Greensboro Vacation Rentals

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Vacation 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)
"This place is a treasure! Quiet, private, on a beautiful river, a pool, and delightful hosts. What more could you want?"
United States
Shelby C.
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, (234)
"We’ve stayed here several timesWe always feel welcome and the cottage is perfect!!"
United States
Ron F.
Cozy cottage on the Miller farm.
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)
"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!
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. "
United States
Rebecca K.
Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
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, (28)
"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
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. "
United States
Robyn
Grandma's Cottage Milford Delaware
Property grounds
First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (105)
"A charming studio in a quiet neighborhood. great directions from host on how to use the property - "
United States
Mary
$144 nightly
The price is $159
Oct 27 - Oct 28
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown
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."
United States
J E.
RELAX- Eastern Shore Creek Home - 6 Guests
Game room
Waterfront Estate w Private Pier, Game Room & Bar
Waterfront Estate w Private Pier, Game Room & Bar
9.8 out of 10, Exceptional, (32)
"Great place! Lots of room to spread our multigenerational family out and get together. Beautiful view of the Corsica River!! Close to everything but extremely private. And everyone enjoyed the game room. Definitely would stay there again."
United States
Sharon R.
Waterfront Estate w Private Pier, Game Room & Bar
Dining
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...
United States
Christina T.
Delaware Turf Bungalow’s Sister!
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)
"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!
Property grounds
River Front, Private Single Family Home
River Front, Private Single Family Home
10.0 out of 10, Exceptional, (22)
"Place was fantastic!"
United States
larry
River Front, Private Single Family Home
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."
United States
Jennifer B.
Charming 1BR cottage w/ WiFi, AC in wonderful Wye Mills
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. "
United States
Linda I.
$271 nightly
The price is $278
Oct 26 - Oct 27
Total with taxes and fees
Poe Themed Home Close to Beaches and DE Turf
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. "
United States
Cynthia S.
Historic Downtown Garden Oasis with Private Patio
Exterior
Fishermen's Catch
Fishermen's Catch
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
1 bedroom, bed sheets
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
9.8 out of 10, Exceptional, (9)
"From the time we checked in til we checked out was a pleasure."
United States
sharon P.
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
Fridge, microwave, oven, stovetop
Secluded Waterfront Cottage on 200 acre farm near Queenstown
Secluded Waterfront Cottage on 200 acre farm near Queenstown
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
Exterior
Guest suite in the woods with private entry
Guest suite in the woods with private entry
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
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 Dover

Microtel Inn & Suites by Wyndham Dover

10/10 Excellent
"Appreciate the online check in process. Staff were consistently friendly and customer service oriented. "
Maryann 1-night trip
Posted 1 day ago
Microtel Inn & Suites by Wyndham Dover

Find out more about Greensboro

Everything you need to know about Greensboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greensboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greensboro vacation 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 low season months. For more hustle and bustle, you may prefer to visit Greensboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greensboro rentals

At Expedia, we put the best Greensboro vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Greensboro?

Yes, we offer vacation rentals near the most popular points of interest in Greensboro, or you can select a more secluded option if you want a relaxing place to stay. Nature enthusiasts will enjoy the riverfront in Greensboro. Make sure you have time to check out the waterfront and coffeehouses during your trip.

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

Charming 3-bedroom Ranch in delightful Dover with AC: This vacation home rental near 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 Abbott's Mill Nature Center. In the larger area, you’ll find Tuckahoe State Park and Martinak State Park.

What are vacation rentals like in Greensboro?

Vacation rentals are private accommodations you can stay in for a short or long stay in Greensboro. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a small group gathering.