
Stevensville Holiday Rentals
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Stevensville holiday rentals

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Charming Coastal/Country Home w/3 Acres & Sauna!
Charming Coastal/Country Home w/3 Acres & Sauna!
FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
FLOHOM 14 | Luxury Houseboat with Chesapeake Bay Panoramic Views
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
Bung-a-flo Tiny Bohemian Designed Floating Home w/ 360 Waterfront Views
First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic Chestertown
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Lower Level Loft - Adorable Studio Apt. Near BWI
Lower Level Loft - Adorable Studio Apt. Near BWIFind holiday rentals that suit your style
Top Stevensville Hotel Reviews

DoubleTree by Hilton Hotel Annapolis
Find out more about Stevensville
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Stevensville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Stevensville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Stevensville. Seeing all the best attractions is bound to make you fall in love with Stevensville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Stevensville short-term rentals, that won’t be hard to do.
Explore a world of travel with Expedia
- B&B in Queenstown
- Holiday Homes in Queenstown
- Farmstay in Queenstown
- Cottages in St. Michaels
- B&B in St. Michaels
- B&B in Maryland
- Villas in Maryland
- Hostels in Maryland
- Cottages in Maryland
- Farmstay in Kent Island
- Villas in Kent Island
- B&B in Kent Island
- Cabin Rentals in Kent Island
- Holiday Homes in Kent Island
- Best Western Hotels in Queenstown
- Marriott Hotels & Resorts in Queenstown
- Spa Hotels in Edgewater
- Cheap Hotels in Annapolis
- Lgbt Welcoming Hotels in Annapolis
- Spa Hotels in Annapolis
- Lgbt Welcoming Hotels in Parole
- Romantic Hotels in Maryland
- Beach Hotels in Maryland
- Cheap Hotels in Maryland
- Spa Hotels in Kent Island
- Luxury Hotels in Kent Island
- Lgbt Welcoming Hotels in Hillsmere
- Hotels near Maryland State House
- Stevensville Hotels
- St. Michaels Hotels
- Queen Anne's County Hotels
- Bozman Hotels
- Wye Mills Hotels
- Hotels near Westfield Annapolis Mall
- Grasonville Hotels
- Hotels near Annapolis Harbor Center Shopping Center
- Maryland Hotels
- Hotels near U.S. Naval Academy
- Hotels near Kunta Kinte–Alex Haley Memorial
- Centreville Hotels
- Annapolis Hotels
- Historic District Hotels
- Queenstown Hotels
- Hotels near Sandy Point State Park
- Arnold Hotels
- Hotels near Chesapeake Bay Bridge
- Sherwood Hotels
- Hotels near The Mainstay
- Riva Hotels
- Hotels near Queenstown Premium Outlets
- Mayo Hotels
- Edgewater Hotels
- Eastport Hotels
- Parole Hotels
- Hotels near Lee
- Shady Side Hotels
- Kent Narrows Hotels
- Rock Hall Hotels
- Jonas Green State Park
- Waterman’s Museum
- Ballet Theater of Maryland
- U.s. Naval Academy
- Queenstown Holidays
- Ellen O. Moyer Nature Park at Back Creek
- Chesapeake Bay Bridge
- Compass Pointe Golf Courses
- Queenstown Premium Outlets
- Anne Arundel Medical Center
- Maryland Holidays
- Queenstown Harbor Golf Club
- The Kunta Kinte Alex Haley Memorial
- Beach Holiday Packages Kent Island
- Visit Kent Island
- Visit Bozman
- Visit Queenstown
- Visit Kent Narrows
- Visit Crownsville
- Visit St. Michaels
- Visit Jacobsville
- Visit Galesville
- Car hire in Budget Newport News Apo-900 Bland Blvd
- Car hire in Alamo Rent A Car 9020 Aviation Blvd
- Ace Rental Cars in Maryland
- National Car Rental Rental Cars in Maryland
- Enterprise Rental Cars in Maryland
- Car hire Queenstown
- Car hire Annapolis
- Car hire Arnold
- Car hire near Maryland
- Car hire near Ellen O. Moyer Nature Park at Back Creek
- Car hire near Kunta Kinte–Alex Haley Memorial
















































































