Book Holiday Homes in Stevensville

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Stevensville

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
PERFECT LOCATION in the heart of history

PERFECT LOCATION in the heart of history

Annapolis MD
With a stay at this vacation home, you'll be centrally located in Annapolis, a 1-minute drive from U.S. Naval Academy and 14 minutes from Chesapeake Bay.
Opens in a new windowPERFECT LOCATION in the heart of history
BAYSIDE BUNGALOW

BAYSIDE BUNGALOW

Rock Hall MD
The price is AU$425 per night from 17 May to 18 May
AU$425
17 May - 18 May
includes taxes & fees
With a stay at this vacation home in Rock Hall, you'll be within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new windowBAYSIDE BUNGALOW
Save an average of 15% on thousands of hotels when you're signed in
Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Tilghman Island MD
When you stay at this vacation home in Tilghman, you'll be on the waterfront, within a 15-minute walk of Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new windowWaterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
"La Licorne" Waterfront Beach Cottage

"La Licorne" Waterfront Beach Cottage

North Beach MD
With a stay at this vacation home in North Beach, you'll be steps from Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new window"La Licorne" Waterfront Beach Cottage
The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!

North Beach MD
With a stay at this vacation home in Owings, you'll be within a 5-minute drive of Chesapeake Bay and Bayside History Museum.
Opens in a new windowThe Cozy Crab- Your Charming Haven in Lovely North Beach!
B’more Restful.  Comfortable Townhome -Easy access to everywhere

B’more Restful. Comfortable Townhome -Easy access to everywhere

Dundalk MD
With a stay at this vacation home in Dundalk, you'll be within a 15-minute drive of Baltimore Cruise Terminal and Johns Hopkins Hospital.
Opens in a new windowB’more Restful. Comfortable Townhome -Easy access to everywhere
Charming Historic Annapolis Home With Two Off-street Parking Places!

Charming Historic Annapolis Home With Two Off-street Parking Places!

Annapolis MD
With a stay at this vacation home, you'll be centrally located in Annapolis, a 2-minute drive from U.S. Naval Academy and 14 minutes from Chesapeake Bay.
Opens in a new windowCharming Historic Annapolis Home With Two Off-street Parking Places!
Kent Island Luxary Home W/ Pool and walking distance from the beach

Kent Island Luxary Home W/ Pool and walking distance from the beach

Stevensville MD
The price is AU$1,713 per night from 18 May to 19 May
AU$1,713
18 May - 19 May
includes taxes & fees
With a stay at this vacation home in Stevensville, you'll be within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new windowKent Island Luxary Home W/ Pool and walking distance from the beach
Don't see what you're looking for?
See all available properties in Stevensville
View all properties
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
721 Holiday Homes
Lowest Price
AU$287
Highest Price
AU$1,713
Popular accommodation
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore, PERFECT LOCATION in the heart of history, BAYSIDE BUNGALOW, Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets, "La Licorne" Waterfront Beach Cottage, The Cozy Crab- Your Charming Haven in Lovely North Beach!, B’more Restful. Comfortable Townhome -Easy access to everywhere, Charming Historic Annapolis Home With Two Off-street Parking Places!, Kent Island Luxary Home W/ Pool and walking distance from the beach

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$386 per night from 25 May to 26 May
AU$386
25 May - 26 May
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
Kent Island Resort

Kent Island Resort

3.5 out of 5
500 Kent Manor Dr Stevensville MD
Fully refundableReserve now, pay when you stay
The price is AU$287 per night from 17 May to 18 May
AU$287
17 May - 18 May
includes taxes & fees
Located in Stevensville, Kent Island Resort is on the waterfront, within a 15-minute drive of Chesapeake Bay Bridge and Queenstown Premium Outlets.
Opens in a new windowKent Island Resort
NEW! Charming Farm House in Historic Kent Island

NEW! Charming Farm House in Historic Kent Island

Stevensville MD
With a stay at this vacation home, you'll be centrally located in Stevensville, within a 5-minute drive of Chesapeake Bay and Island Dog Park.
Opens in a new windowNEW! Charming Farm House in Historic Kent Island
Save an average of 15% on thousands of hotels when you're signed in
Island Life!  Kent Island Waterfront with Pool-Bring your boat!

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

Stevensville MD
With a stay at this guesthouse in Stevensville, you'll be on the waterfront, within a 10-minute drive of Chesapeake Bay and Paul Reed Smith Guitars.
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
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.