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Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
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Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Benedict Cottages

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Terrace/patio

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

9.8 out of 10, Exceptional, (140)
"We stayed here for the weekend while attending a car show at the raceway close by. Very private and welcoming. Great place to relax and unwind after a long day. "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing
Cozy Cottage with access to and partially obstructed views of the bay.
Relax in Adirondack chairs on the beach, overlooking the calm sea.

Cozy Cottage with access to and partially obstructed views of the bay.

9.0 out of 10, Wonderful, (26)
"Enjoy our time there"
Cozy Cottage with access to and partially obstructed views of the bay.
Quick walk to the beach! Fire pit, Corn hole, Games & More!
Relax on the spacious outdoor deck with a comfortable sofa and bench, surrounded by lush greenery and a wooden railing.

Quick walk to the beach! Fire pit, Corn hole, Games & More!

10.0 out of 10, Exceptional, (1)
"We loved EVERYTHING about this place. Right next to the beach, great restaurants and shops. Could not have been better service. "
Quick walk to the beach! Fire pit, Corn hole, Games & More!
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit
Enjoy cooking in this well-equipped kitchen with a stainless steel stove, oven, and microwave, along with a large sink and gold faucet.

Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit

10.0 out of 10, Exceptional, (49)
"It’s a wonderful house with everything you need. The views are amazing - perfection! "
Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit
Soul Oasis - home on the Chesapeake Bay
Cozy cabin nestled in a forest setting, featuring a front entrance with a door and stairs.

Soul Oasis - home on the Chesapeake Bay

9.8 out of 10, Exceptional, (31)
"The A-frame cottage was clean and comfortable. I was accompanied by my son and two grandchildren (ages 12 and 14), and we really loved it. We went fishing in bay at the beach area below the cottage, and also did a lot of fossil hunting along the cliffs, which are breathtaking. Our host Teresa was extremely helpful and welcoming. We will definitely be going back!"
The price is CA $206
CA $431 total
includes taxes & fees
Aug 18 - Aug 19
Soul Oasis - home on the Chesapeake Bay
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.
Relax in a secluded outdoor space with Adirondack chairs and a table overlooking a serene body of water.

Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.

10.0 out of 10, Exceptional, (12)
"Everything we needed, relaxing visit"
Waterfront Sunsets, Fishing, Boating, and Crabs! Paxs River, Budds Creek MIR.
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Situated in a wooded area, this house features a front porch and a well-maintained lawn.

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

3.0 star property
8.0 out of 10, Very good, (2)
"The water is well water and it stinks, water treatment could improve that. This is more in the woods than beachy. In a rundown area. Get some Damprid to cut down on musty smell. Cute decor."
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
Chesapeake Bay Vacation Rental w/ Boat Dock!
Relax on the patio with a hammock, grill, and seating for four.

Chesapeake Bay Vacation Rental w/ Boat Dock!

7.8 out of 10, Good, (14)
"Had a lovely relaxing stay with swimming, kayaking, and quality time with family. Looking forward to another stay in the future."
Chesapeake Bay Vacation Rental w/ Boat Dock!
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
Relax on the covered deck with a sofa, wicker chairs, and a round table.

Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC

10.0 out of 10, Exceptional, (16)
"The house was very nice and had great amenities supplied by the owners. "
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
North Beach Cottage - Walk to Chesapeake Bay
Stunning two-story house with a central entrance, flanked by windows, and a charming dormer window above.

North Beach Cottage - Walk to Chesapeake Bay

10.0 out of 10, Exceptional, (37)
"The house was beautiful with everything you could need. We were out all day so didn’t get to use the house much except for sleeping. The bed was super comfortable."
North Beach Cottage - Walk to Chesapeake Bay
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
Relax in a serene outdoor setting with a tranquil body of water and lush green surroundings.

WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay

10.0 out of 10, Exceptional, (67)
"We had a great time, cottage adorable and updated."
WATERFRONT GETAWAY- Charming Waterfront Cottage on St Clements Bay
Cottage Located on the Patuxent River!
Set amidst lush greenery, this charming single-story building offers a serene retreat.

