Entire home

Private patio, parking, dog and family-friendly at professionally-designed On Cloud 9

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Exterior
3 bedrooms, desk, iron/ironing board, travel crib
Marina
Fridge, microwave, oven, stovetop
Property grounds

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms4 bathroomsSleeps 12

Popular amenities

  • Barbecue grill
  • Washer
  • Pet friendly
  • Parking available
  • Outdoor Space
  • Air conditioning

About this property

Entire place

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

Private patio, parking, dog and family-friendly at professionally-designed On Cloud 9

Welcome to this stunning home in downtown Annapolis with all the things you will ever need: parking for 2 cars (1 on-site in garage, 1 in off-site garage (May-Jan only) - with free street parking on the weekends), private back patio, water views, pet-friendly, gourmet kitchen, walk to downtown or city water Taxi (water access is located at the end of the block), fireplace, electric car charger and the list goes on and on. Planning a family trip to Annapolis, dream away On Cloud 9!

The professionally-decorated home has 4 floors of living, dining, entertaining and relaxing spaces. The main floor's family room has a gas fireplace (remote-operational), flatscreen TV and beverage fridge and opens to a sun room with a Queen sleeper sofa. The dining room and kitchen overlook the private fenced-in furnished back patio with a fire pit and gas grill. Head upstairs to the 2nd floor's 2 bedrooms, shared full bath and office space. Escape to the 3rd floor suite with its large King bed, furnished sitting room with a daybed, private balcony, coffee bar and mini-fridge. There is an en-suite private full bath with a hotel-grade stand-up shower and a dual vanity.

Head down to the kid-friendly lower-level den with a full bath and another sleeper sofa. The home has plenty of games, high chairs, pack-n-play and kids' dinnerware in the kitchen. There are also plenty of device chargers located throughout the home. Arriving by electric car? The owner has even installed a car charger in the garage for you to power up!

Located in downtown Annapolis, this home is located on a quiet family-friendly residential street.

SLEEPING ARRANGEMENTS 3 Bedrooms/3.5 Baths; sleeps 12 adults or 10 adults and 4 kids plus a baby in pack-n-play:

3rd Floor Suite: sleeps 3
-King bed
-Twin daybed in sitting room
-En suite luxury bath with double vanities, stand-up shower
-Sitting room with private balcony, coffee and tea bar and mini fridge

King Guest room: sleeps 3
-2nd floor
-King bed
-Shared full bath with shower/whirlpool tub in the hall

Bunk Room: sleeps 3 adults or up to 5 kids
-2nd floor
-Full bed bunks (2 Full Beds with Twin Trundle)
-Shared full bath with shower/whirlpool tub in the hall

Lower Level Den: sleeps 2
-Queen sofa sleeper
-Full bath in the Den

Main Floor Sunroom: sleeps 2
-Queen sofa sleeper
-Powder room on main floor and shared full bath on the 2nd floor

HIGHLIGHTS:
-Furnished private patio
-Gas grill and fire pit
-Dining room table seats 8
-Breakfast bar seats 3
-Deck dining table seats 6
-High Speed Internet and WiFi
-Flatscreen TVs in every bedroom and family room
-Luxury linens, complimentary toiletries Starter Kit, and boutique-level service
-Parking for 1-2 cars: 1 in garage with car charger, 1 off-site garage pass (for the months of May-Jan only!). There is also free street parking on the weekends.
-Kid-friendly: high chairs, pack-n-play and kids' dinnerware, bottle warmer even a diaper genie!
-Full washer & dryer in Laundry Room
-Keyless entry. Drive straight to your rental home, enter the lock code on the front door to enter the home.

Property Distance to:
-Downtown Annapolis – 4 blocks to West Street
-U.S. Naval Academy – 1 mile
-Washington, DC – 32 miles
-Baltimore - 33 miles

* Amenity & Supplies starter pack, coffee and sweeteners, soap, shampoo, conditioner, lotion and hand sanitizer, paper towels, toilet paper, dish soap, scrubber and dishwashing liquid to get you going.
* All beds are ready-made for you with freshly-laundered sheets & towels.

