We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Vacation Rentals
Restaurants
Things to do
Skip to main content
Review
Trips
Alerts
Sign in
Cart
Inbox
See all
Sign in
to get trip updates and message other travelers.
Saint Leonard
Saint Leonard Tourism
Saint Leonard Hotels
Saint Leonard Vacation Rentals
Flights to Saint Leonard
Saint Leonard Restaurants
Things to Do in Saint Leonard
Saint Leonard Travel Forum
Saint Leonard Photos
Saint Leonard Map
Saint Leonard Travel Guide
Hotels
All Saint Leonard Hotels
Saint Leonard Hotel Deals
By Hotel Class
Near Airports
5-stars Hotels in Saint Leonard
4-stars Hotels in Saint Leonard
3-stars Hotels in Saint Leonard
Hotels near (DCA) Ronald Reagan National Airport
Hotels near (BWI) Balt.-Wash. Intl Airport
Hotels near (IAD) Dulles Intl Airport
Things to do
Restaurants
Flights
Vacation Rentals
Places of Interest
Vacation Rentals near Calvert Cliffs State Park
Vacation Rentals near Flag Ponds Nature Park
Shopping
Cruises
Rental Cars
Tours
Add a Place
Travel Forum
Airlines
Travelers' Choice
Road Trips
Help Center
Travel Stories
Vacation Rentals in Saint Leonard, MD
Vacation Rentals
USA
Maryland (MD)
Calvert County
Vacation Rentals in Saint Leonard, MD
Search
List your property
Owner log in
Saint Leonard
Vacation Rentals
Where to?
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests
View Map
Bedrooms
Any
Bathrooms
Any
Amenities
Air Conditioning (46)
Internet (44)
Wi-Fi (41)
Other outdoor space (35)
Show all
Suitability
Kid friendly (42)
Pet friendly (17)
Elder access (7)
Smoking allowed (2)
Show more
Property type
Vacation Rental House (45)
Condominium/Apartment (4)
Cabin Vacation Rental (0)
Private Room (0)
Show more
Distinctive Features
Waterfront (22)
Boat Available (4)
Housekeeping Included (3)
Ocean Views (1)
Show all
Distance from
1 mi
49 rentals
in Saint Leonard.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order.
Learn more.
Harbor Cottage at the Chesapeake Bay
112 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check in
Check out
Show Prices
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
11 reviews
Rental Home
6 bedrooms
7 bathrooms
Sleeps 15
Match:
Sleeps
More info
Check in
Check out
Show Prices
Plantation Style Home on Patuxent River
5 reviews
Rental Home
7 bedrooms
7 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check in
Check out
Show Prices
Home Away From Home By the Chesapeake Bay
6 reviews
Rental Home
3 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check in
Check out
Show Prices
NEW! 'The River's Roost' Home on Patuxent River!
3 reviews
Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check in
Check out
Show Prices
Quiet Cottage, Hot Tub, Bay View, Block to Beach, 1hr to DC
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check in
Check out
Show Prices
Payment Protection
Waterfront house with private beach and pier
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check in
Check out
Show Prices
Cozy Cedar Cottage near the Chesapeake Bay
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check in
Check out
Show Prices
Payment Protection
Vintage Waterfront A Frame- Hideaway On The Bay
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
Block to beach. Enjoy relax and play in our gameroom
Rental Home
3 bedrooms
3 bathrooms
Sleeps 11
Match:
Sleeps
More info
Check in
Check out
Show Prices
Getaway at the Cozy Cedar Cottage ~Family Friendly
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check in
Check out
Show Prices
Waterfront riverhouse on a beautiful farm only 50 minutes from DC
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
Welcome to Hickory House on the Chesapeake Bay!
Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check in
Check out
Show Prices
Studio on the Bay.
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check in
Check out
Show Prices
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
131 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check in
Check out
Show Prices
Waterfront Log Cabin with Million Dollar View, Shark's Teeth, Beautiful Bath
150 reviews
Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check in
Check out
Show Prices
SPECIAL RATES, Breathtaking Views, 450 pier, kayaks, fossils, priv beach
86 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
Newly Renovated Secluded Luxury waterfront cottage with private deep water pier!
39 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
Our Always Dreaming Cottage - The Bay At Your Back Steps
78 reviews
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check in
Check out
Show Prices
Cedar Beach Lodge is a beautiful, comfy, all-season home on the Chesapeake Bay
67 reviews
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
Cottage Located on the Patuxent River!
21 reviews
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check in
Check out
Show Prices
Welcome to the Boathouse on Mill Creek!
