Hot St. Leonard Cottage Rates

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Featured Cottages in St. Leonard

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.

2 out of 5
North Beach MD
The price is AU$422 per night from 1 Jan to 2 Jan
AU$422
1 Jan - 2 Jan 2026
includes taxes & fees
With a stay at this cottage in North Beach, you'll be within a 10-minute walk of Bayside History Museum and Chesapeake Bay.
Opens in a new windowCharming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md.
Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset

Tall Timbers MD
Located in Tall Timbers, this cottage is on a river, a 3-minute drive from Potomac River and 7 minutes from Piney Point Beach.
Opens in a new windowPotomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek MD
Located in Fishing Creek, this cottage is on the waterfront, a 2-minute drive from P. L. Jones Marina and 6 minutes from Chesapeake Bay.
Opens in a new windowPet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.
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Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby MD
The price is AU$435 per night from 4 Jan to 5 Jan
AU$435
4 Jan - 5 Jan 2026
includes taxes & fees
Located in Lusby, this cottage is a 1-minute drive from Chesapeake Bay and 7 minutes from Cove Point Park.
Opens in a new windowSoul Oasis - home on the Chesapeake Bay
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

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

Newburg MD
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.
Opens in a new windowWaterfront cottage for paddle boarding, kayaking, crabbing, and fishing
2 Bedroom Cozy Beach Cottage with Water Access

2 Bedroom Cozy Beach Cottage with Water Access

Piney Point MD
With a stay at this cottage in Piney Point, you'll be within a 5-minute drive of Piney Point Beach and Potomac River.
Opens in a new window2 Bedroom Cozy Beach Cottage with Water Access
Family and Pet-Friendly, Waterfront with Pier

Family and Pet-Friendly, Waterfront with Pier

Cambridge MD
With a stay at this cottage in Cambridge, you'll be on the waterfront, and 5.6 mi (9 km) from Chesapeake Bay and 5.6 mi (9 km) from Northern Chesapeake Bay.
Opens in a new windowFamily and Pet-Friendly, Waterfront with Pier
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

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

Cambridge MD
Located in Cambridge, this cottage is on the waterfront, within a 15-minute drive of Spocott Windmill and Chesapeake Bay.
Opens in a new windowCozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)
Cozy Virginia Potomac Riverfront Cottage

Cozy Virginia Potomac Riverfront Cottage

Hague VA
Located in Hague, this cottage is on the waterfront, within a 15-minute drive of Coles Point Marina and Hague Winery.
Opens in a new windowCozy Virginia Potomac Riverfront Cottage
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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
90 Cottages
Lowest Price
AU$183
Highest Price
AU$435
Popular accommodation
Charming 2-bedroom 1 bath cottage with AC, WiFi in peaceful North Beach, Md., Potomac Rvr Woodland Cottage, Polite Pets welcomed, Central Air, Stunning Sunset, Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD., Soul Oasis - home on the Chesapeake Bay, Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, 2 Bedroom Cozy Beach Cottage with Water Access, Family and Pet-Friendly, Waterfront with Pier, Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly), Cozy Virginia Potomac Riverfront Cottage

Top trending hotels in St. Leonard

Summer Getaway ~ Beach Combing & Relaxation

Summer Getaway ~ Beach Combing & Relaxation

St Leonard MD
When you stay at this vacation home in St. Leonard, you'll be near the beach, within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay.
Opens in a new windowSummer Getaway ~ Beach Combing & Relaxation
Discover tranquility near Calvert Cliffs

Discover tranquility near Calvert Cliffs

Saint Leonard MD
Located in St. Leonard, this vacation home is on the waterfront, within a 10-minute drive of Perigeaux Vineyards and Winery and Jefferson Patterson Park and ...
Opens in a new windowDiscover tranquility near Calvert Cliffs
WATERFRONT!!! The River's Roost on The Patuxent River

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

Saint Leonard MD
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.
Opens in a new windowWATERFRONT!!! The River's Roost on The Patuxent River
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$183 per night from 28 Dec to 29 Dec
AU$183
28 Dec - 29 Dec
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 ...
Opens in a new windowRod 'N' Reel Resort
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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.

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^Subject to availability and chosen travel dates.