House Rules
Reservations made for teenagers or young single groups will not be honored without any accompanying adult staying in the unit at ALL times. We require at least one member of the party to be 25 (twenty-five) years of age. No smoking. Be very respectful of the house and contents. Please respect the neighbors and the quiet family-oriented neighborhood. No parties, events or smoking of any kind.
Check-in time: 4:00 pm
Check-out time: 11:00 am

Property manager

iTrip Vacations Annapolis - Sean Degnan

Languages

English

Property amenities

Internet

  • Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Onsite parking options include a garage
  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Water dispenser
  • Ice maker
  • Blender
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathrooms

  • 3.5 bathrooms
  • Bathtub or shower
  • Soap
  • Shampoo
  • Toilet paper
  • Hair dryer
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV with cable/satellite service
  • Games

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Firepit

Laundry

  • Washing machine and dryer
  • Near laundromat

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • No elevators
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a health or beauty spa
  • Near a hospital
  • Near the bay

Things to do

  • Fitness facilities nearby
  • Kayak on site
  • Sailing nearby
  • Wildlife and game walks nearby
  • Basketball nearby
  • Birdwatching nearby
  • Hiking/biking trails nearby
  • Cycling nearby
  • Water skiing nearby
  • Marina nearby
  • Swimming 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
  • Recycling
  • Energy-saving switches

Similar properties

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

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

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
Onsite 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

We should mention

This property does not have elevators

Property is also known as

11858

About the neighborhood

Map
Annapolis, MD

What's nearby

  • Maryland State House - 11 min walk
  • Annapolis City Dock - 16 min walk
  • U.S. Naval Academy - 17 min walk
  • Navy-Marine Corps Memorial Stadium - 3 min drive
  • Anne Arundel Medical Center - 6 min drive

Getting around

  • Odenton Station - 22 min drive
  • Fort Meade, MD (FME-Tipton) - 30 min drive

Restaurants

  • ‪O'Brien's Annapolis' Original Steakhouse - ‬14 min walk
  • ‪Chick & Ruth's Delly - ‬12 min walk
  • ‪Level Small Plates Lounge - ‬8 min walk
  • ‪The Red Bean - ‬10 min walk
  • ‪Annapolis Ice Cream - ‬11 min walk

Frequently asked questions

Is Private patio, parking, dog and family-friendly at professionally-designed On Cloud 9 pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Private patio, parking, dog and family-friendly at professionally-designed On Cloud 9?

Check-in begins at 4:00 PM.

What time is check-out at Private patio, parking, dog and family-friendly at professionally-designed On Cloud 9?

Check-out is at 11:00 AM.

Where is Private patio, parking, dog and family-friendly at professionally-designed On Cloud 9 located?

This family-friendly vacation home is located in the city center, within 1 mi (2 km) of Spa Creek and U.S. Naval Academy. Banneker Douglass Museum and Annapolis Civil Rights Plaque are also within 10 minutes.

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Private patio, parking, dog and family-friendly at professionally-designed On Cloud 9 Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 22 out of 22 reviews
Rating 8 - Good. 0 out of 22 reviews
Rating 6 - Okay. 0 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Allison M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend getaway
Wonderful accommodations in Annapolis. Close to downtown, but located on a quiet street close to the water. This house was perfect for my family getaway. Everything was as advertised and would definitely recommend booking to anyone looking for a place in Annapolis.
Stayed 2 nights in Sep 2024

10/10 Excellent

Joseph R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great
Location was great, house was beautiful. Close to the water. Couldn’t ask for a better stay.
Stayed 4 nights in Aug 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Elizabeth

Wonderful stay
On cloud nine was a beautifully appointed home in a lovely neighborhood in walking distance to the USNA. Everything was top notch. Could not have asked for a better venue to celebrate parents weekend!

10/10 Excellent

Cornelius D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Long Weekend Stay
Beautiful properties good location
Stayed 3 nights in Jun 2023

10/10 Excellent

Carmen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Trip to Anna
Such a lovely vacation. The home was beyond our expectations. From the moment we entered the home everything was so pristine and the location was perfect. We walked to most locations which was so convenient.
Stayed 3 nights in Jul 2024

10/10 Excellent

Bret T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely delayed Father’s Day weekend
We had a lovely weekend. The home was beautiful and the neighborhood was quiet and peaceful. The backyard was great for relaxing with the family. We would definitely stay there again!
Stayed 2 nights in Jun 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Debbie K.

Fantastic
On Cloud 9 was perfect for the family. Location was great, amenities superb, and the comfort of the house was enjoyed by all. Would love to stay there again in the future. Thank you for making our weekend get together so enjoyable.

