See all properties
Entire home

Eastern Shore Waterside Cottage Near St. Michaels

Photo gallery for Eastern Shore Waterside Cottage Near St. Michaels

SUP Board onto Duck Cove from the private dock
Exterior
wrap around porch with rockers and dining area
rockers looking out on to the property/water also has dining table
Exterior detail

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6125.4 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Bunk Beds

2 bathrooms

Bathroom 1

Towels provided · Shower only

Bathroom 2

Towels provided · Bathtub or shower

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

About this property

Eastern Shore Waterside Cottage Near St. Michaels

Welcome to an idyllic retreat, nestled in the peaceful town of Neavitt, just a short drive from the charming village of St. Michaels, Maryland. This comfortable 3-bedroom, 2-bathroom renovated vacation home offers everything you need for a relaxing and unforgettable getaway.
Inside boasts an open and airy living, dining, and kitchen area, designed to offer a private and comfortable family seclusion. With abundant natural light streaming through windows and skylights, you'll enjoy an atmosphere that feels both inviting and serene. The modern kitchen is fully equipped, while the spacious living and dining areas provide ample room for gathering, dining, or simply enjoying a cozy evening in front of the wood burning stove.
The comfortable wrap around screened-in porch includes rocking chairs and water views. Whether you're sipping your morning coffee or happy hour cocktail and conversation.
Step outside onto the expansive deck, where you'll find the perfect space for sunbathing, grilling (propane & charcoal options), or simply relaxing on the sofa under an umbrella. After a day of exploration, cool off in the private pool or head down to the brand new (2025) expanded dock, where you have direct water access to the Chesapeake Bay via Broad Creek. The dock offers plenty of space for launching kayaks, paddleboards, or a boat, making it easy to enjoy everything the Bay has to offer—whether you’re fishing, cruising, or just relaxing by the water.
With three beautifully appointed bedrooms and two full bathrooms, this home comfortably accommodates up to six guests. (2 queens and 4 twins/in bunks) Whether you're with family, friends, or a group, everyone will find comfort and space to unwind after a day of adventure.
Additional outdoor amenities include a a kayak, SUP board, canoe, Broil King charcoal grill & Weber propane grill.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Trappe Vacation Rental | 3BR | 2.5BA | Stairs Required | 2,099 Sq Ft
Charming Victorian Farmhouse on Historic Main St
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
10.0 out of 10, Exceptional, (2 reviews)
Charming Victorian Farmhouse on Historic Main St

House Rules

Check in after 3:00 PM
Check out before 10:00 AM
default

Children

Children allowed: ages 3–17
We do not have high chairs/pack and play crib, etc
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

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
On-site parties or group events are strictly prohibited
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 deadlock
Property Registration Number STR- 22-22

We should mention

This property does not have any lifts

About the area

Neavitt

Located in Neavitt, this cottage is in a rural area and on the waterfront. St. Michaels Museum and Spocott Windmill are local landmarks, and some of the area's attractions include Chesapeake Bay Maritime Museum and Phillips Wharf Environmental Center. Kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking and hunting nearby.
View more Cottages in NeavittOpens in a new window
Map
Neavitt, MD

What's nearby

  • Neavitt Park - 2 min walk - 0.2 km
  • St. Michaels Marina - 18 min drive - 18.8 km
  • Chesapeake Bay Maritime Museum - 18 min drive - 18.8 km
  • St. Michaels Winery - 19 min drive - 19.4 km
  • Saint Michaels Village - 20 min drive - 20.8 km

Getting around

  • Cambridge Station - 50 min drive
  • Easton, MD (ESN-Easton - Newnam) - 38 min drive

Restaurants

  • ‪Stars - ‬18 min drive
  • ‪The Crab Claw - ‬19 min drive
  • ‪Carpenter Street Saloon - ‬19 min drive
  • ‪Foxy's Harbor Grille - ‬20 min drive
  • ‪t at The General Store - ‬26 min drive

Frequently asked questions

Does Eastern Shore Waterside Cottage Near St. Michaels have a pool?

