Benedict Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals 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 AU$488
includes taxes & fees
26 Nov - 27 Nov
Soul Oasis - home on the Chesapeake Bay

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

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

Belle of the Chesapeake Bay

9.6 out of 10, Exceptional, (9)
"We initially booked due to location (we have family in the neighborhood). We are so glad we did! The property had plenty of space for 6 and offered rest and relaxation after a busy wedding weekend. The only con I can think of with the property is that all bathrooms are on the smaller side. The comfort, convenience, and amenities offered far outweighs this. This property is sure to become our go to when visiting the area. "
Belle of the Chesapeake Bay

Maryland Vacation Rental w/ Private Pool & Dock

10.0 out of 10, Exceptional, (6)
"We needed a house for a quick stay in Lusby. The hosts have thought of everything to make the stay easy. They communicated ahead of our trip and were easy to work with. "
Maryland Vacation Rental w/ Private Pool & Dock

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

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

10.0 out of 10, Exceptional, (39)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby

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

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

Updated North Beach Cottage: Pet Friendly!

10.0 out of 10, Exceptional, (11)
"Adorable cottage with updated amenities. A great retreat for friends or a family!! "
Updated North Beach Cottage: Pet Friendly!

Beach Front, Bay View, Fishing, chesapeake,Family Getaway

9.6 out of 10, Exceptional, (4)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
The price is AU$747
includes taxes & fees
1 Dec - 2 Dec
Beach Front, Bay View, Fishing, chesapeake,Family Getaway

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

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

9.8 out of 10, Exceptional, (110)
"Very nice place we found, great views, very clean, quiet, great place to relax for the weekend. everything went well and we would highly recommend anyone for a stay here. we will be back next year"
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

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
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.
Don't see what you're looking for?
See all available properties in Benedict
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Benedict you may be interested in

La Quinta Inn by Wyndham Waldorf

2.5 star property
7.4 out of 10, Good, (972)
"Very confortable place "
The price is AU$141
includes taxes & fees
2 Dec - 3 Dec
La Quinta Inn by Wyndham Waldorf

Hilton Garden Inn Waldorf

3.0 star property
8.2 out of 10, Very good, (975)
"I was very disappointed that I wasn't informed that the pool and jacuzzi were not working. "
The price is AU$194
includes taxes & fees
8 Dec - 9 Dec
Hilton Garden Inn Waldorf

Wingate by Wyndham Waldorf/Washington DC Area

2.5 star property
6.2 out of 10, (1042)
"Great place peacefull, nice staff, shopping dining etc around the corner "
The price is AU$131
includes taxes & fees
1 Dec - 2 Dec
Wingate by Wyndham Waldorf/Washington DC Area
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Benedict?

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

The Blue Crab Beach House - Free beach passes : This holiday home rental outside of Benedict is located near the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a private garden and a selection of games.

What can I see and do in Benedict?

Explore the area and family-friendly sights such as Chesapeake Beach Water Park, or get out into nature at a spot like Breezy Point Beach. In the wider area, you’ll find Maryland International Raceway and Budds Motorcross Speedway.

What are holiday rentals like in Benedict?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Benedict. Holiday rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family gatherings.