Vacation Homes in St. Leonard, MD
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Vacation Homes in St. Leonard

Private 2 Acre Waterfront Family Retreat with Pool & Pier

3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views

Single family home with screened porch.

Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly

Welcome to Hickory House on the Chesapeake Bay!

Home by the Bay: Chesapeake Bay Western Shore

Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6

Rose Haven Coastal Cottage

Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

Heron's Nest - Back Creek Villa Covered Deck
Top hotels in St. Leonard

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Find the Best Vacation Homes in St. Leonard
Why book a vacation home in St. Leonard?
Vacation homes in St. Leonard make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in St. Leonard?
Private St. Leonard rental homes range between $103 - $433 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in St. Leonard vacation home rentals. You might look for St. Leonard rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in St. Leonard offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in St. Leonard?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in St. Leonard. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding St. Leonard hotels and vacation homes that best suit your stay. We also have deals for flights, and St. Leonard car rentals. You’ll save even more when you bundle your items into a St. Leonard vacation package!
How many vacation homes are available to book in St. Leonard?
There are 242 rental homes in St. Leonard. Enter your travel dates to check availability.
How do I find the best price for a vacation home in St. Leonard?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
St. Leonard Vacation Homes essential information
Accommodation | 242 Vacation Homes |
|---|---|
Lowest Price | $103 |
Highest Price | $433 |
Popular accommodation | Private 2 Acre Waterfront Family Retreat with Pool & Pier, 3-bedroom house in soothing Saint Leonard with AC for relaxing stays, Waterfront Retreat | New Private Pier | Remodeled | Epic Sunset Views, Single family home with screened porch. , Charming Waterfront Farmhouse 10 minutes from Blackwater NWR - Pet Friendly, Welcome to Hickory House on the Chesapeake Bay!, Home by the Bay: Chesapeake Bay Western Shore, Coastal Retreat Near Solomon’s Island, Water View & Semi-Private Beach, Sleeps 6, Rose Haven Coastal Cottage, Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More, Heron's Nest - Back Creek Villa Covered Deck, House Right on the Potomac River - Great Sunrises & Sunsets |
More ways to wander St. Leonard
Explore More Ways to Travel with Travelocity
- Hotels in Annapolis
- Privatevacationhomes in Annapolis
- Agritourism in Anne Arundel County
- Bedandbreakfast in Anne Arundel County
- Cabins in Anne Arundel County
- Hotels near Arundel Mills Mall
- Hotels near Baltimore Convention Center
- Hotels in Baltimore
- Hotels near Baltimore MD
- Apartments in Benedict
- Bedandbreakfast in Benedict
- Hotels in Bethesda
- Hotels in Bowie
- Bedandbreakfast in California
- Aparthotels in California
- Hotels in California
- Hotels near Calvert Cliffs State Park
- Hostels in Calvert County
- Hotels in Cambridge
- Rod 'N' Reel Resort
- Hotels in Chesapeake Beach
- Gaylord National Resort & Convention Center
- MGM National Harbor Resort & Casino
- Sonesta Select Greenbelt College Park
- Anchored Inn at Hidden Harbour Marina
- Hotels in Deale
- All-Inclusive in Maryland
- Hot Tub in Maryland
- Romantic in Maryland
- Maryland Hotels
- Apartments in Dowell
- Downtown Baltimore Hotels
- Hotels in Easton
- Bedandbreakfast in Hollywood
- Cabins in Hollywood
- Hotels in Washington
- Hot Tub in Washington
- Hotels in Waldorf
- Hotels in Upper Marlboro
- Privatevacationhomes in Taylors Island
- Cabins in Taylors Island
- Hotels in St Michaels
- Hotels in St Leonard
- Aparthotels in St Leonard
- Cottages in St Leonard
- Bedandbreakfast in St Leonard
- Hotels in Solomons
- Ocean View in Solomons
- Aparthotels in Solomons
- Cabins in Solomons
- Bedandbreakfast in Solomons
- Apartments in Solomons
- Hotels in Silver Spring
- Hotels in Hollywood
- Privatevacationhomes in Hollywood
- Hotels in Huntingtown
- Motels in Huntingtown
- Inner Harbor Hotels
- Hotels near Jefferson Patterson Park and Museum
- Hotels in Lexington Park
- Hotels in Salisbury
- Hotels near Running Hare Vineyard
- Hotels in Prince Frederick
- Bedandbreakfast in Lusby
- Cabins in Lusby
- Cottages in Lusby
- Aparthotels in Lusby
- Hotels in Lusby
- Pet Friendly in Prince Frederick
- Aparthotels in Prince Frederick
- Cabins in Prince Frederick
- Bedandbreakfast in Prince Frederick
- Hotels in Port Republic
- Cottages in Port Republic
- Hotels near Patuxent River Naval Air Station
- Hotels near Northwest Stadium
- Hotels in North Beach
- Resorts in National Harbor
- Houseboats in National Harbor
- Hotels in National Harbor
- Business in National Harbor
- Hotels near M&T Bank Stadium
- Hotels near MGM National Harbor Casino
- Hotels in Mechanicsville
- Ryokans in Maryland
- Ranches in Maryland
- Hotels near Maryland Live Casino
- Hotels near Maryland International Raceway
- Inns in Maryland
- Condominiumresort in Maryland
- Privatevacationhomes in Lusby






