Book Holiday Homes in Stevensville

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Featured Holiday Homes in Stevensville

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Annapolis
With a stay at this vacation home in Annapolis (Cape Saint Claire), you'll be within a 15-minute drive of U.S. Naval Academy and Sandy Point State Park.
Opens in a new windowTurning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Luxury Waterfront Executive Family Home Annapolis with All Amenities

Luxury Waterfront Executive Family Home Annapolis with All Amenities

Annapolis
Located in Annapolis, this vacation home is a 1-minute drive from Sandy Point State Park and 9 minutes from Chesapeake Bay Bridge.
Opens in a new windowLuxury Waterfront Executive Family Home Annapolis with All Amenities
3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.

3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.

Gambrills, MD
With a stay at this vacation home in Gambrills, you'll be within a 5-minute drive of Regal Waugh Chapel and Walden Golf Club.
Opens in a new window3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC.
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Charming Historic Townhouse Steps From USNA

Charming Historic Townhouse Steps From USNA

Annapolis
This vacation home is in the heart of Annapolis, within a 5-minute walk of St. John's College and U.S. Naval Academy.
Opens in a new windowCharming Historic Townhouse Steps From USNA
BAYSIDE BUNGALOW

BAYSIDE BUNGALOW

Rock Hall
The price is AU$469 per night from 30 Sept to 1 Oct
AU$469
30 Sept - 1 Oct
includes taxes & fees
Located in Rock Hall, this vacation home is within a 15-minute walk of Ferry Park and Waterman’s Museum.
Opens in a new windowBAYSIDE BUNGALOW
Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood

Arnold
The price is AU$508 per night from 30 Sept to 1 Oct
AU$508
30 Sept - 1 Oct
includes taxes & fees
With a stay at this vacation home in Arnold, you'll be within a 15-minute drive of U.S. Naval Academy and Severna Park Golf Center.
Opens in a new windowLarge 2 bedroom house with private parking in a nice neighborhood
Riverfront Retreat 7mil from MD Renaissance Fest!

Riverfront Retreat 7mil from MD Renaissance Fest!

Riva
With a stay at this vacation home in Riva, you'll be on the waterfront, within a 15-minute drive of U.S. Naval Academy and Annapolis Harbour Center.
Opens in a new windowRiverfront Retreat 7mil from MD Renaissance Fest!
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Annapolis
A stay at this vacation home places you in the heart of Annapolis, steps from U.S. Naval Academy and Annapolis City Dock.
Opens in a new windowDirectly Across from USNA Gate One & Steps from the Waterfront and Main Street!
RANCH AT ROYAL OAK- Exclusive waterfront pool pier

RANCH AT ROYAL OAK- Exclusive waterfront pool pier

Royal Oak
With a stay at this vacation home in Royal Oak, you'll be on the waterfront, and 7.8 mi (12.6 km) from Saint Michaels Village and 8.3 mi (13.3 km) from St. Michaels ...
Opens in a new windowRANCH AT ROYAL OAK- Exclusive waterfront pool pier
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stevensville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Stevensville vacation homes are the perfect way for you to wing it.

Holiday houses in Stevensville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Stevensville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Stevensville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Stevensville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Stevensville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Stevensville Holiday Homes essential information

Accommodation
748 Holiday Homes
Lowest Price
AU$387
Highest Price
AU$508
Popular accommodation
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Luxury Waterfront Executive Family Home Annapolis with All Amenities, 3-bedroom house in Gambrills, in the area of Annapolis, Baltimore, & DC., Charming Historic Townhouse Steps From USNA, BAYSIDE BUNGALOW, Large 2 bedroom house with private parking in a nice neighborhood, Riverfront Retreat 7mil from MD Renaissance Fest!, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , RANCH AT ROYAL OAK- Exclusive waterfront pool pier

Top trending hotels in Stevensville

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road, Stevensville, MD
Fully refundableReserve now, pay when you stay
The price is AU$387 per night from 26 Oct to 27 Oct
AU$387
26 Oct - 27 Oct
includes taxes & fees
With a stay at The Inn at Chesapeake Bay Beach Club in Stevensville, you'll be within a 5-minute drive of Paul Reed Smith Guitars and Matapeake State Park.
Opens in a new windowThe Inn at Chesapeake Bay Beach Club
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

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

Stevensville
Located in Stevensville, this vacation home is by the sea, within a 15-minute drive of Matapeake State Park and Paul Reed Smith Guitars.
Opens in a new windowWoodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

2 out of 5
Stevensville
Located in Stevensville, this houseboat is by the ocean, within a 10-minute drive of Matapeake State Park and Romancoke Wharf County Park.
Opens in a new windowFloating 2 bed 2 bath condo stunning views of the bay
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Island Life!  Kent Island Waterfront with Pool-Bring your boat!

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

Stevensville
Located in Stevensville, this guesthouse is on the waterfront, within a 10-minute drive of Paul Reed Smith Guitars and Island Dog Park.
Opens in a new windowIsland Life! Kent Island Waterfront with Pool-Bring your boat!
Don't see what you're looking for?
See all available properties in Stevensville
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.