Greensboro Holiday Rentals

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Our top choices for Greensboro holiday rentals

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (108 reviews)
"Everything was clean and neat and welcoming "
United States
Iriana J.
The price is HK$775
HK$1,243 total
includes taxes & fees
2 Mar - 3 Mar
First Floor Studio Apartment in Historic Chestertown

Turnbridge Manor

Turnbridge Manor
Denton
9.8 out of 10, Exceptional, (12 reviews)
"Really nice place and you can walk to everything.Will stay again!"
United States
Glenn S.
The price is HK$2,816
HK$4,768 total
includes taxes & fees
2 Mar - 3 Mar
Turnbridge Manor

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 10, Exceptional, (12 reviews)
"Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. "
United States
Joe C.
The price is HK$1,956
HK$3,292 total
includes taxes & fees
2 Mar - 3 Mar
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Poe Themed Home Close to Beaches and DE Turf

Poe Themed Home Close to Beaches and DE Turf
Milford
9.8 out of 10, Exceptional, (6 reviews)
"Wonderful place other than no operational WiFi."
United States
William F.
The price is HK$1,267
HK$2,177 total
includes taxes & fees
1 Mar - 2 Mar
Poe Themed Home Close to Beaches and DE Turf

Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.6 out of 10, Exceptional, (20 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is HK$532
HK$979 total
includes taxes & fees
24 Mar - 25 Mar
Guest Suite for up to 2 in a Victorian on the Chester River

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
10.0 out of 10, Exceptional, (17 reviews)
"Super cute and clean place, the host was very responsive to my questions. "
United States
Gosha R.
The price is HK$415
HK$1,333 total
includes taxes & fees
1 Mar - 2 Mar
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Cozy Unit in Milford, Delaware -Close to DE Turf

Cozy Unit in Milford, Delaware -Close to DE Turf
Milford
10.0 out of 10, Exceptional, (2 reviews)
"Perfect place for my son and I that had a lacrosse tourney that was only 8 minutes away at the Delaware turf fields Cat was awesome and replied very fast and was super accommodating!! "
United States
Shaine L.
The price is HK$929
HK$1,730 total
includes taxes & fees
1 Mar - 2 Mar
Cozy Unit in Milford, Delaware -Close to DE Turf

Well-Appointed Ranch Gateway to the Beaches & 2 minutes to the DE Turf Complex

Well-Appointed Ranch Gateway to the Beaches & 2 minutes to the DE Turf Complex
Milford
The price is HK$1,683
HK$1,962 total
includes taxes & fees
13 Mar - 14 Mar
Well-Appointed Ranch Gateway to the Beaches & 2 minutes to the DE Turf Complex
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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Find out more about Greensboro

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Frequently asked questions

Can I find holiday rentals in Greensboro?

Yes, there are holiday rentals close to the most popular sights in Greensboro, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the riverfront in Greensboro. Make sure you have time to check out the waterfront and coffee shops during your trip.

What are some of the best holiday rentals that Greensboro has to offer?

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*: This highly rated holiday home rental in Greensboro is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Greensboro?

Explore the area and family-friendly sights such as Delaware State Fairgrounds, or get out into nature at a spot like Saulsbury Road Park. In the wider area, you’ll find Tuckahoe State Park and Harrington Raceway and Casino.

What are holiday rentals like in Greensboro?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Greensboro. Holiday rentals feature amenities like WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.