Oh Happy Bay

3 BR
2 Baths
Sleeps 8

About

Watch the sunrise on the private beach at Oh Happy Bay. The quaint two-story, cottage has a private beach on historic Bembe Beach with direct access to safe, shallow water for swimming, paddle boarding, and boating (small boat mooring). Commissioning Week families will be spoiled by the direct line of sight for the Blue Angels air show.

The home is ideal for a large extended family traveling together. Enter the home into the beautifully-renovated kitchen with all new appliances and an adjoining dining room with water views and seating for 6-8. The main floor has a guest room with a Queen bed and full bath with a stand-up shower in the hall. The family room is equipped with a Full-size sleeper sofa. Head outside to the private backyard, with a deck, screened-in gazebo, lounge chairs and a picnic table for outdoor dining, cocktails or morning coffee (sampler starter pack included in your stay).

Head back inside and up the stairs to the large family suite with 2 bedrooms, a connecting full bath (with 2 entrances), a sitting room and access to the private 2nd floor balcony. The main bedroom has a King bed and sitting area large enough for a portable crib or air mattress. Across the hall is the guest room with the full bed. The shared bath has 2 vanities, a stand-up shower and soaking tub. Also in the hall is the full-size washer and dryer.

The home has plenty of parking and space to explore with the pups and little family members.

Located on the water of the Chesapeake Bay, at the mouth of the Severn River, the beautifully-landscaped property has incredible panoramic views. Located less than 15 minutes from downtown Annapolis (by boat or car) and equidistant to Navy-Marine Corps Memorial Stadium, the home is wonderful for families and friends coming in for that special Naval Academy or boat show event, or looking to take in the sights and sounds of Greater Annapolis. Walking distance to Annapolis Sailing School and Capital SUP (Paddleboard lessons and rentals), the Eastport Water Taxi (with water access to downtown Annapolis). Annapolis Maritime Museum and Quiet Waters Park are just a short drive away.

SLEEPING ARRANGEMENTS 3 BR / 2 BA / Sleeps 8 adults:

Upstairs Waterfront Bedroom:

-King bed

-Sitting room

-Waterfront balcony

-Queen air mattress available in the closet

-Shared bathroom with stand-up shower and soaking tub

-Flatscreen TV

Guest Bedroom across the hall from King Bedroom:

-Full bed

-Shared bathroom with stand-up shower and soaking tub

Main Floor Bedroom:

-Queen bed

-Full hall bath in the hall with stand-up shower

Family Room

-Full Sleeper Sofa

-Full hall bath with stand-up shower

HIGHLIGHTS:

-Private beach with access to Chesapeake Bay

-Screened-in patio gazebo with dining table for 10

-Back deck with seating, picnic table and beachside seating

-Charcoal BBQ grill

-Gourmet kitchen

-Dining room table seats 6-8

-High Speed Internet and WiFi

-Big Flatscreen TV

-Stand-Up paddle boards, life jackets, beach toys, small boat mooring (this is a mooring ball or permanent anchor system off the beach where small boats can be moored) - Available in the summer months only (May-October)

-Luxury linens, complimentary toiletries Starter Kit, and boutique-level service

-Outdoor shower

-Parking for multiple cars in driveway and on street

-Full Laundry room with washer & dryer located inside the home

-Dogs allowed if $150 non-refundable pet fee per pet is paid prior to check-in.

Property Distance to:

-Downtown Annapolis – 4 miles

-U.S. Naval Academy – 4.5 miles

-Washington, DC – 34 miles

-Baltimore - 35 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 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. Dogs allowed if $150 pet fee is paid prior to check-in. Be respectful of the house and contents, the neighbors and neighborhood.

*If USNA cancels Graduation ceremonies, families will receive a full refund.

7027 Bay Front Dr Annapolis, MD 21403

Sleeping Arrangements

Waterfront King King
Upstairs Queen Full
Main floor Queen
Family Room Sofa Full

Bathroom Configuration

2nd Floor Hall Bath: Shower, Tub, Toilet
Main Floor Full Bath: Combo Tub Shower, Toilet
Outside Shower: Outdoor Shower

Property Rules

Check In: After 4pm
Check Out: Before 11am
Smoking: Not Allowed

Amenities

Air Conditioning
BBQ Grill
Balcony
Bath Towels
Bay View
Beach
Beach Front
Beachfront
Bed Linens
Big Screen TV
Carbon Monoxide Detector
Clothes Dryer
Coffee Maker
Cooking basics
Covered Patio
Dedicated work space
Dining room
Dishwasher
Disinfected
Enhanced Cleaning
Essentials
Family-friendly
Full Kitchen
Hair Dryer
Hammock
Heating
Ice Maker
Internet
Internet Access
Iron and Board
Jacuzzi
Kayaks
Kitchen
Laundry
Living room
Microwave
Open Patio
Outdoor shower
Parking Available
Patio
Pets Considered
Private Backyard
Private entrance
Refrigerator
Screened Patio
Self Check-In
Shampoo
Smoke Detector
Smoke alarms
Sojo Amenity Kit
TV
WIFI
Washing Machine
Water View
Waterfront
body wash
conditioner
hot water

Map

Videos

Frequently Asked Questions

AGREEMENT

Tenant is at least 25 years old and will be an occupant of the unit Oh Happy Bay. Should any unauthorized persons occupy or use the Premises, Tenant shall vacate the premises immediately without any refund.

