Holiday Rentals in Greensboro

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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan

Holiday Rentals in Greensboro

Terrace/patio
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
10.0 out of 10, Exceptional, (61)
"Wonderful setting, cabin feel with modern amenities. Really enjoyed the quiet, the pool, hot tub, and trails. "
Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
Interior
Charming 3-bedroom Ranch in delightful Dover with AC
Charming 3-bedroom Ranch in delightful Dover with AC
Charming 3-bedroom Ranch in delightful Dover with AC
Exterior
Cozy cottage on the Miller farm.
Cozy cottage on the Miller farm.
10.0 out of 10, Exceptional, (232)
"We’ve stayed here several timesWe always feel welcome and the cottage is perfect!!"
Cozy cottage on the Miller farm.
Marina
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
10.0 out of 10, Exceptional, (95)
"Beautiful home in a quiet community. "
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
Exterior
Grandma's Cottage Milford Delaware
Grandma's Cottage Milford Delaware
10.0 out of 10, Exceptional, (109)
"Born and raised in this area. Just back to visit friends and family. Staying at grandmas cottage felt like just that. Thanks. "
Grandma's Cottage Milford Delaware
Smart TV, fireplace
RELAX- Eastern Shore Creek Home - 6 Guests
RELAX- Eastern Shore Creek Home - 6 Guests
10.0 out of 10, Exceptional, (5)
"Great property that is well kept. It is a short drive to several wonderful restaurants and an outlet shopping center."
RELAX- Eastern Shore Creek Home - 6 Guests
Outdoor dining
Poe Themed Home Close to Beaches and DE Turf
Poe Themed Home Close to Beaches and DE Turf
10.0 out of 10, Exceptional, (4)
"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. "
The price is €241
includes taxes & fees
28 Oct - 29 Oct
Poe Themed Home Close to Beaches and DE Turf
Fridge, microwave, oven, stovetop
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.
9.6 out of 10, Exceptional, (23)
"Nice clean home, comfortable bedrooms, accommodating bathrooms and good working kitchen. Highlight is back deck leading to Chester River. You can use the kayaks at the property and fishing is very good! Overall pleasant experience and would definitely stay there again. "
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Exterior
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
10.0 out of 10, Exceptional, (10)
"My kids and I absolutely loved our stay at the Outlook! So peaceful and relaxing. We spent a lot of time walking around the trails spotting deer and toads. We did a good amount of fishing on the dock, catching catfish. I hope to stay here again in the future."
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!
Exterior
Delaware Turf Bungalow’s Sister!
Delaware Turf Bungalow’s Sister!
10.0 out of 10, Exceptional, (1)
"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...
Delaware Turf Bungalow’s Sister!
Games room
Waterfront Estate w Private Pier, Game Room & Bar
Waterfront Estate w Private Pier, Game Room & Bar
9.8 out of 10, Exceptional, (32)
"Perfect property for a guys golf trip with water access and several beautiful public courses near the property. Property is as advertised. "
Waterfront Estate w Private Pier, Game Room & Bar
Terrace/patio
HGTV quality, private guest suite, country getaway with hot tub & fire pit
HGTV quality, private guest suite, country getaway with hot tub & fire pit
10.0 out of 10, Exceptional, (6)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
The price is €393
includes taxes & fees
29 Oct - 30 Oct
HGTV quality, private guest suite, country getaway with hot tub & fire pit
Property grounds
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!
10.0 out of 10, Exceptional, (12)
"We loved our stay! "
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!
Property grounds
First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (103)
"A charming studio in a quiet neighborhood. great directions from host on how to use the property - "
The price is €141
includes taxes & fees
23 Oct - 24 Oct
First Floor Studio Apartment in Historic Chestertown
Property grounds
River Front, Private Single Family Home
River Front, Private Single Family Home
10.0 out of 10, Exceptional, (21)
"Host was very helpful and accommodating. Place was adorable with beautiful views, just as depicted. Had everything we needed and more! "
River Front, Private Single Family Home
Property grounds
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
9.8 out of 10, Exceptional, (26)
"Great place to stay with a family. Very nicely decorated and clean. "
Backroad Getaway -Brand New 3-bedroom retreat near Sports at the Beach & DE Turf
Property grounds
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Circa 1900 Home in the Heart of Historic Downtown Chestertown
10.0 out of 10, Exceptional, (75)
"Great house, will stay again in the future. "
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Property grounds
Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills
Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills
9.0 out of 10, Wonderful, (4)
"We had a great stay! Ryan was a great host, and the cottage was perfect for our needs. We would certainly stay here again."
Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills
Property grounds
Historic Downtown Garden Oasis with Private Patio
Historic Downtown Garden Oasis with Private Patio
10.0 out of 10, Exceptional, (40)
"Loved the location and ease of access to downtown. Property was super clean, organized and beautifully appointed with original art too. "
Historic Downtown Garden Oasis with Private Patio
Exterior
Fishermen's Catch
Fishermen's Catch
9.4 out of 10, Exceptional, (10)
"Will definitely stay here again in the future! Thank you!"
Fishermen's Catch
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

Microtel Inn & Suites by Wyndham Milford

Microtel Inn & Suites by Wyndham Milford

10/10 Excellent
"New/clean"
Vicki 1-night trip
Posted 4 days ago
Microtel Inn & Suites by Wyndham Milford

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, apart-hotels, 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 favorite 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 depends 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 €141 per night. Entering your travel dates in the search wizard you might find 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?

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac: This holiday home rental outside of Greensboro is located on the waterfront, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, 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 Abbott's Mill Nature Center. 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.