Dameron holiday rentals

We found 102 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Dameron to find one that's 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:27 Nov - 4 Dec

Dining
Property grounds
Marina
Room
Exceptional
(9 reviews)

Houseboat on Solomons Island

Solomons

8% off
AU$3,117
for 7 nights, 1 houseboat
AU$445 per night
includes taxes & fees
Houseboat on Solomons Island
Dine with panoramic waterfront views—perfect for unforgettable group meals
Wake up to serene water views from the primary suite
Interior
Enjoy morning coffee or evening drinks on the private waterfront deck
Exceptional
(21 reviews)

🏖Chesapeake Bay Retreat – Private Beach • Fire Pit • WiFi • 2 Homes in 1

Scotland

8% off
AU$7,815
for 7 nights, 1 home
AU$1,116 per night
includes taxes & fees
🏖Chesapeake Bay Retreat – Private Beach • Fire Pit • WiFi • 2 Homes in 1
A dining room table expands to 12 seats with a view. Two extensions not show.
Piney Point Light House and underwater park with German U-Boat is 5 miles away.
A quiet and relaxing road with an abundance of deer, birds, squirrels, and crab.
There is extra bedding for each room and it is all washed between each guest.
Exceptional
(66 reviews)

Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset

Tall Timbers

12% off
AU$2,903
for 7 nights, 1 cottage
AU$415 per night
includes taxes & fees
Potomac River Woodland Cottage, Polite Pets welcome Central Air Stunning Sunset
Interior
Outdoor dining
Living area
Living area
Exceptional
(5 reviews)

Driftwood Haven, Chesapeake Bay views throughout

Lusby

12% off
AU$4,477
for 7 nights, 1 home
AU$640 per night
includes taxes & fees
Driftwood Haven, Chesapeake Bay views throughout
Interior
St George's Island
Property grounds
Marina
Exceptional
(63 reviews)

Quaint fishing retreat on the lower Potomac Piney Pt

Piney Point

9% off
AU$1,953
for 7 nights, 1 home
AU$279 per night
includes taxes & fees
Quaint fishing retreat on the lower Potomac Piney Pt
Dining
Exterior
Property grounds
Property grounds
Wonderful
(17 reviews)

Magnificent Water Front Property

Solomons

7% off
AU$7,896
for 7 nights, 1 home
AU$1,128 per night
includes taxes & fees
Magnificent Water Front Property
dining area
entryway
steps to the loft
loft bedroom
Exceptional
(58 reviews)

Soul Oasis - home on the Chesapeake Bay

Lusby

8% off
AU$1,854
for 7 nights, 1 cottage
AU$265 per night
includes taxes & fees
Soul Oasis - home on the Chesapeake Bay
Kitchen is stocked with pots pans, dishes etc
View from driveway
Interior
The deck is for your use
Exceptional
(16 reviews)

Solomons Island with views of harbor!

Solomons

8% off
AU$2,113
for 7 nights, 1 apartment
AU$302 per night
includes taxes & fees
Solomons Island with views of harbor!

  • 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, laundry, 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)
  • Perigeaux Vineyards and Winery (19.9 mi / 32.1 km)
  • Chesapeake Hills Golf Course (16.2 mi / 26 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)
  • Jimmy Island (6.2 mi / 9.9 km)
  • Saint George Island Beach (6.7 mi / 10.7 km)
  • Piney Point Beach (8.4 mi / 13.5 km)
  • St. Mary's River State Park (12.4 mi / 19.9 km)
  • Cove Point Beach (15.8 mi / 25.5 km)

