Our Always Dreaming Cottage - The Bay At Your Back Steps

Photo gallery for Our Always Dreaming Cottage - The Bay At Your Back Steps

A wooden deck with a railing overlooking the ocean, a covered seating area with chairs, and a wooden structure with a light fixture.
A room with a desk, chair, and a view of the ocean through large windows.
A compact living space with a kitchenette, wooden paneling, a floral sofa, and a dining area.
A two-story beachfront house with a wooden deck and stairs leading to a balcony.
A room with a bed, a dresser, a television, and a view of the ocean through a sliding door.

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the sand and sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
Sleeps 42 bedrooms2 beds

Popular amenities

  • On beach
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Laundry room
  • Air-conditioning

Explore the area

View map
Port Republic, MD
  • Place, Matoaka Beach
    ‪8 min drive‬
  • Place, Flag Harbor Marina
    ‪9 min drive‬
  • Place, Flag Ponds Nature Park
    ‪10 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

1st Master Bedroom

1 Queen Bed

2nd Master Bedroom

1 Double Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 1

Toilet

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Our Always Dreaming Cottage - The Bay At Your Back Steps

Welcome to The Aways Dreaming Cottage with two bedrooms which sleeps four (4) – where dreaming is a pastime you will enjoy. There is not another cottage with this Bay access and two level decks, for these multi-walking miles of beach front. Our cottage is a privately-owned Chesapeake Bay front home only steps from the water’s edge. Located just 50 mins from Washington, DC, 14 miles north of the quaint seaport village of Solomons Island and 40 minutes south of Maryland’s capitol of Annapolis, the Always Dreaming Cottage at Kenwood Beach will relax you with quiet walks on the beach, fossil, shark tooth and sea glass collecting and best of all the lull of lapping waves as you enjoy the sunsets on the water’s reflection.
Don’t fight the bridge traffic, come enjoy all the Chesapeake Bay has to offer on the Western Shore!
During your week stay with us enjoy nearby Calvert Marine Museum, Calvert Cliffs, Flag Pond, craft, flea and antique malls, concerts of mainline stars in intimate venues or local wineries and evening music entertainment. Prefer quiet afternoons? Enjoy a book on the back deck, track marine traffic as it steams by or sun bathe on the master suite’s private deck on the second floor of our Always Dreaming beach side cottage.
If you enjoy kayaks and swimming our calm bay waters are inviting you to visit our shores. One of the few Bay coastlines where you can walk for several miles, this section of the Chesapeake Bay Western shore is an uncrowded wonderland. If you enjoy fishing or crabbing, our private community dock is only steps away from our house. Amenities such as restaurants and grocery shopping are nearby for your convenience either north to Prince Frederick or South to Lusby/Solomons Island.
Our Always Dreaming Cottage is a two bedroom, two and a half bath home, with a fully equipped kitchen and gas barbecue grill. The owners are in the neighborhood easily available if a need arises or for suggestions of local activities of interest. We are a water conservative community and household, so showers only and no baths. The home does not have a dishwasher or washer/dryer at this time. There is a local laundromat. Sheets, bath and beach towels can be provided for a small additional charge or you may bring your own. The master suite has a queen-sized bed. The second bedroom has a full-size new bed with a private bath. The house is limited to four adults maximum occupancy. Bring your own water sport toys, sand castle building sets, kayaks, etc. to enjoy your time with us at the Always Dreaming Cottage.



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House Rules

Check in after 4:00 PM
Minimum age to rent: 24
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
With prior agreement w/owner
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Pets

Pets allowed: limit 1 total
Please provide info on pets in order to be approve
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Smoking

Smoking is not permitted
Outside only on driveway and not on deck, thanks

Check-out instructions

The host requires you to complete the following before checking out:
Strip any used beds and gather used towels
Remove personal items and take out the rubbish
Turn off the lights, lock the doors and return the keys
Thank you very much. Drive carefully. Robert
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property # 4523682
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 16
Note from host: With prior agreement w/owner
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 and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Port Republic

Located in Port Republic, this cottage is on the beach. The area's natural beauty can be seen at Chesapeake Bay and Battle Creek Cypress Swamp Sanctuary, while calvART Gallery and Calvert Marine Museum are cultural highlights. R&J's PlayPark and Kocen Arts Center are also worth visiting. Discover the area's water adventures with snorkelling and rafting nearby, or enjoy the great outdoors with ecotours and hiking.
Map
Port Republic, MD

What's nearby

  • Matoaka Beach - 8 min drive - 9.0 km
  • Flag Harbor Marina - 9 min drive - 9.6 km
  • Flag Ponds Nature Park - 10 min drive - 10.0 km
  • Battle Creek Cypress Swamp Sanctuary - 10 min drive - 11.4 km
  • Gray's Road Dog Park - 11 min drive - 13.1 km

Restaurants

  • ‪Foster's Grille Prince Frederick - ‬10 min drive
  • ‪First Watch - ‬10 min drive
  • ‪Dunkin' - ‬9 min drive
  • ‪Taco Bell - ‬10 min drive
  • ‪Outback Steakhouse - ‬9 min drive

Frequently asked questions

Is Our Always Dreaming Cottage - The Bay At Your Back Steps pet-friendly?

Yes, this property allows pets (limit 1 total).

How much does it cost to stay at Our Always Dreaming Cottage - The Bay At Your Back Steps?

As of 19 August 2026, prices found for a 1-night stay for 2 adults at Our Always Dreaming Cottage - The Bay At Your Back Steps on 19 October 2026 start from NZ$2,692, 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.

How much is parking at Our Always Dreaming Cottage - The Bay At Your Back Steps?

On-site parking is available at the property.

What time is check-in at Our Always Dreaming Cottage - The Bay At Your Back Steps?

Check-in begins at 4:00 PM.

What time is check-out at Our Always Dreaming Cottage - The Bay At Your Back Steps?

Checkout is at 11:00 AM.

Where is Our Always Dreaming Cottage - The Bay At Your Back Steps located?

Nestled on the beach, this Port Republic cottage is just steps away from Chesapeake Bay and Northern Chesapeake Bay. Matoaka Beach and Long Beach are also within 6 miles (10 km).

About the host

Hosted by Robert

Host profile image
Love the neighborhood and this is our second home and just around the corner to assist our guests.

Why they chose this property

Comfortable, laid back, friendly neighborhood, good for families and couples

What makes this property unique

Close to so many attractions and great for families. Miles of beach to walk, easy living, a view and location that can't be beat by any other house in the area.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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