10/10 Excellent

Brian W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet and comfortable
This is a very nice place to stay. It's quiet, clean, and comfortable. Easy to get in/out of, during the boat shows it is steps from a water taxi stop. Neighborhood seems very safe and friendly.
Stayed 7 nights in Oct 2023

10/10 Excellent

Karen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Annapolis
Property is lovely. Plenty of room for 8 adults. It is well-stocked and nicely furnished. The patio is very cute and has plenty of seating. It is an easy walk to downtown, and the water taxi is a great option. Lots of shops and restaurants within walking distance. When I had a few questions, the property manager was quick to respond with helpful info. Enjoyed our stay.
Stayed 3 nights in Jun 2024

10/10 Excellent

Tamas H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome
Very happy with the booking. Highly recommend!
Stayed 7 nights in Oct 2023

10/10 Excellent

Kim D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Weekend Getaway
Great location on a quiet street. 10-15 minute walk to restaurants and shopping. Bonus water taxi stop at the end of the street. The home was clean, comfortable, and charming. Perfect place to stay when visiting Annapolis!
Stayed 4 nights in Aug 2023

10/10 Excellent

John M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for Navy games and downtown
The house is perfectly situated to walk to Navy football games, the bars on West Street, and the water taxi stop to go downtown is right at the end of the street. Beds are very comfortable and the kitchen and backyard are perfectly sized for socializing.
Stayed 2 nights in Sep 2023

10/10 Excellent

Bryan E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Property in a Great Neighborhood
The house was fantastic and in a beautiful neighborhood. We could walk downtown or take the water taxi from the end of the street. Everything in the house was clean and well cared for. We will definitely be back. Highly recommend.
Stayed 2 nights in Apr 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Theodore

Fantastic location!
Couldn’t have been in a better location. We walked into town for shopping and dining most days, but took the water taxi for fun twice. (The dock was right at the end of the block!) quiet neighborhood and the house was lovely. We will definitely book again!

10/10 Excellent

Kelly S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great girls weekend
6 of us in our 30’s/40’s loved our stay here! Very clean and plenty of space for all. It was a cold weekend so we didn’t utilize the outdoor space but we loved the indoor gas fireplace. 10/10 would recommend. About a 10-15 minute walk to most places, or a short Uber ride.
Stayed 3 nights in Mar 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Amanda S.

Great Stay in Murray Hill Neighborhood!
We were visiting family in Annapolis and wanted to stay close to them in the Murray Hill neighborhood. The house was great! It was super clean and had everything that we could need. It even had a car charger for our Tesla which was a huge plus. We would absolutely rebook the next time we are in town!

10/10 Excellent

Cathleen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
USNA Graduation
Wonderful house in a beautiful neighborhood! Quiet street in walking distance to all academy events. House is clean and updated with style! The property manager responds quickly to address any questions you may have. Great memories were made! Would stay again!
Stayed 5 nights in May 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Allison

On Cloud 9
On Cloud 9 is a modern and luxurious home close to all of the charm Annapolis has to offer! The home is updated, spacious, and welcoming! It has everything to make it feel like “home away from home.” We were spoiled by the Spa Creek views and even took a ride on the water taxi. We loved walking with our family into town everyday to enjoy the shops, dining, and views. Thank you for your hospitality!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sabrina E.

Family Reunion
This is a fabulous house. We ended up using all the bedrooms and for a couple of nights the basement as a bedroom during our family reunion for a week. The space was clean, crazy close to a dock to pick up a water taxi, and spacious enough to comfortably fit our group. We would highly recommend it.

10/10 Excellent

Renee W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
USNA Parent weekend
We had a great time celebrating our son who is a 2/C at the Academy. We took the water taxi into DTA one day but mostly walked everywhere. It was a bit of a walk to the stadium for the football game but not too bad. House was perfect for grilling and cooking for 8 adults. Beds were comfortable. The open floor plan made it easy to enjoy time together as a group. Great outdoor space. Beautiful home just like the pictures!
Stayed 3 nights in Sep 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nicole D.

Amazing Stay!
The stay at On Cloud 9 was absolutely amazing! My husband and I met up with my brother’s family for a short getaway in Annapolis. Even though this home was newly listed and didn’t have any reviews, we took a chance and OMG did it pay off! The house was immaculate and really thoughtfully designed. My husband and I loved the Master Bedroom suite on the top floor. It has a nice room off the master where we would make coffee in the morning. My brother’s kids loved the bunk bed. There was plenty of space for everyone to spread out. The home is on a quiet street which was perfect for us ( and was ½ a block from the water). We can’t wait to visit Annapolis again.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John

Perfect Annapolis Getaway!
We booked an Annapolis getaway with my wife's brother’s family. We had pretty high expectations for On Cloud 9 based on the few reviews that have been posted. Let me tell you that the other reviews are absolutely right. This home was absolutely beautiful and perfect for our families. Location was great. We could walk to downtown Annapolis, and could also see the water from the house. We ate out most of the time, but the kitchen was definitely stocked with everything that you would need. I appreciated the small touches like charging stations and sound machines in the bedrooms. Most importantly, all of our kids had a blast. The older ones liked hanging out in the basement at night. Little ones loved the bunk bed room. Definitely would book again.