Book Holiday Homes in Greenwood

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Featured Holiday Homes in Greenwood

10 Florida Ave 200Ft to Water Pet Friendly Broadkill Beach Home Bay Block

10 Florida Ave 200Ft to Water Pet Friendly Broadkill Beach Home Bay Block

Milton DE
With a stay at this vacation home in Milton, you'll be near the beach, just a 1-minute walk from Prime Hook Beach and 8 minutes by foot from Broadkill Beach ...
Opens in a new window10 Florida Ave 200Ft to Water Pet Friendly Broadkill Beach Home Bay Block
Broadkill Beach  near Lewes Milton  Rehoboeth  Delaware

Broadkill Beach near Lewes Milton Rehoboeth Delaware

Milton DE
When you stay at this vacation home in Milton, you'll be on the beach, just steps from Prime Hook National Wildlife Refuge and Prime Hook Beach.
Opens in a new windowBroadkill Beach near Lewes Milton Rehoboeth Delaware
4 min drive to the beach

4 min drive to the beach

Lewes DE
When you stay at this vacation home in Lewes, you'll be by the sea, within a 10-minute drive of Cape Henlopen State Park and Cape May - Lewes Ferry.
Opens in a new window4 min drive to the beach
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Quiet Lincoln Retreat Near Delaware Beaches & DE Turf

Quiet Lincoln Retreat Near Delaware Beaches & DE Turf

Lincoln DE
Located in Lincoln, this vacation home is a 4-minute drive from Bayhealth Hospital-Sussex Campus and 6 minutes from Prime Hook National Wildlife Refuge.
Opens in a new windowQuiet Lincoln Retreat Near Delaware Beaches & DE Turf
Secluded Beach home with amazing views.

Secluded Beach home with amazing views.

Milford DE
With a stay at this vacation home in Milford, you'll be on the beach, and 23.1 mi (37.2 km) from Dover Downs Casino and 23.3 mi (37.4 km) from Dover International ...
Opens in a new windowSecluded Beach home with amazing views.
Bayfront Cottage with Spectacular Views

Bayfront Cottage with Spectacular Views

Slaughter Beach DE
With a stay at this vacation home in Milford, you'll be on the beach, just steps from Slaughter Beach and a 2-minute drive from Prime Hook National Wildlife ...
Opens in a new windowBayfront Cottage with Spectacular Views
Cozy 3BR/2Bath Retreat on Half Acre Near Dover Attractions DE Turf

Cozy 3BR/2Bath Retreat on Half Acre Near Dover Attractions DE Turf

Dover DE
With a stay at this vacation home in Dover, you'll be within a 15-minute drive of Dover Downs Casino and Dover International Speedway.
Opens in a new windowCozy 3BR/2Bath Retreat on Half Acre Near Dover Attractions DE Turf
“It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches.

“It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches.

Easton MD
Located in Easton, this vacation home is within a 5-minute drive of Easton Cycle and Sport and Talbot Massage.
Opens in a new window“It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches.
Historic Milton Gem w Deck & Modern Touches!

Historic Milton Gem w Deck & Modern Touches!

Milton DE
With a stay at this vacation home in Milton, you'll be within a 10-minute walk of Milton Historical Society and Lydia Black Cannon Museum.
Opens in a new windowHistoric Milton Gem w Deck & Modern Touches!
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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
346 Holiday Homes
Lowest Price
AU$117
Highest Price
AU$194
Popular accommodation
10 Florida Ave 200Ft to Water Pet Friendly Broadkill Beach Home Bay Block, Broadkill Beach near Lewes Milton Rehoboeth Delaware , 4 min drive to the beach, Quiet Lincoln Retreat Near Delaware Beaches & DE Turf, Secluded Beach home with amazing views. , Bayfront Cottage with Spectacular Views, Cozy 3BR/2Bath Retreat on Half Acre Near Dover Attractions DE Turf, “It's A Shore Thing” located in beautiful Easton, MD. Close to MD & DE beaches., Historic Milton Gem w Deck & Modern Touches!

Top trending hotels in Greenwood

Luxury Treehouse with Large Deck

Luxury Treehouse with Large Deck

Harrington DE
When you stay at this vacation home in Greenwood, you'll be 11 minutes by car from Abbott's Mill Nature Center.
Opens in a new windowLuxury Treehouse with Large Deck
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$174 per night from 25 May to 26 May
AU$174
25 May - 26 May
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.
Opens in a new windowHyatt House Lewes/Rehoboth Beach
Home2 Suites by Hilton Lewes Rehoboth Beach

Home2 Suites by Hilton Lewes Rehoboth Beach

3 out of 5
17388 Ocean One Plaza Lewes DE
Fully refundableReserve now, pay when you stay
The price is AU$194 per night from 21 May to 22 May
AU$194
21 May - 22 May
includes taxes & fees
With a stay at Home2 Suites by Hilton Lewes Rehoboth Beach in Lewes, you'll be within a 10-minute drive of Cape Henlopen State Park and Cape May - Lewes ...
Opens in a new windowHome2 Suites by Hilton Lewes Rehoboth Beach
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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$117 per night from 16 June to 17 June
AU$117
16 June - 17 June
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 ...
Opens in a new windowMicrotel Inn & Suites by Wyndham Dover
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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.