Best Cottages in Stevensville in 2026

A pier extending into a body of water with people fishing, a clear sky, and distant land with a bridge.

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Our top choices for Stevensville cottages

A two-story building with a covered outdoor area, a staircase, and trees with autumn leaves.

1. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

West Annapolis

Jill R.

includes taxes & fees

5 Nov - 6 Nov

A covered patio with a wicker sofa, a glass coffee table, a wooden table, and a bench.

2. Idyllic Pasadena Retreat With Garden + Hot Tub!

Green Haven

includes taxes & fees

22 Oct - 23 Oct

A marina with multiple boats docked, a building with a distinctive yellow roof, and a clear sky.

3. Secluded Cozy Cottage in Historic Downtown

Historic District

Tim G.

includes taxes & fees

13 Nov - 14 Nov

A wooden deck with wicker furniture, a round table, and a fire pit.

4. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Pasadena

Buu T.

includes taxes & fees

20 Oct - 21 Oct

A covered porch with wooden flooring, two wicker chairs with cushions, a small table, and a potted plant.

5. Plum Point Cottage #14

Huntingtown

Yonnick H.

includes taxes & fees

31 Oct - 1 Nov

An outdoor dining area with a wooden table and chairs, a bottle of wine, and a vase of flowers.

6. Plum Point Cottage #15

Maryland

includes taxes & fees

31 Oct - 1 Nov

A covered patio with a table and chairs, large windows, and an American flag.

7. Plum Point Cottage #17

Huntingtown

includes taxes & fees

18 Oct - 19 Oct

A single-story house with a porch, a small front yard, and an American flag.

8. Plum Point Cottage #1

Calvert County

includes taxes & fees

24 Oct - 25 Oct

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Top Stevensville Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"Clean room, very nice decor and great staff"

Rod 'N' Reel Resort

10/10 Excellent

"First time staying at the resort. We stayed two nights to celebrate my wife's birthday. I had ordered flowers that were delivered before our arrival and frontbdesk had them delivered to our room. The views from the waterfront tower build were amazing. The entire resort is very clean and well maintained. Good choice of restaurants/bars on site. Other restaurants are walkable or a short drive. The casino was surprisingly quiet and very clean, relaxing way to pass some time and maybe win some money. Enjoyed walking though the railroad museum that is on site as well. Everyone on this property were friendly and helpful. Will definitely return!"

St Michaels Inn

8/10 Good

"We have stayed here quite a few times oner the last 15 or so years. The owners seem to always do work to make it better since the property is not a newer motel. The exterior shows the efforts. The interior is the main concern. The typical cleaning is fine in the high traffic areas, but fine detailing and dusting is non-existent and it's been this way for years. You can usually write you name in the dust on lamps and other items. Normally I would ding this level a cleaning two stars, but the room rates, especially off season, keeps the 4-star rating. Breakfast is in a large room and well stocked. Depending on the vacancy rate, there can be hot eggs and sausage. Otherwise, a fairly hefty continental breakfast. I do have to give a plug for the coffee and that also keeps a for star rating. Their coffee in the breakfast room is excellent compared to most hotels/motels where it is notoriously bad, which I never understood. For java drinkers, it means the difference between starting you day off in a positive or negative way. Never understood why hotels provide bad coffee. It leaves a bad taste in your mouth (pun intended)."

240' Private Beachfront @Kent Island Love Point - Great for Families

10/10 Excellent

"This place was wonderful for family get togethers. So incredibly home-y! Beautiful views from every window. The place is better stocked than any home I’ve ever rented and we’ve stayed in over twenty across the USA. Tissues in every room. Can never find tissues in other rentals! Also paper products, foil, every possible cookware and dish available for use. Loads of drawer and closet space if you like to unpack. Beautiful landscaping and waterfront views. Even the driveway was landscaped perfectly. I am a bird watcher / listener and the birds sing their hearts out in the trees surrounding the property. We utilized the kayaks and super wide paddleboard. We put the crab traps out and caught two dozen crabs. We all had fun and spent quality time together. Best rental experience EVER! Host Hal was very responsive to any questions we had too!"

Island Life! Kent Island Waterfront with Pool-Bring your boat!

10/10 Excellent

"The house was great. It was well equipped with towels (beach and bath), kitchen items, and a welcome bin (snacks and toiletries). We made use of the pool, hot tub, and hung out on the dock in the morning. John was a very gracious host. He's responsive and made sure that we felt at home. Would definitely recommend!"

Find out more about Stevensville

Stevensville Cottages information

Number of reviews	125
Accommodation	110 Cottages
Lowest Price	£231
Highest Price	£610

Frequently asked questions

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Booking a cottage in Stevensville is as easy as working out your travel dates and choosing an ideal place for a getaway in nature. From upmarket retreats to inexpensive properties and cottages that have conveniences like a kitchen, Expedia has something for all traveller tastes. As for awesome deals? We've have them as well!

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What is there to do in Stevensville near my cottage?

The most useful travel accessory is a well-planned itinerary. Matapeake State Park is an excellent place to kick off your exploration of Stevensville.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stevensville cottages

1. Your Annapolis Waterfront retreat for a weekend or any-day getaway!

2. Idyllic Pasadena Retreat With Garden + Hot Tub!

3. Secluded Cozy Cottage in Historic Downtown