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Holiday homes in Leonardtown (Page 2)

Enjoy your stay and find the best Holiday homes in Leonardtown at affordable prices

Searching for a holiday home in Leonardtown (Maryland)? Explore a great selection of vacation homes in Leonardtown to find the one that best fits to your needs, starting from $149 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Leonardtown and region (50 miles)
Waterfront Reedville Home with Private Dock! in Reedville, USA

Waterfront Reedville Home with Private D...

Holiday home in Reedville near Leonardtown, Maryland
Waterfront Reedville Home with Private Dock! is set in Reedville.
  • Parking
  • Pets allowed

no reviews

from $257.00 Show details »

Waterfront Little Wicomico Haven with Dock and Kayaks! in Reedville, USA

Waterfront Little Wicomico Haven with Do...

Holiday home in Reedville near Leonardtown, Maryland
Waterfront Little Wicomico Haven with Dock and Kayaks! is situated in Reedville.
  • Parking
  • Pets allowed
  • Hairdryer
  • Iron
  • Refrigerator

Very good 1 Reviews 8.0

from $159.43 Show details »

Family-Friendly Cambridge Home with Fire Pit! in Cambridge, USA

Family-Friendly Cambridge Home with Fire...

Holiday home in Cambridge near Leonardtown, Maryland
Located in Cambridge, 26 km from Academy of the Arts and 34 km from Federalsburg Marina, Family-Friendly Cambridge Home with Fire Pit! provides accomm...
  • Parking

no reviews

from $312.00 Show details »

St Michaels Area Cottage - Walk to Water and Marina in Neavitt, USA

St Michaels Area Cottage - Walk to Water...

Holiday home in Neavitt near Leonardtown, Maryland
Located in Neavitt, St Michaels Area Cottage - Walk to Water and Marina provides accommodation with a patio and free WiFi.
  • Parking
  • Pets allowed
  • Internet facilities
  • Iron
  • Refrigerator

Exceptional 1 Reviews 10.0

from $175.00 Show details »

Bright Reedville Abode with Dock on Whays Creek! in Reedville, USA

Bright Reedville Abode with Dock on Whay...

Holiday home in Reedville near Leonardtown, Maryland
Bright Reedville Abode with Dock on Whays Creek! is situated in Reedville.
  • Parking

Very good 3 Reviews 8.3

from $209.00 Show details »

1915 Historic Cambridge Property with Fire Pit! in Cambridge, USA

1915 Historic Cambridge Property with Fi...

Holiday home in Cambridge near Leonardtown, Maryland
Set in Cambridge, 1915 Historic Cambridge Property with Fire Pit! offers accommodation with a patio and free WiFi.
  • Parking
  • Pets allowed

no reviews

from $479.00 Show details »

Idyllic Waterfront Home with Game Room, Shared Dock in Reedville, USA

Idyllic Waterfront Home with Game Room,...

Holiday home in Reedville near Leonardtown, Maryland
Idyllic Waterfront Home with Game Room, Private Dock is situated in Reedville.
  • Parking

no reviews

from $394.00 Show details »

King George Retreat - Potomac River Access! in King George, USA

King George Retreat - Potomac River Acce...

Holiday home in King George near Leonardtown, Maryland
King George Retreat - Potomac River Access! offers accommodation in King George, 28 km from Cannon Ridge Golf Club.
  • Parking

no reviews

from $353.00 Show details »

Historic Cambridge Home Near Choptank River! in Cambridge, USA

Historic Cambridge Home Near Choptank Ri...

Holiday home in Cambridge near Leonardtown, Maryland
Historic Cambridge Home Near Choptank River! offers accommodation in Cambridge, 36 km from Federalsburg Marina.
  • Parking
  • Pets allowed

no reviews

from $272.00 Show details »

Beautiful Colonial Home on the Choptank River in Cambridge, USA

Beautiful Colonial Home on the Choptank...

Holiday home in Cambridge near Leonardtown, Maryland
Offering garden views, Beautiful Colonial Home on the Choptank River is an accommodation located in Cambridge, 24 km from Academy of the Arts and 34 k...
  • Parking

Exceptional 1 Reviews 10.0

from $425.00 Show details »

Secluded Lothian Farmhouse on 45 Acres with Fire Pit in Lothian, USA

Secluded Lothian Farmhouse on 45 Acres w...

Holiday home in Lothian near Leonardtown, Maryland
Secluded Lothian Farmhouse on 45 Acres with Fire Pit is situated in Lothian, 28 km from Annapolis Harbor, and features a patio, garden, and free WiFi.
  • Parking

no reviews

from $244.00 Show details »

Shore Thing Bayfront House with Provided Kayaks! in Reedville, USA

Shore Thing Bayfront House with Provided...

Holiday home in Reedville near Leonardtown, Maryland
Shore Thing Bayfront House with Provided Kayaks! is located in Reedville.
  • Parking
  • Internet facilities
  • Hairdryer
  • Iron
  • Refrigerator

no reviews

from $142.00 Show details »

Number of Holiday homes in Leonardtown 37
Number of guest ratings 96
Average price per night $380.76
Lowest price per night $149.00
Highest price per night $938.33

Most popular Holiday-homes in Leonardtown

The most popular Holiday-homes in Leonardtown based on average guest rating (Top 10).

Cheapest Holiday-homes in Leonardtown

The cheapest Holiday-homes in Leonardtown based on room rate per night (Top 10).

Most booked Holiday-homes in Leonardtown

The most booked Holiday-homes in Leonardtown based on popularity with guests (Top 10).

Holiday homes in Leonardtown (Maryland), comfortable and familiar

Staying in a holiday or vacation home in Leonardtown can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Leonardtown for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Leonardtown should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com