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
$284 nightly
The price is $301 total per night
$301 total
Jun 2 - Jun 3
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
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
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
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 barbecue grills. This golf cottage also has a garden.
Kitchen
Washer
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
$240 nightly
The price is $265 total per night
$265 total
May 31 - Jun 1
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, a garden, and barbecue grills.
Kitchen
Washer
Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.

Fishing Creek MD
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
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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
    $142 nightly
    The price is $157 total per night from Jun 28 to Jun 29
    $157 total
    Jun 28 - Jun 29
    Total with taxes and fees
    avid hotel California - Lexington Park by IHG

    avid hotel California - Lexington Park by IHG

    23274 Three Notch Road California MD
    $98 nightly
    The price is $109 total per night from Jun 25 to Jun 26
    $109 total
    Jun 25 - Jun 26
    Total with taxes and fees
    9.4/10 Exceptional! (99 reviews)
    La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

    La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

    22769 Three Notch Rd California MD
    $88 nightly
    The price is $97 total per night from Jun 25 to Jun 26
    $97 total
    Jun 25 - Jun 26
    Total with taxes and fees
    7.8/10 Good! (1,000 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
$97
Highest Price
$301
Popular accommodation
Soul Oasis - home on the Chesapeake Bay, Beachfront Hideaway - Pet Friendly, Hot Tub, EV, 𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻, ON THE SANDS OF THE 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘, Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries., 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, Pet Friendly Delightful Waterfront Cottage on Hoopers Island, MD.