Book Holiday Homes in Greenwood

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Featured Holiday Homes in Greenwood

Stunning, light-filled beachfront sanctuary with full views of Delaware Bay.

Stunning, light-filled beachfront sanctuary with full views of Delaware Bay.

Prime Hook Beach
When you a stay at this vacation home in Milford, you'll be on the beach, just steps from Prime Hook Beach and Prime Hook National Wildlife Refuge.
Stunning, light-filled beachfront sanctuary with full views of Delaware Bay.
Bayfront Pet Friendly Home with amazing water views in a peaceful setting.

Bayfront Pet Friendly Home with amazing water views in a peaceful setting.

Milton
With a stay at this vacation home in Milton, you'll be a 1-minute walk from Prime Hook National Wildlife Refuge and 9 minutes by foot from Prime Hook Beach.
Bayfront Pet Friendly Home with amazing water views in a peaceful setting.
Beachfront Sunrise - Waterfront house w/ bay and refuge views
Sleeps 6-8 people

Beachfront Sunrise - Waterfront house w/ bay and refuge views Sleeps 6-8 people

Milford
When you a stay at this vacation home in Milford, you'll be on the beach, just steps from Prime Hook National Wildlife Refuge and Prime Hook Beach.
Beachfront Sunrise - Waterfront house w/ bay and refuge views Sleeps 6-8 people
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Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

Greenwood
Located in Greenwood, this vacation home is in a rural location, within a 15-minute drive of T.S. Smith & Sons and Bridgeville Historical Society Museum.
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
3BR/4BA Beach Front Property with Spectacular Water Views from Every Room!

3BR/4BA Beach Front Property with Spectacular Water Views from Every Room!

Milford
When you a stay at this vacation home in Milford, you'll be on the beach, just steps from Prime Hook National Wildlife Refuge and Prime Hook Beach.
3BR/4BA Beach Front Property with Spectacular Water Views from Every Room!
Captain's Quarters

Captain's Quarters

Frederica
When you stay at this vacation home in Frederica, you'll be near the beach and 14 minutes by car from John Dickinson Plantation.
Captain's Quarters
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf

Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf

Frederica
When you stay at this vacation home in Frederica, you'll be near the beach and 15 minutes by car from John Dickinson Plantation.
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf
Newly renovated brand new listing - Just Steps from the Beach in Broadkill!

Newly renovated brand new listing - Just Steps from the Beach in Broadkill!

Milton
Located in Milton, this vacation home is near the beach, within a 5-minute walk of Prime Hook Beach and Broadkill Beach Beaches.
Newly renovated brand new listing - Just Steps from the Beach in Broadkill!
9819 Shore - Beachfront on Primehook Beach.

9819 Shore - Beachfront on Primehook Beach.

Milford
When you a stay at this vacation home in Milford, you'll be on the beach, just steps from Prime Hook Beach and Prime Hook National Wildlife Refuge.
9819 Shore - Beachfront on Primehook Beach.
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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.

Greenwood 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 Greenwood vacation homes are the perfect way for you to wing it.

Holiday houses in Greenwood 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 Greenwood 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 Greenwood adventures, obvs.

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

Greenwood Holiday Homes essential information

Accommodation
375 Holiday Homes
Lowest Price
AU$139
Highest Price
AU$216
Popular accommodation
Stunning, light-filled beachfront sanctuary with full views of Delaware Bay., Bayfront Pet Friendly Home with amazing water views in a peaceful setting., Beachfront Sunrise - Waterfront house w/ bay and refuge views Sleeps 6-8 people, Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf, 3BR/4BA Beach Front Property with Spectacular Water Views from Every Room! , Captain's Quarters, Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf, Newly renovated brand new listing - Just Steps from the Beach in Broadkill!, 9819 Shore - Beachfront on Primehook Beach.

Top trending hotels in Greenwood

Hyatt House Lewes/Rehoboth Beach

Hyatt House Lewes/Rehoboth Beach

3.5 out of 5
17254 Five Points Square, Lewes, DE
Fully refundableReserve now, pay when you stay
The price is AU$216 per night from 2 Sept to 3 Sept
AU$216
2 Sept - 3 Sept
includes taxes & fees
Located in Lewes, Hyatt House Lewes/Rehoboth Beach is within a 10-minute drive of Cape Henlopen State Park and Cape May - Lewes Ferry.
Hyatt House Lewes/Rehoboth Beach
Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches

2 out of 5
22297 Dupont Blvd, Georgetown, DE
Fully refundableReserve now, pay when you stay
The price is AU$203 per night from 17 Aug to 18 Aug
AU$203
17 Aug - 18 Aug
includes taxes & fees
A stay at Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches places you in the heart of Georgetown, within a 5-minute drive of Delaware Technical Community ...
Microtel Inn & Suites By Wyndham Georgetown Delaware Beaches
Tru by Hilton Georgetown

Tru by Hilton Georgetown

2.5 out of 5
301 College Park Lane, Georgetown, DE
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 4 Sept to 5 Sept
AU$178
4 Sept - 5 Sept
includes taxes & fees
With a stay at Tru by Hilton Georgetown in Georgetown, you'll be within a 5-minute drive of Delaware Technical Community College Georgetown Campus and Georgetown ...
Tru by Hilton Georgetown
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Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
1703 E Lebanon Rd, Dover, DE
Fully refundableReserve now, pay when you stay
The price is AU$139 per night from 21 Aug to 22 Aug
AU$139
21 Aug - 22 Aug
includes taxes & fees
With a stay at Microtel Inn & Suites by Wyndham Dover, you'll be centrally located in Dover, within a 10-minute drive of Dover Downs Casino and Dover International ...
Microtel Inn & Suites by Wyndham Dover
Don't see what you're looking for?
See all available properties in Greenwood
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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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^Subject to availability and chosen travel dates.