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

Cheerful 6 bedroom House with free parking wldf

2.0 out of 10, (1)
"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"
Cheerful 6 bedroom House with free parking wldf

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (47)
"Everything close by!"
The Blue Crab Beach House - Free beach passes

Belle of the Chesapeake Bay

9.6 out of 10, Exceptional, (9)
"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

Private Waterfront Retreat with Pool, Hot Tub and Game Room

10.0 out of 10, Exceptional, (22)
"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!"
Private Waterfront Retreat with Pool, Hot Tub and Game Room

Riverside House w/ Kayaks, Piano & Fireplace

9.0 out of 10, Wonderful, (11)
"This house is well-maintained and my business associates enjoy staying here. We will book this house every time it comes available."
Riverside House w/ Kayaks, Piano & Fireplace

Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!

10.0 out of 10, Exceptional, (4)
"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...
Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!

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

9.8 out of 10, Exceptional, (35)
"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!"
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Waterfront House with Dock, Kayaks, & Sailboat!

9.0 out of 10, Wonderful, (30)
"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."
Waterfront House with Dock, Kayaks, & Sailboat!

The Lazy Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (38)
"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 Lazy Crab Beach House - Free beach passes

Mid-Century Modern and Marvelous on the Bay

10.0 out of 10, Exceptional, (70)
"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. "
Mid-Century Modern and Marvelous on the Bay

Dee's Lounge, Your Relaxation Oasis

9.8 out of 10, Exceptional, (7)
"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."
Dee's Lounge, Your Relaxation Oasis

Stunning secluded Luxury waterfront cottage with private deep water pier!

10.0 out of 10, Exceptional, (72)
"Great location. Spacious and clean. Easy checking in and communicate with owner."
Stunning secluded Luxury waterfront cottage with private deep water pier!

The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!

9.4 out of 10, Exceptional, (42)
"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. "
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!

Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat

9.8 out of 10, Exceptional, (18)
"The house was very comfortable and well stocked! It has everything you need for a relaxing time. "
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat

Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC

10.0 out of 10, Exceptional, (10)
"Great place to stay while in the area. Thank you!"
Stylish & Modern Waterfront retreat, Serene and with great views,1Hr to DC

Spectacular Waterfront Retreat with Pier

10.0 out of 10, Exceptional, (7)
"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!"
Spectacular Waterfront Retreat with Pier

Waterfront North Beach Home ~ 2 Mi to Beach!

10.0 out of 10, Exceptional, (19)
"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...
Waterfront North Beach Home ~ 2 Mi to Beach!

Harbor Breezes at Herrington Harbor

9.8 out of 10, Exceptional, (30)
"Wonderful location for a wedding at Herrington on the Bay. Very conveniently located. Walking distance to the event. Beautiful house. Very clean."
Harbor Breezes at Herrington Harbor

Tranquil Private Getaway Minutes to Patuxent River

Tranquil Private Getaway Minutes to Patuxent River

Plant-Filled Oasis Near Beach Town with Passes & Tips

10.0 out of 10, Exceptional, (10)
"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 "
The price is AED 298
AED 1,200 total
includes taxes & fees
26 Nov - 27 Nov
Plant-Filled Oasis Near Beach Town with Passes & Tips
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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Other property types in Benedict

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (124)
"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!! "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (47)
"Everything close by!"
The Blue Crab Beach House - Free beach passes

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (17)
"Beautiful and quiet in the fall. A great place for relaxing. Clean, great communication. End of the street with views of the bay. "
The price is AED 551
AED 1,152 total
includes taxes & fees
26 Nov - 27 Nov
Soul Oasis - home on the Chesapeake Bay
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.