Frequently asked questions

What is the best area to stay in Dameron when booking a holiday rental?
When considering a holiday rental in Dameron, Maryland, the surrounding areas of St. Mary's County can offer some delightful options. One particularly charming neighbourhood is Leonardtown, which not only serves as the county seat but also boasts a vibrant waterfront scene. Here, visitors can enjoy the picturesque Leonardtown Wharf Park, superb for a leisurely stroll or a picnic while taking in views of the Patuxent River. Additionally, the town is home to a variety of local shops and eateries, providing a lovely blend of culture and culinary delights.Another appealing area nearby is California, Maryland, which offers a more suburban feel and is close to several attractions, including the scenic Patuxent River Naval Air Museum. This museum gives insight into the history of naval aviation and is an engaging stop for families and history enthusiasts alike. California has a range of holiday rental properties, making it a convenient choice for visitors seeking both comfort and accessibility to local sights.
Where are the best areas for renting a beach house in Dameron?
For renting a beach house in Dameron, the area along the Chesapeake Bay offers a picturesque setting for travellers seeking a coastal getaway. The neighbourhoods near St. Mary's River provide access to serene beaches and stunning water views, ideal for a relaxing holiday. Many properties in this region feature essential amenities such as private docks, outdoor terraces, and fully equipped kitchens, superb for families or groups looking to enjoy a seaside retreat.In addition, the nearby Point Lookout State Park is a highlight, providing opportunities for hiking, fishing, and exploring historical sites. Rentals in this vicinity often come with features like spacious living areas, fire pits for evening gatherings, and proximity to nature trails that lead to beautiful vistas of 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 holiday rentals, with several options available throughout the area. These properties often provide a comfortable and homey atmosphere, making them great for families or groups looking to enjoy the beautiful surroundings. Most rentals feature amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces for relaxation.
Are there any family house rentals in Dameron?
In Dameron, Maryland, there are several family-friendly house rentals available, making it an excellent choice for groups looking to enjoy a relaxing getaway. The area features spacious homes that often include amenities such as fully equipped kitchens, comfortable living rooms, and outdoor spaces superb for children to play. Many properties also offer conveniences like Wi-Fi and laundry facilities, ensuring a comfortable stay for families.Visitors can explore the beautiful surroundings, including nearby parks and waterfront areas, which provide opportunities for outdoor activities like hiking, fishing, and picnicking. The charming local community is also home to quaint shops and eateries, adding to the appeal of this serene destination.
Are there pet-friendly house rentals in Dameron?
In Dameron, Maryland, there are several pet-friendly house rentals available for those looking to enjoy a getaway with their furry companions. The area is known for its scenic surroundings, providing an ideal backdrop for a relaxing retreat. Many of these holiday rentals come equipped with amenities such as spacious backyards, outdoor seating areas, and fully stocked kitchens, allowing for a comfortable stay.Dameron's proximity to the Chesapeake Bay offers opportunities for outdoor activities, including walking along the waterfront or exploring nearby nature trails, which can be appealing for pet owners. The nearby St. Mary's River State Park features various walking paths and picnic areas, making it a great spot to take pets for a day out.
Are there any remote work holiday rentals in Dameron?
In Dameron, Maryland, there are several holiday rentals that cater to remote workers. These properties often include amenities such as free Wi-Fi, which is available both in-room and in public areas, ensuring a reliable internet connection for those working from home. Many rentals also feature dedicated workspaces or desks, which are ideal for productivity.The serene setting of Dameron, with its proximity to the Patuxent River and natural surroundings, provides a peaceful backdrop for remote work while still allowing for leisure activities. Whether you choose a quaint cottage or a more spacious home, you'll find comfortable living areas that support both work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Dameron?
In Dameron, popular holiday rental amenities include kitchens, which allow guests to prepare their own meals, and outdoor spaces such as decks or patios for enjoying the pleasant surroundings. Many rentals also feature desks, providing a convenient workspace for those who may need to catch up on tasks during their stay. Additionally, fireplaces are common, adding a cozy atmosphere, particularly in the cooler months.
What are the top attractions in Dameron?
In Dameron, Maryland, visitors can enjoy a range of attractions that highlight the area's natural beauty and historical significance. The nearby St. Mary's River State Park offers a variety of outdoor activities such as hiking, fishing, and bird watching, making it a superb spot for nature enthusiasts. This park features scenic trails and picturesque views of the river, ideal for a leisurely day out.For those interested in history, the historic site of St. Mary's City, located a short drive from Dameron, provides a glimpse into Maryland's historic past with its reconstructed 17th-century buildings and interactive exhibits. The site hosts various events throughout the year that engage visitors in early American history.Additionally, the surrounding waters of the Chesapeake Bay present opportunities for boating, kayaking, and enjoying the coastal scenery. The area also boasts local seafood restaurants where guests can savour the region's culinary offerings.
Are all fees included in the Dameron holiday homes prices shown on Stayz?
Stayz 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.
Are there any Dameron holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Dameron holiday homes?
You can find great discounts on holiday homes in Dameron on Stayz, 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.
Can I change or cancel my Dameron holiday home booking on Stayz?
To find Dameron holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Dameron?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Dameron holiday home?
Book your Dameron holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Dameron?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Dameron to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.