Book Holiday Homes in Greenwood

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Featured Holiday Homes in Greenwood

Backroad Getaway - Newly Built 3-bedroom retreat in Greenwood with WiFi

Backroad Getaway - Newly Built 3-bedroom retreat in Greenwood with WiFi

Greenwood
The price is AU$351 per night from 6 Jan to 7 Jan
AU$351
includes taxes & fees
6 Jan - 7 Jan 2025
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 - Newly Built 3-bedroom retreat in Greenwood with WiFi
Family friendly home w/  360 views of the bay and wild life preserve (sleeps 12)

Family friendly home w/ 360 views of the bay and wild life preserve (sleeps 12)

Milton
Located in Milton, this vacation home is on the waterfront, within a 5-minute walk of Prime Hook National Wildlife Refuge and Beach Plum Island Nature ...
Family friendly home w/ 360 views of the bay and wild life preserve (sleeps 12)
Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.

Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.

Frederica
The price is AU$470 per night from 3 Jan to 4 Jan
AU$470
includes taxes & fees
3 Jan - 4 Jan 2025
Located in Frederica, this vacation home is within a 15-minute drive of John Dickinson Plantation and Wesley College Dover Air Force Base Campus.
Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.
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Pet-Friendly Bayside Retreat with an amazing view and steps to the beach!

Pet-Friendly Bayside Retreat with an amazing view and steps to the beach!

Milford
When you a stay at this vacation home in Milford, you'll be on the waterfront, just steps from Prime Hook National Wildlife Refuge and Prime Hook Beach.
Pet-Friendly Bayside Retreat with an amazing view and steps to the beach!
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

Frederica
With a stay at this vacation home in Frederica (South Bowers), you'll be within a 15-minute drive of John Dickinson Plantation and Wesley College Dover Air Force ...
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.

ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.

Milton
When you a 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.
ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED.
Spacious Oasis in Lewes minutes from the Beach, State Park, and Trail

Spacious Oasis in Lewes minutes from the Beach, State Park, and Trail

Lewes
Located in Lewes, this vacation home is within a 15-minute drive of Lewes Beach and Rehoboth Beach Boardwalk.
Spacious Oasis in Lewes minutes from the Beach, State Park, and Trail
Luxury Beach House/w hot tub....<br>35228 Acadia Ln,Lewes,Coastal Club

Luxury Beach House/w hot tub....<br>35228 Acadia Ln,Lewes,Coastal Club

Lewes
When you stay at this vacation home in Lewes, you'll be within a 10-minute drive of Nassau Valley Winery and Midway Par 3 Golf Course.
Luxury Beach House/w hot tub....<br>35228 Acadia Ln,Lewes,Coastal Club
Coastal Club * Large 6 BR Luxury Beach House W 2 Master Suites and 4 Full Baths

Coastal Club * Large 6 BR Luxury Beach House W 2 Master Suites and 4 Full Baths

Lewes
With a stay at this vacation home in Lewes, you'll be by the sea, within a 15-minute drive of Lewes Beach and Nassau Valley Winery.
Coastal Club * Large 6 BR Luxury Beach House W 2 Master Suites and 4 Full Baths
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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
286 Holiday Homes
Lowest Price
AU$126
Highest Price
AU$470
Popular accommodation
Backroad Getaway - Newly Built 3-bedroom retreat in Greenwood with WiFi, Family friendly home w/ 360 views of the bay and wild life preserve (sleeps 12), Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet., Pet-Friendly Bayside Retreat with an amazing view and steps to the beach! , Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf, ON THE BEACH. PET-FRIENDLY. LINENS INCLUDED., Spacious Oasis in Lewes minutes from the Beach, State Park, and Trail, Luxury Beach House/w hot tub....
35228 Acadia Ln,Lewes,Coastal Club, Coastal Club * Large 6 BR Luxury Beach House W 2 Master Suites and 4 Full Baths

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$151 per night from 8 Jan to 9 Jan
AU$151
includes taxes & fees
8 Jan - 9 Jan 2025
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
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$142 per night from 2 Jan to 3 Jan
AU$142
includes taxes & fees
2 Jan - 3 Jan 2025
Located in Lewes, Home2 Suites by Hilton Lewes Rehoboth Beach is within a 15-minute drive of Lewes Beach and Rehoboth Beach Boardwalk.
Home2 Suites by Hilton Lewes Rehoboth Beach
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$126 per night from 25 Dec to 26 Dec
AU$126
includes taxes & fees
25 Dec - 26 Dec
A stay at Microtel Inn & Suites by Wyndham Dover places you in the heart of Dover, within a 5-minute drive of Great Geneva and Blue Hen Mall.
Microtel Inn & Suites by Wyndham Dover
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Microtel Inn & Suites by Wyndham Milford

Microtel Inn & Suites by Wyndham Milford

2.5 out of 5
106 Silicato Parkway, Milford, DE
Fully refundableReserve now, pay when you stay
The price is AU$165 per night from 29 Dec to 30 Dec
AU$165
includes taxes & fees
29 Dec - 30 Dec
With a stay at Microtel Inn & Suites by Wyndham Milford in Milford, you'll be within a 5-minute drive of Second Street Players - Riverfront Theatre and Live ...
Microtel Inn & Suites by Wyndham Milford
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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.