Greensboro Holiday Rentals

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Holiday Rentals in Greensboro

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

Greenwood
9.8 out of 10, Exceptional, (31)
"Great place to stay with a family. Very nicely decorated and clean. "
United States
Meg E.
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf

Charming 3-bedroom Ranch in delightful Dover with AC

Dover
10.0 out of 10, Exceptional, (1)
"Host was great"
United States
mark o.
Charming 3-bedroom Ranch in delightful Dover with AC

Delaware Turf Bungalow’s Sister!

Milford
10.0 out of 10, Exceptional, (2)
"This bungalow was the perfect getaway for the weekend. It was clean, cozy and had enough space for my children and I to relax without being on top of each other. We were close enough to several beaches and the boardwalk but far enough away to get away from the hustle and bustle of the big beach town. The host was amazing. She was so nice to communicate with and very accommodating. She made us feel very welcomed and even suggested some sights to check out around the area. The whole experience was...
United States
Christina T.
Delaware Turf Bungalow’s Sister!

Private Riverfront Home with Hot Tub, Kayaks, Paddleboards and Riverside Firepit

Grasonville
10.0 out of 10, Exceptional, (24)
"Place was fantastic!"
United States
larry
Private Riverfront Home with Hot Tub, Kayaks, Paddleboards and Riverside Firepit

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (108)
"Amazing and neat and very private "
United States
Alexander M.
The price is AU$242
includes taxes & fees
9 Dec - 10 Dec
First Floor Studio Apartment in Historic Chestertown

Grandma's Cottage Milford Delaware

Milford
10.0 out of 10, Exceptional, (111)
"Once again, I had a great stay at Grandma’s Cottage. This charming, quaint cozy cottage allows for easy access to the beaches. It’s a great place for a quiet getaway. "
United States
Mary A.
Grandma's Cottage Milford Delaware

Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Chestertown
10.0 out of 10, Exceptional, (12)
"Kayaks were a great plus! Ideal spot for a small family with easy access to the the beautiful Chester River. Our grandchildren had a blast, visiting the pigs, chickens, and sheep that were within easy walking distance."
United States
Douglas N.
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

RELAX- Eastern Shore Creek Home - 6 Guests

Grasonville
10.0 out of 10, Exceptional, (5)
"We had a real enjoyable and comfortable stay in this beautiful home. The hosts were very responsive and the amenities were much appreciated. The home made this special trip even more memorable."
United States
Sherry N.
RELAX- Eastern Shore Creek Home - 6 Guests

Cozy cottage on the Miller farm.

Milford
10.0 out of 10, Exceptional, (240)
"We’ve stayed here several timesWe always feel welcome and the cottage is perfect!!"
United States
Ron F.
Cozy cottage on the Miller farm.

Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

Chestertown
10.0 out of 10, Exceptional, (3)
"Overall a beautiful and well maintained place to stay! The location was perfect…within walking distance to everything! A very charming home! We were so happy we chose this property!"
United States
Dawn B.
Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

Fishermen's Catch

Frederica
9.4 out of 10, Exceptional, (10)
"It was a very enjoyable stay that gave us the time to relax that we were looking for."
United States
Brad I.
Fishermen's Catch

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Easton
10.0 out of 10, Exceptional, (96)
"Overall the stay was very good."
United States
Gregg S.
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

Stylish Home on the Choptank River (with Tidal Beach)

Preston
10.0 out of 10, Exceptional, (44)
"The house was great with a wonderful river view! Easily accommodated 5 adults."
United States
Karen
Stylish Home on the Choptank River (with Tidal Beach)

Historic Downtown Garden Oasis with Private Patio

Chestertown
10.0 out of 10, Exceptional, (43)
"Wonderful weekend in Chestertown - perfect location!"
United States
Michele R.
Historic Downtown Garden Oasis with Private Patio

Guest suite in the woods with private entry

Lincoln
10.0 out of 10, Exceptional, (44)
"Short weekend stay for lax tourney for my son. Second time staying at property and always clean and relaxing. "
United States
Scott M.
Guest suite in the woods with private entry

Circa 1900 Home in the Heart of Historic Downtown Chestertown

Chestertown
10.0 out of 10, Exceptional, (76)
"Great house, will stay again in the future. "
United States
Gary N.
Circa 1900 Home in the Heart of Historic Downtown Chestertown

Poe Themed Home Close to Beaches and DE Turf

Milford
9.6 out of 10, Exceptional, (5)
"Comfortable beds, meticulous details of EA Poe throughout, walking distance to adorable Dolce’ for coffee and pastries, and lovely Milford charm are a few of the outstanding qualities of this home away from home. "
United States
Linda I.
The price is AU$423
includes taxes & fees
9 Dec - 10 Dec
Poe Themed Home Close to Beaches and DE Turf

Cozy Unit in Milford, Delaware -Close to DE Turf

Milford
10.0 out of 10, Exceptional, (2)
"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 AU$346
includes taxes & fees
18 Dec - 19 Dec
Cozy Unit in Milford, Delaware -Close to DE Turf

Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!

Queenstown
10.0 out of 10, Exceptional, (12)
"An absolutely perfect home for our family! Mutiple refrigerators, dishwashers, ice machines and washer dryers made cooking and cleaning a breeze! The pool and kayaks were enjoyed by children and adults. A perfect location for a boat tour on Chesapeake Bay.! Highly recommend!"
United States
Beth W.
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!

Secluded Waterfront Cottage on 200 acre farm near Queenstown

Centreville
10.0 out of 10, Exceptional, (105)
"Great vacation. Relaxing and views are incredible. The host is amazing!!! "
United States
Melissa S.
Secluded Waterfront Cottage on 200 acre farm near Queenstown
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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Top Greensboro Hotel Reviews

Find out more about Greensboro

Everything you need to know about Greensboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Greensboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Greensboro holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Greensboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greensboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Greensboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Greensboro holiday rentals we have selected for you start as low as AU$242 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Greensboro rentals

At Expedia, we put the best Greensboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Greensboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Greensboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greensboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Charming 3-bedroom Ranch in delightful Dover with AC: This holiday home rental outside of Greensboro has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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 DE Turf Sports Complex. In the wider area, you’ll find Tuckahoe State Park and Martinak State Park.

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.