17 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
Fossil hunting - Museum - Solomons Boardwalk - Paddleboard/Boat Rentals nearby!
12 reviews
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check in
Check out
Show Prices
Quiet Woodland cottage near St. Leonard's Creek
10 reviews
Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
More info
Check in
Check out
Show Prices
Mid-Century Modern and Marvelous on the Bay
11 reviews
Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check in
Check out
Show Prices
Private Beachfront Home with Beautiful Bay View
10 reviews
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
7 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
More info
Check in
Check out
Show Prices
Modern Waterfront Home, Great views, Sauna, Jacuzzi, 1Hr to DC
4 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
Experience the best of Southern Maryland at the Calvert Cliffs Cottage.
4 reviews
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
Beach Home Away from Home Near Beaches & Popular Hangouts
3 reviews
Rental Home
3 bedrooms
2 bathrooms
Sleeps 3
Match:
Sleeps
More info
Check in
Check out
Show Prices
Magnificent Water Front Property
7 reviews
Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check in
Check out
Show Prices
The Hidaway on the Patuxent RiverChildren allowed and welcomed to stay.
4 reviews
Rental Home
2 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
Fossil Hunting. Beaches. Hiking nearby. 10 minutes to Solomons Island Boardwalk.
2 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check in
Check out
Show Prices
Home located on a farm with a beautiful view of the Patuxent River.
2 reviews
Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check in
Check out
Show Prices
Business or Leisure?
1 review
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check in
Check out
Show Prices
Payment Protection
Stunning River Front Home - Private Dock - 90 minutes from Washington DC
1 review
Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check in
Check out
Show Prices
Quiet cottage on wooded property
1 review
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check in
Check out
Show Prices
Payment Protection
Cozy Cottage with access to and views of the bay
1 review
Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check in
Check out
Show Prices
Chesapeake Beach Apt. Walk to Bay, Beach & Marina!
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check in
Check out
Show Prices
Payment Protection
Panoramic River Views , Jacuzzi, Sauna- Waterfront Modern Home 1 Hr to D.C.
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
Waterfront House w/ Rowboat, Kayaks & Fishing!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check in
Check out
Show Prices
Blue Heron on Little Kingston Creek
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
Cozy Getaway - Breezy Point Beach & Marina
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
Historic, Elegant, Luxurious.
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check in
Check out
Show Prices
Historic 102 year old farmhouse situated on farm in AG preservation
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
Renovated Townhome in Heart of Prince Frederick
Rental Home
3 bedrooms
3 bathrooms
Sleeps 9
Match:
Sleeps
More info
Check in
Check out
Show Prices
Private Beach Community Home
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
Payment Protection
Bright and airy waterfront getaway
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check in
Check out
Show Prices
Blue Pearl - Life on the River! Luxury estate with jacuzzi and private pier!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check in
Check out
Show Prices
Payment Protection
Come relax yourself a while
Rental Home
1 bedroom
1 bathroom
Sleeps 1
More info
Check in
Check out
Show Prices
1
Showing results 1-49 of 49
Frequently Asked Questions about Saint Leonard
Do any vacation rentals in Saint Leonard have a pool?
Yes, here are some popular vacation rentals in Saint Leonard that have a pool:
Home Away From Home By the Chesapeake Bay
Waterfront house with private beach and pier
Quiet Cottage, Hot Tub, Bay View, Block to Beach, 1hr to DC
See all vacation rentals with a pool in Saint Leonard on Tripadvisor
Do any vacation rentals in Saint Leonard have internet access?
Yes, here are some popular vacation rentals in Saint Leonard that have internet access:
Home Away From Home By the Chesapeake Bay
Waterfront house with private beach and pier
Getaway at the Cozy Cedar Cottage ~Family Friendly
See all vacation rentals in Saint Leonard on Tripadvisor
What are the best pet friendly rentals in Saint Leonard?
The best pet friendly rentals in Saint Leonard are:
Home Away From Home By the Chesapeake Bay
Waterfront house with private beach and pier
Waterfront riverhouse on a beautiful farm only 50 minutes from DC
See all pet friendly vacation rentals in Saint Leonard on Tripadvisor
What are some great rentals in Saint Leonard that are kid friendly?
Some of the most popular kid friendly rentals in Saint Leonard are:
Home Away From Home By the Chesapeake Bay
Waterfront house with private beach and pier
Quiet Cottage, Hot Tub, Bay View, Block to Beach, 1hr to DC
See all kid friendly vacation rentals in Saint Leonard on Tripadvisor