Yes, this property has an outdoor pool.

How much does it cost to stay at Eastern Shore Waterside Cottage Near St. Michaels?

As of 26 March 2026, prices found for a 1-night stay for 2 adults at Eastern Shore Waterside Cottage Near St. Michaels on 16 May 2026 start from NZ$599, 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.

Is Eastern Shore Waterside Cottage Near St. Michaels pet-friendly?

No, pets are not allowed at this property.

How much is parking at Eastern Shore Waterside Cottage Near St. Michaels?

On-site parking is available at the property.

What time is check-in at Eastern Shore Waterside Cottage Near St. Michaels?

Check-in begins at 3:00 PM.

What time is check-out at Eastern Shore Waterside Cottage Near St. Michaels?

Checkout is at 10:00 AM.

Where is Eastern Shore Waterside Cottage Near St. Michaels located?

Situated on the waterfront, this cottage is 0.1 mi (0.2 km) from Neavitt Park and within 12 miles (20 km) of Perry Cabin Park and CL Open Field. Saint Michaels Town Hall and Higgins Yacht Yard and Marina are also within 12 miles (20 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 23 out of 24 reviews
Rating 8 - Good. 1 out of 24 reviews
Rating 6 - Okay. 0 out of 24 reviews
Rating 4 - Poor. 0 out of 24 reviews
Rating 2 - Terrible. 0 out of 24 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jessica R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was well apportioned, spacious, clean and well maintained. The pool was a nice added touch, and we enjoyed it daily. The family had a wonderful time on our annual trip, and we cannot wait to stay again next year!
Stayed 8 nights in Aug 2025
Verified

10/10 Excellent

Ryan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home in a peaceful town

Really enjoyed our stay, pool was nice and had plenty of amenities. We will definitely be coming back for another stay.
Stayed 4 nights in Aug 2024
Verified

10/10 Excellent

Janice C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A great cottage!

A well-appointed home for a small group. Very clean, and the pool area is very well designed. Great location - quiet but close to everything in StM. I loved that crab pots were provided for the dock access.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

ian p.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic stay

Wonderful property in a beautiful setting. We had a lovely weekend with family. Would highly recommend the property!
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

ann s.

Liked: Cleanliness, check-in, communication, listing accuracy

Great house

Pool was a huge plus as weather was unbearable. House is lovely and well appointed
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Elizabeth A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dog Trial Stay

Had a great visit. House was perfect and the area is absolutely gorgeous
Stayed 4 nights in Oct 2024
Verified

10/10 Excellent

Emmy

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great pool, loved the kayak and SUP
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Michael B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Getaway

The house and location was perfect. We loved splashing in the pool, fishing, crabbing, and floating around Balls Creek. House had everything we needed and would definitely rent again
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Wai C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot

Great spot. Amenities were superb and host was very responsive to messages
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

amy i.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Neavitt Cottage

We had a great time . The cottage was perfect and had everything you could want and more. We’re already planning our next trip. Thank you so much !!!
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Michael S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property

We loved this little home; the kids loved the pool and we enjoyed setting in the screened porch sipping our morning coffee overlooking the water.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Leslie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay!

Spacious rental was perfect for our stay. Our annual trip to the shore was upgraded this year at this home with a pool! AC works well, WIFI is strong, kitchen well appointed- even the knives were sharp!
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Linda B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot for family weekend!