BALANCE

Balance is due 30 days prior to arrival date and includes a refundable damage deposit. The balance is due on _BalanceDueDate_. Payment may be made by major credit card. 

CANCELLATION POLICY

Cancellations must occur at least 30 days prior to arrival date, or WILL BE CHARGED THE FULL AMOUNT. If cancellation occurs 30 days or more prior to arrival date all monies will be refunded with the exception of a $100.00 administrative fee.

HAZARDOUS PRACTICES

No BBQ grills of any kind are permitted in the unit. No open flames permitted in the unit.

DOGS OK WITH NON-REFUNDABLE DEPOSIT

If you wish to bring your dog, you will need to pay the $150 non-refundable pet deposit per pet prior to arrival.  If you bring an unathorized pet on to the property, you will be asked to vacate immediately with no refund of rent or damage deposit. Homeowner and Agent assume no responsibility for any illness or injury that may occur to pets or humans while on the premises. Homeowner and Agent assume no responsibility for the behavior of the pet(s); that responsibility is the Tenant owner.

FALSIFIED RESERVATION

Any reservation obtained under false pretense will be subject to forfeiture of reservation deposit, damage deposit, and/or balance of rental payment.

HOUSEKEEPING

There is no daily maid service. Linens and towels are included and not to be taken from the unit. There is a $_CleaningFee_ one time cleaning fee.

UTILITIES

No compensation will be given for temporary outage of electricity, gas, water or cable. 

NONSMOKING UNIT

Your damage deposit will be forfeited and you will incur an additional charge for cleaning and deodorizing if any evidence of smoking is found.

ENTRY BY OWNER

Owner or owner's agents may enter the premises: in case of an emergency; to make any necessary or agreed upon repairs, alterations, or improvements; supply necessary or agreed upon services or show the premises to prospective purchasers, renters or contractors.  24 hours notice of Owners intent to enter will be given (except in the case of an emergency).

RULES AND REGULATIONS

  1. Tenant agrees to leave the premises and its contents in the same condition, neat and tidy, as Tenant found the premises to be upon move-in, normal wear and tear expected. Please leave all used towels on the floors of the bathrooms and beds linens should all be left on each bed for housekeeping.
  2. All dishes are to be washed and all garbage removed from the premises and placed in outside receptacles. If these items are not completed, the guest will be charged an additional cleaning fee. 
  3. The maximum number of occupants shall not exceed 8 people, not including a child in a crib.
  4. Furnishings are not to be removed from the premises for use outside or in other properties.
  5. No Smoking.
  6. Reservations are not made by or for a minor, defined as any person under the age of 25.
  7. Tenant and any guest of Tenant shall obey all laws of the state of Maryland, as well as local laws, at all times while they are on the premises. Failure to abide by the laws of Maryland or the above rules may cause tenant to be asked to vacate the premises and forfeit all rents and security/damage deposits.
  8. All noise must be brought inside by 10pm. Failure to do so could result in a $500 fine.

SLEEPING CAPACITY/DISTURBANCES

Tenant and all other occupants will be required to vacate the premises and forfeit the rental fee and security deposit for: Occupancy exceeding the sleeping capacity of 8 people, using the premises for illegal activity, causing damage to the premises rented or to any of the neighboring properties and any other acts which interferes with neighbors' right to quiet enjoyment of their premises.
 

HOLD HARMLESS

iTrip or the Owner, does not assume any liability for loss, damage or injury to persons or their personal property. Neither does owner accept any liability for any inconveniences, damage, loss or injury arising from any temporary defects or stoppage in supply of water, gas, cable service, electricity or plumbing, as well as due to weather conditions, natural disasters, acts of God, or other reasons beyond its control.
 

MAINTENANCE

Please report any maintenance needs for the premises to the us and we will respond as quickly as possible. Refunds will not be made for maintenance issues including, but not limited to heating and air conditioning, appliances, televisions, and stereos.

Reviews

Location! Location! Location!
5/5 stars
I actually grew up in Annapolis & spend many 4th of Julys on Bembe Beach. & remembered the view. So when it came time to get my parents & brothers together for a mini reunion, I knew just the spot. We all just sat in the backyard & enjoyed the view & paddle boarded & kayaked the majority of the time. The birds & boats & bridge make a fantastic backdrop. There is plenty of room to spread out & had everything we needed. We didn’t have to drive anywhere. We even got my favorite pizza “ Rocco’s “ delivered & walked to Port of Annapolis around the corner to go to my favorite bakery. If thinking about staying in Annapolis but don’t want to stay in the noisy downtown area, then Oh Happy Bay is the house for you. We can’t say enough. Great things about our stay ! We hope to make more memories there again next year.
- Rebecca

