Book Holiday Homes in Greensboro

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Featured Holiday Homes in Greensboro

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
Luxury Treehouse with Large Deck

Luxury Treehouse with Large Deck

Harrington
When you stay at this property in Greenwood, you'll be 11 minutes by car from Abbott's Mill Nature Center.
Luxury Treehouse with Large Deck
Pet-Friendly Home on Chester River w/ Dock!

Pet-Friendly Home on Chester River w/ Dock!

2 out of 5
Chestertown
With a stay at this vacation home in Chestertown, you'll be within a 5-minute drive of Kings Town Park and Historical Society of Kent County Maryland.
Pet-Friendly Home on Chester River w/ Dock!
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Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC

Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC

Wyoming
Located in Wyoming, this vacation home is in a rural location, within a 10-minute drive of Great Geneva and Eden Hill.
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

Millington
Located in Millington, this vacation home is on the waterfront, within a 10-minute drive of Crumpton Auction and Crumpton Park.
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Poe Themed Home Close to Beaches and DE Turf

Poe Themed Home Close to Beaches and DE Turf

Milford
With a stay at this vacation home in Milford, you'll be near the beach, within a 10-minute drive of DE Turf Sports Complex and Second Street Players - Riverfront ...
Poe Themed Home Close to Beaches and DE Turf
HGTV quality, private guest suite, country getaway with hot tub & fire pit

HGTV quality, private guest suite, country getaway with hot tub & fire pit

Centreville
Located in Centreville, this vacation home is in a rural location, within a 15-minute drive of Hazel Miner Monument and Earle Landing.
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Grasonville Home w/ Private Pool on the Water

Grasonville Home w/ Private Pool on the Water

Grasonville
Located in Grasonville, this vacation home is on the waterfront, within a 10-minute drive of Chesapeake Exploration Center and Queenstown Premium Outlets.
Grasonville Home w/ Private Pool on the Water
3 Mi to Dtwn: Townhome w/ Deck in Dover

3 Mi to Dtwn: Townhome w/ Deck in Dover

Dover
With a stay at this vacation home in Dover, you'll be within a 10-minute drive of Dover Downs Casino and Dover Par 3 & Driving Range.
3 Mi to Dtwn: Townhome w/ Deck in 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.

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

Holiday houses in Greensboro 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 Greensboro 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 Greensboro adventures, obvs.

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

Greensboro Holiday Homes essential information

Accommodation
101 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf, Luxury Treehouse with Large Deck, Pet-Friendly Home on Chester River w/ Dock!, Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC, Lark's Nest on the Chester River. Spacious, waterfront home with private dock., Poe Themed Home Close to Beaches and DE Turf, HGTV quality, private guest suite, country getaway with hot tub & fire pit, Grasonville Home w/ Private Pool on the Water, 3 Mi to Dtwn: Townhome w/ Deck in Dover

Top trending hotels in Greensboro

Stunning Waterfront Hideaway on Michener's Choptank River.  Special Rates*

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Greensboro
When you stay at this vacation home in Greensboro, you'll be on the waterfront and 10 minutes by car from Martinak State Park.
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
Bally's Dover Casino Resort

Bally's Dover Casino Resort

4 out of 5
1131 N Dupont Hwy, Dover, DE
Fully refundableReserve now, pay when you stay
With a stay at Bally's Dover Casino Resort in Dover, you'll be a 2-minute walk from Dover Downs Casino and 7 minutes by foot from Dover Mall.
Bally's Dover Casino Resort
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
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 Great ...
Microtel Inn & Suites by Wyndham Dover
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Comfort Suites Dover

Comfort Suites Dover

2.5 out of 5
1654 N Dupont Hwy, Dover, DE
Fully refundableReserve now, pay when you stay
With a stay at Comfort Suites Dover in Dover, you'll be within a 5-minute drive of Dover Downs Casino and Delaware State Police Museum and Education Center.
Comfort Suites 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.