Entire home

Chesapeake Comfort, Annapolis.

Photo gallery for Chesapeake Comfort, Annapolis.

Living area
Exterior
Private kitchen
Private kitchen
Living area

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6185.8 sq m

Popular amenities

  • Barbecue grill
  • Washer
  • Dryer
  • Kitchen

Explore the area

View map
Annapolis, MD
  • Navy-Marine Corps Memorial Stadium
    ‪5 min walk‬
  • U.S. Naval Academy
    ‪16 min walk‬
  • Annapolis City Dock
    ‪3 min drive‬
  • Washington, DC (DCA-Ronald Reagan Washington National)
    ‪50 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Double Beds

2 bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen

About this property

Chesapeake Comfort, Annapolis.

Annapolis Bungalow Home that is professionally cleaned and is a full time short-term rental. I have been a Superhost with other listings for over 10 years. Walking distance to Navy Stadium and to Park Place where you can jump on the trolley and take a ride through town.There is a kayak/paddle launch at the bottom of the street. Enjoy the spacious backyard deck and yard. Bring your kayaks and store on our rack and walk it down to the launch. No recording devices are inside the home, strictly outside and in sight so that we can monitor who is coming inside the home as per VRBO policy. One doorbell camera and one backyard camera.

Add dates for prices

Amenities

Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 12:00 PM
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Children

Children allowed: ages 13–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
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Smoking

Smoking is not permitted
Please be considerate of our wonderful neighbors and respect our quiet hours after 11pm.
Do your best to remove your shoes inside. We try to keep our home as clean as possible at all times. Not a must, just do your best.

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 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, a first aid kit and a deadlock

About the area

Annapolis

Located in Annapolis, this holiday home is in the city centre. Annapolis Civil Rights Plaque and ARTFX Gallery of Fine Crafts and Arts are cultural highlights, and some of the area's attractions include Helen Avalynne Tawes Garden and French Soldiers Monument. Looking to enjoy an event or a game while in town? See what's happening at Navy-Marine Corps Memorial Stadium or Alumni Hall. Kayaking and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Map
Annapolis, MD

What's nearby

  • Navy-Marine Corps Memorial Stadium - 5 min walk - 0.4 km
  • U.S. Naval Academy - 16 min walk - 1.4 km
  • Maryland State House - 17 min walk - 1.5 km
  • Annapolis City Dock - 3 min drive - 2.2 km
  • Anne Arundel Medical Center - 5 min drive - 3.5 km

Getting around

  • Odenton Station - 20 min drive
  • Fort Meade, MD (FME-Tipton) - 25 min drive

Restaurants

  • ‪Graul's Market - ‬13 min walk
  • ‪Rams Head Tavern - ‬13 min walk
  • ‪Curate - ‬13 min walk
  • ‪Miss Shirley's Cafe - ‬13 min walk
  • ‪Ceremony Coffee Roasters - ‬15 min walk

Frequently asked questions

Is Chesapeake Comfort, Annapolis. pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much does it cost to stay at Chesapeake Comfort, Annapolis. ?

As of 18 Sept 2025, prices found for a 1-night stay for 2 adults at Chesapeake Comfort, Annapolis. on 24 Sept 2025 start from AU$608.26, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Chesapeake Comfort, Annapolis. ?

Check-in begins at 4:00 PM.

What time is check-out at Chesapeake Comfort, Annapolis. ?

Checkout is at 12:00 PM.

Where is Chesapeake Comfort, Annapolis. located?

Located in the heart of Annapolis, this holiday home is 0.3 mi (0.5 km) from Peters Cove and 1.3 mi (2 km) from U.S. Naval Academy. Navy-Marine Corps Memorial Stadium and Helen Avalynne Tawes Garden are also within 10 minutes.

About the host

Hosted by Colin Lennon

Host profile image
A local real estate professional who has been managing rental properties for 10+ years.

Why they chose this property

I'm a longtime host and real estate professional. This property is easy access to anywhere you need to go in Annapolis. Always professionally cleaned. A guaranteed wonderful Annapolis experience.

Languages:

English

Premier Host

They consistently provide great experiences for their guests