Stevensville, MD Vacation Homes from AED 259

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 vacation homes

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Stevensville

"The place was perfect, exactly as depicted, in a lovely home in a quiet area a block from bay. It was convenient to most of Kent. The rooms are lovely and cozy with additional pullout on lower floors. I have teens so the added space was a blessing. The host was very kind and attentive checking in and offering any information to make our stay more pleasant. Checking in and out was simple and care free. I would certainly recommend it and intend to stay there again."

Brian

AED 1,102 total

includes taxes & fees

6 Jul - 7 Jul

Charming Coastal/Country Home w/3 Acres & Sauna!

Stevensville

Handy M.

AED 1,237 total

includes taxes & fees

9 Jul - 10 Jul

The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground!

Stevensville

Peter W.

AED 9,430 total

includes taxes & fees

31 Jul - 1 Aug

Wren Retweet- Country Estate in Center of C’Town

Chestertown

Diana S.

AED 1,615 total

includes taxes & fees

6 Jul - 7 Jul

WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge

Jill C.

AED 2,392 total

includes taxes & fees

7 Jul - 8 Jul

Bayside Cottage steps from Rock Hall Harbor

Rock Hall

Adam S.

AED 1,355 total

includes taxes & fees

14 Jul - 15 Jul

BAYSIDE BUNGALOW

Rock Hall

Roger

AED 1,114 total

includes taxes & fees

8 Jul - 9 Jul

Plum Point Cottage #17

Huntingtown

AED 1,705 total

includes taxes & fees

5 Jul - 6 Jul

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Top Stevensville Hotel Reviews

Historic Inns of Annapolis

10/10 Excellent

"Staff was friendly, helpful and wonderful. Room was good, location is great."

DoubleTree by Hilton Hotel Annapolis

8/10 Good

"Check in was smooth, typical. Room was located on a wing away from the lobby which we liked b/c we could access directly from the parking lot. We were in and out a lot during our stay so that was nice. Room was clean with your usual amenities nothing outstanding. Bathroom again fairly clean but the usual wear from years of use. It was clean with no complaints. Floor was also occupied by many youngsters attending some youth tournament who were quite rambunctious later at night but this was not the hotel's fault. They were paying customers who were a little annoying for a quiet couple just using the hotel to crash. Would recommend but not anything that other area hotels don't provide or offer. We've used a few in that part of town as well as AB&Bs in Annapolis."

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

10/10 Excellent

"Very beautiful, clean property right on the water. Our group of 6 had a lovely weekend here. The home had everything you could need or want, although there is certainly room for a hot tub or pool ;). The property did have exterior cameras which I didn’t recall seeing within the property listing (not a big deal, just a surprise). Also worth noting the access to the master is somewhat separate from the main house (might be important for families with young children to know). We all said we’d love to return!"

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."

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."

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Stevensville vacation homes

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Charming Coastal/Country Home w/3 Acres & Sauna!

The Landing at Kent Island: WATERFRONT 5BR with Pool, Firepit, Playground!

Wren Retweet- Country Estate in Center of C’Town

WATERFRONT!! HOT TUB 3 bedroom Oasis on 2+ acres - Sleeps 8