Hot St. Leonard Cottage Rates

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 Cottages in St. Leonard

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Newburg
With a stay at this cottage in Newburg, you'll be on the waterfront, and 7 mi (11.3 km) from Cooksey Island and 7.9 mi (12.7 km) from Potomac River.
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
 Artists, writers & creative minds  IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE

Tilghman Island
Located in Tilghman, this cottage is on the waterfront, within a 5-minute drive of Tilghman Watermen’s Museum and Talbot County Library Tilghman Branch.
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Waterfront property with private boat ramp and new dock!

Waterfront property with private boat ramp and new dock!

Cambridge
Located in Cambridge, this cottage is within a 15-minute drive of Spocott Windmill and Ragged Island.
Waterfront property with private boat ramp and new dock!
Save an average of 15% on thousands of hotels when you're signed in
"Point of View" Waterfront cottage with panoramic views on Tilghman Island

"Point of View" Waterfront cottage with panoramic views on Tilghman Island

Tilghman Island
With a stay at this cottage in Tilghman, you'll be within a 10-minute walk of Kronsberg Park and Talbot County Library Tilghman Branch.
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Waterfront Cottage in Beautiful Hoopers Island

Waterfront Cottage in Beautiful Hoopers Island

Fishing Creek
Located in Fishing Creek, this cottage is on the waterfront, a 5-minute drive from P. L. Jones Marina and 6 minutes from Middle Hooper Island.
Waterfront Cottage in Beautiful Hoopers Island
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge
Located in Cambridge, this cottage is on the waterfront, within a 15-minute drive of Spocott Windmill and Ragged Island.
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Cozy Cottage with access to and partially obstructed views of the bay.

Cozy Cottage with access to and partially obstructed views of the bay.

Port Republic
Located in Port Republic, this cottage is in a rural location, within a 10-minute drive of Matoaka Beach and R&J's PlayPark.
Cozy Cottage with access to and partially obstructed views of the bay.
Quick walk to the beach! Fire pit, Corn hole, Games & More!

Quick walk to the beach! Fire pit, Corn hole, Games & More!

North Beach
With a stay at this vacation home in North Beach, you'll be a 4-minute walk from Bayside History Museum and within a 5-minute drive of Chesapeake Beach Water ...
Quick walk to the beach! Fire pit, Corn hole, Games & More!
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Lusby
Located in Lusby, this cottage is on the waterfront, a 5-minute drive from Drum Point Lake and 7 minutes from Seahorse Beach.
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit
Don't see what you're looking for?
See all available properties in St. Leonard
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.

St. Leonard Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in St. Leonard will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to St. Leonard definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in St. Leonard, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

St. Leonard Cottages essential information

Accommodation
91 Cottages
Lowest Price
AU$215
Highest Price
AU$255
Popular accommodation
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE, Waterfront property with private boat ramp and new dock! , "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Waterfront Cottage in Beautiful Hoopers Island, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly), Cozy Cottage with access to and partially obstructed views of the bay., Quick walk to the beach! Fire pit, Corn hole, Games & More!, Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

Top trending hotels in St. Leonard

New! Cozy River Cottage with great views of the water!

New! Cozy River Cottage with great views of the water!

Saint Leonard
Located in St. Leonard, this vacation home is on the waterfront, within a 15-minute drive of Perigeaux Vineyards and Winery and Jefferson Patterson Park and ...
New! Cozy River Cottage with great views of the water!
WATERFRONT!!! The River's Roost on The Patuxent River

WATERFRONT!!! The River's Roost on The Patuxent River

Saint Leonard
Located in St. Leonard, this vacation home is on the waterfront, within a 15-minute drive of Gray's Road Dog Park and Battle Creek Cypress Swamp Sanctuary.
WATERFRONT!!! The River's Roost on The Patuxent River
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 31 Aug to 1 Sept
AU$215
31 Aug - 1 Sept
includes taxes & fees
With a stay at Solomons Inn Resort & Marina in Solomons, you'll be a 3-minute walk from Southern Branch Library and 11 minutes by foot from Drum Point ...
Solomons Inn Resort & Marina
Save an average of 15% on thousands of hotels when you're signed in
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave, Chesapeake Beach, MD
Fully refundableReserve now, pay when you stay
The price is AU$255 per night from 24 Aug to 25 Aug
AU$255
24 Aug - 25 Aug
includes taxes & fees
When you stay at Rod 'N' Reel Resort in Chesapeake Beach, you'll be on the waterfront, just steps from Chesapeake Beach Railway Museum and 3 minutes by foot ...
Rod 'N' Reel Resort
Don't see what you're looking for?
See all available properties in St. Leonard
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.