Book Holiday Homes in Benedict

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Benedict

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

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

Tracys Landing
Stay at this vacation home in Anne Arundel County. Enjoy free WiFi, private pools, and a sauna. Popular attractions Upper Yough River and Bayside History Museum ...
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!

St Leonard
Book a stay at this family-friendly vacation home in St. Leonard. Enjoy free WiFi, a garden, and a pool table. Popular attractions Jefferson Patterson Park and ...
Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!
Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!

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

North Beach
Stay at this vacation home in North Beach. Enjoy air conditioning. Popular attractions Bayside History Museum and Chesapeake Beach Water Park are located ...
Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits!
Save an average of 15% on thousands of hotels when you're signed in
The Blue Crab Beach House - Free beach passes

The Blue Crab Beach House - Free beach passes

North Beach
Stay at this vacation home in North Beach. Enjoy free WiFi, a water park, and a garden. Popular attractions Bayside History Museum and Chesapeake Beach Water ...
The Blue Crab Beach House - Free beach passes
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip

Waterfront Lusby Retreat w/ Deep-Water Dock & Slip

Lusby
Stay at this vacation home in Lusby. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Seahorse Beach and Annmarie Sculpture Garden ...
Waterfront Lusby Retreat w/ Deep-Water Dock & Slip
Belle of the Chesapeake Bay

Belle of the Chesapeake Bay

Lusby
Stay at this vacation home in Lusby. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Seahorse Beach and Drum Point Lake are located ...
Belle of the Chesapeake Bay
4-BR Unique Waterfront House - Your Perfect Escape

4-BR Unique Waterfront House - Your Perfect Escape

2 out of 5
Solomons
The price is NZ$1,025 per night from 24 Feb to 25 Feb
NZ$1,025
includes taxes & fees
24 Feb - 25 Feb
Stay at this vacation home in Solomons. Enjoy air conditioning. Popular attractions Harbor Island Marina and Solomons Yachting Center are located nearby.
4-BR Unique Waterfront House - Your Perfect Escape
Spectacular Waterfront Retreat with Pier

Spectacular Waterfront Retreat with Pier

Newburg
Stay at this vacation home in Newburg. Enjoy a garden, tennis courts, and patios. Popular attractions Wicomico Shores Golf Course and Cooksey Island are located ...
Spectacular Waterfront Retreat with Pier
Stunning  Chesapeake view from almost ever room, private  15 home community beach, fossils, 450 pier

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

Port Republic
Book a stay at this beach vacation home in Port Republic. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Matoaka Beach and Long Beach are ...
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier
Don't see what you're looking for?
See all available properties in Benedict
View all properties
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.

Benedict Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Benedict vacation homes are the perfect way for you to wing it.

Holiday houses in Benedict let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Benedict in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Benedict adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Benedict with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Benedict vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Benedict Holiday Homes essential information

Accommodation
106 Holiday Homes
Lowest Price
NZ$141
Highest Price
NZ$1,025
Popular accommodation
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub, Large RENOVATED 6 bedroom 5 bath private home with LOTS of space!, Safe Harbor at Herring Bay - Your Chesapeake Bay adventure awaits! , The Blue Crab Beach House - Free beach passes , Waterfront Lusby Retreat w/ Deep-Water Dock & Slip, Belle of the Chesapeake Bay, 4-BR Unique Waterfront House - Your Perfect Escape, Spectacular Waterfront Retreat with Pier, Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Top trending hotels in Benedict

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

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

Benedict
The price is NZ$562 per night from 24 Feb to 25 Feb
NZ$562
includes taxes & fees
24 Feb - 25 Feb
Book a stay at this beach cottage in Benedict. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Main Beach and Long Point are located ...
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Bright and airy waterfront getaway

Bright and airy waterfront getaway

Benedict
Book a stay at this beach vacation home in Benedict. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Main Beach and Long Point are located ...
Bright and airy waterfront getaway
La Quinta Inn by Wyndham Waldorf

La Quinta Inn by Wyndham Waldorf

2.5 out of 5
11770 Business Park Dr, Waldorf, MD
Fully refundableReserve now, pay when you stay
The price is NZ$141 per night from 27 Feb to 28 Feb
NZ$141
includes taxes & fees
27 Feb - 28 Feb
Book a stay at this business-friendly hotel in Waldorf. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
La Quinta Inn by Wyndham Waldorf
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Express Waldorf, an IHG Hotel

Holiday Inn Express Waldorf, an IHG Hotel

2.5 out of 5
11370 Days Ct, Waldorf, MD
Fully refundable
The price is NZ$181 per night from 27 Feb to 28 Feb
NZ$181
includes taxes & fees
27 Feb - 28 Feb
Book a stay at this business-friendly hotel in Waldorf. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Holiday Inn Express Waldorf, an IHG Hotel
Don't see what you're looking for?
See all available properties in Benedict
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.