Our Always Dreaming Cottage - The Bay At Your Back Steps

Top rated by guests
The Bay is our backyard.
Entry into to our fully stocked kitchen
Living room view to kitchen and front door
Sunny and bright, my favorite spot and from here you can watch the Eagles soar
Double decker on the beach!
review stars
9.7Outstanding
(147 Ratings)
Guests loved the perfect location right on the beach with amazing views, comfortable beds, clean property, and peaceful neighborhood. They enjoyed the private beach, well-equipped kitchen, and friendly hosts, making it a memorable vacation.
From real guest reviews summarized by AI
Don't miss out! Price and availability may change
9.7 / 10
Outstanding(147 Ratings)

Cottage in Maryland

4 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this cottage rental

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.




Amenities

Non-smoking
Pets allowed
Family friendly

Map of Maryland


Ratings and reviews

9.7 / 10
Outstanding(147 Ratings)
review starsSummary of reviews
Guests loved the perfect location right on the beach with amazing views, comfortable beds, clean property, and peaceful neighborhood. They enjoyed the private beach, well-equipped kitchen, and friendly hosts, making it a memorable vacation.
From real guest reviews summarized by AI
10 / 10Outstanding·Apr 2026
As advertised everything was great, relaxing and cozy!
10 / 10Outstanding·Apr 2026
Beautiful location! What a relaxing stay!
10 / 10Outstanding·Jan 2026
Our week at the cottage was wonderful. The home is right on the beach and the views (especially the sunrises) were spectacular! We enjoyed frequent walks on the beach looking for shells and fossils. The location was convenient to restaurants and shops, but also in a quiet and friendly neighborhood. The home was comfortable, just the right size for us, and it being pet friendly was a huge plus. The kitchen had everything we needed, giving us the option of easily preparing meals there when preferred. Robert was a great host, extremely responsive, and very helpful! We would rent it again in a heartbeat! Thanks so much for having us, it was just the escape we needed!
6 / 10Average·Sep 2023
Was disappointed, that we weren’t able to swim, due to jelly fish. I wish was knew, would not have booked. But did enjoy the view and quiet beach, although locals, say not to go pass pier due to rivalry with the neighbors, so, only walked few feet from house. Suggest a another queen size bed. Doors and storm doors could use oiling up, upstairs kept flying open at night. Trash containers were already full when we got there, so, our trash went over flowing. We did arrive a few hours early, my apology, but door was unlocked. The deck close to the beach was awesome. Had to fill up a bucket to wash off our feet, cause hose had a hole in it. But, we had the best time with what we had. Thank you!

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FAQs

Is parking included with this cottage?

Parking is not specified as an available amenity at Our Always Dreaming Cottage - The Bay At Your Back Steps. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.

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

Yes! This cottage is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Our Always Dreaming Cottage - The Bay At Your Back Steps?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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