Cottage Located on the Patuxent River!

10.0 out of 10, Exceptional, (39)
"The accommodations were superb and being on the water was amazing!"
The price is CA $414
CA $496 total
includes taxes & fees
Aug 10 - Aug 11
Cottage Located on the Patuxent River!
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Relax on the deck with a view of the water, surrounded by lush greenery.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

9.6 out of 10, Exceptional, (4)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
The price is CA $247
CA $411 total
includes taxes & fees
Aug 10 - Aug 11
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Updated North Beach Cottage: Pet Friendly!
Cozy home with a gabled roof and a welcoming front porch.

Updated North Beach Cottage: Pet Friendly!

9.8 out of 10, Exceptional, (17)
"Awesome house a very short walk from Herrington Harbour."
Updated North Beach Cottage: Pet Friendly!
Waterfront North Beach Home ~ 2 Mi to Beach!
House (2 Bedrooms) | Interior

Waterfront North Beach Home ~ 2 Mi to Beach!

3.0 star property
Waterfront North Beach Home ~ 2 Mi to Beach!
Coastal Pet-Friendly Cottage < 1/2 Mi to Beaches
Situated in a serene garden, this charming shed offers a simple, functional space.

Coastal Pet-Friendly Cottage < 1/2 Mi to Beaches

8.8 out of 10, Excellent, (5)
"My wife and I stayed at this property for a few days and loved it! The owner was very responsive and was very accommodating. I could really feel the pride in ownership of this cottage that the owner has. There was a very informative welcome booklet with easy to follow instructions for the home and with information about the area. The cottage is centrally located between North Beach and Chesapeake Beach, so it was the best of both words. We can't wait to go back!"
Coastal Pet-Friendly Cottage < 1/2 Mi to Beaches
Updated North Beach Cottage: Pet Friendly!
Cottage (3 Bedrooms) | Front of property

Updated North Beach Cottage: Pet Friendly!

3.0 star property
6.0 out of 10, (1)
"The property needs a severe cleaning. The floors were filthy. "
Updated North Beach Cottage: Pet Friendly!
3 bedroom, waterfront cottage on the shores of the Chesapeake Bay.
Relax with a view of the ocean from this serene outdoor seating area, featuring a fire pit and comfortable seating.

3 bedroom, waterfront cottage on the shores of the Chesapeake Bay.

8.0 out of 10, Very good, (1)
"Wonderful weekend with friends and family, plenty to do in Chesapeake Beach and really beautiful views from the home. The property is in an excellent location, and parking was easy although I imagine it might get tough for more than one car to find close parking during the summer months. Walking distance to shops, restaurants, ice cream, etc. (Many are literally steps away) The home has everything you need, and the couches were really comfortable! Overall the property could probably use a little...
3 bedroom, waterfront cottage on the shores of the Chesapeake Bay.
Walk to Beach: Charming Maryland Home w/ Yard!
Stunning single-story home with a charming front porch and beautifully manicured lawn.

Walk to Beach: Charming Maryland Home w/ Yard!

3.0 star property
10.0 out of 10, Exceptional, (1)
"This little gem of a house was absolutely perfect! The house was so close to the beach and to all the places we needed to go. We were visiting from Indiana to attend my son and his wife’s baby shower! The hosts had little snacks, coffee, beach towels, etc at the ready. Everything was so clean and comfortable! Definitely give this place a 10/10! "
Walk to Beach: Charming Maryland Home w/ Yard!
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Relax on the deck with a view of the open field and a small building in the distance.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

10.0 out of 10, Exceptional, (47)
"We had a great stay! Thanks."
The price is CA $201
CA $400 total
includes taxes & fees
Aug 24 - Aug 25
Relaxing, peaceful house in Calvert County, Md close to beach towns and 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.
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Top Benedict Hotel Reviews

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick

10/10 Excellent
"The owners are really working hard to make improvements to this property. The check-in was quick with a friendly staff. The rooms are receiving upgrades, and the breakfast has improved from my previous stays. For the price, it is difficult to beat the deal. "
William 2-night trip
Posted 1 day ago
SureStay by Best Western Prince Frederick