Stevensville, MD Cottages from AED 1,132

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.

AED 1,147 total

includes taxes & fees

5 Oct - 6 Oct

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

AED 1,783 total

includes taxes & fees

8 Oct - 9 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.

AED 3,182 total

includes taxes & fees

1 Oct - 2 Oct

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

4. Chesapeake Cottages- 2 Quaint Waterfront Retreats

Pasadena

Buu T.

AED 2,441 total

includes taxes & fees

5 Oct - 6 Oct

A two-story house with a wooden deck, a garage, and a shed in the backyard.

5. Lakefront Home Firepit BWI Marleycreek River

Marley

AED 1,132 total

includes taxes & fees

1 Oct - 2 Oct

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Top Stevensville Hotel Reviews

Graduate by Hilton Annapolis

10/10 Excellent

"V"

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

10/10 Excellent

"This is an excellent setting for my wife's 70th birthday, with three children, their spouses/significant others, and four dogs. The owner was congenial and extremely easy to work with and communicate with. The owner does not understate when saying that the house is well-furnished with what one would need for an extended stay, including spices, cooking oil, storage options, etc. The rooms are comfortable and spacious. The porches have beautiful and expansive views of the water, and the beach was so relaxing. the one issue that we had was with the locking mechanism to get in. We are older and our short-term memory is limited. There was a resulting bit of a dance to enter the code in a timely fashion into the lock to open it. It was helpful to have younger people who are digitally quicker. Otherwise, an excellent stay and we look forward to the next time we can stay."

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

10/10 Excellent

"What a great experience!! The hosts couldn't have been kinder, the house and property were beautiful, and the communication was great! They were so responsive, and obviously were working very hard to make sure everyone had a great stay. Tons of room for people to sleep, visit, and hang out. The house is on a huge wooded lot, and the outside was great too. Highly recommend!"

Sonesta ES Suites Annapolis

10/10 Excellent

"We stayed in the 2 bedroom and there was plenty of room. Loved that each bedroom had a bathroom. It felt more lime staying in an apartment having your own entrance. Not having to worry about breakfast was a plus, really liked that it was included. The staff was very helpful. We did use the exercise room that was small but good enough for a quick workout to start the day. We would most definitely stay again."

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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

4. Chesapeake Cottages- 2 Quaint Waterfront Retreats

5. Lakefront Home Firepit BWI Marleycreek River

Find vacation rentals that suit your style

Top Stevensville Hotel Reviews

Graduate by Hilton Annapolis

The Inn at Chesapeake Bay Beach Club

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

Crowne Plaza Annapolis by IHG

Courtyard by Marriott Annapolis

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

Sonesta ES Suites Annapolis

Kent Island Resort

The Westin Annapolis

Frequently asked questions

Search Cottages in Stevensville

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

4. Chesapeake Cottages- 2 Quaint Waterfront Retreats

5. Lakefront Home Firepit BWI Marleycreek River

Find vacation rentals that suit your style

Top Stevensville Hotel Reviews

Graduate by Hilton Annapolis

Frequently asked questions