Top Guest Houses 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 guest houses

The Tilghman Island Inn

Tilghman

Tracey

includes taxes & fees

20 Jul - 21 Jul

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Top Stevensville Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent

"Great spot to stay! Had the pleasure of checking in with Trendy- an amazingly refreshing soul that is passionate both about his job and customer satisfaction. I felt very welcomed and informed upon arrival- and he was key in making that happen. The property is worth more than what you pay. Spacious rooms, comfy beds, warm water, and close to a mall, bowling alley, and more shopping centers. It offers an on property bar/restaurant, large/deep life-guarded pool, a well stocked gift shop with alcoholic beverages, toiletries, food and snacks. My girlfriend and I thoroughly enjoyed our stay there more than what we did when we stayed in D.C. at AC by Marriot the nights before. Free parking too! Strongly recommend if you’re on a budget but still want an enjoyable stay."

Kent Island Resort

8/10 Good

"When staying here you have to treat it like a visit to grandma’s 200 year old house. Our room was on the third floor (no elevators) with slanted ceilings and bathroom down three steps. It was quite small and didn’t have many amenities (such as body wash or a microwave) and our window was tiny. The air conditioner vent was positioned next to the bed and blew air directly on us as we slept (quite unpleasant). Additionally the door to our room does not fit properly and lets all the bright light from the hall in at night. Given that it’s a centuries old home it is quite lovely and quaint, but just don’t expect a luxury hotel experience for the money."

Historic Inns of Annapolis

10/10 Excellent

"I loved the building. It’s in a lovely spot a block from the bay so shops and restaurants are right out the front door. The building I stayed in was terrific. The only bummer, was my room was quite small, so I would advise not staying in room 1408. It was the smallest room I’ve ever stayed in. I arrived late at night as was too tired to call for my car and go back to the office to change rooms. That said it was quiet so I slept well."

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

10/10 Excellent

"Cleaning crew was leaving when we got there. Everything was perfect and ready for our stay. House held our whole family with room to spare. Property was well kept and our host Hal was amazing. Great place to stay!"

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"Very nice room -- really a suite with two rooms, a closing door between them, and two work-ready desks. Our only complaint was noise. The building seemed to rattle and roll at the slightest provocation: the AC fan was very noisy, we could hear showers from other rooms, and even the breakfast room floor shook as folks walked across it or machinery turned on and off."

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

10/10 Excellent

"We had a wonderful stay at the Woodland Retreat! The home was very clean and well laid out. The bedrooms and bathrooms were neat and spacious. The kitchen was equipped with all cooking necessities. We enjoyed playing pool in the bonus room! The outdoor area was great! We enjoyed coffee on the deck each morning, listening to the birds. And we had a wonderful family BBQ on the paver patio below.The hosts communicate very well and were very helpful! They have thought of everything you may need for your stay. Linens and supplies were there for us when we arrived. I would highly recommend this home as a play to stay!Thank you Lou and Shelly for opening up your home to us!"

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Stevensville Guest Houses information

Number of reviews	140
Accommodation	5 Guest Houses
Lowest Price	£187
Highest Price	£187

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Our top choices for Stevensville guest houses

The Tilghman Island Inn

Top Stevensville Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

Kent Island Resort

Historic Inns of Annapolis

Crowne Plaza Annapolis by IHG

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

Graduate by Hilton Annapolis

The Inn at Chesapeake Bay Beach Club

Country Inn & Suites by Radisson, Annapolis, MD

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Find out more about Stevensville

Stevensville Guest Houses information

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Search Guest Houses in Stevensville

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stevensville guest houses

The Tilghman Island Inn

Top Stevensville Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

Find out more about Stevensville

Stevensville Guest Houses information

Explore a world of travel with Expedia