Chessie Cottage-Chesapeake BaynGreat views from easy single floor living! | Cottage in Stevensville

10.0 (10 Reviews) |   Pet Friendly   2 Bedrooms  3 Bathrooms  8 Guests
Stevensville Cottage | Chessie Cottage-Chesapeake BaynGreat views from easy single floor living!

2 Bedroom Cottage in Stevensville

Welcome to Chessie Cottage on The Bay! There is an intangible quality to a cottage coming from a unique combination of architectural details, use of historic materials, enchanting setting. These are but a few of the elements creating this charming storybook cottage. Exit Bay Bridge, a short 4-mile drive delivers you to our little neighborhood, and at the final bend in the road, we have private parking. Accessing the house immediately via the brick/limestone walkway leads to a true cottage entrance; a steeply gabled roof over mahogany arched Dutch door, a true storybook welcome home! Bay views greet you before ever entering the cottage, visible from the Dutch door straight through the west facing wall of windows overlooking the bay. Three windows, each 5ft. tall x 8ft. long plus double glass French doors provide over 30ft of uninterrupted open shoreline views. The morning sunrise filtering through the trees lights the east Dutch door window starting a day of relaxation in this cozy cottage, ending with the sunsets and long-lasting afterglows on the water. The Chesapeake Bay is the largest estuary in the U.S 3rd largest in the world, and one of the most productive bodies of water in the world.
We offer you endless views from our 150+ feet of private shoreline.
This custom home was created and built by artists so when NOT watching the never-ending array of eagles, herons, ducks, nesting ospreys, songbirds, dragonflies, and everything that floats, go by; from jet skis, crab boats, sailboats, to giant freighters and cruise ships traveling the deep-water channel…there’s endless interest & beauty all around. Open floorplan provides amazing views from every room, every seat. Large, well appointed, open, airy kitchen is ready to make all your meals memorable. Dine stylishly at the mid-century-modern Danish table or sit high and comfy at the custom designed butcherblock peninsula, originally from the Old Faithful Inn kitchen, Yellowstone National Park. Kitchen sink is, itself, a treat; a Ruvati 45” long, stainless steel Wonder Station of prep, serve, buffet, clean-up cheffing fun. Soft natural light pours in from 3 enchanting rooftop eyebrow windows, sunset reflects thousands of brilliant sparkles against the hand-laid ironstone wall in the living area. Main living area has 2 Queen sleeper sofas, one in a cozy alcove easily doubles as a dedicated office space with tilt-top coffee table for laptop, and office supplies. (If you must work, you can leave things set up to take a ‘bay break’.) Two private bedrooms each with king beds, smart TV’s, private en suite bathrooms, and inviting bay window seats for private moments reading or just watching the water. There is a 3rd full bath which services the main house located just past the well-stocked library nook where you’ll find games, puzzles, cards, and books for kids to adults.
We hope you find our home to be as enchanting, relaxing, and restorative as we do. Someday it will become our everyday home, but until then we look forward to sharing it with you.

Chessie Cottage-Chesapeake BaynGreat views from easy single floor living! is located in Stevensville. Chessie Cottage-Chesapeake BaynGreat views from easy single floor living! provides accommodation, featuring Balcony/Terrace, Security/Safety, Air Conditioner, among other amenities. This Cottage features Balcony/Terrace, Security/Safety, Air Conditioner, to make your stay a comfortable one.

Chessie Cottage-Chesapeake BaynGreat views from easy single floor living! has 2 Bedrooms , 3 Bathrooms, and max occupancy of 8 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 Cottage because of the excellent services rendered by the owner or manager of this Cottage, 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. Cottage has a friendly neighborhood, and the Stevensville has interesting places to visit. If you want to learn more about the Cottage in Stevensville, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

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

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Shampoo
  • Towels provided
  • Bathtub or shower
  • 3 bathrooms
  • Hair dryer
  • Soap
  • Toilet paper
Bedroom
  • Bed sheets provided
  • 2 bedrooms
  • Dining table
  • Living room
Kitchen
  • Blender
  • Electric kettle
  • Microwave
  • Stovetop
  • Coffee/tea maker
  • Refrigerator
  • Cookware/dishes/utensils
  • Oven
  • Dishwasher
Laundry
  • Laundry facilities
  • Washing machine and dryer
Parking
  • Onsite parking
Pet Friendly
  • 2 total pets
  • Pet friendly
  • Welcoming dogs only
Accessibility
  • Smooth flooring in public areas
  • Wheelchair-accessible path of travel
  • Area rugs in public areas
  • Smoke-free property
  • Tile flooring in public areas
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No elevators
  • Well-lit path to entrance
Entertainment
  • Smart TV
  • Books
  • Games
General
  • English
  • Near the bay
  • On the waterfront
  • Desk
Guest Services
  • Children's dinnerware
  • Playground
  • Children's books
  • Children's games
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Patio
  • Barbecue grill
  • Garden
  • Outdoor furniture
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Fire extinguisher
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Deadbolt lock

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 23
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
2 total pets note from host: keep pets on leash but not tied up left alone. pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking is not permitted

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

Reviews

Becki H.
Dec 1, 2025 04:19:21 AM
Review Score:   10
Summary: Words aren't enough....a picture is worth a thousand words. The adages are true, until Chessie Cottage. You have to BE there to believe it. We have been renting houses up and down the east coast for over 30 years and not by any choice of our own, have sort of become vrbo snobs! Never has a place tickled all of our fancies until this one. There is quite honestly nothing the hosts haven't thought of for one's comfort and artistic pleasure, and neither is there a more peaceful spot on the coast to while away a day, a week, or whatever your heart desires. We have found our unicorn and struggled to pack up and leave. Thank you for making our stay picture perfect for us and the fur baby.
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FAQ's

Is this Stevensville cottage pet-friendly for guests?

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

Does the Stevensville cottage have a swimming pool?

No, this Stevensville cottage 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 Stevensville cottage?

Best-rates for the Stevensville cottage starts from $768 per night with includes Barbecue/Outdoor Cooking, Internet, Fireplace/Heating, Entertainment, Kitchen, Balcony/Terrace, Security/Safety, Air Conditioner, Pet Friendly, Child Friendly, Laundry, Parking, TV, Sports/Activities, Bedding/Linens, Wellness Facilities, Guest Services with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Stevensville cottage 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 cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Stevensville cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Stevensville cottage 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 Stevensville cottage?

Based on the information reported by the owner or manager, the Stevensville cottage indicates 1 day stay policy at this cottage. 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 Stevensville cottage?

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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