Port of Leonardtown Winery Villa Rentals

Compare Villas, Resorts, & Rentals in Port of Leonardtown Winery, Leonardtown, Maryland, USA

10.0 (152 Reviews)
2 Bedrooms 6 Guests
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10.0 (4 Reviews)
1 Bedroom 4 Guests
|
2.0 (1 Review)
1 Bedroom 2 Guests
10.0 (16 Reviews)
2 Bedrooms 4 Guests
|
10.0 (1 Review)
3 Bedrooms 8 Guests
9.2 (607 Reviews)
1 Bedroom 2 Guests
|
10.0 (1 Review)
1 Bedroom 4 Guests
|
10.0 (1 Review)
5 Bedrooms 13 Guests
From AU $318 per night
10.0 (11 Reviews)
2 Bedrooms 6 Guests
From AU $153 per night
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9.5 (22 Reviews)
1 Bedroom 5 Guests
10.0 (7 Reviews)
1 Bedroom 5 Guests
From AU $347 per night
9.0 (14 Reviews)
4 Bedrooms 9 Guests
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9.0 (3 Reviews)
5 Bedrooms 9 Guests
10.0 (6 Reviews)
1 Bedroom 2 Guests
|
8.0 (1 Review)
4 Bedrooms 8 Guests
From AU $140 per night
10.0 (5 Reviews)
1 Bedroom 2 Guests
|
8.0 (1 Review)
4 Bedrooms 9 Guests
10.0 (2 Reviews)
2 Bedrooms 5 Guests
7.0 (1 Review)
3 Bedrooms 8 Guests
|
6.8 (4 Reviews)
3 Bedrooms 4 Guests
10.0 (1 Review)
1 Bedroom 4 Guests
|
5.0 (1 Review)
3 Bedrooms 5 Guests
10.0 (1 Review)
1 Bedroom 3 Guests
|
New
3 Bedrooms 10 Guests
New
4 Bedrooms 8 Guests
9.6 (20 Reviews)
2 Bedrooms 4 Guests
From AU $190 per night
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9.8 (29 Reviews)
4 Bedrooms 9 Guests
9.6 (5 Reviews)
1 Bedroom 5 Guests
9.2 (114 Reviews)
40 Bedrooms 12 Guests
From AU $874 per night
New
1 Bedroom 6 Guests
|
9.0 (53 Reviews)
99 Bedrooms 21 Guests
8.8 (186 Reviews)
133 Bedrooms 34 Guests
From AU $379 per night
New
1 Bedroom 2 Guests
New
1 Bedroom 4 Guests
10.0 (69 Reviews)
3 Bedrooms 6 Guests
10.0 (55 Reviews)
4 Bedrooms 10 Guests
From AU $1,038 per night
10.0 (25 Reviews)
3 Bedrooms 8 Guests
From AU $444 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
9.2 (144 Reviews)
1 Bedroom 2 Guests
10.0 (1 Review)
2 Bedrooms 4 Guests
|
8.5 (160 Reviews)
55 Bedrooms 20 Guests
9.8 (20 Reviews)
1 Bedroom 3 Guests
From AU $231 per night
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8.5 (97 Reviews)
111 Bedrooms 30 Guests
8.8 (21 Reviews)
1 Bedroom 2 Guests
9.8 (12 Reviews)
2 Bedrooms 8 Guests
|
8.4 (272 Reviews)
88 Bedrooms 22 Guests
9.6 (9 Reviews)
2 Bedrooms 8 Guests
From AU $289 per night
9.2 (12 Reviews)
1 Bedroom 3 Guests
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7.9 (369 Reviews)
113 Bedrooms 28 Guests
From AU $284 per night
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7.9 (123 Reviews)
93 Bedrooms 23 Guests
From AU $103 per night
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7.6 (195 Reviews)
258 Bedrooms 10 Guests
10.0 (104 Reviews)
3 Bedrooms 6 Guests
7.3 (58 Reviews)
73 Bedrooms 22 Guests
7.1 (348 Reviews)
61 Bedrooms 10 Guests
10.0 (64 Reviews)
3 Bedrooms 6 Guests
10.0 (56 Reviews)
5 Bedrooms 9 Guests
New
95 Bedrooms 20 Guests

About Port of Leonardtown Winery Vacation Rentals

There are more than 216 incredible getaway rentals that are available in Port of Leonardtown Winery. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Port of Leonardtown Winery.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Port of Leonardtown Winery, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Port of Leonardtown Winery. Places to stay near Port of Leonardtown Winery are 977.81 ft² on average, with prices averaging AU $507 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Port of Leonardtown Winery. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

Frequently Asked Questions About Port of Leonardtown Winery?

What are the top hotels or resorts in Port of Leonardtown Winery?

How many hotels, resorts, or rentals are available in Port of Leonardtown Winery?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2025 is over 216 in the Port of Leonardtown Winery area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Port of Leonardtown Winery.