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Compare 65 Vacation Homes in Greensboro with updated reviews, rates, and availability.

Dover Home - 2 Mi to Delaware State University!
8.8 out of 10, Excellent, (3)
"The neighborhood was very nice and quiet.The property suited our needs. The only negative the exhaust fan in the upstairs bathroom does not work. "
Dover Home - 2 Mi to Delaware State University!
Grasonville Home w/ Private Pool on the Water
9.8 out of 10, Exceptional, (19)
"We stayed at this place for a family wedding at the nearby beach club. In addition to be a convenient location, the views from the house and property were stunning. The style inside the house was quite eclectic which gave it wonderful charm. Coming back at night gave us fits trying to find the driveway but that was a small price to pay for such a great house. "
Grasonville Home w/ Private Pool on the Water
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
9.8 out of 10, Exceptional, (8)
"Stayed here for a wedding was perfect for the group of 4 of us. Living room is bigger than it looks in the photos and the house was well kept/ clean. Host was great and responsive as well!"
The price is AED 735
AED 1,332 total
includes taxes & fees
14 Nov - 15 Nov
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F
10.0 out of 10, Exceptional, (1)
"This was the most peaceful and perfect property. I felt like I was on vacation and able to relax! We would definitely return if we are in the area again."
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!
9.8 out of 10, Exceptional, (9)
"Our stay was amazing. The house is beautiful. The views and peaceful location were completely used. We had many fun game nights and dinners around the table, the kitchen easily provided many happy meals. The gas grill, the fire pit were easy to use. The kayaks were a lot of fun. Sitting on the dock enjoying the peaceful quiet mornings was rejuvenating. The pool chairs and umbrellas were really nice. A ping pong table in the garage was a ton of fun too. The extra fridge/freezer was handy and the...
Waterfront Retreat with a New in ground pool! The Eastern Shore at it's best!
Waterfront family resort Lodge with private pier, game room and bar
9.8 out of 10, Exceptional, (22)
"The property was excellent for a large group. We was there for a Sailing Regatta on the lake in front of the house. The perfect house for groups."
Waterfront family resort Lodge with private pier, game room and bar
Guest suite in the woods with private entry
10.0 out of 10, Exceptional, (38)
"Rather than staying at a noisy hotel, we opted to go with the VRBO while at a lax tourney at the DE turf. The house is located in a quiet area. We ventured into surrounding towns for local restaurants and shopping. (It does take 12-15 min to get anywhere). The accommodations were comfortable and my daughter and I had our own sleeping areas. "
Guest suite in the woods with private entry
Harbor View Haven | Waterfront w/ HOT TUB + Dock!
10.0 out of 10, Exceptional, (15)
"The house and property were wonderful! The views from the patio, deck and porch were magnificent! The lightning in and outside of the house was warm and welcoming. The owners had a welcome basket of goodies in the counter in the kitchen when we arrived! Such a nice touch! The house was detailed with so many amenities , from shower gel, shampoo and conditioner in the bathrooms to a well stocked kitchen where everything was new and beautifully organized. We loved it!"
Harbor View Haven | Waterfront w/ HOT TUB + Dock!
Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!
9.6 out of 10, Exceptional, (25)
"Clean place, modern updates, nice furniture. Great proximity to fishing and DE Turf. Thanks!"
Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!
Private Yard: Pet-Friendly Home in Dover
10.0 out of 10, Exceptional, (10)
"Beautiful home and area. Had a mishap getting check in information. Had to call to get code to get in, as I had not been sent. But all in all awesome! "
Private Yard: Pet-Friendly Home in Dover
Circa 1900 Home in the Heart of Historic Downtown Chestertown
10.0 out of 10, Exceptional, (63)
"We enjoyed everything about the property."
Circa 1900 Home in the Heart of Historic Downtown Chestertown
River Front, Private Single Family Home
10.0 out of 10, Exceptional, (8)
"The property is very well kept an up to date. Views out on the water are gorgeous. Very comfortable stay for my wife and I, along my parents and our parents 7 week old. Will be back. :) "
River Front, Private Single Family Home
Waterfront Millington Vacation Rental w/ Hot Tub!
Waterfront Millington Vacation Rental w/ Hot Tub!
Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.
10.0 out of 10, Exceptional, (2)
"What can I say, everything was wonderful, from the host to a great night's sleep. Wish we could have stayed longer."
The price is AED 937
AED 1,065 total
includes taxes & fees
11 Nov - 12 Nov
Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
10.0 out of 10, Exceptional, (61)
"Great!"
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups
10.0 out of 10, Exceptional, (7)
" Wonderful quiet property with a fully equipped stay. AC, Lighting, bug prevention, kitchen amenities, and linens were huge positives. The water temp/controls were a tad confusing and variable, difficult to tell the cause. Another comfort note would be the ladder rungs to the upper bed - they were extremely difficult and uncomfortable to use. There isn't much room for a ladder, so the selected style is understandable, but for anyone looking for a quick and easy sleeping sleeping arrangement...
Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
9.8 out of 10, Exceptional, (9)
"We enjoyed our stay here. The dock and waterfront views were amazing! The kayaking was fun. Just a shame we are in a drought because river was too low to go out on Sun. Furniture not the best for comfort but other amenities were good! "
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Home away from home
7.6 out of 10, Good, (5)
"Nice place to stay for quick weekend. Close to everything."
Home away from home
Centreville Waterfront Farm | 170 Acres | Pool | Private Dock | Private Beach |
10.0 out of 10, Exceptional, (6)
"We stayed for a Wednesday through Sunday trip in August, and it was just perfect. Bryan texted me a little before 4pm and said the house was ready, and led us down the drive to the property. We could not have asked for anything else to be included in the house, either in amenities or design. Each room has it's own bathroom and shower, plenty of towels and kitchen utensils and phone chargers everywhere - we especially liked the multi port charger with cables in the kitchen! The pool was...
Centreville Waterfront Farm | 170 Acres | Pool | Private Dock | Private Beach |
Vibrant Milford Home w/ Boat Dock & Patio!
9.6 out of 10, Exceptional, (18)
"We just wanted a long weekend away, and this place was perfect. Well-equipped and comfortable home in a quiet neighborhood with supermarket, stores, and lovely nature trails for long walks close by. 35 minutes to Slaughter Beach for an ocean walk, or a bit further to Dewey or Rehoboth. Nice to see lake water not affected by algae. "
Vibrant Milford Home w/ Boat Dock & Patio!
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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Other property types in Greensboro

First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (71)
"Just what we needed for the night! Thank you "
The price is AED 360
AED 557 total
includes taxes & fees
14 Nov - 15 Nov
First Floor Studio Apartment in Historic Chestertown
Grandma's Cottage
10.0 out of 10, Exceptional, (95)
"This is my 3rd stay at Grandma’s Cottage and it didn’t disappoint. It’s quaint, convenient to all things Milford, Dover and the beaches. I consider it my home away from home when I am in the area. I’ll be back. "
Grandma's Cottage
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F
10.0 out of 10, Exceptional, (1)
"This was the most peaceful and perfect property. I felt like I was on vacation and able to relax! We would definitely return if we are in the area again."
Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F
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.