We loved the house - it was a perfect base for my brother and I to visit my sister (who lives in the area). We had lots of space indoors and outside, and the pool, kayak and paddleboard were all excellent ways to beat the late July heat. Hope we can visit again!
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

Kristina M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Eastern Shore Gem

Great property, extremely clean and exactly as pictured on listing. Host was responsive and check in and check out was a breeze. Would recommend if you’re looking for a quiet weekend away at the Eastern shore!
Stayed 3 nights in May 2024
Verified

8/10 Good

Kelly H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Girls weekend

Very nice property and neighborhood. Really enjoyed our stay. Enjoyed the pool and water access. However we had ants in the kitchen and Wi-Fi didn’t work.
Stayed 3 nights in Jul 2024
Verified

10/10 Excellent

Robert Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

July 4th on the Chesapeake

Beautiful home,cheerfully decorated and well maintained. The kayak provided is comfortable with an adjustable seat and pedals that I paddled for about 7 miles over two days in the area and used to explore the nearby waters. Clean, well maintained pool for relaxing and a beautiful deck and grill. The screened in porch makes for bug free relaxation!
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Jennifer T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Super cute Neavitt stay!

Wonderful stay! Enjoyed everything about it. House had everything needed to prep meals , use the grill and the enjoy water sports! Having a pool was such a bonus and helped us relax and cool down.
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Phillip B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful getaway for family get together.

The house was even better than we expected. Absolutely spotless when we arrived. The amenities were amazing. We paddled ball creek and did a little fishing. The pool is amazing for the kids. We had an absolute blast and will be back again!
Stayed 3 nights in Jun 2023
Verified

10/10 Excellent

Barbara V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Property Close to Crabbing sites

We loved Waterside Cottage. It was so quite & the crabbing was wonderful which is what we were looking for. Topher was wonderful to work with both before we arrived & on the day of arrival. My husband is already asking if we can book it again next year.
Stayed 7 nights in Oct 2023
Verified

10/10 Excellent

Amy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing weekend

We had a great stay at this house. We enjoyed using the kayak and paddleboard. (Access to the water is across this street.) We also enjoyed the pool and relaxing on the porch. It was about a 15 minute drive into St Michael’s, where we had excellent meals, went sailing, and enjoyed the cute shops and pretty houses. It was a really nice, relaxing weekend!
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Kim T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Welcome Summer!

Our family spent 10 fun filled days at Waterside Cottage. The house was spotless and had everything you could want or need.The kids enjoyed fishing and crabbing off the dock. Many hours were spent in the pool. Thank you Topher for a wonderful trip!
Stayed 9 nights in Jun 2024
Verified

10/10 Excellent

Nancy R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic sanctuary away from DC

This location was a dream over the July-4th holidays. The house is even more charming and well appointed than pictured. The pool was the perfect temperature. The dock access and provided crabbing equipment were a major highlight. The home is delightful, well designed, and very clean. The owners were very responsive and helpful. The sweet bunny rabbits in the yard, fireflies, and the vast starry nights only added to the true retreat feel this place offers. Such a great place!
Stayed 4 nights in Jul 2024
Verified

10/10 Excellent

Robyn H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet & Relaxing

We loved the slow paced Neavitt lifestyle. It's definitely off the beaten path but we like that. My daughter picked this rental since we were staying during her 8th birthday. She was thrilled. The house was just as pictured. All beds were comfy with memory foam mattresses. Air works great even upstairs. Kitchen was very well stocked with quality cookware and appliances. Would definitely recommend this rental to anyone looking for some peace & quiet. Pool was great for the kids. Owner was also very kind and accommodating.
Stayed 5 nights in Aug 2023
Verified

10/10 Excellent

Phillip B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing private house for families

This was our second time staying at the property. My wife’s side of the family lives in the area so we stay here to enjoy everybody without driving all around the Eastern Shore. Topher is extremely responsive and easy to communicate with. The house has always been clean and ready for guests on time. The pool is amazing in the hot summer days and the kids never want to get out. The private dock is awesome for crabbing, fishing, launching the provided canoe, kayak and paddle board, and my brother in law even docked his John boat there so we could fish Bulls creek. We caught a ton of crabs and striped bass (rockfish) and steamed some Maryland Blue crab. Overall excellent experience and we hope to be back again next year!
Stayed 4 nights in Jul 2024

About the host

Hosted by Topher Cushman

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback

Hotels

Holiday Rentals