Hi Rebecca! Thank you for being a great guest & we welcome you back anytime! Thank you for sharing your positive feedback, we sincerely appreciate knowing you enjoyed your time in the home, Melissa~iTripAnnapolis

- Manager Response
Family vacation
5/5 stars
Accommodation were perfect for our family. Master bedroom was outstanding with a great view of the bay. Sleeping areas were great with plenty of space for the whole family to enjoy. Plenty of amenities to keep the family busy. Private beach was great for us since had a grandchild under 2. She loved playing in the sand with everyone. Came with plenty of kitchen supplies to cook your own meals. Easy access to grocery stores and downtown. Nice walking trails nearby too. Great experience for the whole family
- Bryan

Hi Bryan! Thank you for allowing us to host your stay & for sharing your positive feedback! We welcome you back to stay with us again, anytime! Melissa~iTipAnnapolis

- Manager Response
Nice mini vacation
4/5 stars
Kitchen was nice- well appointed. Love the little extras they provide. Home was cute. Ants were a big problem- and a lot of the outdoor furniture needs to be replaced- but the yard was great, and the view was lovely, It was quiet and beds were comfortable. Also great location.
- Brooke

Thank you for allowing us to host your stay, Brooke! We do sincerely apologize for the ants & we have remedied this concern. We will also discuss the outdoor furniture & inspect it for concerns. We are happy to hear you enjoyed your stay otherwise & we hope to host you again in the future!

- Manager Response
Delightful surprise
5/5 stars
We were in town for a wedding and had reserved Oh Happy Bay almost a year ago for the occasion. What a wonderful and relaxing home. The house is well appointed with all of the necessities plus most things you might have forgotten. We absolutely loved being able to put our toes in the bay from our own little beach. Sailboat watching was a favorite pastime. We discovered some delightful wildlife surprises in the immediate neighborhood; mallards, foxes with their kits playing and deer as well. We hope to have a need to come back to the area just so that we can stay here again!
- Denise

Thank you for staying with us Denise & for your positive feedback! We welcome you back anytime! Melissa~iTripAnnapolis

- Manager Response
Equipped and Relaxing home
5/5 stars
Very well equipped kitchen. Nice and Clean. Spacious for entertaining. We had plenty of space to have six adult seniors for lunch one afternoon. Although weather was blustery and a bit rainy while we were there, and not much opportunity to spend time on the back porch, our stay was lovely. While the parking situation was a bit muddy, it wasn’t that inconvenient and certainly didn’t affect the wonderful features the home has to offer. A side note: I wouldn’t recommend for anyone with serious mobility issues because of the rocky parking and uneven stone walkway to the home.
- James

Thank you for staying with us James & for your positive feedback! We welcome you back anytime! Melissa~iTripAnnapolis

- Manager Response
Perfect place to stay
5/5 stars
Lovely, cozy cottage with everything we needed at a beautiful, peaceful location. Gorgeous views - loved the ducks and osprey hanging out in the yard. Also, very convenient to shopping, grocery stores and downtown Annapolis.
- Nicole

Thank you for allowing us to host your stay Nicole & we welcome you back anytime! Melissa~iTripAnnapolis

- Manager Response
Needed Time Away
5/5 stars
Our stay on the Bay was fantastic! My wife, daughter, and I needed time away as I finished my graduate degree this November. We were looking for a cozy cottage to hole up in for a week and just be at peace. We certainly found that!
- Joseph
Great House
5/5 stars
Our arrival was seamless and entry was easy, The house is terrific and the location is amazing! We are truly enjoying our time here!
- TRISH
Amazing!
5/5 stars
Wonderful home! Perfect getaway! We loved every aspect of this home! Quaint, clean, spacious, and gorgeous views! Would highly recommend and for sure home to use again when coming back to visit our daughter at USNA
- Lisa
Hidden gem right by Annapolis!
5/5 stars
Super clean and well furnished home with amazing waterfront views. Private beach, and kayak/paddle board access right on site. Owners and property manager were responsive and polite. Great stay!
- Hilary
Yes, Happy Bay
5/5 stars
We stayed at Oh Happy Bay with our son, his wife and their two toddlers. The house was very nice, with plenty of space. The kitchen was well stocked with cookware and appliances. The star of the show was the private sandy bay beach just steps from the back door. The kids loved it. The waves were minimal, and there was plenty of space for the adults to swim. The dog enjoyed chasing balls around the back yard and into the water. The neighborhood was quiet but only a few minutes from Eastport’s restaurants and from downtown Annapolis. We loved it. Five stars for sure.
- Richard
Great stay by the bay!
5/5 stars
Everything was perfect. You couldn’t Sk for a better home and location. The deer who visited us daily was an added touch!
- Kim
Great stay!
5/5 stars
Had a lovely stay at Oh Happy Bay! Very comfortable home in a beautiful location. Well stocked kitchen for everything you could ever need. Super clean and comfortable for the entire family. Gorgeous sunrise views over the bay. Husband enjoyed a nice paddle out on the bay. Quick drive to DTA. Tons of fluffy towels always a bonus!!
- Mid mom and dad

Book Your Stay

Select your trip dates.
Contact Manager

Phone (410) 571-4076