Dares Beach Holiday Rentals

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Holiday Rentals in Dares Beach

The Cozy Crab- Your Charming Haven in Lovely North Beach!

9.0 out of 10, Wonderful, (2)
"I recently had the pleasure of staying at this fantastic VRBO property, and I couldn't be happier with my experience. From the moment I arrived, I was impressed by how clean and well-maintained the place was. It's clear that the owners take great pride in providing a comfortable and inviting environment for their guests.The property's location is another standout feature. Situated in a vibrant area, it was incredibly walkable to the north beach boardwalk. I took several strolls there, and...
The Cozy Crab- Your Charming Haven in Lovely North Beach!

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

9.8 out of 10, Exceptional, (127)
"We had a wonderful long weekend here. Perfect weather let us swim and kayak and fish all weekend. House was spacious enough for two families of five plus our dog. The views were perfect!"
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

10.0 out of 10, Exceptional, (176)
"The views are fantastic. Very quiet neighborhood. "
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (165)
"The Waterfront Retreat on the Patuxent River is better than advertised. Our whole family stayed -- everyone loved it! It was clean, comfortable, with everything needed to stay comfortably, sleep, eat, relax and use as a home base for exploring. Solomons Island and the surrounding area was filled with lots of fun things to do (restaurant's, museums, history, boating, walking, etc.). "
Waterfront Wildlife Retreat on the Patuxent River

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (64)
"The property was well- maintained and the kitchen was well-equipped for our needs. Short walk to North Beach for dining and Boardwalk strolls. Nice and toasty for our winter stay - really enjoyed the trip."
The Blue Crab Beach House - Free beach passes

Waterfront Solomons Apartment

9.4 out of 10, Exceptional, (9)
"The location is great with amazing views of the docks and very walkable to the boardwalk, restaurants, and the Solomon museum. Apartment was cozy with great communication from the hosts. Would recommend to anyone! "
The price is NZ$449
includes taxes & fees
13 July - 14 July
Waterfront Solomons Apartment

Family and Pet-Friendly, Waterfront with Pier

10.0 out of 10, Exceptional, (248)
"Our stay was great and Rob and Clarissa were very welcoming!"
Family and Pet-Friendly, Waterfront with Pier

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

9.8 out of 10, Exceptional, (42)
"Beautiful, spacious, the highlight was the view of the bay. Definitely will be back"
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Stunning Bay view, private 15 hm community , fossils, 450 pier, nature trails,

10.0 out of 10, Exceptional, (119)
"Clean and spacious. Great views! Loved the beach! Found a bunch of fossils. Enjoyed kayaking. Overall outstanding!"
Stunning Bay view, private 15 hm community , fossils, 450 pier, nature trails,

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

10.0 out of 10, Exceptional, (48)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

10.0 out of 10, Exceptional, (4)
"Perfect house for a long weekend. Clean, cozy and great communication with Maxine. Would definitely stay here again when I return to Cambridge. "
Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Updated North Beach Cottage: Pet Friendly!

10.0 out of 10, Exceptional, (16)
"Awesome house a very short walk from Herrington Harbour."
Updated North Beach Cottage: Pet Friendly!

Waterfront property with private boat ramp and new dock!

9.6 out of 10, Exceptional, (9)
"Thoroughly enjoyed our stay! Cottage was comfortable and very clean with everything we could have needed! "
Waterfront property with private boat ramp and new dock!

Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

9.8 out of 10, Exceptional, (29)
"Great stay, clean & owner gave great local suggestions!"
Terrace Suite · Terrace Suite - Private Flat in Historic Manor.

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (39)
"The house was so cute and the fact that we were able to do early check in was amazing!"
The price is NZ$785
includes taxes & fees
14 July - 15 July
Beautiful Waterfront Retreat in Cambridge!

Bayfront Maryland Retreat w/ Deck, Near Beaches!

9.8 out of 10, Exceptional, (8)
"Lovely, serene, comfortable, waterfront home. Conveniently close to the essentials, restaurants, pier, beach, markets, and more. "
Bayfront Maryland Retreat w/ Deck, Near Beaches!

The Lazy Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (54)
"Great stay"
The Lazy Crab Beach House - Free beach passes

Sweet Bamboo Beach Cottage

9.8 out of 10, Exceptional, (77)
"Needed a little quiet time, and the fresh air. Had a nice time. The house is clean,stocked with basic essentials. The beds are comfortable, that is super important to me, I also enjoyed the color choices and decorations. Tracy was prompt and thorough. I’d stay again . "
Sweet Bamboo Beach Cottage

Heated pool, sandy beach, pier, and playground set punch point apart!

10.0 out of 10, Exceptional, (6)
"Beautifully decorated, peaceful, well appointed home for our girls bday celebration. Highly recommend."
Heated pool, sandy beach, pier, and playground set punch point apart!

Chesapeake Bayside Loft

8.0 out of 10, Very good, (12)
"The rental was near our relatives in a quiet community. Neighbors were friendly. The size was perfect for me and my brother while we were in for a funeral (Arlington National). All the comforts of home! I'll definitely look to stay here again."
Chesapeake Bayside Loft
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 holiday rentals in Dares Beach?

Yes, there are holiday rentals close to the most popular sights in Dares Beach, 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 Dares Beach has to offer?

The Cozy Crab- Your Charming Haven in Lovely North Beach!: This holiday home rental outside of Dares Beach offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What can I see and do in Dares Beach?

While exploring the area, visit family-friendly sights like Chesapeake Beach Railway Museum, or get outside and enjoy nature at Breezy Point Beach. In the wider area, you’ll find Matoaka Beach and Running Hare Vineyard.

What are holiday rentals like in Dares Beach?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Dares Beach. Holiday rentals feature extras like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for small groups.