiful Vacation Rental in Annapolis

We enjoyed our stay very much. This vacation home is one of the nicest places we have ever rented. It’s very clean and well taken care of. We were able to walk all over Historic Annapolis from there.
Stayed 4 nights in Feb 2023