Book Holiday Homes in Stevensville

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Featured Holiday Homes in Stevensville

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Annapolis MD
With a stay at this vacation home, you'll be centrally located in Annapolis, within a 5-minute walk of U.S. Naval Academy and William Paca House.
Opens in a new windowRenovated Row Home in the heart of Downtown Annapolis.Two blocks to everything
Historic Annapolis Home 1.5 blocks from center of town.

Historic Annapolis Home 1.5 blocks from center of town.

Annapolis MD
A stay at this vacation home places you in the heart of Annapolis, within a 15-minute walk of U.S. Naval Academy and Spa Creek.
Opens in a new windowHistoric Annapolis Home 1.5 blocks from center of town.
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Easton MD
When you stay at this vacation home in Easton, you'll be on the waterfront and 14 minutes by car from Hog Neck Golf Course.
Opens in a new windowBeautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
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Sweet Bamboo Beach Cottage

Sweet Bamboo Beach Cottage

north beach MD
When you stay at this vacation home in North Beach, you'll be on the beach, within a 10-minute walk of Bayside History Museum and Chesapeake Bay.
Opens in a new windowSweet Bamboo Beach Cottage
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Annapolis MD
With a stay at this vacation home, you'll be centrally located in Annapolis, within a 5-minute drive of U.S. Naval Academy and Annapolis Harbor.
Opens in a new window421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Crofton MD
A stay at this vacation home places you in the heart of Crofton, within a 5-minute drive of Walden Golf Club and Regal Waugh Chapel.
Opens in a new windowBeautiful family sized townhouse with deck. Close to Washington DC and Baltimore
Charming Historic Townhouse Steps From USNA

Charming Historic Townhouse Steps From USNA

Annapolis MD
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
Historic Home with Parking Steps From Capital & USNA

Historic Home with Parking Steps From Capital & USNA

Annapolis MD
This vacation home is in the heart of Annapolis, within a 5-minute walk of The Colonial Players and U.S. Naval Academy.
Opens in a new windowHistoric Home with Parking Steps From Capital & USNA
Walking distance to Navy Stadium! No cleaning fees!

Walking distance to Navy Stadium! No cleaning fees!

Annapolis MD
With a stay at this vacation home in Annapolis (West Annapolis), you'll be within a 15-minute walk of U.S. Naval Academy and Peters Cove.
Opens in a new windowWalking distance to Navy Stadium! No cleaning fees!
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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
717 Holiday Homes
Lowest Price
AU$337
Highest Price
AU$337
Popular accommodation
Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything, Historic Annapolis Home 1.5 blocks from center of town., Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac, Sweet Bamboo Beach Cottage, 421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!, Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore, Charming Historic Townhouse Steps From USNA, Historic Home with Parking Steps From Capital & USNA, Walking distance to Navy Stadium! No cleaning fees!

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$337 per night from 2 Apr to 3 Apr
AU$337
2 Apr - 3 Apr
includes taxes & fees
With a stay at The Inn at Chesapeake Bay Beach Club in Stevensville, you'll be within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay.
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 MD
Located in Stevensville, this vacation home is by the sea, within a 10-minute drive of Matapeake State Park and Chesapeake Bay.
Opens in a new windowWoodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Chesapeake Houseboat Getaway on Kent Island, Maryland

Chesapeake Houseboat Getaway on Kent Island, Maryland

Stevensville MD
When you stay at this houseboat in Stevensville, you'll be on the waterfront, just steps from Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new windowChesapeake Houseboat Getaway on Kent Island, Maryland
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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 MD
Located in Stevensville, this guesthouse is on the waterfront, within a 10-minute drive of Paul Reed Smith Guitars and Chesapeake Bay.
Opens in a new windowIsland Life! Kent Island Waterfront with Pool-Bring your boat!
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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.