Compare Leonardtown Cottage Rentals

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Featured Cottages in Leonardtown

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

Colonial Beach VA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and 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
$260 nightly
The price is $287 total per night
$287 total
Jun 30 - Jul 1
Total with taxes and fees
Guests staying at this cottage have access to barbecue grills and a garden.
Free WiFi
Air conditioning
Soul Oasis - home on the Chesapeake Bay

Soul Oasis - home on the Chesapeake Bay

Lusby MD
$302 nightly
The price is $320 total per night
$320 total
Jul 7 - Jul 8
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
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.
Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger

Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger

Scotland MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Sunnyside Up - Small Dog Friendly Waterfront Cottage

Sunnyside Up - Small Dog Friendly Waterfront Cottage

Colonial Beach VA
Guests staying at this cottage have access to a garden and barbecue grills.
Kitchen
Pet friendly
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
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 On Candy Point: Family-Friendly and Dog-Friendly!

Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!

Heathsville VA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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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 $158 total per night from Jul 19 to Jul 20
    $158 total
    Jul 19 - Jul 20
    Total with taxes and fees
    9.4/10 Exceptional! (181 reviews)
    avid hotel California - Lexington Park by IHG

    avid hotel California - Lexington Park by IHG

    23274 Three Notch Road California MD
    $89 nightly
    The price is $99 total per night from Jul 23 to Jul 24
    $99 total
    Jul 23 - Jul 24
    Total with taxes and fees
    9.4/10 Exceptional! (132 reviews)
    River Edge Inn

    River Edge Inn

    30 Colonial Ave Colonial Beach VA
    $115 nightly
    The price is $127 total per night from Jun 29 to Jun 30
    $127 total
    Jun 29 - Jun 30
    Total with taxes and fees
    8.2/10 Very Good! (459 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
122 Cottages
Lowest Price
$99
Highest Price
$320
Popular accommodation
Blue Heron Cottage is cozy & convenient. Renovated March 2023!, Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch., Soul Oasis - home on the Chesapeake Bay, Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries., Rodo Beach Cottage - Dog Friendly Private Beach with Pier - Tesla Charger, Sunnyside Up - Small Dog Friendly Waterfront Cottage, Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing, Beachfront Hideaway - Pet Friendly, Hot Tub, EV, Waterfront Cottage On Candy Point: Family-Friendly and Dog-Friendly!