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Compare 107 Vacation Homes in Benedict with updated reviews, rates, and availability.

WATERFRONT!!! The River's Roost on The Patuxent River
10.0 out of 10, Exceptional, (18)
"This house is absolutely fabulous! Very spacious, stocked with necessary supplies and many amenities. Beautiful property and views of the water, sunrises and sunsets. We especially liked all the wonderful decks, kitchen on the bottom level, many bathrooms, and comfortable furnishings. John and Christina were excellent host. They responded immediately to any concerns or questions. They were easy to communicate with during the check-in and check-out process. I would definitely love to...
WATERFRONT!!! The River's Roost on The Patuxent River
Riverside House w/ Kayaks, Piano & Fireplace
8.8 out of 10, Excellent, (10)
"Clean property and just what we needed to gather with family nearby"
Riverside House w/ Kayaks, Piano & Fireplace
Blue Heron Retreat on the Water
10.0 out of 10, Exceptional, (10)
"The place was as described. Great communication and check in. All professional."
Blue Heron Retreat on the Water
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
9.8 out of 10, Exceptional, (34)
"Family stayed for my 50th birthday over a long weekend. Amazing property. Beautiful view and amazing amenities with hosts who are flexible. We had a small issue with the alarm system that we finally resolved. Will definitely book again."
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
10.0 out of 10, Exceptional, (39)
"Our daughter and her family live in Lexington Park so we visit the area often. The hotels close by don’t offer great options for a family of four with a teenage boy and a 9 year old girl, so we started looking for VRBO houses. So glad we found this gem! Sure, it’s a bit further away from our daughter (20 min instead of 10 min), but the extra space is well worth it. We loved the electric fire place and the wrap around deck was very nice. The house has everything you need and Sara was extremely...
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Mid-Century Modern and Marvelous on the Bay
10.0 out of 10, Exceptional, (69)
"Hands down our favorite place to stay! Would love to keep in a secret, but need to sing its praises. Nick is awesome and answers any questions you may have. The house is well appointed, lovely neighborhood and location is perfect to rest and relax. "
Mid-Century Modern and Marvelous on the Bay
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
9.8 out of 10, Exceptional, (11)
"We stayed for a quick weekend during a celebration of life. We enjoyed the ample communal space. Our only complaint was the lack of dog friendly space for potty breaks and there were quite a few things with notes that were broken around the house. "
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
BeachWalk Cottage - Charm by the Chesapeake Bay
9.8 out of 10, Exceptional, (83)
"Great for a small town, quiet, family beach vacation. "
BeachWalk Cottage - Charm by the Chesapeake Bay
The Normandy Cottage ~ Charming Getaway ~ On The Shores Of The Chesapeake!
9.4 out of 10, Exceptional, (41)
"I was very impressed with this property. It's a cute little house that was comfortable for our group of 6. It was at a great location, too. The owner was quick to respond to my questions. If we visit North Beach again, I will definitely book here again."
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 property is perfect for family gatherings "
Stunning Water Front Home 90 minutes from DC with Deepwater Dock.Bring your boat
"High Tide Tranquility"- Beach w/ BBQ
10.0 out of 10, Exceptional, (5)
"Thank you Dawn!! She helped out after a double booking for another property. She was super accommodating to a last minute booking! The house is fantastic, it couldn’t have been more perfect for my husband and I, and a friend. It was located close to both Prince Frederick and Solomon’s Island. The beach access was great! We found a few teeth. Thank you for such a nice stay!! "
"High Tide Tranquility"- Beach w/ BBQ
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!
Shewell’s Rambler in the Chesapeake Ranch Estates
9.2 out of 10, Wonderful, (24)
"We totally enjoyed this place. It was clean and inviting offering many things that we did not have time to take advantage of. We would definitely use again!"
Shewell’s Rambler in the Chesapeake Ranch Estates
Bright and airy waterfront getaway
9.6 out of 10, Exceptional, (10)
"This property was everything we wanted. We hope to return next year."
Bright and airy waterfront getaway
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
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 503
AED 1,459 total
includes taxes & fees
25 Nov - 26 Nov
Plant-Filled Oasis Near Beach Town with Passes & Tips
Beautiful Beach Boutique 2 Beaches, 1 lake, mature trees for beauty and privacy
9.4 out of 10, Exceptional, (3)
"We were in town for a reunion and this was a nice alternative to the local hotels. Updates to the house were nicely done and I love that checkout was simplified to two to three tasks, not a whole laundry list. If I had two suggestions, one would be that the plug-ins were too many and too strong - we considered opening a window for some relief but did not since we were out at the reunion most of the day. But only one per floor would likely be enough although the house is so clean (five stars!)...
Beautiful Beach Boutique 2 Beaches, 1 lake, mature trees for beauty and privacy
Waterfront Leonardtown Retreat w/ Dock Access!
10.0 out of 10, Exceptional, (1)
"We had a wonderful time. My husband spent the days crabbing from the pier, my brother fishing from the pier. We all went out kayaking. Beautiful sunsets. Enjoyed a crazy night of ping pong, playing cards and online Jackbox games. Plenty of space and loved the large kitchen and bathroom for every bedroom. None of us wanted to leave."
Waterfront Leonardtown Retreat w/ Dock Access!
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

Mid-Century Modern and Marvelous on the Bay
10.0 out of 10, Exceptional, (69)
"Hands down our favorite place to stay! Would love to keep in a secret, but need to sing its praises. Nick is awesome and answers any questions you may have. The house is well appointed, lovely neighborhood and location is perfect to rest and relax. "
Mid-Century Modern and Marvelous on the Bay
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
9.8 out of 10, Exceptional, (123)
"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
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
9.8 out of 10, Exceptional, (34)
"Family stayed for my 50th birthday over a long weekend. Amazing property. Beautiful view and amazing amenities with hosts who are flexible. We had a small issue with the alarm system that we finally resolved. Will definitely book again."
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
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.