Holiday Rentals in Dameron

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Holiday Rentals in Dameron

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (163)
"Clean and nice location. Worked perfectly for our visit to the area to spend time with our daughter, son-in-law, and two perfect grandsons. Thank you for sharing your beautiful home and location. "
Waterfront Wildlife Retreat on the Patuxent River

Waterfront Cottage in Beautiful Hoopers Island

10.0 out of 10, Exceptional, (71)
"This is a small, sweet, comfortable cottage, and was just perfect for our brief getaway from the hurly-burly. The house is very well equipped, especially the kitchen, so cooking the local seafood was easy. The decor (loved the faux fireplace) was charming and welcoming, down to the live Poinsettia plant on the table when we got there. "
Waterfront Cottage in Beautiful Hoopers Island

Where peace is sitting by the moonlight

9.8 out of 10, Exceptional, (86)
"5 family members traveled from South Carolina to visit with us for the holiday. They were very comfortable in your home. Thank you for all the right amenities "
Where peace is sitting by the moonlight

Belle of the Chesapeake Bay

9.2 out of 10, Wonderful, (12)
"This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again."
Belle of the Chesapeake Bay

'river's Edge Retreat With Kayaks & River Access!

3.0 star property
'river's Edge Retreat With Kayaks & River Access!

Lottsburg's Landing - Your Waterfront Escape on Wrights Cove

10.0 out of 10, Exceptional, (2)
"Plenty of room for the whole family. Huge kitchen and dining area. Location is ideal on Wright’s Cove."
Lottsburg's Landing - Your Waterfront Escape on Wrights Cove

𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

10.0 out of 10, Exceptional, (112)
"Wonderful stay with attentive host."
𝑩𝑨𝒀 𝑺𝑰𝑫𝑬 𝑹𝑬𝑻𝑹𝑬𝑨𝑻 𝐇𝐀𝐘𝐒 𝐁𝐄𝐀𝐂𝐇 step of your porch into the sand 𝐂𝐇𝐄𝐒𝐀𝐏𝐄𝐀𝐊𝐄 𝐁𝐀𝐘

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

10.0 out of 10, Exceptional, (43)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

9.8 out of 10, Exceptional, (33)
"Very nice and quiet. We were there end of December. "
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

Discounted Summer & Fall Dates: The Hideaway in Hays Beach - Chesapeake Bay

10.0 out of 10, Exceptional, (114)
"A wonderful place to just relax. We loved being able to walk on the beach as well as just sit in the backyard relaxing and chatting! House is clean and well-stocked and had different areas for gathering! "
Discounted Summer & Fall Dates: The Hideaway in Hays Beach - Chesapeake Bay

Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!

10.0 out of 10, Exceptional, (214)
"Our family enjoyed another amazing stay at UpYonda. The views of the water, night sky and sunset/sunrise were breathtaking. The fireplace made the home cozy and warm, especially with the cold winter air! We hope to come back soon! "
Private, Waterfront, Ultra-clean, Pet friendly, Kayaks, Canoe, Firepit, more!

WATERFRONT!!! The River's Roost on The Patuxent River

10.0 out of 10, Exceptional, (22)
"Great stay, beautiful spot. We will be back for sure."
WATERFRONT!!! The River's Roost on The Patuxent River

Private Beach Front Getaway at The Sunshine Beach Cottage.

9.8 out of 10, Exceptional, (66)
"Beautifully appointed cottage. Literally right on the water. Quiet, serene and relaxing. Loved it and will be back!"
Private Beach Front Getaway at The Sunshine Beach Cottage.

Waterfront 3-Bed Oasis Perfect for City Getaway

10.0 out of 10, Exceptional, (10)
"My family and i enjoy our stay. The lake was so beautiful"
Waterfront 3-Bed Oasis Perfect for City Getaway

Pet-Friendly Maryland Home on the Potomac River!

10.0 out of 10, Exceptional, (1)
"The home was absolutely perfect for a weekend away. We had a great time just relaxing by the water when we weren’t trail running around St Mary’s Lake or kayaking at the wharf in Leonardtown. What a wonderful getaway!"
Pet-Friendly Maryland Home on the Potomac River!

Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

10.0 out of 10, Exceptional, (5)
"Smith island is lovely! This house was perfectly located and furnished and the owner super helpful."
Get away to relax on Smith Island in the Chesapeake Bay with golf cart included

Waterfront on Hacks Creek next to Vir-Mar Beach on the Chesapeake Bay

9.8 out of 10, Exceptional, (46)
"We had a great time at my Blue Heaven. Nicely stocked kitchen, plenty of room inside and out. The kids ages 8 to 2 loved the bikes, games and puzzles. The beach was so close. Make sure to check out the stars at night AMAZING!"
Waterfront on Hacks Creek next to Vir-Mar Beach on the Chesapeake Bay

The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

10.0 out of 10, Exceptional, (34)
"Quick weekend getaway from Annapolis and wanted to bring the pups. Very dog friendly with great access to the water."
The Beach Retreat is a cozy beach Villa with Hottub overlooking a private beach.

Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

10.0 out of 10, Exceptional, (50)
"This is a great place, roomy and clean, magnificent views, lots to do. We absolutely loved staying here and will definitely be back."
Relax & Renew in a WATERFRONT Cottage , private pier, kayaks, fishing, wineries.

An amazing large group vacation home with with elevator and breathtaking views.

10.0 out of 10, Exceptional, (2)
"The house was great for our gathering with family of close friends. It was exactly as shown in the picture and had all the conveniences. We had a great time. Would highly recommend it. "
An amazing large group vacation home with with elevator and breathtaking views.
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.
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Frequently asked questions

Can I find a holiday rental in Dameron?

Yes, there are holiday rentals close to the most popular sights in Dameron, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Dameron has to offer?

Belle of the Chesapeake Bay: This holiday home rental outside of Dameron offers a patio, an arcade/games room and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Dameron?

Choose from 6 Expedia holiday rentals in Dameron for a memorable holiday.

What can I see and do in Dameron?

Elms Beach Park and Saint Jerome Beach are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Historic St. Mary's City and St. Mary's College of Maryland.

What are holiday rentals like in Dameron?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dameron. Holiday rentals feature amenities such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.