Compare Leonardtown Cottage Rentals

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Featured Cottages in Leonardtown

Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby MD
$277 nightly
The price is $294 total per night
$294 total
May 4 - May 5
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Scotland MD
At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Kitchen
Washer
Beachfront Hideaway - Pet Friendly, Hot Tub, EV

Beachfront Hideaway - Pet Friendly, Hot Tub, EV

Lottsburg VA
Guests staying at this cottage enjoy a hot tub, laundry facilities, and a garden. This beach cottage also has barbecue grills.
Hot Tub
Kitchen
Waterfront Cottage in Beautiful Hoopers Island

Waterfront Cottage in Beautiful Hoopers Island

Fishing Creek MD
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Benedict MD
$241 nightly
The price is $266 total per night
$266 total
May 1 - May 2
Total with taxes and fees
Guests staying at this cottage have access to a garden and barbecue grills.
Free WiFi
Air conditioning
Private Beach Front Getaway at The Sunshine Beach Cottage.

Private Beach Front Getaway at The Sunshine Beach Cottage.

Scotland MD
At this cottage, guests have access to features like laundry facilities. This beach cottage also has a garden.
Kitchen
Washer
Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach

Colonial Beach VA
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

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

Newburg MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

Lottsburg VA
At this cottage, guests have access to an arcade/game room, laundry facilities, and a garden. This golf cottage also has barbecue grills.
Kitchen
Washer
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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.

Hotel Options in Leonardtown

    The Inn at Leonardtown, an Ascend Collection Hotel

    The Inn at Leonardtown, an Ascend Collection Hotel

    41655 Park Avenue Leonardtown MD
    $139 nightly
    The price is $155 total per night from May 24 to May 25
    $155 total
    May 24 - May 25
    Total with taxes and fees
    9.4/10 Exceptional! (175 reviews)
    avid hotel California - Lexington Park by IHG

    avid hotel California - Lexington Park by IHG

    23274 Three Notch Road California MD
    $106 nightly
    The price is $118 total per night from May 25 to May 26
    $118 total
    May 25 - May 26
    Total with taxes and fees
    9.4/10 Exceptional! (66 reviews)
    Red Roof Inn Dahlgren - Naval Base

    Red Roof Inn Dahlgren - Naval Base

    4661 James Madison Pkwy King George VA
    $67 nightly
    The price is $74 total per night from May 3 to May 4
    $74 total
    May 3 - May 4
    Total with taxes and fees
    7.2/10 Good! (616 reviews)

Cottages

Book a cottage in Leonardtown
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Leonardtown. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Leonardtown better.

Cottage apartments in Leonardtown range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Leonardtown
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Leonardtown and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Leonardtown cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Leonardtown. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Leonardtown Cottages essential information

Accommodation
124 Cottages
Lowest Price
$74
Highest Price
$294
Popular accommodation
Soul Oasis - home on the Chesapeake Bay, 𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘, Beachfront Hideaway - Pet Friendly, Hot Tub, EV, Waterfront Cottage in Beautiful Hoopers Island, Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch., Private Beach Front Getaway at The Sunshine Beach Cottage., Charming 4-bedroom, 2-bath cottage, dog friendly, AC, WiFi, 1 block to beach, Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.