Chesapeake Comfort, Annapolis.
Select date
-
Select date
1 night
All properties in Annapolis

Chesapeake Comfort, Annapolis.

Annapolis, Maryland, 21401
Show on map
Complete address will show after booking
We Price Match
hotel overview picture
Amenities
Golf course
Hiking
Basketball court
Wi-Fi in public areas
BBQ
No smoking in public areas
Kayaking
Mountain biking
All amenities
Property Description
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.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 13-17.About customRules: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..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Show more
10.0/10
Outstanding
Cleanliness10.0
Amenities10.0
Location10.0
Service10.0
All 17 reviews
Surroundings
Airport: Baltimore/Washington International Airport
(40.5 km)
Airport: College Park Airport
(45.9 km)
View on map

Overview

Rooms

Guest Reviews

Services & Amenities

Policies

Host

11

3 Bedrooms Private Vacation Home

3 bedrooms: 2 queen beds and 2 double beds
Non-smoking
Room Details
Check Availability

Guest Reviews

10.0/10
Outstanding
17 reviews
Verified Reviews
  • Cleanliness10.0
  • Amenities10.0
  • Location10.0
  • Service10.0
Average for similar properties in Annapolis
Most Mentioned
j‍a‍n‍e‍t‍ ‍s‍.
October 1, 2025
The house was nice good WiFi, the TV needed to have some instructions as it was different to a lot of other Vrbo ones we have used, location to the stadium excellent for people going to the games, road very busy during the day as school close, verging on a not very good neighborhood. We had no problems. I did comment to the realtor/manager that the back yard was a mess, with junk that needed tidying up and plants and grass needed tending to, plus the mosquitoes were horrendous
b‍r‍o‍o‍k‍e‍ ‍a‍.
June 30, 2025
Plebe weekend stay The house was perfect for our family. The family room couch was perfect for us to all snuggle up together and watch TV or just relax. Plenty of room in the house for everybody to spread out as well.We had a small issue with the alarm pad beeping but Colin responded to my message promptly and was at the house to fix the problem in no time. Great house. Wonderful location if going to the Naval Academy.
D‍a‍n‍i‍e‍l‍l‍e‍ ‍M‍.
June 30, 2025
Weekend grad celebration Great place centrally located to amenities and Navy stadium. We booked an overnite with family to attend a graduation dinner nearby.
V‍i‍n‍t‍o‍n‍ ‍V‍.
May 10, 2025
Annapolis Everything was wonderful, inside and outside spaces great, the home management tablet reminded us one of the systems was offline.
t‍o‍m‍ ‍c‍.
June 20, 2025
Convenient Very nice house. Quiet and clean. Very convenient to stadium
D‍i‍a‍n‍e‍ ‍L‍.
September 14, 2024
Great location and comfortable home Perfect weekend getaway with friends and our pups. Easy walk to downtown Annapolis. The host was very responsive.
F‍r‍a‍n‍c‍i‍n‍e‍ ‍H‍.
March 29, 2024
Cozy and convenient home My husband and I stayed here with another couple and we really enjoyed our visit. We had everything we needed. Colin was very helpful and accessible. He even stopped by to show us how to use the Apple remote for the television. I highly recommend this property!
V‍i‍n‍c‍e‍n‍t‍ ‍S‍.
October 27, 2023
Excellent Location in Annapolis The home was exactly as listed and perfect for my wife and I and her father and his wife. The home was clean and had everything we needed. We also brought our miniature golden doodle and she enjoyed the enclosed back yard. The host was responsive to the few questions we had. We lived in Annapolis for 8 years and recently moved back to the Northeast. This location is perfect for downtown Annapolis and many other attractions. With DC a short ride, we visited the Army Museum and Arlington National Cemetery. I would recommend this home for anyone looking to stay in Annapolis or visiting DC.
D‍a‍n‍i‍e‍l‍l‍e‍ ‍G‍.
August 29, 2023
Annapolis weekend The house was as expected and Collin was very responsive. No complaints!

Services & Amenities

More Amenities
Internet
Public areas
Health & wellness
Activities
Cleaning services
Facilities for children

Property Policies

Check-in and Check-out Times
Check-in: after 16:00
Check-out: Before 12:00
Child policies
Children aged 13 and above are welcome at this hotel.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.

Cribs and Extra Beds
Please contact the hotel for details about crib and extra bed policies.

Age Requirements
The main guest checking in must be at least 25 years old

Property host

Colin Lennon
Speaks: English

About this property

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.About pets:Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total).About checkOut:Check out before 12:00 PM.About children:Children allowed: ages 13-17.About customRules: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..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Show Full Description

Frequently Asked Questions

What’s the cancellation policy at Chesapeake Comfort, Annapolis.?

The cancellation policy at Chesapeake Comfort, Annapolis. depends on your room type and booking terms.

What are the check-in and check-out times at Chesapeake Comfort, Annapolis.?

Check-in at Chesapeake Comfort, Annapolis. starts from 16:00, and the standard check-out time is by 12:00.

How do I get to Chesapeake Comfort, Annapolis. from the nearest airport?

The nearest airport is Baltimore/Washington International Airport, located about about 31 mins from hotel by car (40.5 km) away.

About This Property

Nearest AirportBaltimore/Washington International Airport
Distance to Airport40.51KM
Nearest Train StationOdenton
Distance to Train Station29.83KM
Hotel Star Rating4