Dameron holiday lettings

We found 111 holiday rentals — enter your dates for availability

Discover a selection of 6 homes and other holiday rentals in Dameron that are perfect for your trip. Whether you're staying in a holiday rental with family, friends or just your furry companion, you'll find the amenities that you need and want, which might include a pool and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Dameron

Showing deals for:6 Mar - 13 Mar

Image gallery for Paradise by the water with a private pool

Pool
9.2 out of 10, Wonderful, (21 reviews)
Wonderful
(21 reviews)

Paradise by the water with a private pool

Ridge, MD

8% off
Price is £2,484
for 7 nights, 1 home
£355 per night
includes taxes & fees
Paradise by the water with a private pool

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Choose a holiday rental for your Dameron getaway

Learn about the unique charm of Dameron with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Dameron

Are you hoping to discover top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Dameron has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Michael P. O'Brien Athletics and Recreation Center (4 mi / 6.4 km)
  • Chesapeake Hills Golf Course (16.2 mi / 26 km)
  • Perigeaux Vineyards and Winery (19.9 mi / 32.1 km)

Exploring the natural landscape of Dameron

Whether you're an outdoor enthusiast or just want to take in the scenery, Dameron is a great spot to appreciate mother nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Elms Beach Park (3.1 mi / 4.9 km)
  • Saint George Island Beach (6.7 mi / 10.7 km)
  • Swimming Beach (7.8 mi / 12.6 km)
  • Piney Point Beach (8.4 mi / 13.5 km)
  • Sandy Point Beach (10.5 mi / 17 km)
  • St. Mary's River State Park (12.4 mi / 19.9 km)

Frequently asked questions

What is the best area to stay in Dameron when booking a holiday rental?
When booking a holiday rental in Dameron, Maryland, one of the best areas to consider is the vicinity of St. George Island. This charming locale offers a serene atmosphere and stunning views of the Chesapeake Bay. Staying here places you in close proximity to natural attractions such as the scenic St. George Island State Park, great for hiking, birdwatching, and picnicking.

Another appealing area is near the historic town of Leonardtown, which is just a short drive away. Leonardtown features quaint shops and delightful restaurants, along with rich history, making it an ideal spot for exploration. The town also hosts the popular Leonardtown Wharf Park, where you can enjoy leisurely walks along the waterfront and partake in local events.
How much does it cost to rent a holiday home in Dameron?
Prices for holiday rentals in Dameron vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Dameron to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Dameron holiday house rentals?
You can find great discounts on house rentals in Dameron on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Dameron?
For renting a beach house in Dameron, Maryland, the area around St. George Island offers a picturesque setting with access to the tranquil waters of the Chesapeake Bay. This secluded location is ideal for those seeking a peaceful retreat, with many properties featuring private docks, outdoor decks, and spacious living areas great for families or groups. Many rentals include amenities such as fully equipped kitchens, BBQ grills, and sometimes even kayaks for exploring the bay.
What is the most popular type of holiday rental accomodation in Dameron?
In Dameron, holiday houses and cottages are the most popular types of rental accommodations, with several options available throughout the area. These rentals often provide a charming, home-like atmosphere, allowing guests to enjoy a comfortable stay. Most properties come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces where visitors can relax and take in the serene surroundings.
Are there any family house rentals in Dameron?
In Dameron, Maryland, there are several family-friendly house rentals available, making it a wonderful choice for those travelling with children. This charming area is close to natural attractions such as the scenic Chesapeake Bay and the serene waters of St. Mary's River, offering plenty of opportunities for outdoor activities.

Properties often include spacious living areas, full kitchens conducive to family meals, and comfortable bedrooms for restful nights. Many homes also feature outdoor spaces, great for children to play or for family gatherings. Visitors can typically expect amenities like Wi-Fi and laundry facilities, ensuring a convenient stay.
Can I find long-stay holiday rentals in Dameron?
A long-stay holiday rental in Dameron is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Dameron?
In Dameron, there are several pet-friendly house rentals available for travellers. The area offers a range of holiday homes that typically feature amenities such as fully equipped kitchens, spacious living areas, and private outdoor spaces, making them ideal for families or groups. Many of these properties also provide easy access to nearby parks and nature trails, allowing you to enjoy the scenic beauty of the region alongside your pets.
Are there any remote work holiday rentals in Dameron?
In Dameron, Maryland, there are several remote work-friendly holiday rentals available, providing a conducive environment for those looking to balance work and leisure. Many of these properties come equipped with essential amenities such as dedicated workspaces, Wi-Fi, and comfortable desk chairs, ensuring that you can stay productive during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Dameron holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Dameron with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Dameron?
In Dameron, popular rental amenities typically include a well-equipped kitchen featuring essentials such as a dishwasher, microwave, and cookware. These facilities allow guests to prepare their own meals during their stay, enhancing the home-like experience. Many rentals also provide comfortable living areas where travellers can relax after a day of exploring the beautiful surroundings.
How early should I book a Dameron holiday rental?
Book your Dameron holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Dameron home rental booking on Vrbo?
To find Dameron holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Dameron holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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