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Compare 101 Vacation Homes in Benedict with updated reviews, rates, and availability.

"The host had the house under renovation and caused us to have to find a hotel 1.5 hours away from the event we were coming to"

"Everything close by!"

"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."

Welcome to the new custom-built Washington's Retreat, with views of the Chesapeake Bay.

"The home was wonderful! So clean and spacious! Very modern beachhouse style home with an amazing view. We loved waking up every morning to see the sunrise. Host was very accommodating and professional. 5/5! Highly recommend this property!"

California Vacation Rental | 5BR | 2.5BA | 2,300 Sq Ft | Stairs Required

"This house is well-maintained and my business associates enjoy staying here. We will book this house every time it comes available."

"We stayed here for four days over July 4th holiday. The house is clean, modern, updated and looked new on the inside. Well equipped with linens, towels, bath products, appliances and accessories. Conveniently located to Herrington Harbor marina for events and weddings. Huge fenced backyard which was great for kids and pets to run around. There were a couple of minor issues with the AC (due to a storm power outage) and the guests before us also didn’t take out their trash so the can was full. But...

"The groomsmen and their families attending my daughter's nearby wedding stayed at this spectacular property. I heard nothing but high praise for its beauty, amenities, and comfort. So glad this all worked out for the dates we needed it for!"

California Vacation Rental | 4BR | 2BA | 2,500 Sq Ft | Step-Free Access

"We stayed for a motorcross race (son was racing). We didnt do much at the house. Its nestled back in a quiet point on the water. Easy commute to and from to the grocery/simple shopping stores. Starbucks right down the street for you coffee lovers. The interior decor is simple and antique."

"The Lazy Crab was such a delightful home to visit. The kitchen was fully stocked and the house had everything any traveler could need, including a washer and dryer! It was evident that the owners put a lot of love into making sure guests enjoyed their stay. I highly recommend! You will feel right at home."

"The house was amazing! From the moment the front door opened it was a visual feast. The views are incredible, it's quiet, private and very relaxing. There were personal elements reflecting the current and original owners which we found very interesting and the attention to detail throughout was superb! Everything was incredibly well stocked with a multitude of extras. "

"This home was beautiful and very accommodating for my guest and I. It was nice, cozy and clean and I didn’t need anything because she had it there. I will definitely book this again when I’m in the area. Thank you for your hospitality."

"Great location. Spacious and clean. Easy checking in and communicate with owner."

WELCOME FRIENDS TO—
“THE NORMANDY COTTAGE

"We stayed for the weekend to attend a wedding nearby. The size of the home was perfect for our family of 5. It was clean and well equipped. We enjoyed morning coffee on the deck! The only issue was that one of the queen beds was really hard and not very comfortable. "

Sit on the patio and enjoy your coffee in the morning.

"The house was very comfortable and well stocked! It has everything you need for a relaxing time. "

living room, there is TV with netflix/ prime streaming.

"Great place to stay while in the area. Thank you!"

"Classic cottage, very clean and well-supplied. Comfy bed in main bedroom! Beautiful property on the river - quiet and peaceful. Lovely sitting areas both inside and out. Restorative!"

North Beach Vacation Rental | 2BR | 2BA | 1,500 Sq Ft | 3 Steps to Access

"This is a sweet house. We enjoyed the layout, the size & the fantastic screened-in porch. We loved the idea of the back yard better than the function. With small dogs & curious dogs, there were a lot of areas where dogs could get under the shed & the house & would be complicated getting them out, if they weren't ready to get out, which happens often with dogs. This is easily fixed. Loved the ease of coming & going from the location to get on the road to see stuff. The neighborhood was a bit...

"Wonderful location for a wedding at Herrington on the Bay. Very conveniently located. Walking distance to the event. Beautiful house. Very clean."

"The house was so cute, clean and big. Me and my family loved everything about the property, I felt that I could live there and be happy and relaxed. The location was amazing, our family that lives in town were walking distance from us, we also went for a wedding and the reception was also walking distance, everything was perfect. Totally recommend and I hopefully can plan another vacation soon and book this place again "

SAR 1,227 total

includes taxes & fees

26 Nov - 27 Nov

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Other property types in Benedict

"We chose to celebrate our 10th wedding anniversary here for a quiet weekend away with our dog. The house provided everything we needed and the owners were great to deal with. Highly recommend!! "