Chesapeake Comfort, Annapolis. | House in Annapolis

10.0 (17 Reviews) | Pet Friendly 3 Bedrooms 2 Bathrooms 6 Guests Stay&Play

Annapolis House | Chesapeake Comfort, Annapolis.

3 Bedroom House in 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.

Chesapeake Comfort, Annapolis is located in Annapolis. Chesapeake Comfort, Annapolis provides accommodation, featuring Laundry, TV, Security/Safety, among other amenities. This House features Laundry, TV, Security/Safety, to make your stay a comfortable one.

Chesapeake Comfort, Annapolis has 3 Bedrooms , 2 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Annapolis has interesting places to visit. If you want to learn more about the House in Annapolis, such as places to visit and things to do nearby, you can check below to learn more.

Unique Amenities

Air Conditioner
Parking
Pet Friendly
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Policies

Event Policy No events allowed

Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25

Check-out Check-out before 12:00 pm contactless check-out available

Child Policy Children are welcome.

Pet Policy 2 total (up to 50 lbs per pet) pets allowed service animals are welcome, and are exempt from fees welcoming dogs only

Smoking Policy Smoking is not permitted

Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Annapolis, 21401, USA

What Our Guests say 500 + Reviews

May 10, 2025 06:54:17 AM

Summary: Everything was wonderful, inside and outside spaces great, the home management tablet reminded us one of the systems was offline.

Vinton V.

Sep 14, 2024 12:22:41 AM

Summary: Perfect weekend getaway with friends and our pups. Easy walk to downtown Annapolis. The host was very responsive.

Diane L.

Apr 12, 2024 11:00:14 AM

Summary: 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!

Francine H.

Nov 10, 2023 01:00:06 PM

Summary: 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.

Vincent S.

Aug 29, 2023 09:43:23 AM

Summary: The house was as expected and Collin was very responsive. No complaints!

Danielle G.

Jun 30, 2023 11:01:00 AM

Summary: Property was great for our stay. Some of us are loud sleelers so the bedroom on each level helped. There was a lot going on in the area during our stay so it was difficult to get around with all the traffic. However, if you are looking to stay close to the stadium this place is walking distance! The amenities here were terrific, down to providing coffee, filters, sugar, etc. The backyard is fenced in,l with a firepit and firewood....which unfortunately we didnt have a chance to use. The only trouble we had was using the Apple TV, but that was because none of us ever used it before, lol.

Kathy S.

Jun 26, 2023 07:49:21 AM

Summary: We stayed for the weekend to visit our Mid. Nice house. Clean and well appointed. More spacious than you’d expect, particularly the basement. It would be a great place for a football weekend.

Rob W.

Jun 5, 2023 01:00:20 PM

Summary: Quiet street with lots of parking. Quick access to all around Annapolis and walkable for the young and young at heart. Had everything you need to have a quiet get together with friends. Great backyard and outdoor area. We'll definitely be staying again.

David H.

May 1, 2023 11:00:45 AM

Summary: Great house. Very clean and comfortable. Much bigger than it appears from outside. 3 bedrooms that are all on separate floor. Great privacy for the 3 couples that we had there. Back yard is awesome with lots of room, lights etc and fenced in for dogs. We easily walked to and from the Navy stadium for lacrosse game. We would Definately rent again.

Angie F.

Apr 18, 2023 11:01:21 AM

Summary: We stayed 2 nights. The house is nice, clean and comfortable. The driveway can hold 3 cars. The owner was very responsive and helpful when the VRBO App didn't work at check-in. It's in a quiet neighborhood, which is up the hill from the parking garage and the free shuttle, making it easy to access downtown. We didn't use the backyard due to the weather.

Jackie A.

FAQ's

Is this Chesapeake Comfort, Annapolis. pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Chesapeake Comfort, Annapolis. have a swimming pool?

No, this Chesapeake Comfort, Annapolis. does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Chesapeake Comfort, Annapolis.?

Best-rates for the Chesapeake Comfort, Annapolis. starts from $489 per night with includes Air Conditioner, Balcony/Terrace, Wellness Facilities, Barbecue/Outdoor Cooking, Bedding/Linens, Child Friendly, Laundry, TV, Security/Safety, Sports/Activities, Fireplace/Heating, Parking, Pet Friendly, Entertainment, Internet, Kitchen StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Chesapeake Comfort, Annapolis. a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chesapeake Comfort, Annapolis. wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chesapeake Comfort, Annapolis. has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Chesapeake Comfort, Annapolis.?

Based on the information reported by the owner or manager, the Chesapeake Comfort, Annapolis. indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Chesapeake Comfort, Annapolis.?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chesapeake Comfort, Annapolis. are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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Nightly rates from:

US $489

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